Kissimmee Vacation Rentals & Condo Rentals

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  • "Memories are Made of this

    Kissimmee: Laguna Bay Villas: Condo
    3 BDR • 2 BA • Sleeps 6 • #258469
    319.47 to 319.47 CAD/night
    Newly furnished, beautiful ground floor Disney World area villa boasting 3 BR's, Disney themes in the children's bedrooms, flat screen TV's everywhere. You'll gather the family at the new dining room table to share your family meals. You'll kick back in a spacious, new family room with free Wifi and cable TV, and grab some of that Florida sun while you sit by the heated pool and spa. Disney World is less than 10 minutes away, and universal is a quick 20-25 minutes. Everything you could ask for and more at far less than you would ever imagine. A stunning furnished home at less than hotel rates. Wow.,
  • 7 Bedroom Pool Villa with

    Kissimmee: Windsor Hills: House in a gated community
    7 BDR • 4 BA • Sleeps 15 • #247646
    345.13 to 1,025.12 CAD/night
    This is a truly luxurious vacation home at a GREAT VALUE!! Our Luxurious Villa features: • 7 bedroom 4 bath villa with private pool • Pool heating is an optional fee • 3 King bedrooms, 2 Queen bedrooms, 2 Twin/Full bedrooms • All bedrooms have HD TVs • FREE Baby Crib, high chair • Child Safety Pool Fence • Fully equipped kitchen with all major appliances • Wireless Internet Service • Full size washer and dryer • Full Dining room, Living Room and Great Room • Professionally decorated and furnished • Games Room with Pool Table, and Gaming TV • Very short walk to the Clubhouse • Our property manager is one of the best in the Disney area. They care about delivering excellent service as much as we do. A perfect match. This home will bring the excitement of Disney to you and have everyone talking about your trip for months to come. In addition to this beautiful home, you as our guest will have full access to the Windsor Hills clubhouse, sundry shop, resort-style pool, game room, exercise room, theater, and all other amenities at no extra cost. You are also just minutes away from shopping and restaurants.
  • Luxury Home Comforts

    Kissimmee: Windsor Palms: Condo in a complex
    3 BDR • 2 BA • Sleeps 6 • #41979
    147.54 to 192.45 CAD/night
    Why stay in a hotel when you can stay in a luxury condo with all the benefits of 3 bedrooms, two bathrooms, kitchen, dining area and balcony with the resort benefits of an Olympic size pool, children's pool, spa, gym, cinema, business centre, games room, tennis courts, children's play area and more?
  • Disney & Universal Studios

    Kissimmee: Windsor Palms: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 5 • #245633
    179.62 to 179.62 CAD/night
    The first reason that you may want to trust us with your family vacation's lodging is our reputation. In business for 20 years , We have served travelers to the Theme Park region meticulously , earning countless 5-Star reviews across many booking sites. This is our full time job. We live here, we are not absentee owners like most other villas . We are easy to communicate with before , during , and after your visit to our villas. We are available in person, by e-mail, phone and text. Both of us are theme park workers, and we are happy to answer any questions that you may have . Our paramount goal is to make our villas as clean as possible . We update our mattresses and bedding and cookware regularly. Our location, less than three miles from Walt Disney World's Animal Kingdom , is the second reason that you may consider us for lodging . There are very few privately owned condo/town home resorts , with human gate attendants , this close to the theme parks . Most of the others are timeshares . We are not a timeshare . There are no strings , and no hidden costs when you book with us . Book with us and you deal directly with us. We are the cleaners, and we are licenced to clean. No one else, other than you and us , has access to the villa while you are staying with us . When you book with a large company, with absentee owners , you may not know who is servicing your villa and who has access to the villa . We look forward to serving your lodging needs here in Central Florida !
  • Stunning South Facing Pool

    Kissimmee: Windsor At Westside: House in a gated community
    9 BDR • 1 Loft • 6 BA • Sleeps 23 • #248929
    422.11 to 1,114.93 CAD/night
    Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Westside Gate Resort. Plus as our guest you get to enjoy all the amenities of the resort such as the lazy river, splash pool for the kids,2 other large pools, tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant The space 9BR/6BA home in Windsor At WestSide! - 9 Luxurious Bedrooms (4 King, 1 Queen/Queen, 2 Twin/Full Room, 1 Twin/Twin, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 23 people - 6 Full Bathrooms - 3 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Pool Table, and Foosball table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa - Free long distance phone calls to USA, Canada, and Mexico - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Baby gear included (crib, high chair) - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - LCD TV with DVD player and Nintendo gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard
  • Luxury Resort Townhouse

    Kissimmee: Emerald Island: Townhouse in a gated community
    4 BDR • 4 BA • Sleeps 10 • #203750
    141.13 to 147.54 CAD/night
    Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of Florida attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation townhouse will give you luxurious living and a vacation experience that will exceed your expectations, all at the cost of a hotel room. Our guests enjoy the use of the resorts facilities such as the two community heated pools, spa, fitness center, sauna, volleyball court, and a new tennis/basketball court. A short walk along the beautifully landscaped grounds to the clubhouse where you can check your e-mail at the Cyber Cafe or play video games with the children in the Arcade, have a cold drink or a snack from the Tiki Bar and relax by the pool. The staff at the Concierge Desk will be happy to help you with any of your vacation needs, like information and directions to restaurants and golf courses, discount coupons and park tickets, as well as transportation, all within a secure gated community. Our home in beautiful Emerald Island Resort is the perfect place for you and your family to enjoy a memorable and worry free vacation.
  • 6br Luxury Pool Villa 2

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 14 • #243429
    345.13 to 1,025.12 CAD/night
    * Only one neighbor beside - Super Privacy! * Steps to Club house/resort water park. ThiS 6 bedroom 3.5 bathroom 2800 sqft luxury home is located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION. This 6 bedroom villa has 3 KING ROOM/2 FULL&TWIN ROOM/1 QUEEN BEDROOM and 1 Crib. All bedrooms include large LED TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel. Our home is at one of the few premium location in Windsor Hills with highland lot. Private east-facing heated pool and SPA in screened lanai. Windsor Hills resort offers a lagoon style pool with a large water-slide, hot tub, air conditioned/heated game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. It also offers discount tickets to theme parks and a shuttle service. This really is a dream home for guests sharing a perfect vacation in Orlando with family and friends, all at a fraction of the cost of staying in a typical hotel! - Safety & Security: Gated community with 24 hour security guard - 65' Smart 4K LED TV, HDTV in every room - Games room with pool table, Foosball - Private heated pool and SPA in screened lanai - Pool heating is an optional fee - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Large size washer and dryer included in unit - No check in required / secure key-less entry to unit - Our vacation home is managed by top property management company in Florida. To make your vacation as smooth as possible, below are some additional services to help provide both necessities and some luxury items that you may enjoy: Concierge, Hire Equipment, Grocery Delivery, Party Planning, Weddings, Private Chef, babysitting, Transportation
  • 3mi to Disney,Gap Special

    Kissimmee: Emerald Island: Villa in a gated community
    4 BDR • 3 BA • Sleeps 8 • #226744
    178.34 to 282.26 CAD/night
    This four bedroom luxury home is specifically set up for vacationing guests. The house, just three miles from Disney, is located in the 24/7 manned gated, prestigious Emerald Island Resort. We are so close to Disney that you can watch and hear Disney fireworks from within the resort. Furthermore, the house is conveniently located only 1 mile from the popular tourist strip of 192, where entertainment, shopping, supermarkets and restaurants are all within minute to reach. 1960 sqft villa, offers four bedroom, 3 bathroom, two lounge areas - formal living room and family room; and two dining area - kitchen nook for breakfast and formal dining room, plentiful space for large family gathering. TV in every room. The first master bedroom suites have king size sleigh bed, TV, en-suite bathroom equipped with walk-in shower and roman corner jetted tub. The second master bedroom suites have queen size bed, TV, en-suite bathroom equipped full size tub. Both twin rooms have two twin size beds and TV. Our home can comfortably house 8 people. Pull out sofa bed can accommodate additional 2 people. We have a heated private pool, a patio table with chairs on the pool deck and chaise lounge chairs for you to relax outdoor while soaking in the Florida sun. Gas BBQ Grill is readily available free to use. The pool comes equipped with a child safety fence and alarm to prevent unsupervised young children from the pool area. The Emerald Island resort also has a clubhouse sauna, fitness center, arcade, Internet cafe, Tiki-bar, 2 heated communal pools, hot spas, volleyball, tennis, basketball facilities, kiddie play areas, all at one’s disposal. Furthermore, the resort offers a shuttle service to local areas of attraction with an additional charge for stress free travel. Your home away from home is secure, in a prestigious 24 hour manned gated community located at Disney's doorstep. It is the perfect place for one to recover from a hard day at the parks. We have a pro size pool table, Foosball table and air hockey in the garage converted game room with complementary high-speed wireless internet reaches every corner of the house. Additionally, the family room has a 60'' LED television, both master bedrooms contain LCD TV. Formal living room, family room, dining room, and breakfast nook provide plentiful space to entertain large family. The home also has a washer and a dryer so you can enjoy a long and fun vacation with all the conveniences of your own home. Fully-equipped kitchen, which includes a range, refrigerator/freezer, dishwasher, garbage disposal, microwave, Keurig coffee machine, conventional coffee maker, toaster, blender, just bring your K-cups and you are ready to start your day. This home is thoughtfully set up and tastefully decorated.
  • Luxury 7 Bed Villa with

