Kissimmee Vacation Rentals & Condo Rentals

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  • Beautiful Sunrise Villa in

    Kissimmee: Lindfields: Home
    3 BDR • 3 BA • Sleeps 8 • #238349
    172.17 to 201.09 CAD/night
    Sunrise Villa is a luxurious getaway close to all major attractions in a quiet, private & gated community in the town of Kissimmee. We provide an amazing retreat for a great deal. We are only 25 minutes from the airport & a stones throw away from Walt Disney World Orlando. Sunrise Villa has the capacity to sleep 6 – 8 people, a private swimming pool with jacuzzi & much more. Located inside the small community of Lindfields Reseve you will feel far away from the hustle and bustle of Kissimmee while only being minutes away from all the prime areas.
  • Luxury 6br Windsor Hills

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 12 • #244182
    247.09 to 588.81 CAD/night
    Welcome to this newly renovated 6 Bedrooms Home At Windsor Hills Resort With Private Pool, Game Room LAST MINUTE DEAL AVAILABLE!! NEWLY RENOVATED & 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/4 TWIN - Gated community with 24 hour security guard - Games Room with pool table, Foosball and Air Hockey - 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!
  • 3br 2ba Pool Villa Private

    Kissimmee: Indian Point: Villa
    3 BDR • 2 BA • Sleeps 8 • #250585
    143.26 to 248.40 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)
  • Lovely 5br 4.5ba Townhome

    Kissimmee: Windsor At Westside: Townhouse in a gated community
    5 BDR • 5 BA • Sleeps 12 • #248949
    222.12 to 453.43 CAD/night
    Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury townhome is nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide you and your family an abundance of luxury amenities and leaves you well equipped to vacation with all the usual items you would expect to find at home. Windsor at Westside is only a 30-minute drive from the Orlando International Airport and is situated central to all of Orlando’s famous attractions. This spacious 5 bedroom holiday villa can comfortably accommodate a larger family or group of up to 10 people (12 with sofa pullout). Discount codes available for direct bookings only. Home Features: 5 Bedrooms 4 Full Baths, 1 Half bath Fully Equipped Kitchen with Granite Countertops and Stainless Steel Appliances Wireless Internet Patio with Outdoor Furniture and Spacious Deck Private Splash Pool Full-Size Washer/Dryer Dishwasher Central Air Xbox with 2 controllers DVD Player Towels and Bed Linens Telephone with FREE Local Calls 50" Flat Screen Cable TV in Loft 50" Flat Screen Cable TV in Living Room Flat Screen Cable T.V.'s. In All Bedrooms 2265 Square Feet Pool Direction North Bedroom Configuration 1-King 1-Queen 1-Queen 2-Twins 2-Twins Come stay in this wonderfully designed resort where you’ll enjoy luxury living at its finest. Whether you want to escape for peace and quiet, or would rather explore for a bit of adventure, Windsor at Westside can fulfill all of your desires. This resort community was developed with the discerning vacationer in mind offering privacy and peace, all just minutes away from Orlando’s famed attractions. Windsor at Westside was developed to ensure that it was close enough to access all that Orlando has to offer as well as to make certain there was plenty to do right within its gates. The neighborhood caters to groups, both family, and business oriented, and continues to be one of the best and most sought-after accommodations in the Orlando, Florida area. Clubhouse Amenities Resort Style Pool w/ Lazy River Outdoor Spa Children's Water Playground Tiki Bar Sand Volleyball Fitness center Game Room Sundry shop Beach Access Florida's renowned coastal regions are a short drive from Central Florida. Within an hour and 15-minute drive, you can be sunbathing in the sunshine state's fabulous Atlantic Coast or enjoying the amazing waters of the Gulf Coast.
  • 3 Bedroom Windsor Hills

    Kissimmee: Windsor Hills: Condo
    3 BDR • 2 BA • Sleeps 6 • #226557
    130.12 to 379.83 CAD/night
    Our 3 bed/2 bath (1 king, 1 queen, 2 twins) corner luxury condo in the popular Windsor Hills complex is less then 2 miles from Disney - off of Route 192 west of I4. Nicely decorated with all amenities and all new furnishings, new kitchen appliances, in unit washer and dryer, dishwasher, cable TV along with WIFI internet, TV in master bedroom and also in second bedroom, telephone. We also have a pack-n-play, high chair, and a stroller for your use and convenience. Private screened lanai.
  • Near all the Orlando

    Kissimmee: Legacy Dunes: Condo in a gated community
    4 BDR • 2 BA • Sleeps 10 • #208540
    122.23 to 169.54 CAD/night
    Newly remodeled 4 bedroom condo 4 miles from Disney World. Literally 10 minutes from everywhere. Disney , Epcot , Animal Kingdom , Hollywood Studios , Celebration , Sea World , Universal Studios . Busch Gardens at Tampa is one hour drive . Gated community with free parking . Resort style swimming pool with fountains , tennis courts , fitness center , clubhouse, and children's playground. There is a cafe which serves a variety of fast foods and snacks . The condo has a screened balcony with a children's playground, lake and fountain view. It is fully furnished and fully equipped . Near enough the theme parks to come back for lunch and return to the theme parks later for the fireworks . Special rates for monthly and long term lets apply . Swim, play tennis, volleyball or basketball at Legacy Dunes itself or use the golf driving practice net . Walk and relax by the lake. Go to the gym or the clubhouse and games rooms . Orlando Kissimmee is a great location for a family holiday, with easy access to Florida's big attractions - Disney World , Busch Gardens ,Hollywood Studios , Islands of Adventure and Universal Studios . The amazing and awe-inspiring Typhoon Lagoon, and Blizzard Beach water parks are nearby . There are also rides through the Florida Everglades and plenty of children-friendly activities to keep everyone happy . The area has some excellent beaches , among them the white sandy beaches of Clearwater Beach on the Gulf coast and Cocoa Beach and Daytona Beach on the east coast. If it's nightlife you are looking for then there are plenty of attractions such as Downtown Disney , Universal Studios , City Walk , and Kissimmee main street along with the night clubs and restaurants on International Drive . Most people come for the theme parks . Visit Discovery Cove and swim with the dolphins . You could play golf nearby. There is a wide choice of golf courses , including a Nick Faldo course or visit nature reserves . Another must is to visit Busch Gardens at Tampa Bay - an hour drive .
  • Fantastic Villa on an

