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Kissimmee Vacation Rentals

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    Travelers to Kissimmee are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Splendid holiday home situated in a strategic point of the Kissimmee Orlando area! This townhome sleeps more people than you’d expect, thanks to its open floor plan and efficient layout. Compass Bay is a gated community in the Kissimmee area that offers a relaxed ambience to its guests. It is...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    The Paradise Home (4759) Orlando, Solterra slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider slider...
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    Kissimmee, Central Florida 33837
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    BRAND NEW home located in the up and coming Storey Lake Resort in Kissimme Florida. The property has been professionally decorted with beautiful touches throughout, and offers enough sleeping for the whole family. The property is near all of the wonderful attractions Orlando has to offer. You are...
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    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    This luxurious two-story house with 8 bedrooms and 7 full baths is a perfect place to call home while on your Orlando vacation. It offers a gourmet kitchen, fully equipped with all of the utensils, dishes, cookware, and appliances you should need during your stay. The eating area boasts ample...
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    Kissimmee, Central Florida 34746
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    Veranda Palms Villa, 6 bedrooms1 / 25
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Shared Indoor Pool
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    Modern and thematic home for Vacation Rental in Orlando with great location and accommodation for up to twelve people. Located only 4 miles from Disney you will find this modern and themed property with six (6) bedrooms, living room with high ceilings, TV room and large private pool with SPA....
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Closest community to Disney. Brand New Townhouse, 4 Bedrooms & 3 bathrooms, Pool & amazing Lake view. One bedroom & one bathroom downstairs. Private Pool with a great lakeview. This property has many special touches for your family to enjoy. This place is close to restaurants, shopping and dining...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    This four plus bedroom, three bath townhouse in an upscale gated resort community, has been TOTALLY RENOVATED! It has its own heated pool and is backed up to a wooded conservation area for privacy and yet just 2 min. walk to the clubhouse. Fully equipped and professionally decorated, this nice...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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...
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    Kissimmee, Central Florida 34746
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    COMPLETELY UPGRADED AND RENOVATED THREE THEME ROOMS: 1. Mickey's Playground 2. Disney's Cars and Royal Princess dual themed room 3. Nemo's Underwater Adventure • Custom designed kitchen with granite counter tops • Brand new stainless steel appliances in Kitchen • Brand new vanities and...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    The Windsor Hills Resort- 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 resorts in the Orlando area. During your stay you will enjoy...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Lake Berkley Resort is a guard-gated community, six miles from Disney, within easy reach of many world-class golf courses and other first class entertainment areas. It offers many amenities associated with a luxury resort community, such as a clubhouse and a community pool. This Lake Front Oasis is...
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    Kissimmee, Central Florida 34746
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    GREAT LOCATION, BRAND NEW UNIT, GAMEROOM, 2 MASTER SUITES, FREE WIFI!! Property Type 6 Bedrooms, 5 Baths House with Private Pool and Jacuzzi Floor Area 3275 sq. ft. Location Storey Lake Resort, Disney Area Located in the heart of Kissimmee, families of Storey Lake can easily access all Central...
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    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    5*Modern Hidden Treasure Pool Villa Near All Parks!1 / 41
    (18)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    No booking fees! This house and area survived hurricane Irma so don't hesitate to book here and enjoy your vacation. Welcome to this 5 star furnished gorgeous 3 - bedroom and 2-bathroom Villa. Contact the owner for September, October and November discounts.This stunning home features a very private...
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    Kissimmee, Central Florida 34758
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Lucaya 3 Bedrooms 2 Bathrooms Townhome! - Townhouse 3 Bedrooms / 2 Bathrooms. - Accommodates up to 8 people comfortably. - Free Wi-Fi. - Electronic lock. You do not need to get the physical key to open the door, just use the code provided in your voucher. - The condo has a nice resort style zero...
