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Holiday Rentals in Kissimmee, FL

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    Travellers to Kissimmee are booking March dates now. Secure your holiday rental today, and have the perfect trip.
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    WINDSOR HOLIDAY LUXURY<BR><BR>Here's holiday luxury you'll feel right at home with. Windsor Hills is a superb 24 hour secure gated resort community located 2..5 miles from Walt Disney world.<BR><BR>Our 2 bedroomed, 2 bathroomed executive CONDO, THE GREAT ESCAPE IS A HALF BLOCK FROM THE COMMUNITY... View all property information
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    Kissimmee, Central Florida 34747
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    5 Bedroom, 3.5 Bathroom Sleeps 10 people Master 1 with En-suite Bathroom: King Size Bed Master 2 with En-suite Bathroom: Queen Size Bed Bedroom 3: 1 X Full Size Bed Bedroom 4: 2 X Twin Size Beds Bedroom 5: 2 X Twin Size Beds Pool can be heated for an extra charge. This beautiful 5 bedroom two story... View all property information
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    Kissimmee, Central Florida
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    4 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    The four-bedroom, four-bath villa at Westgate Town Center provides all the comforts of home while you enjoy a relaxing vacation. These villas feature one king bed, four double beds and three queen sleeper sofas in the living area, as well as a fully equipped kitchen, dining area, large-screen TV... View all property information
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    Kissimmee, Central Florida 34747
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Property Reference # RVH_129 Heritage Crossing - 3 Bed Condo With Pool Close By This spectacular second floor 3 bed, 2 bath 1,344 sq ft. condo is located in the Heritage Crossing neighborhood of the exclusive Reunion Resort. Enjoy amazing views of the Arnold Palmer Legacy golf course and beautiful... View all property information
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    Kissimmee, Central Florida 34747
    1 / 34
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Property Ref: WH_603 Welcome to Windsor Escape. This hidden 5 bedroom, 5 bath gem is located just 2 miles to the gates of Disney, and just minutes from the heart of the area attractions. Convenience is key as the resort houses a large community pool, full size tennis courts, basket ball courts, and... View all property information
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    Kissimmee, Central Florida 34747
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Stunning 5 Bedroom 4 Bath home is the newest most prestigious Storey Lake Resort only 3 Miles from Walt Disney World Imagine leaving the Disney Parks and being home relaxing within 10 minutes? That's how close we are to the Disney parks, the location for renting a vacation home could not be better.... View all property information
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    Kissimmee, Central Florida 34746
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Newer Cottage Rentals in the heart of it all, 6 Miles from Disney 1 Block from Old Town and 11 Miles from Universal Studios. Cottages include Electricity, Full Operational Kitchen, Full Bathroom, Queen size bed in Bedroom and a sleeper sofa. 500 sq. ft of living area. Your Home away from home. Stay... View all property information
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    Kissimmee, Central Florida 34746
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    5 of 5 bubbles (6) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    Our luxury home is situated in the 5 star resort community of Windsor Hills in Kissimmee, Florida. It is located only 2 miles from Disney World! Closer to Disney and other Orlando attractions than most hotels! This house has it all, luxurious master suites, themed children bedrooms, gourmet... View all property information
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    Kissimmee, Central Florida FLORIDA
    1 / 17
    3 of 5 bubbles (3) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    We have made the Villa available for holiday rentals, and is perfectly situated for your Florida vacation base. The Villa is located 7 minutes from the gates of the Disney Magic Kingdom Theme Park and is well equipped to for you perfect Florida vacation. Unlike many Owners who Just buy a rental... View all property information
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    Kissimmee, Central Florida 34747
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Property Reference # RVH_122 5 Star Sunset View Luxury- Stunning Top Floor Condo, One of the Finest in Reunion Resort Located in the upscale Reunion Resort community of The Villas North and overlooking the fairway and green of hole 16 of the Independence golf course designed by Tom Watson, this... View all property information
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    Kissimmee, Central Florida 34747
    1 / 46
    7 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    This beautiful and spacious two story home on Crescent Lakes will make you feel right at home. The large open living room with an amazing view of the water right in the back yard. There is a space for everyone in the family with an extra living room right upstairs and a games room in the garage.... View all property information
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    Kissimmee, Central Florida 34758
    1 / 32
