Kissimmee Vacation Rentals & Condo Rentals

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  • Emerald Island 6 Bedroom

    Kissimmee: Emerald Island: House
    6 BDR • 1 Den • 5 BA • Sleeps 19 • #239319
    208.56 to 541.77 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 Detailed Description of This House The Diamond on the Island is a house 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 “Diamond on the Island” 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.
  • Cozy Windsor Hills 6br/4ba

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 1 Loft • 4 BA • Sleeps 14 • #248921
    331.97 to 578.79 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 - 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
  • Disney Area Vacation Home

    Kissimmee: Fiesta Key: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 8 • #202182
    104.90 to 135.75 CAD/night
    Three bedroom townhouse in Fiesta Key
  • Air-Conditioned Game-Room

    Kissimmee: Emerald Island: Villa in a gated community
    7 BDR • 5 BA • Sleeps 16 • #201533
    308.52 to 678.76 CAD/night
    3 Miles from Disney in exclusive Emerald Island gated resort community * Air-conditioned game room with pool table, air hockey, foosball and large screen TV * 7 bedrooms, 4.5 bathrooms * 2 Master suites with King size beds, 2 Queen Bedrooms and 3 themed kids rooms * Large 40' x 23' pool area * South facing pool deck * Deep 40' x 10' screened lanai with fans * No per person charge * Free supply of gas for the grill * High quality linens and towels provided * Free secure wired/wireless internet * Free phone calls within US and to many countries* Full-size crib and an extra Pack ‘n Play* Large LCD TVs in every bedroom, family room and game room (9 total) * Wii with many games * Video Games and books * Kids movie library * 24x7 Monitored Security * Accommodates up to 16 guests comfortably * Fully equipped kitchen * Separate Family and Living Rooms * Close to many golf courses and shopping centers * Discounts for last minute and multi-week stays
  • Only 2 Miles to Disney

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 12 • #243120
    331.97 to 578.79 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.
  • We Would Love to Welcome

    Kissimmee: Lake Berkley: Villa
    4 BDR • 3 BA • Sleeps 10 • #83579
    191.29 to 197.46 CAD/night  
    Our villa has all the features you would expect to find at the high end of the market. It has an oversized, private pool area overlooking the main lake (with new loungers and patio furniture). We have a beautiful view directly on the lake and we are not overlooked (no fences, houses or neighbors behind you !). Fish from your backyard – equipment provided. The villa has two living and dining areas, four bedrooms, including a king and queen bedroom with new furniture and ensuites, a twin and Disney kids bedroom (with games consule and games), and an additional queen sleeper in one of the sitting rooms. Our villa has a panoramic view across the lake of the conservation woodland. You will see many types of birds, and many other types of wildlife. The lake is well stocked with fish. On the opposite side of the lake there is a lakeside beach, volleyball and basketball courts, barbecue/picnic area and children’s play area, gazebo and fishing pier. There is a nature trail around the lake. The clubhouse facilities include a fitness centre, tennis court, cafe, Internet access, electronic games, pool tables, communal swimming pool and Jacuzzi.
  • Disney & Universal Studios

    Kissimmee: Windsor Palms: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 5 • #245633
    172.77 to 172.77 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 !
  • 5-Bed (3 King Size) 3-Bath

    Kissimmee: Emerald Island: House
    5 BDR • 3 BA • Sleeps 12 • #142097
    228.31 to 228.31 CAD/night
    This home has three (3) king size beds which is unique for a 5 bedroom home. Also, there are two DOUBLE/FULL beds in one room (they are NOT twin beds).. Wireless High Speed internet with connected PC as well as FREE long distance calls to USA, Canada, Puerto Rico and most of Europe (UK, Italy, Spain, France and Ireland). There is also an automatic spa (one switch turns-on the heater and isolates the spa from the pool), TV's and ceiling fans in all bedrooms and a big-screen TV in the family room. Pool heat is free October through May. The pool is south facing. NEW: Free Level-2 Electric Car Charging. We recently installed a 240V/40A NEMA 14-50 outlet in the garage. The outlet is compatible with the Tesla UMC but requires an adapter for other EVs. <b> Please note: While the owner is unable to process credit cards himself, you can pay through credit card if you have a Paypal account </b>
  • Relaxing, Comfortable

