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Holiday Rentals in Kissimmee, FL

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    ₹ 10,739 Average
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    Travellers to Kissimmee are booking December dates now. Secure your holiday home today, and have the perfect trip.
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    4 of 5 stars (1) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Welcome to our Villa on Bear Creek Court in the quiet, friendly neighborhood of Indian Creek. Indian Creek is in Kissimmee, Florida, just south of Walt Disney World. This quiet, peaceful development is within 3 miles of Disney property and is extremely close to other major attractions such as... View all property information
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    Kissimmee, Central Florida 34747
    1 / 27
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This luxury 6 bedroom vacation home with its private courtyard heated swimming pool and spa is located in the exclusive community of Reunion Resort within the Liberty Bluff division overlooking the Arnold Palmer golf course; one of 3 PGA courses within the resort. All 4040 sq ft of the house... View all property information
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    Kissimmee, Central Florida 34747
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    4 of 5 stars (2) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This very well maintained 4 bed 3 bath luxury home is situated in the very popular community of Rolling Hills at Formosa Gardens approx 3 miles from the nearest Disney Park and near Celebration and Old Town. Within a 3 minute drive is the Formosa Village which has some of the best eating places... 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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    About this property
    Mickey's Family Funhouse 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... View all property information
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    Kissimmee, Central Florida 34747
    1 / 26
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Can your Hotel do this? We Don't Think So! Enjoy your next vacation in this brand new 3 Bedroom 3 Bath Town Home located in the Dream Community. Comfortable classic furnishings, modern décor & colors and plenty of space will provide you with a vacation experience you will not soon forget. The main... View all property information
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    Kissimmee, Central Florida
    1 / 35
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    The Retreat of ChampionsGate is The ORLANDO vacation destination. This 6 bedroom, 6 bathroom home features a spacious living area that flows into formal dining and fully equipped kitchen, with breakfast bar. Enjoy comfy couches and FLAT SCREEN TV, sure to guarantee memorable family-time fun. Step... View all property information
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    Kissimmee, Central Florida
    1 / 27
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This magnificent executive 4 bedroom, 3 bathroom villa has all the features you are looking for in a Vacation Home!! It is located in a beautiful looking Gated Community and it has all the appliances and kitchen equipment to accommodate your needs. This extremely well furnished 4 bedroom home... View all property information
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    Kissimmee, Central Florida
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    1 / 22
    5 of 5 stars (51) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beautiful Lake Berkley home with private pool backing onto the lake with great views. The home has three bedrooms, two bathrooms and is set in a prime location minutes from the Disney Resorts. The gated and 24x7 security manned community boasts a well appointed clubhouse with communal pool, spa and... View all property information
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    Kissimmee, Central Florida 34746
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The Apartment: Cozy 3 bedroom vacation apartment located in one of the best areas in Orlando, less than 8 kms. to Disney World Main Gate and close to Sea World, Universal Studios, Islands of Adventure and the rest of the attractions that proposes this beautiful city.<BR>This practical vacation... View all property information
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    Kissimmee, Central Florida 34747
    1 / 24
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This fabulous home is nestled on a quiet spot just inside the Liberty Bluff section of the Reunion Resort commanding a spectacular view across the Arnold Palmer course, one of three PGA courses Reunion is home offers to the Reunion Grande Hotel. A custom built courtyard style home featuring many... 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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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Jan 03 : Monday, Tuesday and Sunday check-in required, Monday, Tuesday and Sunday check-out required.; The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orlando area, near Disney... View all property information
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    Kissimmee, Central Florida 34746
    1 / 46
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    “Picture You and Your Family Renting this Beautiful 4 bedroom Vacation Rental including private pool & spa located on Reunion Resort, only 6 miles from the famous Disney Parks and other Orlando Attractions" Villa W130 Fairview Circle, Reunion Resort, Orlando, Florida TYPE: VILLA | BED: 4 |... View all property information
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    Kissimmee, Central Florida 34747
    1 / 32
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Welcome to Florida! If you are looking for a vacation home near Disney, we are here to help! We have over 200 beautiful homes, from 1 bedroom condos to 10 bedroom pool villas, all just minutes away from Walt Disney World! <BR><BR>This beautiful 4 bedroom town home is located at Coral Cay, just 6... View all property information
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    Kissimmee, Central Florida 34747
    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Property Reference # RVH_226 Vacation in luxury in this newly furnished condo located in the Terraces at Reunion Resort. This 3 bed, 2 bath condo is located on the third floor with a private balcony. The condo boasts a fully equipped kitchen, high end furniture package, amazing themed bedroom and... View all property information
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    Kissimmee, Central Florida 34747
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Kissimmee, Central Florida 34747