    Kissimmee: Emerald Island: Villa in a gated community
    7 BDR • 5 BA • Sleeps 16 • #208171
    352.82 to 705.65 CAD/night
    A fabulous Orlando Florida vacation rental located 5 minutes (3 miles) from Disney World in tranquil and tropical surroundings of Emerald Island Resort Orlando. It offers a spacious and open south facing pool and spa with a fully air-conditioned games-room and multiple master suites. This luxurious Orlando Florida home offers 7 bedrooms, 4.5 bathrooms, a fully air-conditioned games rooms and a private south facing pool and spa. The kitchen is fully equipped for groups of all sizes and offers the highest standard amenities and desirable features. Whether you are seeking a relaxing retreat or a family gathering in the sunny Orlando Florida, this home has it all. 3 Miles to Disney in Emerald Island Resort * 7 bedrooms, 4.5 bathrooms Accommodates 16 guests * Large private south-facing pool/spa TVs in all bedrooms, living room and games-room * Towels and linens are provided Fully air-conditioned including the game-room Fully equipped kitchen * Full Size Washer and Dryer DVD Players, CD Player * Fully Air-conditioned Games Room Free WIFI, just bring your laptop * Extended pool deck
  • 9br Pool Villa, Steps to

    Solara Resort: House in a gated community
    9 BDR • 1 Loft • 6 BA • Sleeps 22 • #248922
    422.11 to 1,114.93 CAD/night
    Luxury Vacation Rental Solara Resort - House in a gated community - 4200 sq ft / 390 sq m - Ground level Spacious 4500sqft 9 bedroom 6.5 bathroom, decorated by professional designer. Solara Resort, one of newest and best upscale vacation home resort. It’s only 7 miles to Disney Theme Park and close to everywhere. GREAT LOCATION. The space 9BR/6.5BA home in Solara. Absolutely perfect for multi-family groups, this property features all the comforts of home and more. Features: - 9 Luxurious Bedrooms (5 King, 2 Full/Full, 1 Twin/Full Room, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 24 people - 6 Full Bathrooms and half pool bathroom - 2 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Pool Table, Foosball table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa - Free long distance phone calls to USA, Canada, and Mexico - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - LCD TV with DVD player and Nintendo gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Garage parking Guest access Solara is a newly built high-end resort of 8 acres with 13,000 sq.Ft clubhouse located in Kissimmee/Orlando. It is one of the newest, best upscale, and most convenient resorts for commuting, shopping, and dining with only 7 miles of Disney Theme parks. You will be able to enjoy the following features at the resort and club house: •Flowrider Surf Simulator** •Heated Grand Pool •Fitness Center and Fitness Lawn •24/7 Manned Gated Entrance •Sand Volleyball •Soccer Field •Basketball Court •Valet Trash Services •Easy Access to Theme Parks •Restaurant •Coffee Bar •Café & Lounge Other things to note POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve
  • Emerald Island 6 Bedroom

    Kissimmee: Emerald Island: House
    6 BDR • 1 Den • 5 BA • Sleeps 19 • #239319
    216.83 to 640.22 CAD/night
    We recently upgraded the pool surface of our private pool at the back of the house to include: 1. A finish of beautiful blue Portland cement with colored quartz aggregate and iridescent glass beads. 2. Mosaics of Dolphins and beach balls throughout the pool with the highlight being the 42 inch square mosaic in the floor of the pool with 3 large Dolphins swimming around a beach ball. 3. We also added a step in the spa for our older or physically handicapped guests for spa egress. So much easier for all. The new finish combined with the changing colored LED lights make for a unique experience while enjoying the pool at night. The appearance of this pool challenges all other house rental pools for the rating of most beautiful. Summary of this House’s Best Features (from Guest Reviews) • Less than a 4-mile drive to Disney World’s Animal Kingdom • Leather couches and a recliner with a total of 5 reclining seats • Privacy on the pool deck with flowering hedge-plants along the perimeter • A high-quality pool & spa water heating system • A spa/jacuzzi next to the house pool with FREE use for 2 hours per day • A 10-foot roof over the entire width of the 40-foot pool deck (called a Lanai) • Luxurious wooden furniture throughout the 2900 square foot house • Professionally made drapes on all the windows • High quality TV reception on the 7 LED HD Smart TVs • Over 100+ TV channels including most HBO channels • High speed Wi-Fi throughout the house and property, even on the Lanai • A desk with a PC for your personal use as needed • A gated resort with 24/7 security • Clubhouse with a beautiful pool/spa, game room, tiki bar, Fitness Center and TV room The house is built and furnished for the traveler who demands the highest quality standards. It is located in the exclusive gated resort of Emerald Island. Two stop signs and two traffic lights, a 10-minute drive, separate you from Disney property. Your Magical Vacation starts when you see the dramatic palm tree-lined entrance with the beautiful foliage leading up to the security gates. Then you see the dolphin fountains and the very popular Clubhouse. As you meander down the street past the preserved park area, you begin to understand you are in a beautiful, elegant and secure world. The house has 6 bedrooms and 5 ½ bathrooms with a maximum occupancy of 19. The 4 Master Suites with King Size beds and private baths allow several couples to have their necessary privacy. The two 2-twin-bed bedrooms and additional full-bath are furnished for the younger guests of your group, with fun, colorful and playful decor. The entire house is decorated in an elegant manner. As you enter the house, you are presented with a beautiful Burgundy Sofa and a Cocktail Table in the cozy Living Room. The floor is tiled that allows you and your guests to relax. As you enter the Kitchen and Family Room area, you are overcome by the vaulted ceiling in the Family Room with its 18 feet long ceiling to floor drapes professionally made with the beautiful butterfly fabric and the wide glass doors out to the pool deck from both the Kitchen and the Family Room. The two full-size leather couches facing the 50-inch LED Smart TV invite you to relax on their power-reclining seats. The fully stocked kitchen invites you to enjoy the pool and house.
  • Luxury Villa with Large

    Kissimmee: Lindfields: Villa
    3 BDR • 2 BA • Sleeps 8 • #203990
    153.96 to 186.04 CAD/night
    Welcome to our luxury villa. We pride ourselves on the care we take to ensure that you enjoy our home as much as we do. Located near Disney, the many restaurants along the 192, Publix supermarket and a Super Walmart, our home is well maintained, very spacious and fully air-conditioned. Equipped & furnished to a high standard, you will not be disappointed from the moment you walk in the front door. The larger than average 30' screened, floodlit pool is landscaped and fully fenced for your total privacy, unlike many other homes where each private pool overlooks another. Extensive planting around the pool screen enhances the seclusion. The pool benefits from year round solar heating and a heating option is also available for the cooler months. The pool deck is furnished with table, chairs, foot-stalls, recliners and sun loungers. The villa has two living areas. A relaxing carpeted lounge leads into a tiled dining room and the large open plan tiled family room and kitchen overlook the pool. Here you will be able to relax on two large electric reclining sofas and two comfortable swivel bar-stools. An entertainment unit houses a 42" Plasma TV, HD cable box, Home Theatre System (Blue-ray, DVD, CD, FM Radio, Ipod dock, surround sound speakers). The master bedroom has a US king size bed, chair, dresser, bedside tables, cable TV, DVD, 2 radio alarms, cordless telephone, ceiling fan and spacious closets. The en-suite bathroom has a tiled floor, large walk-in shower, his and her wash basins, LED lighted & anti-demisting mirrors and a granite vanity top. The second & third bedrooms each have twin beds, spacious fitted closets, chair, four drawer chest, ceiling fan and radio alarm. The family bathroom with tiled floor, bath/shower, LED lighted & anti-demisting mirror and granite topped vanity unit is adjacent. All the bedrooms have laminate flooring, area rugs and touch controlled dimmable bedside lamps. A cot/crib & high chair are provided. All linen and towels (including pool towels) are provided . We have a full size ping-pong table and a pool table. We offer a free wireless high speed internet connection, free long distance calls (USA & Canada) and a generous amount of free International telephone calls. Our management company is located nearby.
  • Lovely Home with Two