    Kissimmee: Laguna Bay Villas: Condo in a complex
    3 BDR • 2 BA • Sleeps 8 • #207243
    104.90 to 135.75 CAD/night
    Thank you for considering our villa at Laguna Bay for your much deserved time away. After years of traveling to the Orlando area and staying in many small hotel rooms, busy, busy timeshares, and mega resorts, as well as some not so well kept private rentals, we finally found Laguna Bay. It is a clean, updated villa that provides a comfortable place to relax for the day or after visiting area attractions. We find it to be the perfect combination of a large villa in a small resort type complex. Our vacation home is very well managed by a local company so all your needs will be met. They offer other services like a concierge desk, midweek cleaning and even prepared meals, some of which are at an additional expense. If you find you need anything, they are only 1 mile up the road. We just love the place, and know that you will too. Exceptional value for your vacation dollar. DESCRIPTION: Laguna Bay Condo - 3 Bedroom, 2 Bath, Large Living/Dining Area with Foosball table. Cathedral ceilings in the living/dining area and master bedroom. This is one of the much nicer second-floor units, no noise from above. It is close to pool area with quiet, attractive nature reserve directly behind. Queen size master; double size 2nd bedroom; 2 twins in 3rd bedroom. All mattresses are brand new summer 2011. New bamboo floors throughout main areas. All linens and towels provided. Full size washer & dryer inside unit for your convenience. Fully equipped kitchen. Free local phone calls. Cable TV and DVD included. Sorry, no pets allowed. This is a non-smoking unit. FREE 'in-unit' highspeed wireless, if you bring your own wireless device. Condo offers Outdoor Heated Pool, Hot Tub, Sauna, Tennis, Clubhouse with Pool Table, Fitness Room and Kids Play Area. Approximately 4 miles to Disney property; 9 miles to Sea World; 13 miles to Universal Studios; 1 hour to Kennedy Space Center and to Cocoa Beach, 0 miles to peace and quiet, and a billion miles from your workplace!
  • Disney Contemporary

    Kissimmee: Lindfields: House
    3 BDR • 2 BA • Sleeps 7 • #226100
    166.60 to 245.59 CAD/night
    This 3 bed/2 bath fully furnished 1550sq ft with pool. Home is 4 miles from Disney on a reserve protected by Florida. 1.Master with en-suite shower and King Custom Designed Bed. 2.2nd Bedroom with Custom Headboard Queen Bed 3.3rd Bedroom with 1 twin Bunk beds with full bed on bottom shared bath. 4. Game Room with AIR CONDITIONING Private south facing screened pool (non heated) ***48 hours advance notice of paid pool heating to meet satisfactory heating preferences. 4 Person Hot tub separate for extra comfort. "L" Shaped Gated Backyard There are plenty of Extras Please just ask ...We will do OUR best to get you what you DESIRE
  • Grand Deluxe Condo 3bd

    Kissimmee: Royal Oaks: Apartment in a complex
    3 BDR • 2 BA • Sleeps 7 • #255061
    141.92 to 222.14 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!
  • Grand Holiday 3bd Condo

    Kissimmee: Apartment in a complex
    3 BDR • 2 BA • Sleeps 6 • #260038
    135.75 to 319.63 CAD/night
    This Premium Holiday 3BD Condo Apartment is impressive 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, smart TV. The large master bedroom has a private master bathroom. The additional bedrooms feature walk in closets with a queen size bed in the 2nd and a twin in the 3rd bedroom. 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. This condo is located on the second floor. Long term rentals are welcome. This is a non smoking property. Pets are welcome on request with additional pet fee of $150.
  • Multiple Master Suites

    Kissimmee: Indian Creek: Villa
    5 BDR • 4 BA • Sleeps 10 • #254135
    197.46 to 236.95 CAD/night
    Our villa has 5 bedrooms and 4 bathrooms with 3 ensuite bathrooms. Bedroom 1 is a king master with a T.V and ensuite bathroom with a large garden tub and separate shower with pool area access. Bedroom 2 is a king master with a T.V and ensuite bathroom with pool area access. Bedroom 3 is a queen with a T.V and ensuite bathroom. Bedroom 4 and Bedroom 5 are both themed twin rooms with T.Vs and a shared a bathroom. There is custom artwork on the walls of both rooms which are Donald and Daisy Duck themed in one room and Harry Potter themed in the other. The family room has a large comfortable leather sofa plus 2 large arm chairs, a big TV and DVD player for you to enjoy, with alarmed patio door with access to the pool area. The formal dining room has a table which seats six. The fully equipped kitchen has everything you could need, a dishwasher, microwave, stove and hob and fridge freezer. The kitchen also has a breakfast nook with another table that provides seating for six. There is a large enclosed private pool and spa with a privacy fence which can be heated if required for an additional charge. The spacious pool deck offers a lanai with sun loungers, a table and chairs. There is a separate laundry room with a washer and dryer. The garage houses the games room which has both a pool table and a foosball table. The phone is free for incoming calls plus local calls are also free. There is free Wi-Fi so just bring your devices and log in. This home is located near all of the fun attractions such as the brand new Margaritaville Water Park that also has bars, shops, and restaurants making it the new Citywalk. Indian Creek is one of the closest locations to Disney. It's a quiet spot away from the traffic of Hwy 192 but still very close to everything. Indian Creek offers a children’s play area, soccer pitch, basketball court, tennis court and putting green which are all available for guests to use. Just a few minutes away is the Formosa Gardens Shopping Village which has a large supermarket, shops and a good selection of restaurants including TGI Fridays, Outback Steak House, Buffalo Wild Wings, Carrabba's, Cracker Barrel, Taco Bell, Subway and Red Lobster. Nearby Rolling Oaks Common is home to a Super Target supermarket, Ross, TJ Maxx, Olive Garden, On The Border, Longhorn Steakhouse, Bahama Breeze, Panera Bread, Sweet Tomatoes, Logan’s, Texas Roadhouse, Joes Crab Shack, Pollo Tropical, Panda Express, Bonefish Grill, Hooters, Orlando Ale House and Applebee’s. Also, Publix Supermarket and a 24 hour Super Wal-Mart are close by. Disney can be reached in about 10 minutes, Universal Studios in about 25 minutes and SeaWorld in about 20 minutes.
  • Fall Special. 3 Miles to