    Kissimmee: Formosa Gardens: Villa in a gated community
    5 BDR • 3 BA • Sleeps 10 • #248179
    197.14 to 328.58 CAD/night
    Lots of space in this lovely villa, it is located on a popular gated resort called Formosa Gardens only 5 to 10 minutes to Disney and close to stores and restaurants. The new Margaritaville resort is 2 minutes away where there is a water park, stores and restaurants. The villa has 5 bedrooms, the spacious Master bedroom has a king size bed and en suite bathroom and patio doors leading to the pool area. . One of the twin bedrooms is Mickey Mouse themed and one is Star Wars themed.There are 3 bathrooms, one which leads direct to the pool and a large outside deck with overlooking the large private pool which can be heated for a charge in the cooler months, usually October to May.The pool faces South East so lots of sunshine throughout the day. There is a fully equipped kitchen and also a laundry room with washer and dryer. Great villa on a popular resort.
  • Grand Opening 7br Pool

    Kissimmee: Windsor At Westside: House in a gated community
    7 BDR • 1 Loft • 5 BA • Sleeps 18 • #248924
    248.40 to 918.70 CAD/night
    - BRAND NEW 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, air hockey 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, Air Hockey, 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
  • Spacious 5br, 3.5ba Villa

    Kissimmee: Cumbrian Lakes: Villa
    5 BDR • 4 BA • Sleeps 10 • #247520
    221.57 to 221.57 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.
  • Luxury 5br Windsor Hills

    Kissimmee: Windsor Hills: House
    5 BDR • 5 BA • Sleeps 12 • #246624
    235.26 to 590.12 CAD/night
    LAST MINUTE DEAL AVAILABLE!! * STEP to Club House/Water Park * 2018 BRAND NEW 5 bedroom 5 bathroom 2500 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 5 bedroom villa has 3 KING/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! - 5 luxurious bedrooms and a game room (3 king rooms, 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. Green View without rear neighborhood - 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 - New 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
  • Disney Contemporary-Pool

    Kissimmee: Lindfields: House
    3 BDR • 2 BA • Sleeps 12 • #224112
    130.12 to 261.55 CAD/night
    This 3 bed/2 bath fully furnished 1742 sq ft now under AIR CONDITIONING Home is 4 miles from Disney. 1.Master with en-suite shower and kING Custom Designed Bed. 2nd Bedroom with Custom Wingback Queen Bed 3rd Bedroom with 4 twin Bunk beds with shared bath. Also, All custom made furniture with (2) sleeper sofa beds. 4 room (GAME ROOM ) has two more additional sleeping areas that is fully AIR CONDITIONING with arcade unit Private south facing screened pool (non heated) ***24 hours advance notice of pool heating to meet satisfactory heating preferences separate 3 person hot tub Fenced in "L" Shaped yard area There are plenty of Extras Please just ask ...We will do OUR best to get you what you DESIRE.
  • 2 Miles from Disney World

    Kissimmee: Windsor Hills: Villa in a gated community
    5 BDR • 5 BA • Sleeps 12 • #248106
    236.57 to 427.15 CAD/night
    We invite you to experience the Magic of Disney in our beautiful 5 Bedroom, 5 Bath Villa. Located in Windsor Hills, one of the Orlando's most popular communities and minutes from Disney World, our villa is perfect for large groups traveling together. Whether you plan on visiting the parks all day or relaxing at the resort, Finding the Magic Villa is a perfect place to call home. Our 5 Bedroom, 5 Bath Villa is 2,966 sq. Feet and sleeps up to 12 guest in style. Our Villa includes 2 King Bedrooms, 1 Queen Bedroom and 2 Bedrooms with Full/Twin Bunk Beds, so there is more than enough space for everyone to spread out and relax after a long day at the parks. The Villa has its own private pool/spa, private theater and game room, so the kiddos always have something to do. Each room includes a flat screen tv, for the moments you want to be alone. The Villa has a fully-equipped kitchen, open dining room, plenty of space and includes all of the comforts of home. Windsor Hills is a gated community located about 2 miles from Disney World Resort. It offers a 140,000 gallon lagoon style pool, water slides and splash pad. For those wishing to remain active, the resort has a fitness center, tennis courts, basketball courts, putting green and even a beach volleyball court. The resort also offers a private movie theater, game room, ATM and DVD rentals. A stay at our Villa will have your family and friends talking about their Magical vacation for years. Find the Magic today!
  • Beautiful Disney Vacation

    Kissimmee: Emerald Island: Townhouse in a gated community
    4 BDR • 4 BA • Sleeps 9 • #246630
    169.54 to 458.69 CAD/night
    Bring your family to stay in this terrific townhome , Mediterranean feel, coastal decor , a hop-skip-and a jump to the Emerald Island clubhouse at this popular manned, gated resort. Newly renovated vacation home, Only 4 miles to Disney! * Private balcony with conservation views * Contemporary furnishings and decor * Full-size kitchen with all stain steel appliances * Resort clubhouse with pool, hot tub and tiki bar, games room and video arcade, fitness and IT centers, kids playground and sports courts * Smart HDTV in living room, Flat screen HDTV in every bedroom * WiFi high speed internet provided FREE * Digital entry/lock system with unique, private code for each guest stay * 2 Master bedroom suites, each with king-size bed * 1 Queen bedroom * 1 Additional bedroom with a full-size bed and a twin bed * Sleeps 9 max, a Folding Bed is available for use if more bed is needed * Baby and toddler-friendly. Free use of Infant Package including Pack n Play portable crib, Stroller, High Chair and Baby Gate
  • Amazing 6 Bedroom 5

    Kissimmee: Paradise Palms: House
    6 BDR • 1 Loft • 7 BA • Sleeps 14 • #239403
    269.43 to 512.58 CAD/night
    GAMEROOM, JACUZZI, DISNEY THEMED KIDS ROOMS, 2 MASTER SUITES AND 2 LIVING ROOMS!!! Property Type: 6 Bedrooms, 5 Baths House with Private Pool, Jacuzzi And BBQ Floor Area: 3275 sq. Ft. Location:Paradise Palms Resort, Disney Area This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney!! and within a couple miles to restaurants, grocery stores and shopping. Stay in the lap of luxury when you book our professionally decorated unit inParadise. In this resort you will have all the advantages of a vacation home plus access to a gate secure resort including an over 9000 sq ft state of the art club house and tropical lagoon style resort pool. Downstairs: - Fully equipped kitchen - Living room with a Big Flat screen TV and a dvd player. - Private screened in pool and jacuzzi plus covered lanai and patio furniture - Dining Area to accommodate sitting for 10 plus a breakfast bar with additional seating for 3-4. - Guest Bedroom #1: King size bed and a Flat screen TV - Guest Bathroom #1: Toilet, Tub Shower Combination, Single Vanity with Granite Top - Laundry Room: Full size washer and dryer, Iron, Ironing board - Game Room: Ping pong table, dart board plus foosball table Upstairs: - Master Bedroom 1: King size bed, flat screen TV. - Master Bathroom: Combination Tub + Shower, Toilet, Dual Vanity with Granite Top, - Master Bedroom #2: King size bed and a flat screen TV - Master Bathroom #2: Toilet, Shower, Dual Vanity with Granite Top - Guest Bedroom #2: 2 full/Double Beds and a Flat screen TV - Guest Bathroom # 2: Toilet, Shower Tub Combination, Single Vanity with Granite Top - Guest Bedroom #3: 2 Twin Beds and a Flat screen TV - Guest Bedroom #4: 2 Twin Beds and a Flat screen TV - Guest Bathroom # 3: Toilet, Shower Tub Combination, Single Vanity with Granite Top - 2nd Living Area with a Flat Screen TV
  • Affordable 4 Bedroom Gated

