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Holiday Rentals in Kissimmee, FL

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    ₹ 10,420 Average
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    Travellers to Kissimmee are booking April dates now. Secure your holiday home today, and have the perfect trip.
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    If waking up with a cup of coffee and a gorgeous view is your idea of a great way to start the day, you're going to fall in love with Cricket's Holiday! The Bedrooms Cricket's Holiday has 3 large bedrooms and 2 full baths. The Mastr Suite has King sixe bed with a pillow top mattress for the utmost... View all property information
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    Kissimmee, Central Florida
    1 / 27
    Studio, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This beautiful Two Story 5 Bedroom 4 Bathroom home located in the much requested Gated Community of West Haven, is just right for your family's next vacation. Your vacation home has many special touches to make you feel right at home. A Tiled Foyer and Main Area downstairs, brings all the luxury... View all property information
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    Kissimmee, Central Florida
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Shop, dine, play, golf—everything you need for the vacation of a lifetime. And right next door to Walt Disney World® Resort and Animal Kingdom! Our Villa is 1,275 square feet, Sleeps up to 8, Equipped With: Award-winning interiors TVs in living room & bedrooms Dining room table... View all property information
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    Kissimmee, Central Florida 34747
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    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This stunning 4 Bed 2 Bath Villa enjoys one of the premier positions on Lake Berkley Resort with an unspoilt beautiful view over the lake. Enjoy breakfast, lunch or dinner on the pool patio whilst watching the wildlife on the lake. If you enjoy fishing then you only need to walk a few yards to fish... View all property information
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    Kissimmee, Central Florida 34746
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    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    In sunny Orlando/Kissimmee Florida, location is everything.....and we are located the very closest to Disney......less than two miles to the main entrance! Each evening, you may enjoy the breath taking view of Disney Fireworks from the Windsor Hills Resort area. We are also less than two miles to... 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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    About this property
    This 5-bedroom, 4-bathroom vacation 2,128 sq. ft. 2 story townhome accommodates 10 in splendid style. This rental features a terrific furniture package with all of the bedrooms having a flat screen. The bedrooms consist of 2 king beds, 2 queen beds and one with 2 twin beds. For your convenience,... View all property information
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    Kissimmee, Central Florida 34747
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    Studio, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Solterra Resort is a stunning vacation rental community offering several world-class clubhouse amenities. And, this gorgeous 5 bedroom, 4.5 bathroom pool home is sure to make your vacation special. When you arrive, you'll know that you are in for something truly special. The tile roof and stone... View all property information
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    Kissimmee, Central Florida 33837
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    1 / 16
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    A Wonderful And Comfortable House Built In 2015, This Beautifully Decorated, Is Ideal To Receive For This Family. The House Has 4 Bedrooms, One Bedroom Downstairs With A Kingbed And A Bathroom. Upstairs Has 3 Bedrooms, A Master Suite With King Bed And Big Bathroom, A Bedroom With Two Twinbeds And... View all property information
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    Kissimmee, Central Florida 34747
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    3,000 square feet, the two-story, 6-bedroom residences feature a first-floor bedroom, multiple master suites, a gourmet kitchen, dining room, spacious great room, 5-½ baths and covered lanai. Florida-inspired architecture with open floor plans, a private in-ground pool, a two-car garage and plenty... View all property information
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    Kissimmee, Central Florida 34747
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    Studio, 4 Bathrooms, Sleeps 10 | Quick View
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    GetDescriptionsPlainText: Error - The description is blank Additional amenities include: foosball, game room, wired internet access, TV in every bedroom, paved parking, cd player, privacy fence, local management staff, private residence, free calls, has pool, central florida/disney area vacation... View all property information
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    Kissimmee, Central Florida 34747
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Newer Property on site. Only 9 years old. Full Kitchen with stainless steel appliances and granite counter tops. Also granite counter tops in bathrooms as well. Jaccuzzi tub in the ensuite bathroom. California shutter throughout. Gated secure entrance. Lazy river, hot tub at club house. Banana... View all property information
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    Kissimmee, Central Florida 33897