    Kissimmee: House
    7 BDR • 7 BA • Sleeps 20 • #238729
    249.29 to 431.94 CAD/night
    First class furnished house is waiting for you-keeping your class, comfort, privacy, fashion, modernization in mind. Best floor plans for the best five star community resort which is very spacious around 3500 square feet with 4 large king sized bedrooms, 3 twin rooms including expensive mattresses . With 4 king-size master bedrooms and their private bathrooms (one with crib on the side), no one needs to fight for who takes what. 3 Twin rooms decorated individually for girls & boys will make your kids busy with their own play house thing. 2 rooms with 2 twin beds each and the other one with 2 bunk beds. 1 large master bedroom and 1 bedroom with twin beddings are on the ground floor for easy access. Bedrooms have fans on the ceilings for some cooling. Pool facing south with lots of sunlight, 16 people sitting chairs and lounges) with spa. BBQ on the pool side, game room with pool table, football table, etc. House has 9 televisions ,DVD players and the wii stations. Security near the pool area is done by the fences for your little ones. Fully equipped kitchen (everything you need for cooking, incl. Pots, bowls, etc) with all the amenities and big breakfast table with 9 benches for the good times with family or the meetings or meal. It also has a formal gourmet dining for minimum six people. Special parties can be organized with the baked birthday pastries or cake. Babies will have fun too as the house is kids friendly and has crib, strollers, play pan and much more. For extra guest there are 2 folding beddings and a sofa bed is available. It has an internet access and a wi-fi too. Unlimited phone calls for US national. And after Exploring the views of the Florida and the beautiful sights and the pleasant sounds you can enjoy the clubhouse of the community which has a large pool and heated spas and saunas. You just can’t stop yourself discovering the beauty of Florida by looking amazing theme parks , nature , Disney world and lots of wonderful destinations. Have I mentioned that our house is located just steps away from Disney. For the special guests like you, your friends, your families our emerald resort community has eleven acres wood preserved trails which is covered by the area of conservation dedicate to floral life and the plant life. Its surrounded by the protective woodlands .the place is just like a island on land amidst sea of vegetation. Chilly winds, palm line paths lead to the community. It has a dolphin designed fountain gives you a amazing sense of arrivals .The strongly secured community has a 24 hours entry and it is miles away from Disney. It’s just a walk away from the shopping complexes and gourmet dining. The resort gives you the heaven feel with lots of wonderful destinations to have fun and make your vacation memorable. Around 40,000 sq.Ft, clubhouse offers amazing facilities for everyone to enjoy such as health and fitness centers, swimming pool, sauna, heated tub and spas, steam internet access, centers of basketball and tennis ,courts for volleyball ,soccer, large playgrounds ,meeting centers for business deals and many more other attractions. Coffee services for free of cost. Supermarkets just a mile distance, garden and shopping complex just a mile away, wonderful food complex just a mile away which has Wal-Mart, McDonald, TGI Fridays and lots of other good food serving restaurants. For golf lovers there you can find lots of famous known courses like ChampionsGate Golf Resort ,Walt Disney World Golf Courses, Orange Lake Country Club and many more.
  • 8br Luxury Villa in

    Kissimmee: Windsor At Westside: Villa
    8 BDR • 1 Loft • 6 BA • Sleeps 20 • #243117
    294.95 to 912 CAD/night
    **** GREAT LOCATION, STEPS TO CLUBHOUSE **** This 4,500 sq. Ft. Home is in the new Windsor at Westside Resort and just minutes from Disney. 8 bedrooms and 6 bathrooms, with 4 en-suites. Pool area with patio set and in-ground Jacuzzi. Game room with seating, pool table and foosball table. We have several homes steps to each other, perfect for large family reunions and groups. This home was professionally designed and uses only the highest quality furniture, mattresses and decorations. Features include: - 8 Luxurious Bedrooms (3 King, 1 Queen, 1 Double Queen, 2 Twins Room, 1 Full Bunk Bed) - 6 Full Bathrooms (4 en-suite) - High quality sheets,comforters and mattresses on all beds - Free High Speed 75mbps Wi-Fi throughout the home, free calls to US and Canada, - Loft with Big Screen TV, Game Console, and Pool Table - Spacious Sitting and Dining Area - Private Heated Pool and Spa * - Pool heating is an optional fee - Full access to Windsor at Westside Clubhouse - Digital Cable TV in each room - Baby gear included (baby gate, crib, high chair, stroller) - 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 Wii gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Free on site parking for up to 5 vehicles - Easy to check in. Secure Key-less entry
  • 5 Bed Rental by Emerald

    Kissimmee: Emerald Island: Villa in a gated community
    5 BDR • 3 BA • Sleeps 12 • #226563
    222.14 to 388.74 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
  • Beautiful South Facing

    Kissimmee: Sunset Lakes: Villa in a gated community
    6 BDR • 4 BA • Sleeps 12 • #254735
    320.87 to 394.91 CAD/night
    Villa Overview: This lovely villa with the lake view is 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 . 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
  • Orlando Comfort, Splash