    Kissimmee: Club Cortile: Townhouse in a complex
    4 BDR • 3 BA • Sleeps 10 • #230320
    109.09 to 391.66 CAD/night
    Our luxury vacation rental villa is situated in a good-looking, prestigious gated resort community, Club Cortile circle resort, which is just minutes away from Disney, Universal Studios and Sea World; walking distance to great shops, highly rated restaurants and public shuttle; and has easy access to major routes reducing traveling times to major attractions. This 4 bedroom, 3 full bath fully equipped villa offers cable TV, free wireless internet, air conditioning unit, cookware, kitchen and eating utensils, microwave, dishwasher, oven, refrigerator, washer, dryer, iron and board, hairdryers and more. This scenic lake-view vacation home is only one building away from the club house, which includes a heated pool, hot tub, playground, fitness center, computer room, movie theater, tennis and basketball courts, etc. You will find accommodations that are similar to both high-class hotels and your own home. It would be the exact kind of vacation home you are looking for. Bedroom 1 is the huge master suite with king size bed, walk in closet & large bathroom which has 2 sinks separate tub & shower. Bedroom 2 is the downstairs master suite with queen size bed. Bedrooms 3 & 4 are 2 twin bedded rooms in upstairs. The third bath room is located in upstairs. Sofa bed is in Living Room. There is cable TV in 2 master bedrooms and living room. Free parking is just located in front of this house.
  • Brand New, no Rear

    Kissimmee: Windsor At Westside: House in a gated community
    5 BDR • 1 Loft • 4 BA • Sleeps 14 • #248925
    235.26 to 590.12 CAD/night
    Grand OPEN, NEW, SALE. 2019 Brand New 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 $25+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, air hockey, 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 Heat Fee $25 per day plus tax ** For safety reason, we don't put BBQ Grill onsite. But if you want, we can help you rent from professional company. It will be thoroughly cleaned and delivered with full propane starting at $65/wk. Other equipment rental is also available per request. * Early check-in/ late check-out will subject to a fee of $45/hr
  • Tastefully Furnished 5br 4

    Kissimmee: Seasons FL: Home
    5 BDR • 5 BA • Sleeps 12 • #207608
    216.86 to 300.97 CAD/night
    Spacious & Tastefully Furnished 5 Bed Room 4.5 Bath Villa -3 Master Suites, large deck, private pool & Spa, close to DISNEY This bright and spacious Villa is tastefully decorated and located conveniently close to Shopping, Dining and all major attractions. On the ground floor you will find the living area, a second formal sitting area as well as the formal dining area, which seats 8 comfortably. The open kitchen is fully equipped and offers additional dining space on a big kitchen Island. Exit to your private patio - large screened deck, partially covered with enough space to lounge for the whole family/group. Enjoy a swim in your private pool or relax in the Spa (Pool & Spa Heat can be ordered at an additional cost if requested) The bed rooms are as follows 3 Master Queen bed rooms with private ensuite bath rooms and TV's (1 Master with Crib) 2 Twin bed rooms, shared bath There are also 2 extra Single Rollaway beds available for bigger parties. All Bed rooms come with a ceiling fan. "Seasons" Community is conveniently located off US 192, close to Shopping, Dining and all major Orlando/Central Florida Attractions
  • Cozy Windsor Hills 6br/4ba

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 1 Loft • 4 BA • Sleeps 14 • #248921
    248.40 to 603.26 CAD/night
    ? This 6 bedroom 4 bathroom 3500 sqft luxury home is located in Windsor Hill Resort, one of best upscale vacation home resort. ? 3 KING/1 QUEEN/4 TWIN BEDs. All bedrooms include TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. 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 bedrooms and a game room (3 king rooms, 1 queen room, 2 twin/twin rooms) - Jump to Safety & Security: Gated community with 24 hour security guard - Games room with pool table, Foosball and Air Hockey - Private heated pool(fee extra) and SPA in screened lanai; Child Safety fence provided - FREE long distance phone calls to USA, Canada - FREE 75MB high speed WiFi internet access - 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 professional property management company. 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 Other things to note - Optional Pool Heat is $25.00 plus tax per day. - Optional BBQ Gas Grill with full Propane tank is $65 for one week. - Early check-in/ late check-out will subject to a fee of $45/hr
  • Family 5br Pool Villa W/

    Kissimmee: Creekside: Villa
    5 BDR • 3 BA • Sleeps 10 • #204481
    169.54 to 261.55 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.
  • Lakefront Town Home Terra

    Kissimmee: Terra Verde: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 6 • #229671
    162.97 to 222.12 CAD/night
    If you are looking for a luxury stay that is close to Disney our 3 bedroom townhouse in Terra Verde Resort and Spa is the ideal holiday location just off Highway 192. Trip Advisor has nominated the resort as the number one specialty lodging in Kissimmee. Terra Verde is a private gated Resort and is just 30 minutes from Orlando airport, 15 mins from Seaworld, 20 mins from Universal and 5 mins from Walmart and local restaurants. Our townhouse is close to the clubhouse which offers a 24 hour concierge service, Lounge/Meeting Room Complimentary Coffee, Newspapers, ATM Machine, Cable TV, Business Center and a Wireless Hotspot. There is also a communal pool and Tiki Bar which offers snacks, soft and alcoholic drinks. Our townhouse is fully air-conditioned with free local calls, wireless internet access and Cable TV. The patio area includes a private hot tub (8 persons) with outside tables, chairs and loungers. Its like home from home with everything you need to make your stay enjoyable.
  • Lovely Hideout in Storey

    Kissimmee: Storey Lake: Townhouse in a complex
    5 BDR • 4 BA • Sleeps 10 • #248041
    184 to 289.15 CAD/night
    We invite you to share FUN and MEMORIES in this beautifully furnished townhome with a fully appointed kitchen and all of the room your family needs to relax and enjoy: 2 master bedrooms with king beds, a queen bedroom, a twin bedroom and even a Disney-themed room with bunks. And when it’s time for everyone to get ready to go to the parks…there are 4 full bathrooms. All bedrooms have wall-mounted Samsung flat screen televisions…the great room boasts a 65” UHD Television. As if that wasn’t enough…there is a screened in heated splash pool and beautiful resort facilities, The Hideaway Club, with a lazy river, heated pool and spa, water slides, miniature golf, beach volleyball, basketball court, fitness center, activities program, canoe and kayak rentals…and yes…even a Tiki Bar with great food and drinks. Now this is how to enjoy Disney!
  • Modern Townhouse, Great