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    Studio, 5 Bathrooms, Sleeps 10 | Quick View
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    Welcome to this exquisite 5 bedroom, 5 bathroom vacation rental in the beautiful resort community of Solterra. There are plenty of bathrooms so everyone can have their own space and can get ready for the day at their own pace. The fully equipped kitchen features stainless steel appliances, granite... View all property information
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    Kissimmee, Central Florida 33837
    1 / 31
    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    GetDescriptionsPlainText: Error - The description is blank Additional amenities include: TV in every bedroom, paved parking, communal gym, resort facilities including 2 pool, fitness centre, tiki bar, fully equipped kitchen and laundry facilities, free calls, short drive to disney and other... View all property information
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    Kissimmee, Central Florida 34746
    1 / 24
    4 of 5 bubbles (1) Very good
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    The Villas at Somerset are centrally located to all the area attractions and restaurants and only minutes from Walt Disney World, Universal Orlando, SeaWorld and many other area attractions including the world class golf courses. This ground floor 3 bedroom condo with FREE Wi-Fi, has great... View all property information
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    Kissimmee, Central Florida
    1 / 35
    4.5 of 5 bubbles (7) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Our luxury townhouse was completed in October 2007 and is based at the brand new fully managed resort of Regal Oaks at Old Town Kissimmee.The property is only a short walk from Old Town with its many attractions including bars, restaurants, shops and fairground. There are many more restaurants &... View all property information
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    Kissimmee, Central Florida 34746
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orlando area, near Disney World. Its proximity to Orlando's world-renowned attractions is unrivaled. Staying in one of Townhome gives you automatic membership to all the private resort facilities, for... View all property information
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    Kissimmee, Central Florida 34746
    1 / 34
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    BRAND NEW OPENED 4 Bed 3 Bath Town Home in Beautiful Lake Berkley Resort, 10 Minutes to Disney, 2 minutes to Walmart Shopping and Restaurants and can sleep up to 11 people!! This is a spacious town home located just a few minutes from all Disney attractions in a 24 hour security guard-gated... View all property information
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    Kissimmee, Central Florida 34746
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    1 / 20
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    NOTE CHRISTMAS AND NEW YEAR'S DATES ARE 7 NIGHTS MINIMUM AND WEEKEND TO WEEKEND. NO MIDWEEK BOOKINGS DURING THE SOUGHT AFTER TIME Beautiful waterfront view 4 Bedroom/2 Bath home with private pool and jacuzzi spa. Located only 10 minutes from Disney entrance. Wireless internet access available. TV... View all property information
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    Kissimmee, Central Florida 34746
    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This beautiful home has 4 bedrooms and 3 bathrooms with a private screened pool, Jacuzzi and Hot Tub. Hot Tub is always heated to 104 degrees free of charge. Jacuzzi also doubles as a kiddy pool. The house is located on the very prestigious Windsor Palms resort community and is only a five... 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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    Fantastic villa set on a beautiful lakeside plot overlooking a conservation area. Extended, south facing pool deck provides a place to relax and enjoy a swim in your own private pool. Enjoy free wi-fi, and free calls within the US. Property is situated just south of Highway 192, and is within a... View all property information
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    Kissimmee, Central Florida 34746
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Newly renovated and fully furnished vacation town home in a gated community. It is conveniently located only two miles to Disney Parks, Downtown Disney, water Parks and also close to Sea World and Universal Studios. This luxury three bedroom three bathroom townhouse features a living room with... View all property information
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    Kissimmee, Central Florida 34747
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    The Bellavida Resort is located behind the famous Medieval Times Dinner Show and next to the Super Wallmart on 192 in Kissimmee. Minutes from all the amusement parks, Lake Buena vista, Premium Outlets, and the Orlando Int'l Airport. Surrounded by a vast conservation area, Bellavida has all the... 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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    • Private Indoor Pool
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    Kissimmee, Central Florida 33896
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    Studio, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Welcome to Storey Lake Resort. This beautifully decorated 5 bedroom, 4 bathroom townhome is perfect for your next visit to the Orlando area. The 5 bedrooms sleep up to 10 and consists of 1 king bedroom, 2 queen bedrooms, one bedroom with 2 full beds and one bedroom with 2 twin beds. The open floor... View all property information