    Kissimmee: Windsor Palms: House in a gated community
    4 BDR • 3 BA • Sleeps 9 • #137232
    222.14 to 2,653.32 CAD/night
    Do you want Orlando comfort. Our 4 bed, 3 bath luxury pool home in the gated Windsor Palms Resort was completely remodeled. Fully equipped kitchen, dining room, living room with 46" HD TV, DVD, PS 2, WI-FI and reading lounge complete your vacation oasis. Just bring your swimsuit and toothbrush. Do you want Orlando splash. Swim and relax in the private pool/spa right outside the lanai, or flipflop to the enormous pool and Jacuzzi steps away at the Windsor clubhouse, also with tennis, volleyball, basketball, movie theater and mini-mart. Access to all amenities included. Do you want Orlando fun. Disney is 2.5 short miles away. Universal and Sea World are within 12 miles. Easy access to all Orlando attractions, golf and restaurants; that is, if you ever want to leave your oasis.
  • Townhouse on Gated

    Kissimmee: Venetian Bay Villages: Townhouse in a complex
    3 BDR • 2 BA • Sleeps 6 • #56427
    104.90 to 113.54 CAD/night
    The home was newly built in Jan 2004 and is located on a gated community in Kissimmee (just off the US192) 15 minutes from Disney. The home is equipped with the usual conveniences including: Dishwasher, Washing Machine, Dryer, Microwave, Large Fridge, Coffee Maker, Cable TV, all linen and towels, and full air conditioning. TV+DVD/VCR is provided in the living area. On site facilities include: Swimming pools, games room, fitness centre, tennis, volleyball, basketball courts, Clubhouse, Business centre with internet access and more. <b>We no longer have standard cable TV in the house. We have a streaming service called Philo TV. The channels available can be found on their website. We still have free wi-fi in the house.</b> The Clubhouse has a free wireless internet connection facility. A small charge is made half hourly for the use of the computer/printer equipment in the business center(located in the clubhouse).
  • Condo in a Resort

    Kissimmee: Windsor Hills: Condo
    2 BDR • 2 BA • Sleeps 6 • #206775
    122.18 to 356.65 CAD/night
    Stay in Kissimmee's latest and greatest new resort, Windsor Hills is a 24 hours guarded gated community with a large 1 acre lake located within the heart of Orlando’s premier tourist attractions. Windsor Hills boasts the closest proximity to Central Florida's theme parks. The main features include a massive multi million dollar clubhouse facility with an array of amenities including a large lagoon styled double olympic beach-entry heated swimming pool with water slide, toddler pool, fountains, waterfalls, 48 seat movie theatre, fitness center, foosball, air hockey, ping pong, video arcade, pool tables, sundry shop (convinience store) and each condo building complex has 2 elevators. The outdoor activities include basketball, tennis, sand volley ball, putting green, kids playground and even RV parking. Windsor Hills is located along North Old Lake Wilson Road, adjacent to US 192 in Kissimmee’s tourist corridor (Shopping, restaurants and souvenir shops are just 1/2 mile away). Located just 2 miles from I-4, Windsor Hills is only 1 1/2 miles to Disney, 10 minutes to Seaworld, 15 minutes to Universal Studios and 30 minutes from Orlando airport.
  • Family 5br Pool Villa W/

    Kissimmee: Creekside: Villa
    5 BDR • 3 BA • Sleeps 10 • #204481
    159.20 to 282.61 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.
  • Fantastic 3br Townhome in

    Kissimmee: Emerald Island: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 8 • #206419
    117.24 to 220.90 CAD/night
    UPGADED. All New Laminate Floors and NEW Mattresses in all Bed Rooms. Fantastic Emerald Island Resort Town Home - your home away from home, for the family whilst on vacation, without having the added expense of a pool. This Town home has a tastefully decorated Queen master suite, a Full Bed room and a Twin room with two twin beds. This property has a fully equipped kitchen and washer and dryer for your convenience whilst on vacation. At the clubhouse enjoy the Two Large Pools, Whirlpool, Sauna, Fitness Center, Cyber Cafe and the Pool Side Tiki Bar. The Basket ball half-courts and Volley Ball Courts and Video Arcade. There is a Tennis Center and Equipment Loan. World Class Golfing 10 minutes away at the Orange Lake Country Club. DISNEY is only 10 minutes away and UNIVERSAL Studios only 25 minutes OR Stay in the Resort to relax, you can't loose!
  • Spacious 5br, 3.5ba Villa

    Kissimmee: Cumbrian Lakes: Villa
    5 BDR • 4 BA • Sleeps 10 • #247520
    253.80 to 253.80 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.
  • 4br with Private Pool

    Kissimmee: Windsor At Westside: Townhouse in a gated community
    4 BDR • 1 Loft • 4 BA • Sleeps 12 • #248920
    159.20 to 430.70 CAD/night
    4BR/3.5BA 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. The space 4BR/3.5BA home in Windsor At WestSide! - 4 Luxurious Bedrooms (2 King, 2 Twin/Full Room, 1 Sleeper Sofa in Loft) , sleep for 12 people - 3.5 Bathrooms - Private Pool with great privacy and nice green view - TV in each room. Large Screen TV in Living room and loft - Spacious Sitting and Dining Area - 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 - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Free Parking Guest access 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. 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
  • Lake Front / Minutes to