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Spacious accommodation with a private screened pool overlooking the Tot Lot Double door entry to this home with a keypad on the door so you choose your own door code, no need to go and pick up keys anywhere else just go straight to the home enter your code and your in. It has been repainted... View all property information
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    Kissimmee, Central Florida 34746
    1 / 12
    4 of 5 stars (25) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 34746
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This spacious Regal Oaks town home provides a tranquil place to rest after a long day at the parks. Located directly behind Old Town, you will be able to enjoy a variety of restaurants and bars after hanging out with the family at Fun Spot. Regal Oaks is a resort with a brand new pool and clubhouse... View all property information
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    Kissimmee, Central Florida 34746
    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This awesome professionally decorated 2 bed 2 bath condo not only has a fantastic location it also comes complete with gorgeous furnishings including upscale furnishing and bedding While you are here you can rest easy in your plush king sized bed in both the master bedroom and second bedroom Both... View all property information
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    Kissimmee, Central Florida 34747
    1 / 30
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Located in the community of Dream, this colorful and playful town home will brighten each day of your vacation! You will be less than 5 minutes to Shopping and Restaurants. The entrance to Walt Disney World is just a short drive. This 3 Bed / 3 Bath town home is decorated with the guests in mind.... View all property information
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    Kissimmee, Central Florida
    1 / 28
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Welcome to this fully air conditioned 4 bedroom 3 bathroom pool home located in the wonderful resort community of Terra Verde. The location is just perfect being a short drive from US 192 which has an abundance of shopping, dining and tourist attractions. As well as being close to the Disney parks... 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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    About this property
    3 bed 3 bath town home OK, so you do not need a 4 bedroom, perfect, here is a very affordable 3 bed 3 bath Town Home in Windsor Palms. BEDROOMS A spacious Master bedroom suite on the second floor features a King-Sized bed and TV. The kids will second floor twin room with their own TV and shared... View all property information
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    Kissimmee, Central Florida 34747
    1 / 17
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Spend your Florida vacation in this stately and welcoming 5 bedroom Luxury level vacation home. Kick back, relax and enjoy 3,586 square feet of contemporary decor, stylish furnishings and convenient vacation amenities. Rest easy in the home’s comfortable and beautifully decorated bedrooms - all... View all property information
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    Kissimmee, Central Florida 34747
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Professionally Redecorated 4 bedroom 3 Bathroom Townhouse with Private Pool, Minutes to Disney, Restaurants and Shopping. Newly installed granite counter tops in kitchen and all bathrooms and new stainless steel appliances in October 2013. Privacy screen around pool enclosure. This beautiful... View all property information
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    Kissimmee, Central Florida 34747
    1 / 55
    5 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    2954 Beach Palm Avenue Kissimmee, FL 34747 - 3160PP BRAND NEW HOME, PROFESSIONALLY DECORATED!! PRIVATE POOL, BBQ GRILL Property Type:5 Bedrooms, 5 Baths House with Private Pool Floor Area:3000 sq. ft. Location:Paradise Palms Resort, Disney Area This beautiful unit is located in Paradise Palms... View all property information
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    Kissimmee, Central Florida
    1 / 49
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Children's Pool
    • Sauna
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    • Waterfront
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    About this property
    INTERNAL CODE: AV5SPA3B08G The Property: This beautiful 3 bedrooms vacation apartment located in the city of Kissimmee, in the best touristic zone of the Greater Orlando, offers the amenities and services of one of the best 5 star resorts, like two fantastic swimming pools. This holiday rental... View all property information
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    Kissimmee, Central Florida 34747
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Located in the adoring community of Venetian Bay, this gorgeous 4 Bedroom 3 Bedroom Town Home invites you for a wonderful vacation. You are only moments from the entrance of Walt Disney World, shopping area 'The Loop', restaurants and other area attractions. Right outside your vacation home is a... View all property information
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    Kissimmee, Central Florida 34741
    1 / 16
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    This wonderful and spacious 4 bedroom 3 bathroom home is situated in Indian Creek, a quiet community based just off the 192. This home can sleep 8 people, is just 10 minutes from the gates of Disney and is close by to local shops, restaurants and much more. The home boasts a beautiful oversized... View all property information
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    Kissimmee, Central Florida 34747
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    A delightful Villa Style Townhouse with private pool, 3 bedrooms and 2 bathrooms located at the Bellavida Resort. This villa is suitable for an entire family, it can accommodate 6 sleeps and 2 more sleeps on the sofa bed. This unit is fully equipped, with air conditioning, heating, laundry area... 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
    4 bedrooms, 3 queen + 2 twin= (we also provide 2 extra twin roll-away beds) sleeps 10 Our VIlla is ideally located, 7 miles from Disney World. We are 2 miles from the 192, where you can find a lot of shopping and so many restaurants. There is LCD TV and DVD(or game console) in every bedroom with... View all property information
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    Kissimmee, Central Florida 34746
    1 / 39
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This outstanding home has been designed to provide every luxury and comfort you could require to make yours the perfect location. Situated on the west side of the Reunion Resort this home commands an envious position with superb golf course views. With 5 bedrooms, one on the ground floor for... 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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    Welcome to Windsor at Westside Resort. This 6 bedroom, 4.5 bathroom vacation home has an impressive, open floor plan and is beautifully decorated throughout. The 6 bedrooms sleeps up to 14 and allows everyone to have plenty of space and privacy. The bedroom configurations consist of 2 king... View all property information