    Kissimmee: Compass Bay: Townhouse
    3 BDR • 3 BA • Sleeps 6 • #151287
    131.43 to 236.57 CAD/night
    This newly built town home is tastefully decorated and has a family room with a flat screen TV a dining area which seats 6 people. The modern kitchen is fully equipped with an ice making machine in the fridge. There is a state of the art washer and dryer in the laundry room and the home has internet access and a telephone. There is a small deck area outside the patio doors with chairs overlooking a lake. The gated resort is ideally located, only 5 minutes to Disney and close to an abundance of shops and restaurants. The resort has a community pool within walking distance of the home. A great villa, newly built and tastefully decorated throughout. There are 3 bedrooms, the Master bedroom has a king size bed and en suite bathroom, the second bedroom has a queen bed and the third room has twin beds. The kitchen is fully equipped, including a microwave and there is a laundry room with a washer and dryer. The family room and bedrooms have flat screen TV's and the villa has internet access. The villa overlooks a lake to the back and it is in a great location, only 5 minutes to Disney and 2 minutes to shops and restaurants. The community has a community pool, cabana, gazebo, children’s playground, walking trails and picnic areas.
  • Crystal Cove Townhome

    Kissimmee: Emerald Island: Townhouse in a gated community
    3 BDR • 2 BA • Sleeps 6 • #229724
    149.83 to 169.54 CAD/night
    3 miles from Disneyworld’s Main Entrance* * 5 minutes in regular traffic conditions THE HOUSE: 3 bedrooms (1 suite), 2 ½ bathrooms (including the suite), kitchen, living and dining rooms, laundry, 1-king bed, 4-twin beds. 1291 sq ft of built area, gate community, central AIR CONDITIONING, Wi-Fi and TVs in every room, hairdryer in the bathrooms, linens, towels, highchair, foldable crib, kitchen with oven, microwave, coffee maker, toaster, mixer, silverware, dishes and general utensils. THE RESORT: (All services included on the rates, except if noted below): 2 pools (heated in the winter), one next to the house, the 2nd at the Clubhouse area Concierge ATM Business Center Wi-Fi in the pools and Clubhouse areas
  • **Brand New Design** 9br

    Kissimmee: Windsor At Westside: House
    9 BDR • 1 Loft • 6 BA • Sleeps 22 • #247639
    300.97 to 1,036.98 CAD/night
    Remarkable Home with 9 BR Pool/SPA/Game, Nearby Disney Brand new luxury 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 and Air Hockey - 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 Heat Fee $30 per day plus tax ** For safety reason, we don't put BBQ Grill onsite. But if you want, we can help you rent from professional company. It will be thoroughly cleaned and delivered with full propane starting at $65/wk. Other equipment rental is also available per request. *** Early check-in/ late check-out will subject to a fee of $45/hr
  • 5 Bed Rental by Emerald

    Kissimmee: Emerald Island: Villa in a gated community
    5 BDR • 3 BA • Sleeps 12 • #226563
    236.57 to 414 CAD/night
    This tastefully-decorated 5 bedroom/3 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. Villa in Emerald Island Resort - Villa Features •3 Miles to Disney in Emerald Island Resort •5 bedrooms, 3 bathrooms •Accommodates 12 guests •Large private west-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
  • 5 Bed, 3 Bath Emerald

    Kissimmee: Emerald Island: Home
    5 BDR • 3 BA • Sleeps 12 • #102046
    223.43 to 328.58 CAD/night
    Spacious luxury 5 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 for guest's use. Free international calling and free in- home wireless internet.
  • 4 Bed 3.5 Bath Lake View

    Kissimmee: Cumbrian Lakes: Villa
    4 BDR • 3 BA • Sleeps 8 • #248471
    187.22 to 187.22 CAD/night
    This four-bedroom, three-bath villa with pool and games room comfortably accommodates 8 guests all on one level. Enjoy easy access to Disney theme parks, world-class golf, and downtown Orlando hotspots. Prepare family meals in a fully-equipped kitchen. The breakfast bar, kitchen table, and indoor and outdoor dining areas offer ample seating for the whole group to dine together. Then, relax on the sectional sofa to watch your favourite shows on a flat-screen TV. Retreat to four bedrooms with private TVs, including a queen bedroom with shared bath and a king-size master with its own en-suite with standing shower and soaking tub. The third and fourth bedrooms each offer two twin beds and share an adjoining bathroom with a tub/shower combination. With high-speed WiFi throughout you can be sure to stay connected to the world and post sub kissed pictures to make your friends envious. WHY OUR VILLA. With a screened-in heated pool and a private games room, you could spend your whole vacation right at home if you wanted to. This home is located in a peaceful, gated community with four fishing lakes and a central playground for the kids to run around. Pay a visit to the Most Magical Place on Earth, stroll through downtown Orlando, or tee off at premier golf courses – all just a short drive from home. ABOUT CUMBRIAN LAKES 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 right in your screened-in backyard, you won’t have to go far to soak up the sunshine. When you’re ready to get out and explore, our location puts you right in the centre of the action. Drive just 20 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. Then, head downtown to discover Orlando’s outlet shopping, eclectic dining, and vibrant nightlife—just a half hour away.
  • **2017 Newly Renovated**

    Kissimmee: Windsor Hills: Villa in a gated community
    6 BDR • 4 BA • Sleeps 14 • #243119
    247.09 to 588.81 CAD/night
    NEWLY RENOVATED 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/1 FULL/3 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 and playstation game console - Air-Conditioned Games room with pool table, Foosball and Air Hockey - 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
  • Luxury 4 Bedroom, 3

    Kissimmee: Encantada: Townhouse in a gated community
    4 BDR • 3 BA • Sleeps 10 • #248054
    169.54 to 300.97 CAD/night
    Luxury 4 Bedroom, 3 Bathroom Townhome Sleeps 10 Only 3 Mile To Walt Disney World. Townhome has its very own full size private pool and is located in the fully gated, beautiful, lush tropical gardens of Encantada. The resorts clubhouse has 2 large heated pools, a spa, business center, restaurant, fitness center, large conference room, fishing lake, playground, kids center and gaming arcade!
  • 7 Beds/7 Baths,South