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    4 BDR • 4 BA • Sleeps 10 • #243254
    234.79 to 256.60 CAD/night
    This is a two story home featuring one master suite downstairs and a second upstairs accompanied by two twin bedrooms and additional bathroom. Downstairs there is a fully equipped kitchen with two living areas and a dining room. Upstairs there is a lovely loft area with a Wii for some fun. For some more fun there is a games room for the whole family that includes a pool table, air hockey table, and Foosball table. If you'd like to enjoy some Florida sunshine there is a private South Facing Pool and Spa backed up against a lovley conservation area where deer have been known to frolic but it is still screened in and has a patio for some shade if need be.
  • Windsor Hills Resort

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 4 BA • Sleeps 12 • #251205
    429.80 to 660.74 CAD/night
    We are proud to offer this truly magnificent vacation home in Windsor Hills Reserve, the premier resort of Orlando that is 'Closest to the Magic'! This spacious home has 2800 sq ft of air-conditioned living space plus a games room with air hockey, basketball and PlayStation 4, located in a luxury 5-star gated community of Windsor Hills. Luxurious professionally decorated 6-bedroom, 4 bathroom home with 2 King en-suites less than 2 miles from the entrance of Disney. Want to relax after a long day in the parks. Take a dip in the spectacular private pool and jet spa which overlooks a beautiful conservation area. We have several homes close by, perfect for family reunions and large groups. You will enjoy your home away from home while you vacation in the Disney area. FEATURES INCLUDE: * Superhero-themed game room with PS4, pool table, air hockey and Foosball * Star Wars themed bedroom with AT AT bunk bed * Frozen themed bedroom with Frozen Castle bunk bed * Harry Potter themed bedroom with twin beds * South-west Facing Private Pool * Premium location - 3-4 minutes walking distance to the Clubhouse * TVs: Smart 4K HDTV in the family room and all bedrooms * FREE and UNLIMITED long distance phone calls to USA and Canada * FREE and UNLIMITED high speed WiFi Internet access * FREE baby gear included (crib, high chair, stroller) * FREE gas BBQ grill * FREE on site parking * Private pool, hot tub in screened lanai. Safety fence for kids * Fully equipped laundry room with washer/dryer and ironing facilities * Resort clubhouse with pool, hot tub, games room, movie theater, tennis, volleyball, basketball, gymnasium and sundry shop * Professionally managed, inspected and cleaned * Gated community with 24 hour security guard manned entry gates * Guest Welcome Center with guest services staff available 24 hours
  • No Rear Neighbor - 5br

    Kissimmee: Windsor At Westside: House in a gated community
    5 BDR • 1 Loft • 4 BA • Sleeps 14 • #248925
    409.28 to 1,012.29 CAD/night
    5 BR 4 bathroom 3000 sqft luxury home is located in Windsor at Westside Resort, one of best upscale vacation home resort. It’s only 9 miles to Disney Theme Park and close to everywhere. Accommodate 14 people+1 baby No Rear neighbor walk to Club House 9 miles to Disney Brand New inside from Top to Bottom All new Furniture and Appliances * Private Pool (Optional Heated $35+tax/day) * Optional BBQ * Downstairs Bedrooms: Queen sized bedroom with en suite (shower/bath combo) * Upstairs Bedrooms: King sized Master with Crib/en suite (shower, tub, twin vanities) King sized bedroom with en suite (shower) 2x children's themed bedrooms: (Star War with 2x Double sized beds; Harry Porter Room 1 Twin over Full Bunk bed & 1 Twin bed) Family bathroom (shower/bath combo, vanity) Laundry room is located upstairs * Main Living Area: Spacious comfortable seating area with a leather sectional and accent chair *Kitchen: Fully equipped with a 4 seats breakfast bar Refrigerator/freezer, oven, microwave, dishwasher, coffee maker, toaster, blender All utensils, cookware, dinnerware, glassware *Dining: Table seats 10 people 4 seats breakfast bar *Entertainment: Each bedroom is furnished with a flat screen TV and access to complimentary Wifi Main living area has a large flat screen TV Games room has a pool, and foosball table as well as 2 seat high top table *Outdoor Living Space: Screened in private swimming pool and spillover spa (optional heating) 2x sun loungers with umbrella, 6 seat patio table Kid's safety pool fence Guest access Free access to all resort amenities: • Clubhouse • Fitness Center • Multi-purpose Rooms • Resort Style Pool with Zero Entry • Cafe Sol Poolside Bar and Grill • Lazy River • Poolside Cabanas • Basketball Court • Play Zone • Tennis Courts • Volleyball Grass Court • Soccer Field Other things to note POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve
  • 8br Windsor at Westside

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 21 • #248926
    577.35 to 1,089.27 CAD/night
    Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Westside Gate Resort. Plus as our guest you get to enjoy all the amenities of the resort such as the lazy river, splash pool for the kids, 2 other large pools, tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant The space 8BR/6BA home in Windsor At WestSide! - 8 Luxurious Bedrooms (2 King, 1 Queen, 1 Queen/Queen, 2 Twin/Full Room, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 21 people - 6 Full Bathrooms - 3 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, game console, Pool Table, and Foosball table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa, Child safety fence installed - Free long distance phone calls to USA, Canada, and Mexico - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Baby gear included (crib, high chair) - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - LCD TV with DVD player and Nintendo gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard Guest access Plus as our guest you get to enjoy all the amenities of the resort such as splash pool for the kids, 2 other large pools, tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant. Other things to note POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve
  • Luxury 6br Windsor Hills

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 14 • #234418
    345.13 to 1,025.12 CAD/night
    Welcome to this 6 Bedrooms Home At Windsor Hills Resort With Private Pool, Game Room LUXURY & COMFORT You will definitely love this house. We have furnished the home to the highest standard and chose only high-quality furniture and appliances - Because we understand how important it is for you to have all the comforts of home after a long day at Disney. BEST LOCATION and AMENITIES Only a few minutes away from Disney, the most popular "Windsor Hills Resort" is simply the BEST combination of location and facilities. A huge Resort-Style Pool, Water Slides, Hot tub, Game Room, Tennis Court, Spa, Fitness Center, Theater Room, Basketball Court, etc. All of this is INCLUDED when you stay with us and is only a few minutes’ walk. And lots of extra services, such as discounted Disney tickets, shuttle to park, available at resort welcome center. WE PROVIDE EVERYTHING YOU NEED ! - East Facing Heated Pool and SPA in screened lanai, Our villa is one of the largest highland corner lots, far from neighborhood - 6 luxurious bedrooms with 3 KING/1 QUEEN/2 FULL/2 TWIN - Gated community with 24 hour security guard - Games Room with pool table and Foosball - Large HD TV in every room - FREE high speed WiFi internet - FREE full size crib, high chair - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Laundry Room with full size washer and dryer, iron table - For Senior Guests: Bedroom on first floor with super comfortable mattress - Easy check in with secure key-less entry - Pool heating is an optional fee 5 STAR SERVICES. Our vacation home is professionally managed by the top Property Management Company in Windsor Hills Resort. We spend more money to get you the BEST service. Because you are our guests, we care about your vacation and we want you to be 100% satisfied with our vacation home. SAFETY & SATISFACTION GUARANTEED ! As full-time vacation home owners, we have been in this business for many years with hundreds of happy guests and 100% positive reviews. We know what you need and we care about what you think. Book from us, your satisfaction is guaranteed!
  • 9br Luxury Pool Villa in