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    Kissimmee, Central Florida
    1 / 37
    5 of 5 bubbles (1) Excellent
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    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 34747
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    Studio, 8 Bathrooms, Sleeps 16 | Quick View
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    Luxury on Vacation? Absolutely! Beautiful, spacious and professionally decorated home in one of the newest Disney area resort communities, Sonoma. This home is located less than 15 minutes from the entrance of Walt Disney World; less than 1 mile from endless shopping & restaurant options and right... View all property information
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    Kissimmee, Central Florida
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    Studio, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    The Windsor Hills Resort-7767GTSGIE 6 bedrooms 4 baths / Sleeps 12 Book This Property Windsor Hills - Kissimmee, Florida is an upscale gated community located just 2 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired... View all property information
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    Kissimmee, Central Florida
    1 / 37
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    King size master suite with full bathroom, two further bedrooms with two twins in each. Second bathroom has access to the pool, deck and hot tub. Game room, kitchen, dining and family rooms, provide space and fun for all the family and just 5 mins from the magical Disney World !! Private fenced... View all property information
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    Kissimmee, Central Florida 34747
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    Studio, 3 Bathrooms, Sleeps 7 | Quick View
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    Quiet end unit 3 bed 3 bath town home with splash pool and balcony These new Serenity town houses are unlike anything else in the Disney rental market. This home was furnished with the guidance of the owners to be an exceptional vacation home and is available to you as well. There is a king bed in... 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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    This three bedroom home is just what your family needs for that memorable vacation in Central Florida. Sleeps up to eight in your party. It has a King, Full, (2) Twin size beds and a sleeper sofa in the living room. This home is located in Indian Wells which is located literally five minutes from... View all property information
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    Kissimmee, Central Florida 34746
    1 / 22
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Name Of Home: Movie Magic At Windsor Hills Location: Windsor Hills Resort (24/7 guard gated community - The closest vacation home community to Disney World - 5 minutes!) Home Highlights: Incredible In-Home Movie Theater - West Facing Heated Pool/Spa - Beautiful Sunsets Property Type: Single... View all property information
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    Kissimmee, Central Florida 34747
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    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    GetDescriptionsPlainText: Error - The description is blank Additional amenities include: TV in every bedroom, paved parking, communal gym, fully equipped kitchen and laundry facilities, free calls, resort facilities including 2 pools, fitness center, tiki bar, short drive to disney and other... View all property information
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    Kissimmee, Central Florida 34746
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    Studio, 4 Bathrooms, Sleeps 12 | Quick View
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    Spacious 5 Bedroom Home located in the heart of the Disney Area! Close to the parks, Convention Center, Golf Courses and Shopping Outlets. Description • 5 Bedrooms (2 Ensuites) • 4 Bathrooms • Breakfast Bar (seats 4) • Formal Dining area (seats 8) • 1 King Master Bedroom (Ensuite) • 1 King Bedroom... View all property information
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    Kissimmee, Central Florida 34746
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    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Turn your dreams into reality in our Luxury Holiday Villa just a short distance from the Orlando theme parks. This is our beautiful 3 bedroom, 2 bathroom Vacation Villa in Kissimmee, Florida. Conveniently situated just a short ten minute drive away from Disney World and all the other major theme... View all property information
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    Kissimmee, Central Florida 34746
    1 / 15
    7 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    To find more information about us search us on the internet at TNL vacation homes. Come book your next vacation getaway at our gorgeous seven (7) bedroom, four (4) bathroom property in Kissimmee, Florida! Having just added a Wii Console with Mario Kart, Just Dance, and Smash Brothers, there will... View all property information
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    Kissimmee, Central Florida 34758
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    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    Lovely 4 Bedroom, 3 bath home in the popular community of Hampton Lakes on Hwy 27. Hampton Lakes is located only 11 Miles to Walt Disney World! This home has two master suites, both with queen sized bed, en suite bathroom and TV. The third and fourth bedrooms have two twin beds in each which share... View all property information