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    7 BDR • 1 Den • 7 BA • Sleeps 16 • #210103
    236.57 to 473.15 CAD/night
    This is a beautiful 7 bedrooms / 5 full and 2 half bathrooms. The home is perfectly located in the quiet gated community of Cumbrian Lakes. The home has a fabulous view of one of the lakes in the community which is south facing. This house has just been upgraded with all new furniture and has plenty of room to sleep for 14 people. The bedding includes 3 king size bedding, 1 queen size that all have their own bathrooms. The three twin beds share two bathrooms. Twin bedding are all decorated with Disney theme. All rooms have new flat screen LED T.V. 28-32 inch. They all have cable in each room and DVD player in the bigger rooms. The living room has a leather couch and love seat with a 55 inch Led T.V. With close to 1000 channels availability. The pool area has a spa attached to it and has a pool heater for a small extra charge. It has plenty of space to sit and take the sun on those fabulous Florida sunny days. The pool area is also enclose with a lanai to keep any small intruders away. I also have a 4 bedroom and 3 washroom home Owner direct #207113 and you may also look at the reviews for reference.
  • Premium Quality Villa

    Kissimmee: Lindfields: House
    4 BDR • 2 BA • Sleeps 10 • #250362
    169.54 to 524.41 CAD/night
    Home in the Lindfields area of Kissimmee, Florida is a wonderful and well appointed 4 bedroom vacation villa, in a quiet community, just 4½ miles west of Disney World. Lindfields has some of Kissimmee's finest and most expensive homes. This sprawling, 3 neighborhood estate remains as a very desirable location to rent. This is a premium quality villa, offering great value for money, combined with a luxury and practicality for your family to enjoy .
  • Bertoglio Luxury 6 Bed

    Kissimmee: Emerald Island: House
    6 BDR • 5 BA • Sleeps 12 • #247661
    243.15 to 262.86 CAD/night
    The stunning entrance of dolphins encompasses you to this amazing home. Welcome to this beautiful 6 bedroom resort home in Emerald Island, we are surrounded by a conservation area which encompasses over 300 acres with heavily wooded areas including nature trails, right in the middle of the community. Our home is furnished to the highest standard. There is in excess of 3,000 sq ft set over 2 floors for you and your family to enjoy during your vacation to Florida. There are 3 private master suites all with there own en suite bathrooms, 2 over size living areas with enough space to house large families, in built speakers in the main living area for a one of a kind surround sound experience, games room and HUGE lanai area with your own private pool and jacuzzi spa. Emerald Island is a private gated resort offering a communal heated pool, games room, bar and coffee shop, outdoor sports facilities and movie showings daily. We are just minutes from the infamous 192 where you will find an abundance of bars, restaurants and shops with the brand new Margaritaville resort being across the street. Margaritaville has its own huge water park, numerous restaurants and shops all open to the public.
  • New Listing- Updated 4

    Kissimmee: Windsor Palms: Villa in a gated community
    4 BDR • 3 BA • Sleeps 10 • #244077
    216.86 to 216.86 CAD/night
    ALL NEW TILE FLOOR AND PAINT IN THE ENTIRE HOUSE. NO CARPET ANYWHERE!!! NEW PICTURES SHOWCASE THE PROFESSIONALLY REMODELED HOUSE Located in the gated community of Windsor Palms ,the Villa is completely remodeled with new tile plank flooring, fresh paint, new appliances and updated decorations. Equipped to make your vacation easy, clean and comfortable. As past Windsor Palms guests we know what is important while visiting Disney. The Windsor Palms Resort has the highest repeat renting rate with a reason: it is the best location to the Disney parks, shops, restaurants and the airport. The house has it's own private heated pool. The clubhouse offers an Olympic Sized Saltwater Pool, Splash Pad and Hot Tub/Spa. It also has a Tiki Bar & Grill, Free Movie Theater, Games Room and more. Unique Amenities... --Preferred West facing pool for gorgeous sunsets and evening sun to extend your day. --Custom updated Tile Wood Plank Flooring -- Updated decorations -- 5 minutes away from Disney Property --Free High Speed Internet --Smart Tvs throughout the house with Roku Tvs. --Full size appliances *** Additional Amenities... -- Fully Air Conditioned -- All linens and towels (including pool towels) provided -- All dinnerware (plates, utensils, etc.) provided -- refrigerator/freezer, oven/range, and microwave -- Toaster, Blender, Coffee Maker, Keurig -- Pots and pans - everything you need to prepare meals at home -- Full Size Washer and Dryer -- Iron and Ironing Board -- Cable TV and Roku Tvs. Bring Your NETFLIX accounts -- Xbox 360 and many games -- House Key available on site, no check in or trip to the Property Management Office required -- Six Ceiling Fans throughout the home including one in each Bedroom -- A professional local Property Management Company to address any issues or problems quickly and efficiently. All you need to bring is your toothbrush and your clothes, we've got the rest. LOCATION LOCATION LOCATION • Animal Kingdom: 5 minutes • Hollywood Studios and Epcot: 10 minutes • Magic Kingdom: 15 minutes • Universal Studios: 25 minutes • Sea World: 20 minutes • LEGOLAND: 30 minutes • Busch Gardens and the Kennedy Space Center: About 75 minutes We know you will enjoy your stay and look forward to having you as one of our repeat guests!
  • 2019 New Luxury Villa

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 4 BA • Sleeps 15 • #250401
    248.40 to 603.26 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 • Private South/West Facing Pool/SPA in screened lanai with child safety fence • Pool heating is an optional fee • 2 King Master bedrooms, 1 Queen bedroom, 3 Twin/Full bedrooms • All bedrooms have HD TVs • FREE Baby Crib, high chair • 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 • Themed Game room with Pool Table, Air Hockey and Foosball Table • Managed by top Florida management company. Self-Checkin 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.
  • Lakeside Living! - 5 Bed 3

    Kissimmee: Lake Berkley: Villa in a gated community
    5 BDR • 3 BA • Sleeps 10 • #232604
    230 to 387.72 CAD/night
    This is the perfect place to stay being just of Highway 192 and within a 20 minute drive to ALL of the main local attractions including the Disney parks, Universal Studios and Seaworld. Located in the prestigious Lake Berkley Resort (one of Kissimmee's best kept secrets) which includes 24 hour guard security gate, clubhouse with fitness suite, community pool, kids splash pool, kids playground, tennis courts, nature trail and fishing lake. Relax and enjoy the fabulous Lake view and all day sunshine around the south facing extended deck with heated private pool and spa. The fully air conditioned house comes with an abundance of extras included such as free international calls, high speed wireless internet, keyless door entry, safety deposit box and themed twin rooms for the kids. This is Lakeside living at it's finest.
  • Great Villa on a Gated