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    Kissimmee, Central Florida 34747
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    This Disney Magical Family Getaway condo is located in the 5 star resort Windsor Hills. With its impressive entrance and manned gatehouse, you will feel on vacation immediately. Located 5 minutes from Walt Disney World, Windsor Hills resort is the closest vacation home resort to the theme parks.... View all property information
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    Kissimmee, Central Florida 34747
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Updated 2 bed/2 bath condo in 5 star Windsor Hills Resort - the closest private, non-timeshare resort to Disney. You can almost walk! Featuring a giant lagoon pool with an 80 foot water slide and hot tub. Other features include kid friendly, themed playgrounds, a putting green, picnic area, workout... View all property information
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    Kissimmee, Central Florida 34747
    1 / 26
    7 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    This is a truly grand villa situated at Season Resort in the picturesque area of Kissimmee. It can comfortably accommodate up to 16 guests at a time. Perfect for large families or those families looking to share. This 4 star, 2 storey villa boasts 7 bedrooms, a games room and covered patio by the... View all property information
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    Kissimmee, Central Florida 34746
    1 / 21
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    This imposing three level custom built home is located on the prestigious Westside of Reunion Resort. Guests will enjoy elegant resort living for the duration of their vacation with beautiful views from the first and second floor balconies which include parts of the Jack Nicklaus golf course, one... View all property information
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    Kissimmee, Central Florida 34747
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    Welcome to the vacation home of your dreams! This home, located in the resort community of Storey Lake, is one that offers many amenities and more. To begin, it features 7 bedrooms and 5 bathrooms. While sleeping a total of 14, this home provides a spacious sanctuary for all. The bedroom... View all property information
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    Kissimmee, Central Florida
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    About this property
    This NEWLY UPGRADED 6 bedrooms 4 bathrooms 3500 sqft luxury home is located in famous Windsor Hill Resort, one of best upscale vacation home resort. This tropical vacation home has everything that you and your family could possibly need for the most magical vacation to Walt Disney World® Resort... 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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    About this property
    Calabria at Westside - Kissimmee, Florida is an upscale gated community located just 5 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay you will enjoy this well... View all property information
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    Kissimmee, Central Florida 34747
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    This is a 4 star Condo. Pictures you see are samples. Each condo varies. If interested in the dates posted in the picture section contact me immediately. It's best if we are able to have a phone conversation about the date you are interested in. These go fast. Once we discuss and decide on a date,... View all property information
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    Kissimmee, Central Florida 34747
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    We are ideally located for the numerous Florida attractions including Disney, Universal Studios, and Seaworld. For golfers the townhouse is ideally located with many fantastic courses within easy reach, with the closest being Falcons Fire Golf Club and Celebration Golf Club. This is a high quality... 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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    • x
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    • x
    About this property
    Only minutes from the entrance of Walt Disney World, this brand new 4 Bedroom 3.5 Bath Town Home located in Compass Bay is one of four beautiful town homes in the same building. This works perfectly for a small family vacation or a grand family reunion. Professionally decorated with appealing... View all property information
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    Kissimmee, Central Florida 34746
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • ?
    About this property
    <h1 style="color: #76be43;">Luxurious Orlando Vacation Home in Paradise Palms Resort, Kissimmee, Florida</h1><ul style="margin:0; padding:0; "><li style="margin:0; padding:0 0 0 15px; background-image:... View all property information
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    Kissimmee, Central Florida 34747
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Located in the Solana development which has a wealth of on site facilities including beach volleyball court, an intriguing outdoor kids play area, table tennis, crazy golf course, fitness center, TV room, shop, video arcade and communal swimming pool and Jacuzzi with poolside cabanas and plenty of... 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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    • x
    • ?
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    About this property
    Welcome to Orange Villa, our beautiful vacation home in the High Grove Resort, a stunning Mediterranean style gated community approximately 15 minutes from Walt Disney World. Orange Villa offers 4 bedrooms and 2 1/2 baths in a nicely decorated, fully furnished home with swimming pool and game room.... View all property information
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    Kissimmee, Central Florida
    1 / 39
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    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
    1 / 53
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • DVD Player
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    <h1 style="color: #76be43;">Luxurious Orlando Vacation Home in Paradise Palms Resort , Kissimmee, Florida</h1><ul style="margin:0; padding:0; "><li style="margin:0; padding:0 0 0 15px; background-image:... View all property information
    Location Information
    Kissimmee, Central Florida 34747