    Kissimmee: Sunset Lakes: House
    4 BDR • 2 BA • Sleeps 10 • #129578
    193.75 to 203.63 CAD/night
    This is a spacious lake front home located in an upscale gated community. It comfortably sleeps up to 10 people. There is a private screened pool and a game room. There is free password protected WiFi. It is conveniently located just minutes from Walt Disney World, Universal Studios, and all other major attractions. There are many restaurants and shops just a few blocks away. There is a fishing dock and children's playground within the community.
  • Amazing Pool Villa, 4

    Kissimmee: BellaVida: House in a gated community
    4 BDR • 1 Loft • 1 Den • 4 BA • Sleeps 11 • #231377
    208.56 to 294.95 CAD/night
    ULTIMATE VACATION HOME GETAWAY - AMAZING POOL HOME WITH 4 MASTER SUITES, LOCATED IN GATED VACATION RESORT "BELLA VIDA", CLOSE TO ALL ATTRACTIONS, SHOPPING AND DINING This Spacious Luxury Home home sleeps 11 people in comfort. After a fun filled day what better way to unwind than by or in the large Pool & Spa (both GAS Heated) the enormously oversized deck complete with ample pool furniture and coverd lanai for outdoor dining. Great conservation area to the rear for added privacy. The family room consists of sumptuous leather sofas and large flat screen TV complete with Netflix so you can choose from 100s of free movies. A well-appointed kitchen fit for the most discerning chef and breakfast bar. Dining table overlooking the pool and conservation area. BED ROOM CONFIGURATION: 1 Master KING bedroom 1 Master QUEEN Bedroom with two Queen sized beds 1 MASTER TWIN Bedroom with twin beds, MICKEY Theme. 1 Master QUEEN Bedroom on the ground floor All the bedrooms have flat screen TVs and their own bathrooms. Upstairs hallway features a Day Bed as well. For the "little ones" there is a stroller, high chair, playpen and baby gate for the stairs Free Wi-Fi, Free calls to the all of USA and Canada, Wii games system. "BELLA VIDA RESORT" AMENITIES: *Gated *6,700 ft² grand clubhouse *over 15 acres of lakes *communal pool *Volley ball *Kids play area *and much more
  • Tastefully Furnished 5br 4

    Kissimmee: Seasons FL: Home
    5 BDR • 5 BA • Sleeps 12 • #207608
    203.63 to 282.61 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
  • Disney Themed Home

    Kissimmee: Windsor At Westside: House
    7 BDR • 1 Loft • 5 BA • Sleeps 16 • #250683
    245.59 to 862.64 CAD/night
    This beautiful 7 bedroom villa in Windsor At WestSide has enough space to sleep up to 16 guests in luxury. Inside features an open-plan living and dining area, a fully equipped kitchen and spacious bedrooms, including themed kids rooms. This family-friendly home also benefits from a game room and an additional living area upstairs. Outside you will find a private pool with SPA, sun-loungers and a covered lanai with an alfresco dining area. The space This impressive home is located in the popular Windsor at Westside resort, just a short drive from Disney World. With a vast selection of on-site shops, restaurants and non-stop entertainment, this vacation destination is perfect for the whole family to enjoy. The resort features an Olympic-size swimming pool with a lazy river, a children’s play area, multiple sports courts and a modern fitness suite. Guests will also have full access to a movie theater, the resort clubhouse and the popular Tiki Bar - perfect for relaxing after a busy day at the parks. *Features* - 7 Luxurious Bedrooms (2 King, 1 Queen, 2 Full/Twin room, 2 Twin/Twin Room, 1 crib) -Sleeps 16 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) - 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 - Free on site parking for up to 5 vehicles - Access to many resort facilities within the community **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.
  • 6br Luxury Pool Villa 2

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 14 • #243429
    331.97 to 578.79 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
  • Make your Vacation

    Kissimmee: Terra Verde: Villa in a gated community
    5 BDR • 3 BA • Sleeps 6 • #254618
    172.77 to 246.82 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>
  • Lake View Pool Disney