    Kissimmee: Crystal Cove: Villa in a gated community
    4 BDR • 3 BA • Sleeps 8 • #207543
    177.43 to 249.72 CAD/night
    This villa has everything you need for a memorable vacation. Decorated to a high standard, each bedroom has a flat screen TV and there is also WiFi and a DVD player. Large kitchen is fully equipped and the villa has a washer and a dryer for your laundry needs. The Master bedroom has a king size bed and the large en suite bathroom is very impressive. The walk in closet has lots of space for your convenience. The second bedroom has a queen bed and an en suite bathroom, the third bedroom has a queen bed and a shared bathroom with the fourth bedroom which has twin beds. There are 2 dining areas, the nook table can seat 4 and the dining table can seat 6 and there is also 2 breakfast bar stools. There is plenty of seating in the screened in pool area with 4 loungers and a patio table with 6 chairs. The pool and spa are a great treat after a long day and they can be heated in the cooler months. Guests can also enjoy a large clubhouse which is directly across the road from the villa, featuring resort-style pool, fitness center, kitchen and game room. We supply a card key for the clubhouse entrance. Disney is only a 15 minute ride and Seaworld is approximately 30 minutes. Only 5 minutes to highway 192 where you will find lots of restaurants and stores.
  • Breath Taking 9 Bedrooms/

    Solara Resort: House
    9 BDR • 7 BA • Sleeps 20 • #248605
    410.06 to 755.72 CAD/night
    BRAND NEW SOLARA. BEAUTIFUL DECOR, HOME WITH GAME ROOM, JACUZZI, BBQ GRILL, HARRY POTTER, MICKEY & MINION ROOM!! Property Type: 9 Bedrooms, 6.5 Baths Home with Private Pool and Jacuzzi Floor Area: 4300 sq. Ft. Location: Solara Resort, Disney Area Only 10 miles to Disney and within a short drive to Universal, Disney Springs and many local beaches, this gated resort community is in the center of it all. An extensive amenity complex is the heart of Solara Resort and includes luxuries to satisfy every member of your family, including a splash park, teen hangout and bar. Solara Resort Amenities and Services include: - Heated Grand Pool - FlowRider® Surf Simulator (Fee: $30/day or $100/week pass) - Fitness Center & Fitness Lawn - Sand Volleyball Court, Soccer Field, & Basketball Court - Nearby Shopping & Dining - Bar and grill - Coffee bar - Sundries store - Indoor and outdoor lounges - Children’s playground - Pool bar General: 9 Bedrooms 6.5 Baths Private screened pool, Jacuzzi plus covered lanai and Grill 2-car Garage (converted to Game Room) Game Room Big flat screen TV in living room A large fully equipped kitchen with stainless steel appliances, including range, microwave, dishwasher and granite counters / breakfast bar. Washer and Dryer Pack & Play Highchair Hairdryer Iron and Ironing Board Complimentary Internet Access Wifi Linens and Towels provided Bedding: 5 Kings, 1 Queen, 2 Full size beds, 4 Twin Beds Downstairs: - Fully equipped kitchen - Living room with 65" Large Flat screen TV - Private screened in pool plus Jacuzzi, covered lanai and patio furniture; BBQ Grill - Dining Area plus a breakfast bar. - Laundry Room: 2 Full size washer and dryers, Iron, Ironing board - Pool table - Half bathroom - Bedroom 1: Master with King Bed, 50" Big flat screen TV - Bathroom 1: Master Bathroom, Shower, Dual sink Upstairs: - Family Room with 65" Large flat screen TV & X-Box Gaming System - Bedroom 2 (Master): King Bed, 42" Flat screen TV - Bathroom 2 (Master): Shower - Bedroom 3: King Bed, 42" Flat screen TV - Bathroom 3: Jack & Jill, Shower, Dual sink - Bedroom 4: 2 Twin Beds,42" Flat screen TV (Mickey & Minnie Room) - Bedroom 5: King Size Bed,42" flat screen TV - Bathroom 4: Jack & Jill, Tub, Dual sink - Bedroom 6:1 Queen and a 42"Flat screen TV - Bedroom 7: 2 Full beds a 50" Flat screen TV (Minion Room) - Bathroom 5: Tub with Dual Sinks - Bedroom 8: 2 Twin beds and a 42" Flat screen TV (Harry Potter Room) - Bathroom 6: Jack & Jill, Shower, Dual sink - Bedroom 9: 1 King Bed and a 42" Flat screen TV
  • Venetian Bay Villages

    Kissimmee: Venetian Bay Villages: Townhouse in a gated community
    3 BDR • 2 BA • Sleeps 6 • #207210
    138 to 177.43 CAD/night
    Superb 3 bedroom townhome in Kissimmee. Venetian Bay is conveniently located 15 minutes from Disney World, restaurants and entertainment on Rte. 192. Gated community (with security guard) makes planning your Florida Vacation stress-free. After a hectic day at the parks you can come home to the serenity of a small American town, with the appeal of white picket fences and charming streets. The airy living area has relaxing sofas, Flat Screen TV, DVD Player, and a PlayStation 2 for entertainment together with a selection of books and games. There is a dining area and fully equipped kitchen if you want to make a home cooked meal during your stay. On the ground floor is the master King bedroom with walk in closet and Flat Screen TV. The master bath facilities include twin sinks, toilet, and an over-tub shower with a Jacuzzi bath. The top floor has 2 bedrooms one with full size bed and one with twin beds, both rooms have closets, with chest of drawers and Flat Screen TV. Elegantly decorated with linens. Both bedrooms share a bathroom with sink, toilet and tub with overhead shower. Laundry Facilities are also in the upstairs bathroom area. On days you are not at the parks, you can enjoy Venetian Bay’s Roomy clubhouse, Guest lounge has a large Screen TV, Gaming area, Computer area, Fitness Center, Movie Theater, Basketball, Tennis, Volleyball Courts, Playground, Picnic areas. Main pool has extensive sundecks, 3 other pools and small convenient store is located on property.
  • 2 Master Luxury

    Kissimmee: Windsor Palms: Villa
    4 BDR • 3 BA • Sleeps 8 • #208048
    197.14 to 241.83 CAD/night
    Our Villa is situated on an oversized lot on the FABULOUS Resort-Style 24-hour gated community of Windsor Palms. This 5-star resort is just off Highway 192, about 3.5 miles from the gates of Disney. Our spacious, air-conditioned 4-bedroom, 3-bathroom villa is set in a quiet, private location. We have a private southwest facing pool, so it gets the sun all day long. Also, it does not face other pools, so lot of privacy. There are pool alarms on the doors that lead to the pool. Under our covered patio we have a table and chairs where you can have a snack while you take a dip in the pool. There are also separate lounging chairs for just laying out by the pool enjoying the sun or reading a good book. Our villa has cable TVs and ceiling fans in living and balcony/lanai area, and laundry facilities. It also has all the amenities for a perfect get-away. The Master suite 1 has a king-size bed with brand new linen, pillows and comforter, ample drawer space, TV and a walk-in closet. The ensuite bathroom comes complete with a soaker tub, walk-in shower, double sink vanity, separate toilet area with entrance to pool. The Master suite 2 has a King-size bed also with brand new mattress, linen and comforter, TV, walk-in closet, ample drawer space, and ensuite facilities including large walk-in shower, toilet and vanity. Bedroom 3 has Queen bed with built-in closet and drawer space. Bedroom 4 offers two twin beds and includes cable TV, a built-in closet and drawer space.
  • 2019 New 7 Bedroom Pool

