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Villas in Kissimmee, FL

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    Travellers to Kissimmee are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 38
    5 of 5 bubbles (6) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 39
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Windsor Hills Resort is only a 25 minute drive from the Orlando International Airport, and is situated central to all if Orlando's famous attractions. The resorts amenities include gated community, water park with Olympic Size Swimming Pool, fountains, waterslides, spa, separate toddler pool,... View all property information
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    Kissimmee, Central Florida 34747
    1 / 40
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Bring the whole family and come enjoy our beautifully decorated family-friendly launch pad! Spend the day at theme parks (located less than 2 miles away) then come home and enjoy a dip in the private sparkling (optionally) heated pool. The pool area features a removable safety fence for extra... View all property information
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    Kissimmee, Central Florida 34747
    1 / 45
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    A home from home, the British owners spend as much time as possible in the villa themselves. The villa is situated on a large lot and the private south facing heated pool and jacuzzi back onto a wooded area. Pool heating for cooler months is available for an additional charge. This large, 4... View all property information
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    Kissimmee, Central Florida 34747
    1 / 15
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    A tropical paradise! Your vacation in a luxury resort that will take your breath away. Only 2 miles from Disney's Magic Kingdom Entrance...This beautifully decorated 2 bedroom 2.5 bathroom townhouse is perfect for your Orlando getaway. Featuring a modern gourmet kitchen, a comfortable dining and... View all property information
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    Kissimmee, Central Florida 34747
    1 / 100
    5 of 5 bubbles (4) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    At the center of the magical and enchanting fun capital of Florida . . . Disney World (of course!) and the endless list of other area attractions, restaurants, entertainment and activities. Freshly painted interior, NEW laminate flooring, NEW porcelain tiled baths, NEW beds with NEW mattresses,... View all property information
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    Kissimmee, Central Florida 34746
    1 / 100
    2.5 of 5 bubbles (2) Poor
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Our beautiful property includes all you will need for a comfortable stay. It is spacious and easily accommodates ten guests. The home comes with a large screened in pool, the ideal place to cool off after being in the Florida sun. The spacious fully equipped kitchen is ready for quick meals or... View all property information
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    Kissimmee, Central Florida 34747
    1 / 24
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Sunset Lakes is a small, quiet, exclusive, gated community with luxury homes situated around two private lakes. Directly off Highway 192 and only minutes from Disney and all other attractions. Our spacious luxury furnished home has the best of everything you need for a fantastic holiday with... View all property information
    Location Information
    Kissimmee, Central Florida 34747
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    1 / 45
    1 of 5 bubbles (1) Terrible
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Luxury 4 Bedroom Villa with Screened Pool and Private Guest Suite Pet Friendly Home year round for all durations. This beautiful custom built home is located in Homestead which is the centre of the resort and convenient for the Grand Hotel, Club House,Annika Golf Academy and several of the... View all property information
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    Kissimmee, Central Florida 34747
    1 / 27
    4.5 of 5 bubbles (6) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    FANTASY WORLD; 2 Bedroom, 2 Bathroom, Water Park,Lazy River,Fitness, Arcades,Batting cages, Put Put Golf, Lounge, Private Cabanas, Tennis and 2 Resort Pools. Queen Bed, Double Bed, Two Bunk Beds. FANTASY WORLD VILLAS; 2- Story, 1000 Square Feet, Built in 1985. New Carpet Tile and Paint 2008,... View all property information
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    Kissimmee, Central Florida 34746
    1 / 14
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    A 5* villa on a 5* star resort. Windsor Palms is just off Highway 192, less than 4 miles from Disney and is a gated community with 24-hour guard at the gate and FREE unlimited use of the on-site facilities including gym, large swimming pool, cinema, tennis, basketball, volley ball, games room... View all property information
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    Kissimmee, Central Florida 34747
    1 / 57
    3.5 of 5 bubbles (2) Average
    8 Bedrooms, 5 Bathrooms, Sleeps 17 | Quick View
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    • Sauna
    • Satellite TV
    • Private Outdoor...