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    Kissimmee, Central Florida
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Fabulous location for everything the area has to offer. Only 10 minutes from Disney main gates & 20 mins to Universal. Convenient for shops, restaurants and outlets Complex offers heated pool, tennis, basketball, play area, splash pad, volley ball, & other amenities all free of charge to guests.... 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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    Luxury ~ Quality ~ Privacy "LOOK NO FURTHER" Luxury 4 bedroom, 3 bathroom executive vacation villa with heated pool, separate children's pool, hot tub, games area, LCD HDTV, hi-speed wi-fi Internet access, Free International telephone calls and much more. Our beautiful family owned 4 Bedroom 3... View all property information
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    Kissimmee, Central Florida 34746
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    6 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    About this property
    Windsor Hills Villa in Manned Gated #1 Windsor Hills Resort Brand NEW purchased 6 Bedrooms with 4 Baths, Sleeps 15, Games Room, Pool, Hot Tub, Baby Ready WOW! Our brand NEW purchased renovated LUXURIOUS, Non-Smoking Villa located on the 24-hour guard gated, exclusive Windsor Hills Resort, just... View all property information
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    Kissimmee, Central Florida 34747
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    9 Bedrooms, 8 Bathrooms, Sleeps 20 | Quick View
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    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Official Reunion Resort Home - Full Use of Amenities Complimentary, unlimited water park entry... View all property information
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    Kissimmee, Central Florida 34747
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    8 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    • x
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    About this property
    Welcome to Valhalla at Reunion Resort, a world-class resort home. This home is ultra luxurious inside and out. The open floor plan is exquisitely decorated and includes a stunning leather furniture package. The great room features a huge 70-inch flat-screen TV, with Blu Ray player. For dining,... View all property information
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    Kissimmee, Central Florida 34747
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    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    Enjoy your next vacation in this lovely, bright and open space end unit Town Home located in Bella Vida, just moments from everywhere! Boasting 4 large Bedrooms and 3 Full Baths, there will be plenty of room to spread out and relax after a long day at the parks OR you can spend your day pool side... View all property information
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    Kissimmee, Central Florida
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    7 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • x
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    • x
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    For those looking for the ultimate vacation rental experience, this is the right villa! Located in the tropical grounds of Emerald Island Resort near Disney World, this huge 7 bed villa villa offers outstanding amenities at affordable prices for parties of up to 16 guests. This luxury villa with... View all property information
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    Kissimmee, Central Florida 34747
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    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    GetDescriptionsPlainText: Error - The description is blank Additional amenities include: close to disney and universal, TV in every bedroom, paved parking, private screened in south facing patio, communal gym, fishing, free calls, has pool. View all property information
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    Kissimmee, Central Florida 34746
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • x
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    • x
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    Gorgeous fully furnished 4 bed 2 bath corporate rental apartment Orlando, FLLocation: Legacy DunesAbsolutely gorgeous, 4-bed, 2-bath condo located in the fabulous Resort Style privately gated community of Legacy Dunes. It comes fully furnished to accommodate 8 persons very comfortably with top... View all property information
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    Kissimmee, Central Florida 34747
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    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    This villa was just renovated in 2016. It has a fenced in yard for lots of privacy. A patio area tucked around the corner from the pool for the quiet meals. A private pool to float around in. After a nice dip in the pool come inside to a spacious fully furnished living area to spread out and have a... View all property information
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    Kissimmee, Central Florida 34746
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • x
    About this property
    You will absolutely love this beautiful .Home offers a private pool with plenty of room for the whole Family. Enjoy flat screen Tvs in every room ! and Free Wifi. The home is over 2800 square feet of living space and has two spacious living rooms! Fully equipped Kitchen with Refrigerator, Range,... View all property information
    Location Information
    Kissimmee, Central Florida 34746