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Property Reference #RVH_051 Sunset View Retreat - Luxury South Facing Reunion Condo Located in the upscale Reunion Resort community The Villas North and overlooking the The Independence golf course by Tom Watson, this wonderful third floor 3 bedroom vacation condo is close to Reunion's water park.... View all property information
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    Kissimmee, Central Florida 34747
    1 / 38
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Lucaya 3 Bedroom 2 Bath Townhome! - Townhouse 3 Bedrooms / 2 Bathrooms. - Gated community. - Less than 5 minutes to grocery stores. - Accommodates up to 8 people comfortably. - Free Wi-Fi. - Electronic lock. You do not need to get the physical key to open the door, just use the code provided in... View all property information
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    Kissimmee, Central Florida 34747
    1 / 26
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Property Reference # RVH_079 Centre Court`s Finest - Luxury Corner unit within Reunion Resort with Two King Beds. Recently upgraded Furniture Package of the highest standard Located in the upscale Reunion Resort community of Center Court Ridge, (Building B). This second floor, three bed, three... View all property information
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    Kissimmee, Central Florida 34747
    1 / 13
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    The Nottingham is a 4- Star vacation home hosted by Magical Memories. Its many bedrooms and bathrooms are perfect for a larger family or group who demands privacy and space during vacation. Enjoy 2,357 square feet of living space and a private swimming pool within a screened porch while staying... View all property information
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    Kissimmee, Central Florida 34746
    1 / 26
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    Welcome to Bella Vida Resort. Bella Vida is a gated community with a clubhouse. Our home has a screened private pool and free Wi-Fi. Walt Disney World Resort is 12 minutes away. The clubhouse features a fitness center, outdoor pool, and business center, which are available to all guests at Bella... View all property information
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    Kissimmee, Central Florida 34747
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    Hundred Acre Woods, a gorgeous, six bedroom, four-bath home, was originally the builder's model, and it shows like Better Homes and Gardens. Total sleeping capacity is 14 people plus one infant in 6 bedrooms. This is the second of our Orlando vacation homes. When you enter our house, you will... View all property information
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    Kissimmee, Central Florida 34747
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    1 / 17
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Magnificent Glorbella Villa!!! 5 bedroom (2 master suites, 3 guest bedrooms) and 3 bathroom home, all amenities to make your family vacations “Magical". One master suite is on the first floor. Open floor plan beautifully open kitchen with granite, tile backsplash and stainless steel appliances.... View all property information
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    Kissimmee, Central Florida 34746
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    My place is close to the airport, the city center, art and culture, great views, and parks. You’ll love my place because of the light, the kitchen, the comfy bed, the coziness, and the high ceilings. My place is good for couples, solo adventurers, business travelers, families (with kids), and big... View all property information
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    Kissimmee, Central Florida 34747
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Bella Vida is an upscale gated community located just 7 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts in the Orlando area. During your stay you will enjoy this well appointed home that has been designed... View all property information
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    Kissimmee, Central Florida
    1 / 15
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Just as the name suggests, Emerald Island Resort is truly a tropical oasis. Nestled within a protected wetland, a unique vacation destination. Emerald Island is located minutes from Walt Disney World and the myriad other resorts and activities that bring millions to Orlando every year. FREE... View all property information
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    Kissimmee, Central Florida 34747
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Enjoy your disney vacations in Central Florida in this impecable 4 bedroom 3 bathroom home with private pool. Disney theme parks are only 20 minutes away. Supermarket and restaurants a few minutes away. Living room with big flat screen tv and sofa bed. Dining table sits six and breakfast... View all property information
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    Kissimmee, Central Florida 34746
    1 / 23
    5 of 5 bubbles (1) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    This exquisite home will leave our guests with fond memories and a yearning to return as soon as possible! The new owner of the home done a fantastic job of refurbishing, styling and equipping this fantastic vacation home to the very highest standard with no expense spared! Since purchasing the... View all property information
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    Kissimmee, Central Florida
    1 / 48