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    • x
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    • x
    About this property
    Our lovely 8 bedroom pool/spa villa is located at prestigious Emerald Island Resort, a gated community with 24/7 security guard at gate and only 3 miles away from World Disney. Emerald Island Resort featured with its own clubhouse sauna, fitness center, video games arcade, Internet Cafe, Tiki-bar,... View all property information
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    Kissimmee, Central Florida 34747
    1 / 47
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This 5BR/4BATH Holiday Vacation Home is fully furnished and features beautiful décor, comfortable sleeps up to 14 guests. You will feel as comfortable as you do in your own home and, at the same time, will take advantage of luxury and amenities you would have in a hotel. The kitchen is fully... View all property information
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    Kissimmee, Central Florida 34747
    1 / 19
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Well appointed 6 Bedroom Home in famous Terra Verde resorts, just a few miles from Disney. House is equipped with everything you would expect to make your vacation a most memorable one, from disney themed bedrooms rooms, master suites with flat screen tv's, game room, kitchen and breakfast area,... View all property information
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    Kissimmee, Central Florida 34746
    1 / 23
    4.5 of 5 bubbles (9) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    About this property
    Our luxury villa home provides for all your holiday needs and comes fully-equipped with all the essentials and all the added luxuries to make your holiday a fabulous experience. All this plus the added benefit of Disney, just a hop, skip, and a jump away (just over 5 minutes). The accommodation... View all property information
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    Kissimmee, Central Florida 34747
    1 / 32
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Located in Kissimmee, this stylish townhome w/private pool is just minutes to Disney & Universal. Storey Lake is the newest upscale Resort Communities. This townhome was design with the vacationer in mind w/ a central location and shopping available. This community is also close to Universal... View all property information
    Location Information
    Kissimmee, Central Florida 34741
    1 / 84
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    SKC Villa<BR><BR>Our beautiful Orlando vacation Villa rental, with many upgrades is a fabulous holiday rental home with private pool, is set in the peaceful and tranquil location of Emerald Island Resort a gated community. <BR>With every possible resort style amenity at your disposal, it is only... View all property information
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    Kissimmee, Central Florida 34747
    1 / 21
    4.5 of 5 bubbles (21) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Disney's Castle is a spacious Disney vacation townhome with spa-pool which can accommodate up to eight guests and is perfectly situated in the fabulous Windsor Hills resort community, less than three miles from Disney and the attractions of Kissimmee and Orlando, Florida! Located in beautiful... View all property information
    Location Information
    Kissimmee, Central Florida 34747
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    1 / 24
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Situated in the upmarket gated community of Lake Berkley, our exquisite villa offers a serene oasis where you can relax and enjoy the Florida sun after a hard day at the parks or at one of the spectacular shopping malls that Orlando has to offer. Experience 5 star living and lose yourself in the... View all property information
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    Kissimmee, Central Florida 34746
    1 / 15
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    The Sanctuary is an impressive gated community of high quality homes set in beautifully landscaped communal areas. Redstone paving driveways and tree lined boulevards add elegance to the development. Champions Gate golf resort featuring two 18 hole courses designed by Greg Norman is a mere two... View all property information
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    Kissimmee, Central Florida 33896
    1 / 14
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Garden
    • Wi-Fi
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    • Children's Pool
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    • Pet-friendly
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    • x
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    • x
    Location Information
    Kissimmee, Central Florida 34701
    1 / 33
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Emerald Island is located just 3 miles from Walt Disney World. The house features 3 bedrooms and 2 1/2 baths. Free wifi and cable TV. The home sleeps 8 with 2 queen beds, 2 twin beds, and a sleep sofa. The master suite includes a full bathroom, queen bed, flat screen tv, and a balcony... View all property information
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    Kissimmee, Central Florida 34747
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
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    • Children's Pool
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    • Pet-friendly
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    • x
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    • x
    About this property
    Looking for a little slice of paradise where you can relax and rejuvenate? Whether your vacation plans call for a family getaway or a secluded honeymoon trip, Star Island Resort and Club in Kissimmee near Orlando, Florida, is the perfect place for your home away from home. Our resort’s all-suite... View all property information
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    Kissimmee, Central Florida 34746
    1 / 19
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • ?