    Kissimmee: Windsor At Westside: House
    9 BDR • 1 Loft • 6 BA • Sleeps 22 • #247640
    422.11 to 1,114.93 CAD/night
    Remarkable Home with 9 BR Pool/SPA/Game, Nearby Disney 9BR/6BA home in Windsor At WestSide. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Wesside Resort. Key Features Include: - 9 luxurious bedrooms (4 king rooms-1 with crib, 1 queen/queen room, 3 twin/full rooms, 1 twin/twin room) - Jump to Safety and Security: Gated community with 24 hour security guard, plus in-house alarm system connected to security company - 120" HD Projector in Loft and Living Room with 65 inch Smart LED TV - Games room with pool table, Foosball - Private heated pool (extended size) and SPA in screened lanai - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access in unit - FREE baby gear included (full-size crib, high chair) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - No check in required / secure key-less entry to unit POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve *** Early check-in/ late check-out will subject to a fee of $45/hr
  • South-Facing Pool Home

    Kissimmee: Emerald Island: Villa in a gated community
    6 BDR • 6 BA • Sleeps 14 • #143626
    352.82 to 705.65 CAD/night
    6 bedrooms, 5.5 bathrooms * 4 Master suites with King size beds * 2 themed kids rooms * Large 40' x 23' pool * South facing pool deck * Deep 40' x 10' screened lanai * Air-conditioned game room * Free Welcome Pack * No per person charge * Free supply of gas for the grill * High quality linens * Free wireless internet * Free phone calls * Full-size crib * Large LCD TVs in every bedroom * Sony Play Station II * Games * Videos and Books * 24x7 Monitored Security Discounts for longer stays and last minute rentals
  • Fabulous South Facing Lake

    Kissimmee: Sunset Lakes: Villa
    6 BDR • 4 BA • Sleeps 12 • #258985
    336.15 to 410.56 CAD/night
    * 6 bed, 4 baths ~ Superior Vacation Home ~ Sleeps 12 guests + infants * Affordable Luxury ~ Value for Money * Just 5 minutes’ drive from Walt Disney World’s Animal Kingdom * Private South Facing Pool with Beautiful Lake View ~ Quiet Location Yet Close to Amenities * Great for Families or Groups * Superb Furnishings, Spacious Living and High-Quality Comforts * A Perfect Blend of Modern Living in a Premier Setting Villa Overview: Located in the ideally situated community of Sunset Lakes, offers you and your party the unique opportunity to spend your Florida vacation in a quiet rural setting, yet only a short drive away from the theme parks, restaurants, shopping malls and all the many attractions Orlando has to offer. Sunset Lakes is situated off the more desirable 192 West and offers easy access to Interstate I4, which is the gateway to all the theme parks and Orlando Attractions. Ticking all the boxes: • Genuinely Just 5 minutes from Disney’s Animal Kingdom Theme Park and Disney’s Blizzard Beach Water Park ~ This enviable location is surrounded by conservation areas and natural lakes • This Attractive, two story charming villa provides guests with a home from home in the sun. There’s plenty of room to stretch out and relax away from the excitement and bustle of the parks • Private South Facing Pool with 30ft x 15 seasonally heated pool ~ not overlooked by neighbours • Beautiful Lake View from the spacious extended deck ~ no looking at neighbours or walls at breakfast! • All Day Sunshine on the patio, making the most of the Florida sun on the especially in the shorter winter months. (We do have shade on our patio for children and those who do not like too much sun) • A Higher Grade of fixtures and fitting with modern and stylish interiors • A Modern, family friendly home that is stylishly decorated and very well appointed with excellent facilities. This villa has spacious living accommodation that ultimately provides you with an enjoyable and comfortable stay Location Sunset Lakes • Conveniently located ~ This villa is only a few minutes’ drive to the hottest local attractions and theme parks with all the vacation fun you could soak up! • Gated community ~ Small, quiet, exclusive development ~ surrounded by conservation areas and natural wetlands • Offers ultimate in rest, relaxation and great value – You’ll just love the luxury of being able to pop back to the villa to enjoy the midday dip in the pool. • Large community pool – perfect surrounds for relaxing on spacious grounds with pleasant gardens • Children’s Playpark • Fishing is permitted on the lakes for our guests • Building work is complete on Sunset Lakes Location Sunset Lakes is located just off the main 192 West. Disney World Resort is approx. 5 minutes’ drive. Universal Studios Wet ‘N’ Wild, Sea World and the International Drive area 15–20-minute drive. There are many, many fabulous golf courses within a 5-minute drive. It’s just a hop, skip and jump to some of Orlando’s finest shopping, dining and entertainment venues. Orlando International Airport is 30 minutes’ drive. Sanford Airport is 1-hour drive. The fabulous beaches of the Gulf Coast are 1.5 hours’ drive away and the Atlantic beaches are 1 hour away.
  • Windsor at Westside 9br

    Kissimmee: Windsor At Westside: House
    9 BDR • 1 Loft • 6 BA • Sleeps 23 • #247642
    422.11 to 1,114.93 CAD/night
    Remarkable Home with 9 BR Pool/SPA/Game, Nearby Disney 9BR/6BA home in Windsor At WestSide. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Wesside Resort. Key Features Include: - 9 luxurious bedrooms (4 king rooms-1 with crib, 1 queen/queen room, 3 twin/full rooms, 1 twin/twin room) - Jump to Safety and Security: Gated community with 24 hour security guard, plus in-house alarm system connected to security company - 120" HD Projector in Loft and Living Room with 65 inch Smart LED TV - Games room with pool table, Foosball - Private heated pool (extended size) and SPA in screened lanai - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access in unit - FREE baby gear included (full-size crib, high chair) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - No check in required / secure key-less entry to unit POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve
  • Only 2 Miles to Disney

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 12 • #243120
    345.13 to 1,025.12 CAD/night
    This is a truly luxurious vacation home at a GREAT VALUE!! Our Luxurious Villa features: • 6 bedroom 4 bath villa with private pool • Pool heating is an optional fee • 3 King Master bedrooms, 1 Queen bedroom, 2 Twin bedrooms • All bedrooms have HD TVs • FREE Baby Crib, high chair • Child Safety Pool Fence • Fully equipped kitchen with all major appliances • Wireless Internet Service • Full size washer and dryer • Full Dining room, Living Room and Great Room • Professionally decorated and furnished • Games Room with Pool Table, and Gaming TV • Very short walk to the Clubhouse • Our property manager is one of the best in the Disney area. They care about delivering excellent service as much as we do. A perfect match. This home will bring the excitement of Disney to you and have everyone talking about your trip for months to come. In addition to this beautiful home, you as our guest will have full access to the Windsor Hills clubhouse, sundry shop, resort-style pool, game room, exercise room, theater, and all other amenities at no extra cost. You are also just minutes away from shopping and restaurants.
  • Make your Vacation

    Kissimmee: Terra Verde: Villa in a gated community
    5 BDR • 3 BA • Sleeps 7 • #254618
    179.62 to 256.60 CAD/night  
    Maximum occupancy - 6 guests NO PETS NO PARTIES 5 bedrooms , 3Bath Central kitchen fully equipped with all modern appliances , blender , coffeemaker , microwave , toaster , five ring stove, refrigerator,dishwasher all pots , pans ,dinnerware , silverware Private pool -approximately 13 x 26 ft and go`s from 3 ft to 5 ft deep. Pool heat is available with additional cost Garage is a game room and laundry Parking- 2 cars Netball and basketball courts,sandy area with volleyball net , tennis court , all weather table tennis , mini golf , shuffleboard 3 acres stocked fishing lake Hot tub at Clubhouse on the sunning decks , heated pool with swimming decks and terrace overlooking the central lake Separate children`s area with swings , slide and sand pit ATM / Bank at Clubhouse , fully fitted fitness center and offering a book table for visitors <b>Please note that there is no barbecue at the home, but, you can rent one locally.</b>
  • 3mi to Disney,Last Min