    4.5 of 5 bubbles (21) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This is the Ideal Place for your Family to Make Memories to Last a Lifetime! You told us what you wanted in a vacation home, and now here it is for you to enjoy. Large Open and Spacious Living Area with vaulted ceilings includes fully equipped kitchen, dining room, and living room with 52" HD TV... View all property information
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    Kissimmee, Central Florida
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Contemporary Deluxe 3 Room Disney Celebration Resort Villa Suite (approximately 540sf) sleeping up to 6 people with Discount Park Ticket, Golf & SPA - Located in the heart of Disney World right in between Disney Celebration & Downtown Disney! We offer the ultimate in convenience, comfort of home,... View all property information
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    Kissimmee, Central Florida 34747
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    "Imagine Renting This Stunning Villa with a private pool, In One Of Orlando`s Most Prestigious Resorts, 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... View all property information
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    Kissimmee, Central Florida
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Welcome to beautiful Storey Lake Resort. This gorgeous 4 bedroom, 3 bathroom townhome is sure to please. The open floor plan is beautifully decorated throughout and includes a 50-inch flat screen TV in the living room. The 4 bedrooms sleeps up to 8 and consists of 1 king bedroom, 2 queen bedrooms... View all property information
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    Kissimmee, Central Florida
    1 / 34
    2 Bedrooms, 1 Bathroom, Sleeps 9 | Quick View
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    Welcome! Your much deserved vacation fun cool home away starts here! This amazing condo of 2 bedroom located in the heart of Walt Disney World, all Kissimmee and Orlando fun! it includes 3 Full size beds, 1 Twin size bed and 1 Full size Sofa Bed, An outdoor heated pool, whirlpool spa, children's... View all property information
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    Kissimmee, Central Florida 34747
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    4 of 5 bubbles (1) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Our 1700 sq.ft 4 bedrooms, 3.5 bath, Townhouse is only 8 miles from Disney World, only 5 miles from restaurants, shopping malls, Old Town and Fun spot.<BR>This unit has 2 master suites one upstairs with balcony and one downstairs, Everything you need is in this unit, dishes, pots, pans, linen,... View all property information
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    Kissimmee, Central Florida 34746
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beautiful condo overlooking lake Toho in historic downtown Kissimmee. Located less than 30 min away from most theme parks. Concierge service, local guide and driver available. This condo is located in a recently renovated building with a modern twist with some of the finest restaurants of the... View all property information
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    Kissimmee, Central Florida 34741
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Villa Spectacular is a luxurious European style estate professionally furnished by an interior designer with five bedrooms and four and a half bathrooms for a grand total of 6 000 square feet of luxury, fun and privacy. Set in a beautiful private setting with a walled courtyard pool, spa and... View all property information
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    Kissimmee, Central Florida
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Property Reference # RVH_078 Heritage Crossing Living - Great Low Price, Golf Views, Close to Pool, Resort Membership for Golf and Water Park Access This spectacular second floor 3 bed, 2 bath 1,344 sq ft. condo is located in the Heritage Crossing neighborhood of the exclusive Reunion Resort. Enjoy... View all property information
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    Kissimmee, Central Florida 34747
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    6 Bedrooms, 4.5 Baths, Sleep 12-14 Blue Blossom Villa accommodates 12-14 people. It is a beautifully furnished, fully air conditioned house. It has six bedrooms and four and a half bathrooms, with 4 king size suites. A fully screened pool and garden beyond that. The Villa also offer HDTVs in every... View all property information
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    Kissimmee, Central Florida 34746
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    The modern furniture has been chosen to accommodate up to 8 guests in a King Master bedroom, four twins bedroom and a sofa-bed in the living room. All bedrooms have LCD TV, including a larger TV unit in the living room area. The furniture is good quality and comfortable at full occupancy. Breakfast... View all property information
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    Kissimmee, Central Florida 34747
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    "Imagine Renting This Stunning 5 Star Villa In Orlando`s Most Prestigious Resort, Windsor Hills. It has it's own Private Pool and a Games Room" 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!... View all property information
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    Kissimmee, Central Florida
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    Escape to your private paradise after a busy day at the parks. Unwind in the private heated pool or hang out in the game room for some quality family time. For the chef the kitchen has everything you need to make the perfect meal! Welcome home! Sun kissed vacation home puts you right in the middle... View all property information
