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Villas in Kissimmee, FL

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    Travellers to Kissimmee are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 60
    8 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    8 Bedrooms, 6 Bathrooms, Sleeps 18 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This 5 bedroom villa is situated in the Hamlets gated community, Kissimmee. It has a large living room, family room, kitchen, dining room and south facing pool which gets all day sunshine, and is surrounded by a privacy fence. Being ideally located just 10 minutes drive from Disney World and is... View all property information
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    Kissimmee, Central Florida
    1 / 47
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Enjoy Windsor Palms, featuring resort style living at its finest! This beautiful, gated Orlando vacation resort is just 2.5 miles (4km) from the gates of Walt Disney. Beautiful fully furnished 3 Bedroom/2 Bathroom condo on the ground floor (no stairs to climb) at Windsor Palms Resort in Kissimmee,... View all property information
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    Kissimmee, Central Florida
    1 / 14
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    This awsome 4 bedroom private home at Bella Vida Resort is a well taken care of Naples model, located facing a private preservation area of the community. Decorated in bright colored furniture, roomy bedrooms with either queen size or full size beds so everyone is comfortable and perfect for anyone... View all property information
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    Kissimmee, Central Florida
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Hello there! Dolce Villas Condo at Oakwater is a two bedroom, two bathroom, second-floor condo. This condo was custom-decorated with our guests in mind and with a goal of giving you the experience of a five-star luxury hotel at more than half the price. Dolce Villas Condo in Oakwater comes fully... View all property information
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    Kissimmee, Central Florida
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Sparkling white architecture lined with palm trees and only 2 minutes from the Walt Disney Resort maingate is the setting for Orbit One Vacation Villas. Discover the amenities of Orbit One from your luxurious two-bedroom villa to the sparkling swimming pools, water slides, whirlpool spa and... View all property information
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    Kissimmee, Central Florida
    1 / 28
    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    Located in the beautiful, gated & guarded community of Emerald Island, this home is only a 10 minute drive from the gates of Walt Disney World and within easy commute to other world class attractions and a huge selection of restaurants & shops. With 7 spacious bedrooms and 4.5 bathrooms this fully... View all property information
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    Kissimmee, Central Florida
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    A large 3 bedroom/2 bath luxury condo with free high speed internet. Located 3 miles from Disney in a 4-star resort, Windsor Palms. 2 large master bedrooms with king-sized beds and walk-in closets and TVs. 3rd bedroom has 2 twin beds. Pull-out sofa bed in living room. Sleeps 8. 2 full baths. 48'... View all property information
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    Kissimmee, Central Florida
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    1 / 10
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    The Villas at Seven Dwarfs Lane is your destination for a fun-filled getaway in Magical Orlando. These vacation town-homes offer a spacious alternative to a cramped hotel room at a value that cant be beat. Just five miles away from the Walt Disney World parks, and minutes to other Orlandos... View all property information
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    Kissimmee, Central Florida
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Located Just 1.5 Miles from Walt Disney World. This vacation Getaway provides you with all the amenities of home. Recently renovated, this 3 bedroom/2 bath Condominium sleep 8 comfortably. Our Condominium is located in The Windsor Hill Community, located just outside the gates to Walt Disney... View all property information
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    Kissimmee, Central Florida
    1 / 25
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Location... Location... Location... Sunset Lakes is located just between marker 4 and 5 on the 192 at the Formosa Gardens Estates, just 5 minutes away from all the magic and excitement of Walt Disney World, Sunset Lake Villa is the perfect place to stay during your Florida vacation. This fabulous... View all property information
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    Kissimmee, Central Florida
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This 2 bedroom condo is newly renovated with ceramic wood like floor, open space, very comfortable. There is a leather sofa in the living room with a large screen television. We also have a washer and dryer inside the condo. This home is located in a quiet community. There is a heated community... View all property information
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    Kissimmee, Central Florida
    1 / 25
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Welcome to Prestige Villa! Prestige Villa is a spacious 5 bedroom, 4 bath Luxury home with a private pool, backing onto a beautiful conservation area . With high end furnishings and a Game Room, this home was designed to exceed all your expectations and make your stay both memorable and enjoyable.... View all property information