    Kissimmee: Emerald Island: Villa in a gated community
    4 BDR • 3 BA • Sleeps 8 • #233935
    178.34 to 282.26 CAD/night
    Welcome to my luxury 4 bedrooms home. The house, just three miles away from Disney, is located in the 24/7 manned gated and prestigious Emerald Island Resort. So close to Disney you can hear the fireworks from your pool deck. LED TV in every bedroom, Frozen themed and Star Wars themed twin rooms, this four bedroom luxury home is specifically set up for vacationing guests. The first master bedroom suite includes king size sleigh bed features Tempur-pedic contour supreme mattress, TV, and en-suite bathroom with walk-in shower, roman corner jetted tub, his and her sinks. The second master bedroom suite has king size bed, TV and en-suite bathroom with full size tub. Both twin rooms have two twin size beds and TV. This home can comfortably house 8 people. In addition, a pull out queen size sofa bed can sleep 2 more guests. In total this home can comfortably sleep for up to 10 people. This home is back to the conservation land, waterfront to Emerald Island Resort waterway, offers tranquil water view and lush green land beyond. We have a heated private pool, a patio table with chairs, chaise lounge chairs on the extended pool deck for you to relax outdoor while soaking in the Florida sun. Gas BBQ Grill is readily available and free to use. The pool is equipped with a child safety fence to prevent unsupervised young children from the pool area. The Emerald Island resort also has a clubhouse sauna, fitness center, arcade, Internet cafe, Tiki-bar, 2 heated community pools, spas, volleyball, tennis, basketball facilities, kiddie play areas, all at one’s disposal. Furthermore, the resort offers a shuttle service to local areas of attraction with an additional charge for stress free travel. Your home away from home is secure, in a prestigious gated & guarded community located at Disney's doorstep. It is a perfect place for one to recover from a hard day at the parks. We have a pool table, and Foosball table in the garage converted game room with complementary high-speed wireless internet reaches every corner of the house. The family room has a 47in LCD television, Formal living room; family room, dining room, and breakfast area provide plentiful space to entertain large family. The home also has a washer and a dryer so you can enjoy a long and fun vacation with all the conveniences of your own home. Fully-equipped kitchen, which includes a range, refrigerator/freezer, dishwasher, garbage disposal, microwave, Keurig coffee machine, conventional coffee maker, toaster, blender, just bring your K-cups and you are ready to start your day. Furthermore, the house is conveniently located just minutes away the popular tourist strip of 192, supermarkets and restaurants, this makes it one of the most appealing spots for both short and long term vacation rentals This home is thoughtfully set up and tastefully decorated. And updated frequently.
  • 5 Min. To Disney with

    Kissimmee: Emerald Island: House
    4 BDR • 3 BA • Sleeps 10 • #64471
    147.54 to 243.77 CAD/night
    Our single family home with a private pool has 4 bedrooms, 3 full baths, and sleeps up to 10 people. There are full-sized kitchen and laundry appliances. You'll find newer mattresses and a convection and standard oven. The resort, prestigious Emerald Island, is a gated community only 6.5 miles from Disney World. The resort also has a clubhouse pool, sauna, hot tub, exercise room, lounge, game room, computer room, child's play scape and nature trail. House in Emerald Island Resort
  • Quiet area close to

    Kissimmee: Montego Bay: Villa
    3 BDR • 1 Loft • 1 Den • 3 BA • Sleeps 8 • #63512
    140.08 to 184.65 CAD/night
    Many shops and restaurants close by and only 15 minutes from Disney. There is also a child's play ground and Tennis court on site with free access. A community pool is also there if you want a change from your private pool.
  • Windsor Hills Luxury Villa

    Kissimmee: Windsor Hills: Villa in a gated community
    6 BDR • 4 BA • Sleeps 16 • #207232
    345.13 to 640.22 CAD/night
    Our spacious family villa has just received over 30K in updates and additions in 2020/21. It features 3500 square feet of luxury living space with 6 bedrooms and 4 bathrooms which can accommodate 16 comfortably. Our private villa also offers a screened in swimming pool with hot tub and a covered patio area. You can BBQ on our gas grill while watching the kids swim in the pool. Our villa is located in the Reserve section of Windsor Hills, a gated resort. Windsor Hills resort offers a lagoon style pool with a large waterslide, hot tub, game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. Our villa is located 5 minutes from Walt Disney Theme Parks and minutes from Sea World, Universal Studios, Legoland, golf and many other popular Florida attractions. Windsor Hills offers discount tickets to theme parks and a shuttle service.
  • Stunning Lake Views, only

    Kissimmee: Oak Island Harbor: Villa
    4 BDR • 3 BA • Sleeps 8 • #202871
    256.60 to 256.60 CAD/night
    Welcome to the house by the lake, a beautiful newly renovated villa, fully air conditioned, overlooking a magnificent lake offering executive living at affordable prices. If it's relaxed living and plush surroundings that you are looking for, then this villa has it all and only 2 miles from Disney! You too can enjoy our comfortable home whilst enjoying your Disney World, Sea World, Universal Orlando and Busch Gardens vacation. The home is equipped with just about everything to make your vacation experience a memorable and enjoyable one. Close enough to everything but in a tranquil neighbourhood perfect for your relaxation.
  • 3br 2ba Pool Villa Private

    Kissimmee: Indian Point: Villa
    3 BDR • 2 BA • Sleeps 8 • #250585
    178.34 to 319.47 CAD/night
    Great 3 Bed, 2 Bath Villa with private Pool, fenced backyard, Games Area & Wi-Fi Internet Access. Sleeps 8, Close to Disney World and all the Major Theme Parks Orlando Florida Pool Area NEW - fenced backyard for your privacy. Sit back and relax around our pool with patio table and chairs & soak up the Florida sunshine. The patio door has an alarm fitted for the safety of our younger guests. Games Area Fun for all the family, our home comes with the added bonus of a fully equipped games area. Living Area The family room is furnished with a corner Sleeper Sofa, a TV and Hi-speed Internet Access is provided. Dining Area The open plan lounge leads onto the dining area, with glass topped table & 6 chairs. This makes a perfect setting for a relaxing dinner at home. Kitchen The separate kitchen with breakfast table is fully equipped with cooker, microwave, coffee maker, fridge/freezer with ice-maker, toaster, dishwasher & all kitchen utensils. Plastic-ware is provided for use around the pool. Master Bedroom and En-Suite The Master Bedroom with wooden floor has a king size bed, large walk in wardrobe, TV and ceiling fan. The en-suite has vanity unit with lights above, walk-in shower & toilet. 2nd Bedroom The 2nd bedroom with wooden floors has a queen size bed, built in wardrobes, chest of drawers, ceiling fan and TV 3rd Bedroom The 3rd bedroom with wooden floors has twin beds. Main Bathroom The Main Bathroom between the 2nd and 3rd Bedrooms has a vanity unit, toilet, bath with overhead shower. The villa also has a washing machine and tumble dryer. FREE WiFi Internet. AIR CONDITIONING/Heating throughout. *Swimming pool & deck area complete with patio furniture *Privacy Fence *HD Cable TV *Games Area with pool table, electronic darts, table football, *Kids Mickey & Minnie themed bedroom *2 sets of golf clubs *Linens & Towels supplied (Pool Heat (electric) is available at an extra cost. Please inquire with us before booking)
  • 7br Pool Villa with Game

    Kissimmee: Windsor At Westside: House in a gated community
    7 BDR • 1 Loft • 5 BA • Sleeps 18 • #248924
    255.32 to 1,050.78 CAD/night
    Spacious 7 Bedroom Villa At Windsor at Westside Resort Free WiFi, Crib, Highchair, Liens - Private Pool with Child Safety Fence - large HD TV in every room! - Game room with Pool table, and Foosball table - Spacious Sitting and Dining Area - Decorated by professional designer - Free access to resort facilities within the community - Gated community with 24 hour security guard Key Features Include: Steps to resort Club House. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Westside Gate Resort. Plus as our guest you get to enjoy all the amenities of the resort such as the lazy river, splash pool for the kids, 2 other large pools, and tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant. *Features* - 7 Luxurious Bedrooms (3 King, 1 Queen, 1 Full/Full, 1 Bunk & Twin Room, 1 Full/Twin, 1 crib) -Sleeps 18 guest - 5.5 Full Bathrooms (3 Bedrooms with Private En-Suite Bath) - Private Pool and Spa (sectional sitting couch, patio set, 4 sun loungers, child safety fence) - Loft with 120’ projector and Wifi-enabled DVD/Blue Ray Player - Game room includes: Pool Table, Foosball Table - Gourmet Kitchen - Spacious Sitting and Dining Area - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Baby gear included (crib, high chair) - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - Free long distance phone calls to USA, Canada, and Mexico - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Access to many resort facilities within the community
  • Private Cul De Sac Lot