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 21 • #250686
    294.95 to 912 CAD/night
    - PRIVATE pool and spa, NO REAR NEIGHBOR WITH LAKE VIEW!! - Close to Disney - SUPER CLOSE to FREE resort amenities - In-house games room. Relax in this perfect 8 bedroom home with a PRIVATE pool and spa. This property is located within Windsor at Westside Resort, the BEST upscale luxury premium resort near Disney and everywhere. By booking with us you enjoy management from a professional managing company, AND the resort's many INCLUSIVE facilities including a WATERPARK. The space Managed and maintained by a professional managing company with assistance JUST a message away to cater to all your family’s needs, this home away from home features: - A PRIVATE pool and spa WITH LAKE VIEW, NO REAR NEIGHBORS - Disney themed rooms - A fully equipped game room - Flat screen tv with cable installed in every single bedroom - Washer and dryer - Kitchen with appliances Bedrooms and bathrooms: - Bedroom 1: Queen bedroom with en-suite shower (Ground Floor) - Bedroom 2: King sized bedroom and crib with en suite shower, tub, twin vanities (Ground Floor) - Upstairs Bedroom 3: 2 Queen sized beds with en suite shower, twin vanities - Upstairs Bedroom 4: King sized bedroom with en suite shower, twin vanities - Upstairs Bedroom 5: King sized bedroom with en suite shower - Upstairs Bedroom 6: Star Wars theme with 1 twin and 1 full, en-suite shower - Upstairs bedroom 7: Minions theme with 1 twin 1 full - Upstairs Bedroom 8: Harry Potter theme with 1 twin 1 full, bunk - Upstairs bathroom (shower, twin vanities) Main Living Area: - Spacious seating area with leather sofas - Gathering room with stylish plush sofas and a pool table - Dining table seats 14 people Laundry room is located downstairs Kitchen: - 5 countertop seats - Refrigerator/freezer, oven, microwave, dishwasher, coffee maker, toaster, blender - All utensils, cookware, dinnerware, glassware Entertainment: - Each bedroom is furnished with a flat screen TV and access to complimentary Wifi - Main living area and gathering room have large flat screen TVs - Games room has a ping pong, and foosball table Outdoor Living Space: - Screened in private swimming pool and spillover spa (optional heating), lake view - 4x sun loungers with umbrella, 6 seat patio table - 6 Seat outdoor sofa set Guest access EVERYTHING. Free access to ALL resort amenities Key-less entry with secure door code for easy check in 24/7 Local management support Other things to note - Optional Pool Heat is $25.00 plus tax per day - Optional BBQ Gas Grill with full Propane tank starting at $65 per week - Early check-in/ late check-out will subject to a fee of $45/hr
  • Monthly and Long-Term

    Kissimmee: The Villages At Mango Key: Home
    2 BDR • 2 BA • Sleeps 4 • #239819
    145.62 to 145.62 CAD/night
    Lovely 2 bedroom, 2 bath, fully furnished in excellent condition. Perfectly located in the village of Fernandina, you'll be only a short golf cart (included!) drive away from the Bradenton Village Center, the Gilchrist and Manatee Recreational Centers, and the Bonifay Country Club, among others. Property comes with everything you need including wi-fi, a gas golf cart, and a propane grill. Villages activities include golf, pickle ball, tennis, pool , yoga ,tai chi, archery, billiards, etc etc etc. This home just became available but won't be available for long. Note: You may see the last day of each month as being "unavailable." This day is set aside for house cleaning. If your plans involve renting for two or more consecutive months, please contact me and I will make the cleaning day "available." Gas golf cart available for $5 per day. If use of the cart is desired, rental for entire length of stay is required. In this listing, please select "vehicle (provided by owner) rental" under "Options."
  • Great Villa on a Gated

    Kissimmee: Crystal Cove: Villa in a gated community
    4 BDR • 3 BA • Sleeps 8 • #207543
    178.94 to 265.33 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 for a fee.. 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. Located on a gated resort, Disney is only a 15 minute ride and Universal and Seaworld is approximately 30 minutes and only 5 minutes to highway 192 where you will find lots of restaurants and stores.
  • Family Superior 3bd Condo

    Kissimmee: Laguna Bay Villas: Condo
    3 BDR • 2 BA • Sleeps 6 • #259853
    135.75 to 319.63 CAD/night
    This is a fabulous 3 bedroom 2 bath condo apartment located in a fabulous community of Laguna Bay Villas. This condo comes fully furnished, high ceilings, spacious living and dining area, galley kitchen with breakfast bar, large walk in closets in each room, large master bedroom has private bathroom and balcony that leads out to the rear of the property. Disney theme parks, shopping outlets and attractions are located only minutes away. This condo is located on the ground floor very spacious lots of light with community pool, tennis courts, grill, gym, etc. Pets are welcome on request with additional fee of $150. LONG TERM RENTALS ARE WELCOME. THIS IS A NON SMOKING PROPERTY.
  • 9br Pool Villa, Steps to

    Solara Resort: House in a gated community
    9 BDR • 1 Loft • 6 BA • Sleeps 22 • #248922
    356.65 to 973.70 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 - Optional Pool Heat is $30.00 plus tax per day. - Optional BBQ Gas Grill with full Propane tank starting from $65 plus tax for one week. - Early check-in/ late check-out will subject to a fee of $45/hr
  • Brand New 4 Bed 3 Bath

    Kissimmee: BellaVida: Villa
    4 BDR • 3 BA • Sleeps 8 • #127879
    166.60 to 228.31 CAD/night
    Fabulous corner lot with warming decor, making you feel at home as soon as you enter. After a day at the nearby theme parks enjoy the last of the sun by sitting under the lanai which has a south west facing aspect overlooking the 30' lit pool. As well as the home theater system and games room, the Nintendo Wii will offer hours of fun for all. The resort itself boasts a 6,700 square feet clubhouse, community pool, cyber cafe, gym arcade, basketball court, volleyball nets, picnic area, lake and tot lot playground. Eateries are in abundance and a Walmart is within walking distance.
  • Disney Minecraft Villa