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    Kissimmee, Central Florida
    1 / 25
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    Beautiful & Spacious 4BR 3BA Pool Home with 2 Master Suites in popular Vacation Resort 'LAKE BERKLEY' and close to DISNEY! The home offers it's guests 1 King Master bed room featuring a private bath with a separate walk in shower and tub, 1 Queen master bed room with private bath and 2 Twin rooms... View all property information
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    Kissimmee, Central Florida
    1 / 16
    5 of 5 stars (42) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    3 Bedrooms, 3 Bathrooms, Full Kitchen, Free Wifi, Nintendo Wii, Baby Ready! Are you looking for a restful and comfortable stay? You have come to the right place! This 3 bedroom townhouse is located in the Crestwynd Bay resort, just 1.5 miles away from Disney. This gated community features a... View all property information
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    Kissimmee, Central Florida
    1 / 27
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    If you are looking for a vacation that has it all then this is where you need to be. With Disney and all the attractions literally on your door step you dont need to be spending precious time getting to the parks. Runaway Beach Club is a family resort in the hub of central Florida's tourist area... View all property information
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    Kissimmee, Central Florida
    1 / 30
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The fully air conditioned accommodation consists of entrance hall with downstairs bathroom facilities,lounge and dining area with fully equipped kitchen for your self-catering needs. The first en-suit bedroom is on the ground floor with queen size bed .Upstairs consists of large master en-suite... View all property information
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    Kissimmee, Central Florida
    1 / 20
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Usted cuenta con una Casa cómoda en una de las zona segura y tranquila, te brinda todos los servicios que necesitas para tus vacaciones o paseo por la ciudad, cercano a bancos populares, comida rápida y fácil de llegar a todos los mall y atracciones. Desde el aeropuerto internacional de Orlando... View all property information
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    Kissimmee, Central Florida
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    1 / 23
    3 of 5 stars (1) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Westgate Town Center Resort & Spa in Kissimmee, Florida, provides guests all the comforts of a fully furnished home all within minutes of Orlando's world-famous theme parks and attractions. With a variety of onsite amenities and dining options, your vacation is waiting at Westgate Town Center!... View all property information
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    Kissimmee, Central Florida
    1 / 29
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This Vacation Home is a 4 BEDROOMS TOWNHOUSE WITH FREE WI-FI located at Venetian Bay Villages, a gated Resort community with private lake in Kissimmee, Florida. Just minutes away from the Disney Parks, Universal Studios & Sea World. This 4 bedrooms/ 3 bathrooms Townhouse is fully furnished for... View all property information
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    Kissimmee, Central Florida
    1 / 20
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    Reunion Resort is a unique lifestyle resort in Orlando and recognised as one of the premier resort communities in Florida. Patriots Landing is a great place to live, vacation and play and Reunion Resort offers a place for the whole family. Experience stunningresort-style amenities and the best golf... View all property information
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    Kissimmee, Central Florida
    1 / 39
    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    About this property
    Base 4 Fun is a luxury villa of the highest quality in the beautiful Emerald Island Resort. Fully air conditioned and well appointed with quality tastefully styled furniture, this 8 bedrooms 5 baths approximately 3200 sq.ft. (including the converted game room) new home provides a luxury relaxation... View all property information
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    Kissimmee, Central Florida
    1 / 42
    9 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    'Imagine.... You and Your family renting a Luxury 5 Star Villa in Orlando. This stunning villa has 9 bedrooms, private pool and more, only 10 minutes from Disney' This fabulous 9 bedroom 'Hawthorne' villa at Reunion's Encore Club, has been tastefully designed with the modern luxury traveler in... View all property information
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    Kissimmee, Central Florida
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Private Screened Pool & Spa! Lovely three bedroom, two bathroom home located on popular Windwood Cay, close to Medieval Times on Hwy 192. Just a few minutes to Disney and very close to a 24-hour Super Walmart and selection of restaurants, shopping and other attractions. The living area... View all property information
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    Kissimmee, Central Florida
    1 / 33
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Private Garden
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    About this property
    Emerald Island House Rental Photos and Description Hi speed internet,Pool/Spa ext/decking,GamesRoom,themed bedrooms,free usa calls Emerald Island Resort, This prestigious, 5 star, 24 hour manned, gated community, set in 11 acres on a conservation area. Resort community amenities: gated entryway,... View all property information