    Kissimmee: Windsor Palms: Villa
    4 BDR • 3 BA • Sleeps 8 • #201087
    206.56 to 265.58 CAD/night
    This spacious and beautifully appointed villa will be ideal for your vacation. The pool is south facing and this is one of the few villas that offers a kiddy pool and a stand alone hot tub. The villa is decorated and furnished to a very high standard. Being situated on a quiet cul de sac and not overlooked to the rear, you'll enjoy great privacy during your vacation. The villa is also just a short stroll from the club house. High speed internet and all phone calls are included in the price. Child features include pool safety nets, high chair, pack n' play, stroller, PS2.
  • 4 Bed, 3 Bath Emerald

    Kissimmee: Emerald Island: House in a gated community
    4 BDR • 3 BA • Sleeps 8 • #102255
    205.28 to 243.77 CAD/night
    Spacious luxury 4 bed, 3 bath pool/spa villa + games room (7ft pool table, air hockey and Foosball table + cable TV) located on exclusive Emerald Island Resort. Just 3 miles and 5 minutes from Disney, 2 minute drive from shops, supermarkets and restaurants. Guests have full use of all resort facilities including club house with concierge, lounge with WI-FI, Internet cafe, air-conditioned gym, pool with Tiki Hut Bar for poolside drinks and snacks, games arcade, tennis courts, volleyball court, 2 children's play areas. Villa has 2 beautiful family rooms and dining area + large kitchen. Portable crib, high chair and stroller available free for guest's use. Free international calling and free in- home wireless internet.
  • Emerald Island Resort

    Kissimmee: Emerald Island: Villa in a gated community
    4 BDR • 3 BA • Sleeps 8 • #257814
    256.60 to 298.94 CAD/night
    Get the resort lifestyle with the space and comfort of home. Our large villa has 4 bedrooms and 3 bathrooms for all guests to enjoy along with a private heated pool full of sun. Downstairs holds a completely stocked kitchen for all cooking needs. A spacious newly furnished living room with large television for late night movies and favorite television shows. The master bedroom featuring a king bed and en-suite bathroom is located downstairs, the bathroom has a large two person garden tub and separate glass shower with double sinks. Upstairs sits a queen bedroom with cozy decor along with two Disney themed bedrooms, both boasting a hint of Disney theme. In addition to the en-suite bathroom in the master bedroom there are two full sized bathrooms, one upstairs and one downstairs, both featuring shower/tub combos. The private pool (with the option to heat) has a spacious deck, net enclosure, and full sun access for optimal tanning and fun in the sun. The spacious pool is the perfect place to cool off, or warm up, after long days at Disney Attractions. Our homeowners love Disney and want to make guests feel welcome and taken care of. They have tried to ensure that the home has any comforts a guest could need and of course we are available 24/7 for anything else you may need. We hope you have a magical stay!
  • Fabulous 5 Bed Villa near

    Kissimmee: Emerald Island: Villa in a gated community
    5 BDR • 4 BA • Sleeps 12 • #226562
    255.32 to 404.14 CAD/night
    A luxurious 5 bedroom 4 bath villa with south-facing pool situated in luxury Emerald Island Resort Orlando. Located a short distance from the popular destinations such as Disney World, SeaWorld and Universal Studios and accommodates 10-12 guests. This tastefully-decorated 5 bedroom/4 bath vacation rental is in a great location: 3 miles or 5 minutes from Disney World, close to the famous Formosa Gardens Shopping area and will surely create many memories on your next vacation. Emerald Island Resort - Villa Features •3 Miles to Disney in Emerald Island Resort •5 bedrooms, 4 bathrooms •Accommodates 12 guests •Large private south-facing pool •TVs in multiple rooms •Towels and linens provided •Fully air-conditioned •Fully equipped kitchen •Full size washer and dryer •DVD Players •Free WIFI, just bring your laptop •Surround sound system •Full size clothes washer and dryer •Pack 'n play/High chair
  • Family 5br Pool Villa W/

    Kissimmee: Creekside: Villa
    5 BDR • 3 BA • Sleeps 10 • #204481
    204 to 357.96 CAD/night
    This Beautiful and Spacious Family is the Perfect Place for your next Family Vacation. Enjoy your privacy with a completely fenced in back area and lush tropical landscape. As you enter this lovely home, you will be impressed with the the spacious hallway and living room. The living room is a great place to relax in comfort after a busy day at the many attractions. Step out and relax on your screened pool deck or take a swim. with a completely fenced in back yard you can enjoy your privacy. The home is equipped with playpen, stroller, highchair and safety gate for stairs! CREEKSIDE is located close to all major attractions, dining and shopping.
  • Kissimmee Condo Vacation

    Kissimmee: Royal Palm Bay: Condo
    2 BDR • 2 BA • Sleeps 6 • #69026
    121.88 to 160.38 CAD/night
    This Royal Palm Bay Villa is located at the end of Royal Bay Blvd, a quiet cul-de-sac convenient to the pool and clubhouse. This unit features a queen size master bedroom with en-suite shower while the second bedroom has 2 twin beds. Royal Bay Blvd off Poinciana Blvd is approximately 1 mile south of US 192. The intersection of Poinciana Blvd and US 192 opens the world to all the major attractions which are within easy reach. Along 192 are many diners, restaurants, shopping centers, specialty stores, as well as major retailers such as Wal-Mart, Target, CVS and many others. Swimming pool is shared. Clubhouse with pool table,vending machines and exercise room.
  • Beautiful Lake Berkley

    Kissimmee: Lake Berkley: Villa
    5 BDR • 3 BA • Sleeps 10 • #225692
    211.70 to 320.75 CAD/night
    5 bed/3 bath luxury villa with secluded south facing pool and free Internet offers great access to all theme parks some 10 mins away. Situated just off highway 192, close to Wal Mart and Medieval Times. Our home is equipped with a high chair,pack and play, and sit and stand stroller for your convenience. The resort offers main club house with pool/spa, gym, children's play area, tennis court, volley ball/badminton court, fishing on lake, with 24/7 security on gated exclusive community of Lake Berkley. Master suite with king size bed, ensuite shower and corner bathroom with walkin closet. Second bedroom with queen size bed and ensuite bathroom, three twin rooms and a family bathroom. Games room/area with TV and DVD. Free Internet. Electric Grill available.
  • Luxury 6br Windsor Hills

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 14 • #243123
    345.13 to 1,025.12 CAD/night
    ? 6 bedroom 4 bathroom 3500 sqft luxury home, located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION! ? This 6 bedroom villa has 3 KING/1 QUEEN/2 FULL/2 TWIN BED and 1 Crib. All bedrooms include large LED TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel. ? BEST SERVICE - this home is managed by top management company at Florida. Security and satisfaction guaranteed!! ? Windsor Hills resort offers a lagoon style pool with a large water-slide, hot tub, air conditioned/heated game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. It also offers discount tickets to theme parks and a shuttle service. This really is a dream home for guests sharing a perfect vacation in Orlando with family and friends, all at a fraction of the cost of staying in a typical hotel! - 6 luxurious bedrooms and a game room (3 king rooms, 1 queen room, 2 twins/full rooms) - Jump to Safety & Security: Gated community with 24 hour security guard - 65' 4K Smart LED TV in living room, 42" to 46" TV in each bedroom - Games room with pool table, Foosball and Ping-pong table - Private pool and SPA in screened lanai, with child Safety Fence. - Pool heating is an optional fee - FREE long distance phone calls to USA, Canada - FREE 75MB high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Large size washer and dryer included in unit - No check in required / secure key-less entry to unit
  • Grand Deluxe Condo 3bd

    Kissimmee: Royal Oaks: Apartment in a complex
    3 BDR • 2 BA • Sleeps 7 • #255061
    147.54 to 370.79 CAD/night
    This is a beautiful condo features 3 bedrooms and 2 large bathrooms, a large bright living room and washer/dryer. Just minutes away from Disney World and Universal Studios. This property is close to shopping, dining and entertainment. The community has a pool, tennis court and free parking. This beautiful condo has a large king size bed, one double bed and two twins. It's perfect for a group up to 7 people. You'll enjoy the convenient location of this residence just under 20 minutes from Disney World, close to Universal theme parks, Seaworld and Orlando's famous shopping outlets, excellent golf courses and incredible restaurants. Pets are welcome on request and will be an additional pet fee of $120. Long term rentals are welcome!
  • Spacious 5br, 3.5ba Villa