    Kissimmee: Lindfields: House
    4 BDR • 2 BA • Sleeps 10 • #250362
    220.90 to 369 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 . Bedroom 1: 1 King Bed (Private Bathroom)-TV Bedroom 2: 1 Queen Bed -TV Bedroom 3: 2 Full Beds -TV Bedroom 4: 2 Twin Beds-TV DETAILS • 2,129 Sq. Ft. • Central AIR CONDITIONING • Free Parking (2 cars) • Covered Lanai • Free Cable and WiFi • TV's in all bedrooms • Fresh Towels/Linens • Granite Countertops • Fully Equipped Kitchen • Private Screened-in Pool • Washer/Dryer (In House) • Hair Dryers Iron and Ironing Board • Family Room With Flat Screen TV 70" Smart • Hair Dryers, Iron and Ironing Board • Pool Heat (by stay) (Optional) • Private Door Code for Each Guest Stay • Outdoor Patio Furniture w/Sun Loungers *Gameroom with Pool table, air hockey, ping ping (NO AIR CONDITIONING) • Please stop by the nearest Supermarket to gather any additional items you may need for the duration of your stay. (Walmart - 1.5 Miles)
  • *Best* 6 Br Luxury Villa

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 14 • #243124
    331.97 to 578.79 CAD/night
    * Only One Neighbour beside, Super Privacy! * Night view of Disney Firework. This 6 bedroom 4 bathroom 3500 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/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 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
  • Windsor Hills Luxury Villa

    Kissimmee: Windsor Hills: Villa in a gated community
    6 BDR • 4 BA • Sleeps 16 • #207232
    277.67 to 462.79 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.
  • Luxury 5br Windsor Hills

    Kissimmee: Windsor Hills: House
    5 BDR • 5 BA • Sleeps 12 • #246624
    245.59 to 554.11 CAD/night
    * STEP to Club House/Water Park 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 high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - 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
  • 7br Luxury Pool Home with

    Kissimmee: Windsor At Westside: House
    7 BDR • 1 Loft • 5 BA • Sleeps 18 • #247643
    245.59 to 862.64 CAD/night
    Remarkable Home with 7 BR Pool/SPA/Game, Nearby Disney 7BR/5BA 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: - 7 luxurious bedrooms (2 king rooms-1 with crib, 2 queen rooms, 1 twin/full room, 1 full/full room, 1 two twins/ full room) - South Facing Private Pool and SPA in screened lanai, with Child Safety Fence - 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 - 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
  • Indian Creek 3.5 Miles

    Kissimmee: Indian Creek: Home
    4 BDR • 2 BA • Sleeps 8 • #238114
    182.65 to 308.52 CAD/night
    Beautiful four bedroom villa with extended south facing pool deck. Exquisitely furnished, a glorious villa for up to eight or a palace just for two. A spacious lounge opens onto a covered patio, heated pool and jacuzzi. The master bedroom, with King Size bed, plus magnificent en suite, also opens to the pool. Fully equipped kitchen and separate laundry room. Plentiful towels are provided for the pool area, both bathrooms, and all bedrooms plus convertible Queen settee. Located at Indian Creek, five minutes from Disney World. 1½ south of Highway 192. The Villa’s private pool area is fully screened with relaxing patio furniture. The Villa and pool are cleaned and maintained to the highest standards. A 24 hour supermarket plus numerous restaurants (TGI, Outback, Red Lobster, Cracker Barrel and more) are close-by. Universal, Sea World, Wet’n Wild are all within 20 minutes, 75 minutes from the Kennedy Space Centre and Cocoa Beach. Indian Creek has its own tennis court, putting and children’s play area. Indian Creek really is one of the most convenient communities for the Magic Kingdom, Epcot, the Animal Kingdom and the rest of Disney World. Our Villa is located in a golfing paradise. Just 15 minutes from Disney’s magnificent courses, Celebration, Highland Reserve, Falcons Fire and many more. The Villa is cleaned throughout before your arrival, to a very high standard. Your starter provisions, included in the basic rental, include, toilet rolls and cleaning powders The Villa is fully air conditioned. The great room, lobby and kitchen have 'Floridian style' ceramic tiles. The Master suite and Dining area have wood flooring and the Queen double and Twin bedrooms are carpeted. High speed wireless internet access is available free of charge. There are 4 TV’s with Cable, 3 DVD player plus a DVD library, books games and toys. High Chair, Crib and Stroller are all available on request. · Telephone for accepting incoming calls, local calls are free, other calls need a calling card · Washer & Dryer · Fully equipped Kitchen including Microwave, Oven, Dishwasher, Fridge/Freezer · Air Conditioning · Iron & Ironing Board, Vacuum Cleaner etc · Linens and Towels will be provided and all electricity, gas etc is included in the rental price (except pool heating costs). · A local management company will be available to offer any assistance *Supermarket, shops and restaurants - 1 mile *Walt Disney World - 10 minutes *Sea World - 15 minutes *Universal Studios - 20 minutes *Belz Shopping Outlet - 20 minutes *Kennedy Space Centre - approx. 1 hour *Busch Gardens - just over an hour *Celebration Town Center at Market Street - 20 minutes *Downtown Disney Pleasure Island - 20 minutes *Downtown Disney West Side - 20 minutes *Old Town shopping-dining-rides - 20 minutes *Orlando Premium Outlets shopping and Universal City Walk - 20 minutes *Atlantic coast beaches - 45 minutes *Gulf coast beaches - 60 minutes * ** Additional discount available for longer stay ***
  • Stunning South Facing Pool