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    • x
    About this property
    This fantastic luxury, 4 bed 3 bath villa has just been totally redecorated to a high standard. With it's private, screened pool, removable child safety fence and large lanai - it's a perfect location to relax after a day at the theme parks or an 18 hole game of golf!<BR>The garage has a pool... View all property information
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    Kissimmee, Central Florida 34747
    1 / 60
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Why stay in a hotel when you can have all the comforts of your own home away from home in our beautiful new townhome in a dream location, close to the theme parks and the attractions of Orlando and Central Florida.<BR>Our home is clean, comfortable and just where you need to be after a long day at... View all property information
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    Kissimmee, Central Florida 34741 1559
    1 / 31
    6 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    About this property
    Stay here and have unforgettable moments! Have the vacation of your dreams in this beautiful 6 bedrooms and 5 bathrooms House, recreation area with a private pool, Jacuzzi and Game room, we can also offer a grill for a small extra charge​. It can accommodate up to 13 people very comfortably. The... View all property information
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    Kissimmee, Central Florida 34746
    1 / 3
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    February 15-22, 2014 (President's week) Vacation in the heart of Central Florida’s most famous vacation destination – Orlando! Legacy Vacation Club Orlando located in Kissimmee, Florida puts all the magic, sun and fun virtually on your doorstep. You’re just minutes from the Walt Disney World® and... View all property information
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    Kissimmee, Central Florida 34746
    1 / 35
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Enjoy your luxury vacation staying only 10 minutes from Disney in a modern vacation home! - Gated community - Less than 5 minutes to the grocery store - Close to Universal and outlet shopping malls - Enjoy the complimentary access to the heated resort pool / playground / clubhouse / gym /... View all property information
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    Kissimmee, Central Florida 34746
    1 / 32
    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    'Imagine Renting This Luxury Villa Overlooking The Beautiful Private Lake, In Orlando`s Most Prestigious Resort, Windsor Hills' This villa is situated in the prestigous Windsor Hills resort. Only 1.5 miles from Walt Disney World and all the major Orlando attractions. Great, Yeah! The villa is in an... View all property information
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    Kissimmee, Central Florida
    1 / 75
    4 of 5 bubbles (2) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    We know our Villa located 3.5 miles from Disney's doorstep will be the perfect fit for you and your family. We strive on one main item that many villa's do not, keeping it clean. When you walk into a villa you want to feel like its your home, clean and comfortable and unlike many other's that is... View all property information
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    Kissimmee, Central Florida 34747
    1 / 7
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    • Terrace
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    • Pet-friendly
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    • x
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    • x
    About this property
    Excelente Apartamento proximo aos parques da Disney. Completo com Jacuzzi, Cozinha com Maquina de lavar roupa, pratos. secadora de roupas, microondas, fogão, geladeira, utensilios em geral. Acomoda com muito conforto 1 casal e 2 crianças. Condominio com Garagem segura, piscina adulto e infantil ,... View all property information
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    Kissimmee, Central Florida 34747
    1 / 27
    5 of 5 bubbles (14) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our Windsor Hills townhome has 3 bedrooms, 3 bathrooms, and it's own private splash pool. Windsor Hills is a gated community only 2 miles to the Disney World gates and is a convenient location for all of the area attractions. The home is decorated tastefully and up to date with the amenities... View all property information
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    Kissimmee, Central Florida 34747
    1 / 83
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    Beautiful 5b and 4.5ba townhome in Windsor at Westside just about 5-10 minutes from Disney and 20 minutes from Universal. Private pool. Cable and Internet included. This is a brand new home at new resort. The house is in front of the club house. The resort offers heated pool, game room, soccer... View all property information
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    Kissimmee, Central Florida 34747
    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This lovely and spacious 3 bedroom 3 baths vacation rental accommodates up to 6 guests . This rental home includes fully equipped kitchen with upgraded stainless steel appliances, including coffee maker, blender, microwave, full size refrigerator, dishwasher, Laundry Room with washer and dryer,... View all property information
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    Kissimmee, Central Florida 34747
    1 / 45
    4.5 of 5 bubbles (5) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Whether you wish to hit the Theme Parks, go shopping at the Florida Mall or along International Drive, play some fantastic golf, or simply relax by the pool, this home is exactly what you are looking for. It is fully licensed and professionally managed through a conveniently located local... View all property information
    Location Information
    Kissimmee, Central Florida 34743
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    4.5 of 5 bubbles (2) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Secret Key Cove Villa<BR><BR>Secret Key Cove Villa<BR>Now with direct secure booking and instant confirmation<BR>Our beautiful Orlando vacation Villa rental, with many upgrades is a fabulous holiday rental home with private pool, is set in the peaceful and tranquil location of Emerald Island Resort... View all property information