    Kissimmee: Cumbrian Lakes: Villa
    5 BDR • 4 BA • Sleeps 10 • #247520
    237.18 to 237.18 CAD/night
    Our Cumbrian Lakes villa is set back from the road on a beautifully manicured lawn, offering a feeling of quiet seclusion. With a swimming pool and built-in spa right in your backyard, you won’t have to go far to soak up the Florida sunshine whilst taking in the stunning lakeside views of the central lake within the gated community of Cumbrian Lakes. When you’re ready to venture out and explore, our location puts you right in the center of the action. Drive just 15 minutes to experience a Disney dream come true. Play a round at one of the area’s many premier golf clubs—there's 10 courses and clubs within 20 minutes. Head downtown to discover Orlando’s outlet shopping, eclectic dining, and vibrant nightlife—just a half hour away. Or escape to the Gulf and Atlantic Coasts for a day trip to exotic white sand beaches.
  • Clean. Themed Rooms

    Kissimmee: Rolling Hills: House
    7 BDR • 5 BA • Sleeps 17 • #256730
    352.82 to 545.28 CAD/night
    This home has it all * All bedrooms have themes *3 Miles To Disney * WiFi (high-speed internet) * Pool and above ground spa with lots of jets * Huge outdoor patio area * GAMEROOM (slate pool table, air hockey, big screen tv, sectional, Wii with many games * PRIVATE BACKYARD with beautiful Lake view with fountain * backyard is artificial turf with lounge chairs and Adirondack chairs so you can relax under the palm tree and view the beautiful lake * FREE use of BBQ grill * USB ports throughout the house (no need to dig behind furniture to find an outlet) * Several Bluetooth speakers: back patio, inside the kitchen, the fan in the upstairs bathroom * spacious with plenty of room to spread out * bedrooms have 32-inch tv's or larger * very comfortable beds * DOWNSTAIRS: (2 bathrooms downstairs) Bedroom 1 - King master (Moana) Bedroom 2 - King master (Lilo and Stitch) Bedroom 3 - Queen (Disney princess) Bedroom 4 - 1 twin bed, 1 full bed (Harry Potter) UPSTAIRS: (3 bathrooms upstairs) Bedroom 5 - King master (Aladdin) Bedroom 6 - King master (Toy Story) Bedroom 7 - 2 queen beds (Little Mermaid and Finding Nemo) KITCHEN: Fully equipped kitchen with top of the line appliances Huge french door refrigerator with icemaker (don't under-estimate a large refrigerator!) Regular coffee make and Keurig Large pantry for storage Pots and pans, Glassware, Silverware, Knife set Storage containers, Plates, Bowls, Coffee mugs eat-in kitchen nook overlooks the pool LIVING ROOM: 65 Inch TV Karaoke with some great songs Comfy leather sofa, loveseat and chair FAMILY ROOM: overlooks the pool area 70 inch TV Comfy seating POOL AND SPA AREA: Pool (can be heated in winter months for an additional nightly fee) Spa - above ground (new in Feb 2020) has lots of jets Covered patio Outdoor pool table on patio (there is also a pool table in the game room) Private backyard with a lovely lake view Comfortable patio furniture 55 inch TV on back patio. Kids Little Tikes playground in your backyard Child safety alarm on door leading to the pool Child safety fence across patio (removable) Pool floats provided AIR CONDITIONED GAME ROOM: Carpeted Beautiful Slate Pool table Full-Size Air hockey table Wii with many games Relax and watch TV on the comfy sectional 60 inch TV CHILDREN'S NEEDS: Pack n Play portable crib, High Chair, two Strollers. Kids Little Tikes Playground in the backyard LAUNDRY ROOM: Heavy-duty washer and dryer Broom and dustpan, Swiffer Iron & Ironing board Pool towels, Plunger Professionally decorated All linens and towels are provided Cable TV with all the popular stations Kitchen is fully stocked No smoking allowed WiFi Close to: Walt Disney World (just 3 miles) Sea World Universal Studios Within 5-10 minutes: GOLF COURSES lots within 5 - 20 minutes FAST FOOD: McDonald's, Chick-Fil-A, Panda Express, Wendy's, Burger King, Taco Bell... RESTAURANTS: Cracker Barrel, Outback, TGI Friday's, Carrabas, Cheddars, Chevys Mexican, Olive Garden, Longhorn Steakhouse, Joe's Crab Shack, Texas Roadhouse, Applebee's, Bahama Breeze, Millers Ale House Sports Bar, Jersey Mikes subs, Panera, Chipoltle, BurgerFi, Fords Garage, Subway, and so many more ... GROCERY STORES: Publix, Target, Walmart SHOPPING: Target, Walmart, Ross, TJ Macks, Sunset Walk at Margaritaville MINI GOLF: 2 mini-golf courses within 3-5 minutes ICE CREAM SHOPS GAS STATIONS: WaWa, 7-11, Racetrac DRUG STORES: Walgreens, CVS, walk-in clinic and hospital GIFT SHOPS and much more ALL WITHIN 5-10 MINUTES!!!! I am a local owner and I take great pride in providing an exceptional experience for my guests. Please let me know if you would like pool heating added (Winter months).
  • Solara Resort 9br Luxury

    Solara Resort: House in a gated community
    9 BDR • 1 Loft • 7 BA • Sleeps 22 • #248919
    422.11 to 1,114.93 CAD/night
    Solara Resort, one of THE best upscale vacation home resort. It’s only 7 miles to Disney Theme Park and close to everywhere. GREAT LOCATION. The space 9BR/6.5BA home in Solara. Absolutely perfect for multi-family groups, this property features all the comforts of home and more. Features: - 9 Luxurious Bedrooms (5 King, 2 Full/Full, 1 Twin/Full Room, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 24 people - 6 Full Bathrooms and half pool bathroom - 2 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Pool Table, Foosball table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa - Free long distance phone calls to USA, Canada, and Mexico - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - LCD TV with DVD player and Nintendo gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Garage parking Guest access Solara is a newly built high-end resort of 8 acres with 13,000 sq.Ft clubhouse located in Kissimmee/Orlando. It is one of the newest, best upscale, and most convenient resorts for commuting, shopping, and dining with only 7 miles of Disney Theme parks. You will be able to enjoy the following features at the resort and club house: •Flowrider Surf Simulator** •Heated Grand Pool •Fitness Center and Fitness Lawn •24/7 Manned Gated Entrance •Sand Volleyball •Soccer Field •Basketball Court •Valet Trash Services •Easy Access to Theme Parks •Restaurant •Coffee Bar •Café & Lounge Other things to note POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve
  • Charming Home at Emerald

    Kissimmee: Emerald Island: House
    7 BDR • 5 BA • Sleeps 14 • #256182
    293.81 to 422.11 CAD/night
    Emerald Island Resort is 3 Miles from Walt Disney World. Just out the main gates of Emerald Islands to the New (Jimmy Buffett) MARGARITAVILLE. It is Spacious 7 BR Home with 2 Master Suites, Game room; private Pool & Spa and on-site parking. It located in 24 hour gated community. This Vacation Resort home is everything you’re looking for your vacation stay and within a short distance from everything, and lot’s amenities. Huge Orlando vacation rental home has 7 bedrooms and 4.5 bathrooms. Great for a large Family with up to 14 guests. There are two King Master Suites, one on each floor. The master bathroom on the first floor has a walk-in shower and separate garden tub. Bedroom 3 & 4 King beds and Bedroom 5 One Queen bed. Bedroom 6 and 7 have a set of Twin beds. Each bedroom will have a TV. The family room features leather sofas, a wide screen plasma TV, DVD player and a view of the pool area, perfect for relaxing when home from the Orlando, Florida attractions. There is additional sofa seating in the front living room for entertaining. There is plenty of seating for meals with the dining room, eat in kitchen and patio table and chairs. There is tile flooring throughout the common areas. The open, spacious kitchen is perfect for cooking family meals at home. This home has a private, screened in pool and heated spa with a covered lanai to escape the sun’s rays and loungers for sunbathing along with a Gas Bar B Q Grill. The game room features a Ping Pong table, Foosball Game table and TV. Note there is no Pool table. There are additional resort amenities that are included with your stay!!!
  • Awesome Gated Club Cortile

