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Holiday Rentals in Kissimmee, FL

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    Travellers to Kissimmee are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Tropical Beauty Villa is a tastefully furnished and well maintained pool villa boasting 1800 of air conditioned Floridian Luxury. The accommodation has 3 bedrooms, family bathroom, en-suite with walk in shower and a corner bath tub, fully fitted kitchen. If you love sunshine, you will love the... View all property information
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    Kissimmee, Central Florida 34746
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Pirate Mickey, 4 Bed 3 Bath Town Home With Upgrades, Private Pool in Gorgeous Paradise Palms Resort, Close to Disney, Shopping Built as a Tropical Oasis and refuge away from the hustle and bustle of the nearby attractions, Paradise Palms Resort allows residents to enjoy some of the Very Best... View all property information
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    Kissimmee, Central Florida 34747
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    3 miles to the Walt Disney World gate, close enough to hear the fireworks. Private home in Emerald Island resort (a beautiful gated community with 24 hour security). Private pool and hot tub fully screened in. Rents quickly inquire soon. We would love to help you make some great memories in our... View all property information
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    Kissimmee, Central Florida 34747
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    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    Luxurious and Beautiful Villa is ideally located at exclusive Seasons Community , about 5.5 miles short distance from Disney World & about minutes distance from the best restaurants and shops of the Central FL. Close to 24 hrs Wal Mart . Lake Buena Vista Factory Stores, 5 miles away. Vine Street... View all property information
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    Kissimmee, Central Florida 34746
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Our home is almost 2000sq ft! Pleanty of space for 2 families without the stress of a closed space. The private pool is the perfect place to unwind after a day at the parks! Our garage has been converted to a games room featuring classic 80's arcade games!!! Finally you can teach the kids a thing... View all property information
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    Kissimmee, Central Florida 34746
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This beautiful 3 bedroom 2 5 bath condo is located in the brand new gated community of Oakwater located 1 5 miles from Disney The 4 000 sq clubhouse features a lagoon style pool within steps of the condo as well as a gorgeous clubhouse with Fitness Center Beach Volleyball Basketball Tennis Courts... View all property information
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    Kissimmee, Central Florida 34747
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    The house has one master bedroom on the first floor with a king bed, LCD TV and private bathroom. The second floor offers second master bedroom with a king bed, LCD TV and private bathroom. The third and fourth bedrooms, both with twin beds and a shared bathroom, all of them with LCD TV. Kitchen... View all property information
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    Kissimmee, Central Florida 34746
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    1 / 12
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    LESS THAN 10 MINUTES FROM DISNEY ! Luxury villa located in popular 5 star holiday resort " Windsor Palms " ! free high speed WiFi ! CHILD FRIENDLY ! The new system makes salt water swimming in the pool more enjoyable. A chlorine pool has the great disadvantage that the chlorine level must be high... View all property information
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    Kissimmee, Central Florida 34747
    1 / 42
    5 of 5 stars (3) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    HUGE ! five star accredited villa near Disney , If you require something a little bit special for that once in a lifetime Florida vacation our home is the one for you !! Enquire early for further details about the standard of accommodation and five star facilities you will receive when renting... View all property information
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    Kissimmee, Central Florida BL98LZ
    1 / 23
    5 of 5 stars (21) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Our luxury family home is situated in a quiet residential cul-de-sac, and set amongst a beautiful nature reserve minutes from the new Disney West Gate. Professionally furnished to a high standard, the accommodation comprises 4 double bedrooms: 1 king, 2 queen, and 2 single beds.The living room with... View all property information
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    Kissimmee, Central Florida 34747
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    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Make your Disney Dreams a reality when you stay in this beautifully decorated, three bedroom town home located in the gated community of Windsor Hills Resort. We have thought of everything to make your stay a wonderful experience. With the convenience of home so close to the magic! Located just off... View all property information
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    Kissimmee, Central Florida 34747
    1 / 45
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Sunset is a true Florida home. Light, airy, spacious and tastefully decorated. Conveniently located in the quiet community of Chatham Park just minutes from Disney and all other central Florida attractions.<BR><BR>Sunset offers for FREE for it's guests:<BR><BR>High speed wireless internet. Just... View all property information
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    Kissimmee, Central Florida 34746
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Porch
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    Villa, 6 Bedrooms, 6 Baths, (Sleeps 12-14) BRAND NEW HIGH END FURNITURE AND BEDDING THROUGH OUT. ALL PHOTOS ARE UP TO DATE AND PERSONALLY TAKEN IN OCTOBER 2014. Our 5 star Orlando vacation villa is centrally located, only 10 minutes from Disneyworld, 15 minutes from Sea World and 15-20... View all property information
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    Kissimmee, Central Florida 34746
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a newly renovated 1500 SF unit with an open floor plan. Well appointed modern furnishings with ceramic and porcelain flooring throughout. This is ideal for allergy sufferers. The three bedrooms contain 1 King, 1 Queen and 2 twin beds, respectively. There are two full bathrooms, and a... View all property information
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    Kissimmee, Central Florida 34747