    Kissimmee: Windsor At Westside: House in a gated community
    9 BDR • 1 Loft • 6 BA • Sleeps 23 • #248929
    356.65 to 973.70 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
  • Private South Facing Pool

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    4 BDR • 4 BA • Sleeps 8 • #257812
    244.35 to 271.50 CAD/night
    Our 4 bed, luxury villa is only a 15 minute drive from Disneyworld, and 30 minutes from Universals theme parks. It is located in a select gated community, Cumbrian Lakes, which has a children's play area and lakeside walks. The villa's south facing pool overlooks a wooded conservation area, and hedges between us and our neighbors mean the pool deck has a secluded feel to it. The home has two rooms with large King beds and two rooms with single twin beds. There is a fully equipped kitchen with a large dining room so everybody can enjoy some home cooked meals if desired. The garage has been converted into a games area, with a pool table, and air hockey and fooseball tables. There is still plenty of room to park your vehicles in the oversized driveway and street parking is available. The property is maintained to a very high standard - in the last 2 years it has had new carpets, new white goods in the kitchen, the outside has been painted and the pool surface has been recoated. If you are an especially large group travelling, we have another property a few doors down as well so there is room for all.
  • 4 Bed 3.5 Bath Lake View

    Kissimmee: Cumbrian Lakes: Villa
    4 BDR • 3 BA • Sleeps 8 • #248471
    219.74 to 219.74 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. This home has a games room in the garage with air hockey, table tennis and foosball. 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.
  • Fully Furnished 3 Bedroom

    Kissimmee: Emerald Island: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 6 • #241471
    109.83 to 122.18 CAD/night
    This spacious townhome with 3 bedrooms, 2.5 bathrooms is located in Kissimmee in a safe and secured Gated Resort Community, off Route 192. The house is minutes away (2 miles) from Disney's Hollywood Studios, Magic Kingdom, Animal Kingdom and Epcot. It is 20 minutes from Sea World and Universal Studios. Super Target, Wal-Mart and Orlando Premium Outlets are within 10 minutes. Several golf, fishing and boating facilities are also nearby. When at home, stay connected with Internet with free WiFi, or enjoy movies on the DVD Player/Cable TV. Kitchen is fully equipped for cooking and baking. Leave refreshed, relaxed and recharged. The home comes with a King size bed, a Queen bed, a pair of twin beds. Sofa can be used as a bed too to let 6-7 vacationers sleep comfortably. There are flat screen TVs in all bedrooms and in the living room with 250+ cable channels. Community offers Club House, multiple community pools, Tennis courts, Game Room, Gym and miles of scenic walkways,
  • Stop Here!!! This is the

    Kissimmee: Royal Palm Bay: Condo
    3 BDR • 2 BA • Sleeps 8 • #203955
    92.56 to 154.26 CAD/night
    It's so much nicer than staying in a hotel and Cheaper too !! Family members get their own bedrooms, there's a beautiful full-size kitchen for groceries and home style meals which saves money on eating out, and a full-size washer and dryer so you don't run out of clean clothes! Our condo is less expensive than a hotel too! And you have all comforts and conviences of home. The pool/clubhouse/sauna/hot tub/playground/tennis court are just a short 2 minute walk from you door. Royal Palm Bay is a very quiet community. Our Villa is very close to everything, but it is also in an area that is secluded and peaceful. We have two large ponds with some wild-life and two of these ponds have lovely fountains. We would like you to consider this your home away from home. Royal Palm Bay is only 5 miles to Disney property--including all Disney Theme Parks, About 7 miles to Sea World, About 9 miles to Universal Studios--including The Wizard-ing World of Harry Potter, 1 hour to Kennedy Space Center, 1 hour to Cocoa Beach, 1 hour to Hard Rock Casino, 1 hour to Blue Springs State Park to see Manatees up close, 1 1/2 hours to Clear water Beach, 1 1/2 hours to Busch Gardens, Many theme restaurants within 2 miles. Walmart and many other great shops are right off route 192.
  • Windsor at Westside 9br

    Kissimmee: Windsor At Westside: House
    9 BDR • 1 Loft • 6 BA • Sleeps 23 • #247642
    356.65 to 973.70 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 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

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
    Jeff says ‘Excellent accommodations ’
    Our family loved staying here. The house is beautiful and well equipped. It was very clean and felt like home. We really enjoyed the pool, hot tub, and game room. The owners were wonderful to work with. The booking process and check in was easy and smooth. The owners had the house decorated with wonderful Disney decor. The location is perfect if you are visiting the Disney parks. The community pool and water park were a big hit with the kids. We will definitely stay in this house again when we return to Orlando.
    Stayed with family - Recommended to friends and family
  • Spacious Lake Front Pool

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 18 • #250687
    1 star 2 star 3 star 4 star 5 star
    Daniel says ‘Nice place, a couple of issues’
    Great place for the family. Kids loved the pool, room for everyone. The lazy river at the clubhouse was fabulous.

    Could have used some salt and pepper, laundry soap, trash bags.
    Stayed with self - Recommended to friends and family
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