    Kissimmee: Club Cortile: Condo
    4 BDR • 3 BA • Sleeps 10 • #202092
    153.96 to 153.96 CAD/night
    Minutes and walking distance to restaurants and shopping areas Minutes to all Disney area attractions Condo amenities include a heated pool with a jacuzzi, tennis and basketball courts, a modern gym, a movie theater and a children's play area.
  • Grand Executive 3bd Condo

    Kissimmee: Laguna Bay Villas: Apartment in a complex
    3 BDR • 2 BA • Sleeps 6 • #250436
    139.85 to 320.75 CAD/night
    This is a Grand Executive 3BD Condo Apartment very impressive and fully furnished with 3 bedrooms / 2 baths. It has 1,220 sqft in a quiet and safe community, the apartment has a community pool, gym, tennis court and free parking, free wifi. The large master bedroom has water and conservation views with a private master bath. The additional bedrooms feature walk in closets with a queen size bed in the 2nd and a twin in the 3rd bedroom. The property has been professionally staged and decorated with high quality mattresses and Roku Tv's on each bedroom, as well as Fully Equipped Kitchen that has everything you could possibly need, you just need to bring your clothes for a fabulous vacation. You'll enjoy the convenient location of this residence just under 20 minutes from Disney World, close to Universal theme parks, Orlando's famous shopping, excellent golf courses and incredible restaurants. Pets are welcome on request with additional pet fee of $120. Long term rentals are welcome!
  • Luxury Condo at Windsor

    Kissimmee: Windsor Hills: Condo in a complex
    3 BDR • 2 BA • Sleeps 6 • #256710
    160.38 to 309.20 CAD/night
    The best and most luxurious pool view condo in Windsor Hills. Stunning fully remodeled 3/2 condo in the beautiful and closest Disney vacation rental community in Windsor Hills, located in the closest building to the clubhouse, with a beautiful pool and pond view from the balcony, this second floor condo is sure to delight you. The stainless steel appliances, granite countertops, updated fixtures, open floor plan and bathroom layout will make your family vacation the lovable and magical one. The exclusive community of Windsor Hills boasts many additional facilities for the use of guests, including a large lagoon style pool, two water slides, children's splash area, cinema, gym, extensive childrens' playground, well stocked convenience shop, video arcade, games room, putting green, and courts for basketball, tennis and volleyball all on a site in Kissimmee protected by 24 hour security. Facilities include: * Large communal pool with zero entry * Jacuzzi * Two Water Slides * Children's Splash Area * Free cinema playing films selected by guests * Free gym * Multiple children's playgrounds * On-site convenience shop * 24 hour security * Video arcade * Games room * Free putting green * Free basketball court * Free tennis court * Free volleyball court
  • Luxury 6br Windsor Hills

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 14 • #234426
    345.13 to 1,025.12 CAD/night
    Welcome to this 6 Bedrooms Home At Windsor Hills Resort With Private Pool, Game Room LAST MINUTE DEAL AVAILABLE!! COMFORT & LUXURY ! You will definitely love this house. We have furnished the home to highest standard and choose only high-quality furniture and appliances - Because we understand how important for you to have all those comforts of home after a long day at Disney. You don't want to screw up your vacation by a cheap mattress or broken furniture. BEST LOCATION and AMENITIES Only a few minutes away from Disney, the most popular "Windsor Hills Resort" is simply the BEST combination of location and facilities. A huge Resort-Style Pool, Water Slides, Hot tub, Game Room, Tennis Court, Spa, Fitness Center, Theater Room, Basketball Court, etc. All of this is INCLUDED when you stay with us and is only a few minutes’ walk. And lots of extra services, such as discounted Disney tickets, shuttle to park, available at resort welcome center. WE PROVIDE EVERYTHING YOU NEED ! - East Facing Heated Pool and SPA in screened lanai, Our villa is one of the largest highland corner lots, far from neighborhood - Pool heating is an optional fee - 6 luxurious bedrooms with 3 KING/1 QUEEN/2 FULL/2 TWIN - Gated community with 24 hour security guard - Games Room with pool table and Foosball - Large HD TV in every room - FREE high speed WiFi internet - FREE full size crib, high chair - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Laundry Room with full size washer and dryer, iron table - For Senior Guests: Bedroom on first floor with super comfortable mattress - Easy check in with secure key-less entry 5 STAR SERVICES. Our vacation home is professionally managed by the top Property Management Company in Windsor Hills Resort. We spend more money to get you the BEST service. Because you are our guests, we care about your vacation and we want you to be 100% satisfied with our vacation home. SAFETY & SATISFACTION GUARANTEED ! As full-time vacation home owners, we have been in this business for many years with hundreds of happy guests and 100% positive reviews. We know what you need and we care about what you think. Book from us, your satisfaction is guaranteed!
  • 4br/3ba, Renovated

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    4 BDR • 4 BA • Sleeps 8 • #207113
    152.68 to 205.28 CAD/night
    Located in the quiet gated community of Cumbrian Lakes. Exclusive 4 bedrooms and 3 full bathrooms, including en-suite in the master bedroom. Can accommodate groups sleeping 8 guests. The master bedroom features a luxurious King size bed with private bath and shower, his and hers walk in closet. The second bedroom has also a beautiful King bed that has its own full bathroom. The third bedroom has an elegant Queen bed that shares a Jack and Jill washroom with the fourth bedroom that has two twin beds decorated with Mickey. You have a formal dining room and sitting area with kitchen and living area open space concept, leading to the patio pool area and your covered lanai. There are flat screen TV`s in all the bedrooms and family room. In your home there is lots of amenities offered. The full size kitchen offers modern appliances, dishwasher, microwave coffee maker, etc ... There is a full washer and dryer. You have cable TV, DVD, blueray, stereo music system, ps2 playstation, multiple choice of movies and board games. That`s not all... Professional pool table, air hockey and foosball in the game room. Free high speed internet and long distance calls to the USA, Canada and Mexico as well. This 4 bedroom Florida vacation home is located just a few miles from Walt Disney World Resort, Universal Studio, Worlds of Discovery Sea World, Aquatica and Discovery Cove. A 45 minutes drive to Daytona Beach. I also have a 7bd/7ba home listed on Owner direct with listing #210103.

Kissimmee Vacation Rental Reviews

  • Beautiful 5 Bed, 3.5 Bath

    Kissimmee: Sunset Lakes: Villa in a gated community
    5 BDR • 4 BA • Sleeps 10 • #258984
    1 star 2 star 3 star 4 star 5 star
    Michelle says ‘Perfect location for your Kissimmee visit’
    Sunset Lakes is in an ideal position for visits to the Kissimmee/Orlando area and the Parks. You are minutes away from Disney (from your enclosed bedroom balcony you can watch the Disney nightly fireworks) and only 30 minutes from Universal.
    We have rented many villas and we had no regrets on renting this one. The villa was perfect for our family of 4, we had everything that we needed for our weeks stay. The villa was clean on arrival and all the information required (access codes, etc.) was received in a timely manner.
    We did have to speak to the management company once during our stay, but they responded quickly and without fuss.
    Stayed with family - Recommended to friends and family
  • Luxury 5br Windsor Hills

    Kissimmee: Windsor Hills: House
    5 BDR • 5 BA • Sleeps 12 • #246624
    1 star 2 star 3 star 4 star 5 star
    Fiona says ‘Highly recommend ’
    We came for our 1st visit to Florida with our 5 children. We where not disappointed, the villa and surroundings where beautiful, it was exactly like what was in the pics and the advert for the villa. We had a contact the villa owner due to pool netting which had ripped from the storm we had while at the villa. They sent a maintenance company out the next day and they replaced the netting and checked the rest of the enclosure.
    We will definitely be returning in the future.
    Stayed with family - Recommended to friends and family
Experience the difference, no waiting
 
Toll Free Canada, USA
1.888.869.6377
Toll Free UK
0.800.249.4265
Toll Free Australia
1.800.150.197
International Rentals
1.250.469.9543
 
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