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Relax In Your Own Private Pool, Take a Stroll By The Natural Pond & Fishing Pier...... Or Visit The Clubhouse!! This beautiful new and tastefully appointed townhouse is close to the 9000 sq.ft club house which features 2 large pools, 2 hot tubs, cyber room, concierge, exercise facility, lakefront... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This professionally decorated 5 bedroom / 5 bathroom home resides in the Paradise Palms Resort Community, only moments from the entrance to Walt Disney World. Close to other are attractions, shopping and restaurants, you will find this lovely home both has not only a great location but all the... View all property information
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    Kissimmee, Central Florida 34747
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Single-level, luxury home is situated in a quiet neighborhood, and features four beautifully decorated bedrooms, two full bathrooms, a fully-equipped kitchen, formal dining room, and a private screened pool with a large deck overlooking a conservation wildlife area. Relax to a beautiful view with... View all property information
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    Kissimmee, Central Florida 34746
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Located in the stunning Homestead community on Reunion Resort, this recently renovated 5 bedroom luxury home offers guests a fabulous opportunity to stay in one of the most sought after areas of this luxury gated golf community near Disney. Within walking distance of the Reunion Grande main... View all property information
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    Kissimmee, Central Florida 34747
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Highlights; Just over a 1 minute walk from the main clubhouse and pool Features 2 Master Suites Upgraded counter tops Free high speed Wi-Fi Gated resort style community manned 24 hours a day Upgraded cable package Full size Washer / Dryer Description; Vacation in style with this excellent condo in... View all property information
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    Kissimmee, Central Florida 34747
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Located in Indian Creek this villa is situated in one of the closest residential communities to the Disney Theme Parks area, and less than a 30 minute drive from the Orlando Premium Outlets and Orlando International Airport this beautifully furnished five bedroom four bathroom pool home is perfect... View all property information
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    Kissimmee, Central Florida 34747
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Highlights; Ground Floor unit Hardwood floors throughout Courtyard view with the main clubhouse and pool less than a 2 minute walk away Flat screen TV's throughout home Free high speed Wi-Fi Gated resort style community Full size Washer / Dryer Description; A fully air conditioned 3 bedroom condo,... View all property information
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    Kissimmee, Central Florida 34747
    1 / 18
    5 of 5 stars (8) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Our villa is south west facing, so when you have had a busy day at the theme parks you can relax with a bbq around the pool, with its covered lania & ceiling fan to watch the sun go down.<BR><BR>We have a fully fitted Games room,with pool table, foosball, dart board,Xbox, Wii and a fun exercise... View all property information
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    Kissimmee, Central Florida 34746
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The two story Villa is on a small development located centrally to the area attractions (Disney, Epcot, Universal Studios, Seaworld etc) and close to International Drive. Orlando and the airports are only a short drive away. The development is mostly residential. The first floor consisting of... View all property information
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    Kissimmee, Central Florida 34746
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Children's Pool
    • Hot Tub
    • Washer
    • Sauna
    • Internet Access
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    • Pet-friendly
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    About this property
    We invite you to enjoy our townhome on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful townhome with splash pool. Attention to every detail has been put in as we furnished and... View all property information
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    Kissimmee, Central Florida 34747
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Our Superior Villas provide upscale resort living with many details and amenities found only in the most exclusive developments. Each Superior Villa is open and inviting for families and couples alike, providing a large dining area and spacious living room for everyone to gather. With the... View all property information
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    Kissimmee, Central Florida 34747
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Our Superior Villas provide upscale resort living with many details and amenities found only in the most exclusive developments. Each Superior Villa is open and inviting for families and couples alike, providing a large dining area and spacious living room for everyone to gather. With the... View all property information
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    Kissimmee, Central Florida 34747
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    "Imagine Renting This Stunning Villa In Orlando`s Most Prestigious Resort, Windsor Hills" This villa is situated in the exclusive resort of Windsor Hills. Only 1.5 miles from Walt Disney World and all the major Orlando attractions. Great, Yeah! The villa has every luxury with A PRIVATE POOL, Spa,... View all property information
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    Kissimmee, Central Florida
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    4.5 of 5 stars (20) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Sunrise Villa is a luxurious villa close to all major attractions in a quiet, private & gated community in the town of Kissimmee. Our rate is from £400 per week .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... View all property information
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    Kissimmee, Central Florida 34747
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Compass Bay is one of the nearest communities to Disney. Within 5 minutes of leaving Compass Bay you will drive pass 'Welcome to Disney World" sign The whole of Disney property is then open for you to enjoy. Perhaps a day at Magic Kingdom or Epcot. The choice of 4 Theme Parks or two water parks is... View all property information
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    Kissimmee, Central Florida 34746
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Our Superior Villas provide upscale resort living with many details and amenities found only in the most exclusive developments. Each Superior Villa is open and inviting for families and couples alike, providing a large dining area and spacious living room for everyone to gather. With the... View all property information
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    Kissimmee, Central Florida 34747
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Our Superior Villas provide upscale resort living with many details and amenities found only in the most exclusive developments. Each Superior Villa is open and inviting for families and couples alike, providing a large dining area and spacious living room for everyone to gather. With the... View all property information