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    Kissimmee, Central Florida
    1 / 48
    5 of 5 stars (53) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Welcome to our stunning 6 bedroom 4 bathroom home, set in the stunning location of Sunset Lakes, just 5 minutes to Walt Disney World! A 2011 Flipkey Award winning property that offers tranquillity and fun at the same time. We have worked hard to offer our guests the additional extras that help to... View all property information
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    Kissimmee, Central Florida
    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    A stunning, larger than average 4 Bed 3 Bathroom villa that had a major refurbishment in 2015. There are 2 sitting rooms both with lots of comfortable seating. Both rooms have large screen TVs, ideal for when the adults want to watch the latest sports programme whilst the kids enjoy the latest... View all property information
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    Kissimmee, Central Florida
    1 / 49
    8 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    About this property
    This wonderful 2 storey property offers over 4000 sq feet of living space including 8 spacious bedrooms and 6 bathrooms providing plenty of space for families large and small. You can’t fail to be impressed with the space and quality of the appliances and furniture at your disposal. Outside there... View all property information
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    Kissimmee, Central Florida
    1 / 29
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    "Picture this...Renting this 5 Star Villa Holiday Home in Orlando Florida. With it's own Private Pool, Spa and Games Room. You and your family can have a Wonderful Holiday while Staying Here" This villa is situated in the exclusive resort of Windsor Hills. Only 1.5 miles from Walt Disney World and... View all property information
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    Kissimmee, Central Florida
    1 / 3
    3 of 5 stars (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    The 5- Star rated Sunderland vacation condo at Windsor Hills Resort features over 1200 square feet of vacation living space. An elevator is available to take you up to the fourth floor to enjoy your accommodations. Inside, you’ll find cool tile flooring throughout the main living areas and... View all property information
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    Kissimmee, Central Florida
    1 / 29
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to Three Palms! Your quiet retreat from an action-packed day at the parks. Experience our fully equipped, modern Townhouse! Three Palms is a 3 Bedroom/3 Bathroom home that has everything you need to make your vacation experience the best ever! Arrive in style as you park your vehicle... View all property information
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    Kissimmee, Central Florida
    1 / 69
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The Villa is a 3 bedroom 2 bath 2 story unit. It is close to the pool and clubhouse, yet private. The property is located just under 4 miles from Disney's Main Gate. All our guests enjoy the fully furnished condo with high speed internet and 200 TV channels. The master is on the main floor, and... View all property information
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    Kissimmee, Central Florida
    1 / 28
    4.5 of 5 stars (19) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Disney Clubhouse 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
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    Kissimmee, Central Florida
    1 / 25
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This apartment is located in the gated Legacy Dune Resort community 7mi from Disney World. Features include access to a public outdoor pool and a full kitchen.<BR>A flat-screen cable TV is provided in each room, and a 4-person dining area is adjacent to the separate seating area. Legacy Dunes... View all property information
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    Kissimmee, Central Florida
    1 / 11
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This beautiful, gated Orlando vacation resort is just 2.5 miles (4km) from the gates of Walt Disney. . All Windsor Palms homes feature private pools and a spa. The Windsor Palms Resort's distinctive 7,500 sq. feet (2,300 sq. meter) clubhouse features a huge community pool with sun deck and hot tub.... View all property information
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    Kissimmee, Central Florida
    1 / 32
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    'Picture This...You Renting a 5-Star Villa in Orlando`s Most Prestigous Resort, Windsor Hills, Only 1.5 Miles from the Gates of Disney' 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... View all property information
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    Kissimmee, Central Florida
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    'Picture This..Renting Your Own 5-Star Private Villa at a Great Rate on The Lovely Windsor Palms Resort, Only 2.5 Miles From Disney” TYPE: HOUSE | BEDS: 4 | BATHS: 3 | POOL: YES | SPA: YES | SLEEPS: 8 The villa has every luxury with A PRIVATE POOL, Spa and a TV in every room. The resort itself is... View all property information
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    Kissimmee, Central Florida
    1 / 24
    5 of 5 stars (7) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Parking
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    • Porch
    • Grill
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    • Pet-friendly