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    Kissimmee, Central Florida 34746
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    Whisk away to this quiet peaceful private home in the community of Eagle Point, which is 8 miles from Disney! Sometimes after a day of enjoying amazing entertainment and a fun filled day at the theme parksyou need more than a small and cramped hotel room. You need your home away from home, a... View all property information
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    Kissimmee, Central Florida 34746
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    This 5 bed villa is situated in the quiet gated community of Cumbrian Lakes just 10 minutes from the Disney attractions. It has a large pool with spa and deck toilet. Plenty of deck furniture allows everyone to relax and enjoy the Florida sunshine. There is also a great view as the home backs onto... View all property information
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    Kissimmee, Central Florida 34746
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    A PERFECT LOCATION FOR A DISNEY VACATION. <BR>10 minutes from Disney, 2 minutes from the buzzing 192 with Wal-mart, Restaurants, Shopping malls etc yet a world away on the Prestigious Lake Berkley Resort in one of the envious positioned villas on the resort overlooking a natural 14 acre... View all property information
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    Kissimmee, Central Florida 34746
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • Waterfront
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    Fiesta Key is located just off 192 and, close to shops, supermarkets and many popular restaurants for all tastes and budgets. The Interstate I-4 is close by plus there are great places to have fun with the family minutes away. Walt Disney World is only 15 miles away and Orlando International... 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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    • Pet-friendly
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    • x
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    About this property
    Fantastic, 5 Bedroom 4 bath pool home with a second floor den. Only 4 miles to Disney Veranda Palms is a new development that offers the convenience of being close to the attractions, shopping, golf and great restaurants yet has the added benefit of tranquility in a quiet setting adjoining Shingle... View all property information
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    Kissimmee, Central Florida 34746
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Property Reference # RVH_153 This large 1,755 sq ft ground floor luxury corner unit is located close to the center of Reunion offering convenience and luxury in a peaceful landscaped setting. Located in Whisper Way of the upscale Villa's South neighborhood of Reunion.This 3 bedroom, 3 bath vacation... View all property information
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    Kissimmee, Central Florida 34747
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    "Picture this you and your family living in this beautiful villa with it's own private pool on the popular Windsor Hills Resort. While you are only 1.5 miles from the famous Disney World" This villa is situated in the exclusive resort of Windsor Hills. Only 1.5 miles from Walt Disney World and all... View all property information
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    Kissimmee, Central Florida
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Updated 3 bed 2 bath 3rd floor condo with pool view, sleeps 8 Bahama Bay Resort is a conveniently located, afford-ably priced gated community that is just a few miles to the gates of Disney. The Resort Complex offers a Clubhouse and sundries shop, a restaurant, two bars and a variety of outdoor... View all property information
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    Kissimmee, Central Florida 34747
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    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    Glenbrook is located north of the US 192, on the US 27, and only a 20 minutes’ drive from Walt Disney World Resort. A great location to access Interstate 4, which is the main corridor through Central Florida to access all the theme parks and coasts. There is a 24 hour super Wal-Mart a very short... View all property information
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    Kissimmee, Central Florida 34714
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    -3 Bedroom 2.5 Bath Home 1435 Heated SF -Walk to Old Town & Fun Spot, Fun, Fun, Fun -Walk to Restaurants -5 Mins To Disney -Five Star Club House Regal Oaks is a vacation home community just 5 Minutes to Disney. The Regal Oaks community location allows you to walk to Old Town and Fun Spot which are... View all property information
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    Kissimmee, Central Florida 34746
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Sauna
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    Located on the Regal Palms resort in Davenport this is a pretty end of terrace 2 story town home with 4 bedrooms and 3.5 bathrooms. As you enter there is a master bedroom with full size bed, double closet and en-suite bathroom with bath/shower, single basin and WC. This room has direct entry from... View all property information
    Location Information
    Kissimmee, Central Florida