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    Kissimmee, Central Florida 34747
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    This spacious 6 bedroom home has been thoughtfully furnished with little extras to make your vacation as hassle free as possible. The home boasts a large master bedroom with en-suite bathroom with a further 3 bathrooms in the home. The living area is comfortable and there is plenty of room for... View all property information
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    Kissimmee, Central Florida 33897
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This is a premier property in the best location! What puts us a cut above the rest?? 1. Only 2 miles from Disney 2. South-facing swimming pool for all-day sunshine 3. Quiet street 4. Private back yard - not overlooked and privacy hedges on each side. 5. Multiple upgraded features that... View all property information
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    Kissimmee, Central Florida 34747
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The townhouses at the Paradise Palms resort have 4 bedrooms and 3 bathrooms. Guests will find a living room and dining area, along with a fully-equipped kitchen and laundry facilities. There is free cable TV and Wi-Fi throughout the property. The Palms Paradise resort has an on-site movie theater... View all property information
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    Kissimmee, Central Florida 34747
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Situated on the second floor this corner unit luxury condo is in the tranquil setting of Sun Lake. Sun Lake Condos are located close to the well known Formosa Gardens. There has been no expense spared in making this a dream vacation home, furnished with all the new decor of 2013. This suberb... View all property information
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    Kissimmee, Central Florida 34747
    1 / 8
    4 of 5 stars (1) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    This 4 bedroom 3.5 bathroom vacation villa is the perfect location for your family vacation - whether you are visiting Florida for the golf, shopping or the theme parks! The villa is within the gates of Remington Golf and Country Club. On entering this spacious villa it is apparent that the owners... View all property information
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    Kissimmee, Central Florida 34744
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    Upscale 6 bedrooms, 5 1/2 baths home with enclosed pool and spa is the perfect place to relax after a long day at the parks.<BR>This beautiful pool home is located in the most sought after gated resort community of BellaVida; located 9 miles from Disney World.<BR>This home will host up to 12 guests... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Smoking allowed
    • ?
    About this property
    BEAUTIFUL FAMILY VILLA WITH HUGE SPLIT LEVEL DECK AND FANTASTIC FREEFORM POOL AND SPA ONLY 5 MINUTES DRIVE TO DISNEY Beautiful and private 4 bedroom 2 bathroom villa sleeps eight Fully air conditioned Very private 36 x 22 max freeform pool and spa Huge split level sun deck with padded loungers all... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    This premier 3 bedroom condominium in the perfect location of Centre Court Ridge within the gates Reunion Resort and Spa will make the perfect base for all travelers. This home is surrounded by golf courses and not just the three PGA courses Reunion offer but numerous others all within close... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
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    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Our villa was completed in May 2006 & is situated on a large corner lot in the gated resort community of Windsor Hills. Enjoy the modern/contemporary look of this 6 bed 4 bath home with its clean lines and earth tones in every room. There are 2 king master en-suites, a third bedroom with a queen... View all property information
    Location Information
    Kissimmee, Central Florida 34747
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    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    • Private Outdoor...
    • Hot Tub
    • Internet Access
    • Patio
    • Washer
    • Air Conditioning
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Our spacious family villa features 3500 square feet of luxury living space with 6 bedrooms and 4 bathrooms which can accommodate 16 comfortably. Our South facing screened in swimming pool with hot tub and a covered patio area is perfect to watch the sunset, watch your favorite television program or... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    other traveller has booked this property
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    About this property
    On your next trip to the sunshine state check out this 5 bedroom 5 bathroom pool home located in the gorgeous community of Paradise Palms With 5 bathrooms to go along with 5 bedrooms there is no more waiting for a turn This stunning vacation rental with its leather furniture package has all the... View all property information
    Location Information
    Kissimmee, Central Florida
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
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    • Patio
    • Sauna
    • Hot Tub
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    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This home is located in Terra Verde resort with guarded entry and Clubhouse facilities. The 3 bed townhome is situated in a quiet cul de sac. It has its own Hot Tub and, as it backs on to conservation, the patio area is very private. It also has the advantage of catching the sun most of the... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Runaway Beach Club Resort is a luxury family resort located right in the center of Florida's tourist area, only 3 miles from Walt Disney World Resort. Two heated pools provide swimming and sunning options for the whole family --- a South Beach themed adult pool plus a fun, colorful child-friendly... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    Our Superior Villas provide upscale resort living with many details and amenities found only in the most exclusive developments. Each Superior Villa is open and inviting for families and couples alike, providing a large dining area and spacious living room for everyone to gather. With the... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This is a 2 storey villa situated at Seasons Resort Kissimmee. This 4 star villa boasts 5 magnificent bedrooms and 3 bathrooms that are in immaculate condition. It is able to comfortably sleep up to 10 guests. There’s a distinct old meets new in the home, which this villa a truly unique feel. The... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Brand new modern 8 bedroom spacious villa ready to welcome you and your family for an unforgettable stay! This beautiful 8 Bedroom 5 bath home can be found at the front end on Emerald Island, minutes walk to the fully featured clubhouse. Emerald Island is a unique resort style gated community with... View all property information
    Location Information
    Kissimmee, Central Florida 34747