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    • x
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    About this property
    The Grande Sapphire - Indian Ridge Oaks - Kissimmee - Orlando -Florida Our over sized south facing villa sleeps 10 + crib/cot, our villa has been furnished to a high standard and is constantly being updated.30ft x 15ft Private Solar Heated Swimming Pool (Gas pool heat optional)There are two... View all property information
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    Kissimmee, Central Florida
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This townhouse situated at the amazing Fiesta Key vacation resort provides guests with a truly tranquil atmosphere. This 3 star townhouse has been decorated with indoor plants, creating a peaceful setting. The townhouse has 3 bedrooms, 3 bathrooms and can sleep up to 8 guests. The Kitchen comes... View all property information
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    Kissimmee, Central Florida
    1 / 39
    8 Bedrooms, 8 Bathrooms, Sleeps 22 | Quick View
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    Take the vacation of your dreams at Muirfield 431. Part of the Reunion Resort and close to theme parks from Disney to Universal, this luxury Florida vacation rental makes it easy to chase the thrills Orlando has to offer. With eight suite-style bedrooms and resort-worthy amenities, the villa has... View all property information
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    Kissimmee, Central Florida
    1 / 22
    4 of 5 stars (5) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Patio
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    At Reunion Retreat, relaxation is just the beginning of your Orlando vacation. Reunion Resort features a world of Orlando vacation resort amenities to accommodate your family or group. Whether it's you and the kids, a golf getaway, business event or a family or group get-together, Reunion Resort... View all property information
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    Kissimmee, Central Florida
    1 / 19
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
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    Paradise Palms is close to the world-renowned theme parks, Orlando's famous International Drive, numerous Florida golf courses and other vacation attractions that make the area one-of-a-kind. The easy access to shopping, dining and entertainment options ensures residents are never bored! Families... View all property information
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    Kissimmee, Central Florida
    1 / 12
    4 of 5 stars (25) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • Washer
    • Grill
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Beautiful single family home with heated pool. It s tastefully decorated and furnished, you ll also find all the makings of your own home. From the open and airy feel of the great room over looking the screened and heated pool, to the fully equiped kitchen with the breakfast bar. Community club... View all property information
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    Kissimmee, Central Florida
    1 / 67
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Terrace
    • Balcony
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    • x
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    • x
    About this property
    * Brand-new home* This lovely 5-bedroom, 5.5-bathroom vacation home is located in the Fairway Ridge North section of Reunion® Resort's Westside community and offers breathtaking views of the 8th hole of The Tradition™ golf course by Jack Nicklaus.<BR>This spacious home is located in the Fairway... View all property information
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    Kissimmee, Central Florida
    1 / 32
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    “Picture You and Your Family Renting Your Own 5-Star Private Villa on the Exclusive Windsor Hills, in Orlando, This Villa Sleeps 12, has a Private Pool and Spa” 7744 Comrow Street, Kissimmee FL in Windsor Hills Resort TYPE: HOUSE | GRAND COLLECTION: YES | BEDS: 5 | BATHS: 5 | POOL: YES | SPA: YES |... View all property information
    Location Information
    Kissimmee, Central Florida
    1 / 13
    4 Bedrooms, 15 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Secure Parking
    • Terrace
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Upscale 4 bed 4 baths home with enclosed pool is the perfect place to relax after a long day at the parks. This beautiful pool home is 4 bedrooms 4 bath, located in the most sought after gated resort community of Bella Vida about 10 miles from Disney World. This home will host up to 8... View all property information
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    Kissimmee, Central Florida
    1 / 19
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • x
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    This home has 3 masters, with queen sized bed and en-suite bathroom. Two masters downstairs and 1 upstairs with the other 2 bedrooms. The fourth bedroom has bunk beds and the fifth bedroom has two twin beds which share the 4th bathroom. All Bedrooms have their very own Flat screen TV's. Very... View all property information
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    Kissimmee, Central Florida
    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Located just 15 minutes from Disney, about 20 minutes to Sea World, Universal Studios and all Central Florida attractions. This home features 3 bedrooms, 2 baths, living room, dining room, fully-equipped kitchen, large master bedroom with full bathroom, and private screened in pool located just off... View all property information
    Location Information
    Kissimmee, Central Florida