    Location Information
    Kissimmee, Central Florida 34747
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Children's Pool
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    • DVD Player
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our lovely home is in the secure community "Fiesta Key", 15 mins. from Disney & Universal theme parks. Busch Gardens 1h 20m. Daytona Beach 1h 40m. Castillo de San Marcos, 2h 50m. South Beach Miami & Everglades, 3h 30m. Key West, 6h 30m. Kennedy Space Center, 1h 15m. Amelia Island, 3h 15m. Discovery... View all property information
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    Kissimmee, Central Florida 34746
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    5 of 5 bubbles (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Terrace
    • Hot Tub
    • Balcony
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located just 3.5 miles to Disney. The home has 3 Bed / 3 Baths, one King Bedroom w/Ensuite, one Queen Bedroom w/Ensuite and a Twin Bedroom w/Ensuite. The home has a Splash Pool off the living room and WiFi for your use, not to mention the Full Access to all the amenities in the community. Come and... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 48
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is a newly renovated 1500 SF unit with an open floor plan. Well appointed modern/traditional furnishings with carpet flooring throughout. The three bedrooms contain 1 King, 1 Queen and 2 twin beds, respectively. There are two full bathrooms, and a jacuzzi in the en suite master bath. A fully... View all property information
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    Kissimmee, Central Florida 34747
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    4 of 5 bubbles (9) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • x
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    • ?
    About this property
    Unsurprisingly, one of our most popular vacation rental homes. Just TOTALLY refurbished in 2014, with no expense spared. Look at the amazing Mickey Mouse Landscaping!!! The Most Amazing Cinema / Home Movie Theater Room you will ever see in a Vacation Home. Beautifully decorated with... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 17
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    ******20% off discount on your rental rate if you stay anytime from now until end of November 2016****** This Beautifully Decorated Villa is furnished to the highest standard. With 4 Bedrooms & 4 Bathrooms, you'll have plenty of room for a large family or two vacationing together! This wonderful... View all property information
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    Kissimmee, Central Florida 34758
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • ?
    About this property
    This sumptuously furnished pool home has been equipped to the owners exacting standards. The property is a true home away from home and far more than a vacation rental. Seasons offers the perfect sanctuary after a busy day at the parks or on the golf course. Yet, despite the tranquil... View all property information
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    Kissimmee, Central Florida 34746
    1 / 24
    5 of 5 bubbles (17) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your holiday home is accessed via modern secure gated entry. Housed within a gated resort accessed by security code, or opened by the security staff on duty at the entrance.<BR>Disney World is but a short, pleasant drive away.<BR>You will feel relaxed and comfortable in this modern development as... View all property information
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    Kissimmee, Central Florida 34747
    1 / 39
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • x
    • ?
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    • ?
    About this property
    Enjoy the comforts of home and the luxury of a high-end resort when you book this 5-bedroom villa in Kissimmee, Florida. Located 10 minutes from Walt Disney World in the vacation home community Crystal Cove, this beautiful and spacious home will leave you breathless. Built in 2013, this... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 75
    4.5 of 5 bubbles (2) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This home has everything you need for a great family stay. The crystal clear pool overlooks a lake and there is a spa for the adults to enjoy. The children also have a tiled Games Room where they can shoot a game of pool, challenge a friend to a foosball competition or enjoy the air hockey table.... View all property information
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    Kissimmee, Central Florida 34746
    1 / 33
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    GRAND OPENING for this beautiful south facing villa at Windsor Hills Resort. The house is professionally designed and renovated with star hotel quality. Brand new high standard bedding linens to ensure you the most comfortable night sleep.<BR><BR>* 2 Master bedroom suites, each with king-size... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 14
    1 of 5 bubbles (1) Terrible
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Shared Outdoor Pool...
    • Secure Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The location of Sunlake resorts is one mile from the Disney world entrance gate in Kissimmee Florida. It is very spacious kitchen and living room with flat TV. you may relax with your family, enjoy golf near by, have family trip to Disney world. It is very convenient for your family to shop... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 25
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
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    • Shared Outdoor Pool...
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    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    We are proud to offer this 6 bedroom, 6 bathroom vacation rental in the stunning resort community of Champions Gate. For those times, when dining in is the right choice, the kitchen, with its stainless steel appliances, granite counter tops and upgraded tile and cabinetry, has all the conveniences... View all property information
    Location Information
    Kissimmee, Central Florida 33896