    Kissimmee: Windsor Hills: House in a gated community
    7 BDR • 4 BA • Sleeps 15 • #247646
    248.40 to 603.26 CAD/night
    This is a truly luxurious vacation home at a GREAT VALUE!! 2019 Newly Renovated. 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.
  • Beautiful Villa 4 Br/3 Ba

    Kissimmee: Lake Berkley: Villa in a gated community
    4 BDR • 3 BA • Sleeps 9 • #202509
    143.26 to 235.26 CAD/night
    Beautiful and Family friendly 4 BR/3 BA pool Villa located in the popular vacation resort of "Lake Berkley" and only 10 minutes to DISNEY. Spacious light villa with 2 living and 2 dining areas, space for the whole family. BEDROOM CONFIGURATION: - 1 KING Master. Flatscreen TV, with private bath room featuring separate walk in shower and soaker tub, - 1 QUEEN Master, Flatscreen TV, with private bath (shower/tub combo) - 2 TWIN rooms with two twin beds each and a shared bath ((shower/tub combo) It also has a fully equipped kitchen and washer and dryer for your convenience. Highchair, Crib and Stroller are provided for your use. DVD collection and Library. Make sure you get time to use the community facilities which boast a Fitness Center. There is also tennis, basket ball, volleyball, table tennis and even a stocked Lake with Fishing Pier and nature walks ..... Equipment rental at the Hapimag Clubhouse. Located only 10 minutes away from Disney this is a great place to vacation!
  • Peaceful and Serene

    Kissimmee: Lindfields: House
    5 BDR • 2 BA • Sleeps 12 • #7884
    203.72 to 289.15 CAD/night
    Our home is situated on a small lake with a natural preserve behind that. We have a over sized pool which I have not seen any close to its size down here. The back of the house will have you wanting to spend all your time there and you may decide to skip the parks entirely. We also offer a Large Plasma TV in the family room and a LCD TV in each of the bedrooms. A computer with Internet access and free phone calls to the USA and Canada give you all the amenities of your own home. The size of the home is ideal for 2 or 3 families (sleeps 12) and has vaulted ceilings throughout for added spaciousness. The family room has a 27 inch TV, VCR and cable. The adjoining kitchen is modern and fully equipped. There are TVs in 2 of the other bedrooms. You can enter the pool area from the master suite, family room and full bath. The pool has a Jacuzzi which cascades into an oversized and illuminated pool which is 18 x 38 feet. A gas BBQ grill is located off of the lanai. There is a security alarm for the patio doors to the pool.
  • Sunny South Facing Private

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 14 • #241446
    190.57 to 788.58 CAD/night
    Situated in the Windsor Hills resort community about 2 miles from Disney, this 6-bedroom, 4-bath vacation rental home specializes in providing fantastic Florida vacations. With 2,812 square feet and accommodations for 14, guests can enjoy not only the private pool and spa in the enclosed lanai but also the unbeatable community amenities, including a lagoon pool, water slides, arcade and more. With an ideal location and fun for the whole family, all the magic of Disney is yours to discover. THE PROPERTY Master Bedroom 1: King Bed | Master Bedroom 2: King Bed | Bedroom 3 (Adventure Room): 2 Twin Beds | Bedroom 4 (Paris Room): 2 Twin Beds | Bedroom 5 (Sea Explore Room): 2 Twin Beds | Bedroom 6: Queen Bed | Additional Sleeping: 2 Folding Beds The Windsor Hills gated community features manicured lawns, a community pool with zero entry, a spa, as well as a snack bar, game room and exercise facilities. Between the cushioned lounge chairs, water slides and fountain water jets, there is something to keep everyone comfortable and entertained during your stay. This private home includes a private backyard with a south-facing pool and Jacuzzi spa within an enclosed lanai. Enjoy a soak in the hot tub or a dip in the pool, and when you're finished, step through the luxury French doors to enjoy all the comforts of home. Inside you'll find fabulous upgrades, from fresh paint and brand new light fixtures to new fans, furniture, and accessories. Additional amenities include wireless internet access, 7 flat-screen cable TVs and a washer and dryer. Prepare home-cooked meals with ease in the fully equipped kitchen, featuring quartz countertops, wood cabinetry, and stainless steel appliances. Dine at the kitchen 4-person table, the dining room 6-person table, or outside at the 6-person outdoor dining table. After dinner, head out to the game room in the garage where you'll find a pool table with a ping pong table-top, foosball and dartboard. For rest, 6 spacious bedrooms host new mattresses and box springs to sleep 12, while 2 separate folding beds sleep 2 additional guests. Two pristine full bathrooms showcase spa-like tiled showers, quality wood cabinetry and quartz countertops. THE LOCATION From this Kissimmee home, you're just minutes away from the magic of Disney as well as local shops, quality restaurants, beaches, walking trails and more. Hit all the Disney parks about a ten-minute drive away or less, including Animal Kingdom theme park, Magic Kingdom Park and Hollywood Studios. For more thrills, head to Universal's Island of Adventure and board the Jurassic Park River Adventure. When you tire of the parks, enjoy a quiet afternoon on the ChampionsGate Golf Course or get out on the water on a chartered fishing trip. Nearby you can spend the day shopping at the outlets, and in the evening, experience fine dining and first-class service at Bull and Bear Steakhouse at Waldorf Astoria Orlando.
  • Luxury Villa with Large

    Kissimmee: Lindfields: Villa
    3 BDR • 2 BA • Sleeps 8 • #203990
    151.14 to 177.43 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.
  • New!! Luxury Home with

    Kissimmee: Windsor Hills: Villa
    5 BDR • 5 BA • Sleeps 12 • #243428
    235.26 to 590.12 CAD/night
    This NEWLY RENOVATED 5 bedroom 5 bathroom (All En-suites!!) 3000 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. BRAND NEW furniture and appliance!! This 5 bedroom villa has 3 KING ROOM/1 FULL&TWIN ROOM/1 TWIN&TWIN 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 beautiful green view, no rear neighbors. 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! - 5 luxurious bedrooms(en-suite) and a game room (3 king rooms, 1 twin/twin room, 1 twin/full room) - Safety & Security: Gated community with 24 hour security guard - 65' Smart 4K LED TV, HDTV in every room, XBox One Game Console - Games room with pool table, Foosball and Air Hockey - Private heated pool and SPA in screened lanai - 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 - 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
  • Windsor Hills 6-Bed Pool

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 14 • #231083
    247.09 to 509.95 CAD/night
    Spread out and enjoy your very own sunny 6-bedroom, 4-bathroom pool home in the 5-star Windsor Hills Resort. Best of all, Windsor Hills resort is the newest and closest resort community to the Walt Disney World, only 2 miles away. With charming, elegant design and decor, this luxurious home accommodates 14 people plus crib and playpen for a couple of small children in spacious, air conditioned comfort. It is ideal for sharing with your extended family and friends. This villa features: (1) 6 bedrooms each with premium furniture, ceiling fans, and digital cable TV (2) 4 bathrooms with hair dryers and plenty of towels (3) Spacious family room with entertainment center, Sony Playstation II, Stereo, DVD player (4) Formal living room (5) Fully-equipped kitchen with all appliances and plenty of cookware. Refrigerator with water/ice maker, smooth top range, oven, microwave, dishwasher, coffee maker, toaster. (6) Breakfast table next to kitchen and breakfast bar (7) Separate elegant dining room with 8-seat dining table (8) Cloth washer and dryer, vacuum cleaner, iron, linens, towels, hairdryers (9) Free WiFi, free phone calls to US and Canada (10) Game room complete with a pool table, a ping-pong table, football table, etc. (11) Large private screened pool and hot spa, with covered lanai, extended decking. Make sure you spend some of your vacation outside in the sparkling pool and bubbling spa, sit in the sun on the deck loungers, or have an afternoon tea under the shaded lanai to experience some Florida lifestyle. You and your family can have hours of fun outside and take home hundreds of happy memories under the sun. This villa is located in the heart of Orlando Disney area, close to everything. Many restaurants and shops are within 1 mile of the villa. Groceries, medical clinics, pharmacy are all within minutes. - 30 Mins - Orlando International Airport - 2 Mins - Highway 192 (Tourist Corridor) - 2 Mins - Many restaurants and shops - 3 Mins – Supermarket, Target, Publix, Walmart, pharmacy - 4 Mins - Walt Disney World Orlando - 5 Mins - Golf Course - 10 Mins - Cypress Gardens Adventure Park - 16 Mins - Sea World - 20 Mins - Universal Studios and Islands of Adventure - 55 Mins - Busch Gardens - 55 Mins - Gulf Coast Beaches (west & east) - 1 hour - Kennedy Space Center - 1 hour - Atlantic Beaches Golf lovers: There are many championship golf courses in the immediate area: Greg Norman’s development, Champions Gate, the fabulous PGA teaching courses at Orange County National. Disney courses: Magnolia, Palms and Osprey Ridge and Mystic Dunes (right next door to Windsor Hills!) This villa includes free access to all the resort-style amenities that Windsor Hills Resort has to offer. Windsor Hills is a gated resort with 24 hour security. It is filled with family fun, including a huge Olympic-size pool, designed to resemble a tropical lagoon, big hot spa and sundecks. Kids will love sliding down the 2-story high water slide or running through the splash-pad. The multi-million-dollar clubhouse has a video game arcade, pool table, ping-pong and other game tables, fitness center, a movie theatre, internet cafe, huge comfortable lounges, and a sundry shop. Windsor Hills has 2 tennis courts, a volleyball court, basketball court, also features a putting green and a the castle-themed kids’ playground too. Come and give your family the vacation of a lifetime when you stay at this fabulous villa!
  • 3 Minutes from Disney

    Kissimmee: Formosa Gardens: Executive style house
    4 BDR • 3 BA • Sleeps 8 • #54490
    184 to 203.72 CAD/night
    Beautiful home on private lot with custom decorating and upgrades. Our home is not your average vacation rental. It is truly a must see home. Including High Speed Internet If you need anything our management company is available 24/7 for you (welcome baskets, directions, decorating for special occasion,etc) When you arrive you will be greeted by Disney characters, all hand painted by the Owners. Enjoy the sights and then relax in our large private pool and spa. You can even see Disney fireworks from the patio. Our Game room will keep you entertained for hours. There is a private pool and spa with covered patio dining area. The property is just five minutes from Walt Disney World and 20 minutes to Sea World and Universal Orlando. It is located in the Oak Island Harbour subdivision of Formosa Gardens.
  • Orlando Villa with Pool

    Kissimmee: Chatham Park: Villa
    3 BDR • 2 BA • Sleeps 8 • #207246
    143.26 to 222.12 CAD/night
    The house is located in a community called Chatham Park, which is south of Orlando, approximately 10 minutes from Disney. The purpose of the home is receiving families with children who want to escape the routine of hotels, and want to experience living in a condo with a predominance of U.S. Residents. The house is extremely spacious and can accommodate people who go to Orlando and enjoy all the shopping outlets. The house is single story (great for small children and luggage in transit), is in a condominium super quiet and well located. The house has capacity for 8 people (with 6 people in beds in the rooms, plus 2 on sofa bed). It has 3 bedrooms, 2 full bathrooms, TV room, living room, dining room and kitchen (both for 6 people), balcony with furniture, private heated swimming pool and central air conditioning. Bedding, bath towels and hair dryer are all available. There is a sofabed in the living room, which sleeps two children. The master suite is very spacious, with a queen bed, closet, and a private bathroom. The second bedroom has a double bed and conventional closet and the third bedroom has two single beds and wardrobe. The private pool house with a beautiful view of the lake is a difference worth mentioning, especially in the evening when you can sit comfortably on the porch and relax after a day of many activities. It has a fully equipped kitchen with all utensils and appliances, stove, microwave, dishwasher, fridge-freezer with ice maker, coffee maker and electric kettle. In the laundry area, washer and dryer. Cable TV, telephone with free calls to the U.S. And WI-FI complement your entertainment!

Kissimmee Vacation Rental Reviews

  • Sunny South Facing Private

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 14 • #241446
    1 star 2 star 3 star 4 star 5 star
    Deborah says ‘Loved our Vacation’
    We thoroughly enjoyed our stay at the Windsor Hills home. It was beautiful, so spacious, and so clean. The community pool and water slides were terrific, as was the private pool and hot tub at the home. We took full advantage of them each day. The location to all of the Disney parks was perfect too! We would highly recommend this home to any family traveling to the Orlando area. Hope we can do it again. Thank you for sharing this home with us.
    Stayed with family - Recommended to friends and family
  • Gated Emerald Island

    Kissimmee: Emerald Island: Townhouse in a complex
    3 BDR • 3 BA • Sleeps 8 • #49171
    1 star 2 star 3 star 4 star 5 star
    Angela says ‘Awesome vacation spot!!!’
    If you are looking for a really nice, affordable, close to everything, secure place to stay on vacation this is it!!! Very nice 3 bedroom townhome. This gated community was just a short drive to all Disney parks and shopping areas. Great transaction and communications with both the owner and Owner Direct. Would highly recommend!!!!!!
    Stayed with family - Recommended to friends and family
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