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    Kissimmee, Central Florida 34746
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    The four-bedroom, four-bath villa at Westgate Town Center provides all the comforts of home while you enjoy a relaxing vacation. These villas feature one king bed, four double beds and three queen sleeper sofas in the living area, as well as a fully equipped kitchen, dining area, large-screen TV...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 16
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    4-bedroom suite, 4 and 1/2 bathrooms. Accommodates up to 8 guests comfortably and has a fully equipped kitchen. This townhome is equipped with high-speed wireless internet all throughout the unit, free of charge. **PLEASE NOTE: Summerville Resort is a BRAND NEW community, some parts of the resort...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    LAKE FRONT, BEAUTIFUL MODERN DECOR!! Property Type 4 Bedrooms / 3 Baths Townhome with Private Pool Floor Area 1800 sq. ft. Location Paradise Palms Resort, Disney Area This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney!! and within a...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
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    The owner has commissioned one of Reunion's most renowned designers who has decorated and furnished the entire home to a high level throughout. The sumptuous leather sofas, rich fabrics and complimenting accents have created a luxurious yet homely feel . With five ensuite bedrooms, two or more...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    LAKE VIEW, SOUTH FACING POOL!!! Property Type 5 Bedrooms / 4 Bath Townhome with Private Pool Floor Area 2000 sq. ft. Location Paradise Palms Resort, Disney Area This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney!! and within a couple...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Located only minutes to Disney in Kissimmee, Florida, this privately owned single house offers 4 bedrooms, 3 full bathrooms and a private completely fenced-in swimming pool and jet spa. It is cozy, it is comfortable, it is very clean and situated in a secure and safe area! :) We can easily...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    LAKE FRONT, SOUTH FACING POOL!!! Property Type 4 Bedrooms / 3 Baths Townhome with Private Pool Floor Area 1900 sq. ft. Location Paradise Palms Resort, Disney Area This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney!! and within a...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Lucaya Village - House with 4 bedrooms ID: 585901 / 25
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Lucaya 4 Bedrooms 3 Baths Townhome! - Townhouse 4 Bedrooms / 3 Baths. - Gated community. - Less than 5 minutes to grocery stores. - Accommodates up to 10 people comfortably. - Free Wi-Fi. - Electronic lock. You do not need to get the physical key to open the door, just use the code provided on your...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    The Veranda Palms is a condominium with new facilities that allows the guest to enjoy tropical landscape and a beautiful lake, with the fishing option for those who enjoy the sport. Visitors can also take advantage of the hiking trails. The condo is located on a highway lane 192 behind Sam's Club...
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Miles to Magic, South Facing Pool, Privacy Fence1 / 40
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Hakuna Ma'Cottage is a beautiful vacation rental home 5 minutes from Walt Disney World in Kissimmee, Florida. It has 4 bedrooms and 3 full baths, including 2 master suites. This spacious villa sleeps 10 people in total comfort. The functional floorplan boasts a bright, open living area with a...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Property Type 6 Bedrooms, 5 Baths House with Private Pool and Jacuzzi Floor Area 3275 sq. ft. Location Storey Lake Resort, Disney Area Located in the heart of Kissimmee, families of Storey Lake can easily access all Central Florida has to offer, including Walt Disney World, Universal Orlando,...
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • 5 Bedroom home in the Crystal Cove Resort • 3.5 Bathrooms • Home includes 2 suites • Two story home • Large pool with screened area • Flat Screen TV in living room and most bedrooms • Washer and Dryer located in the home • Kitchen is fully equipped for your cooking needs Additional amenities...
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    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Welcome to this magnificent Grand Collection home located in the resort community of Storey Lake. This home has the coveted Grand Collection status since it is expertly designed for the comfort of every guest. This 6 bedroom and 5 bathroom home provides everyone in your party with plenty of space...
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    Kissimmee, Central Florida 34744
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    BRAND NEW, CONSERVATION VIEW, JACUZZI, GAMEROOM Property Type 6 Bedrooms, 5 Baths House with Private Pool, Jacuzzi, Gameroom Floor Area 3275 sq. ft. Location Paradise Palms Resort, Disney Area This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    We will provide you with a clean, nicely decorated condo with all of the amenities of your own home. In return, you are required to relax and enjoy yourself. We recommend a swim in the pool and a nice drink out on the screened balcony. You are going to LOVE this place!!! We are located so close to...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Downtown Kissimmee
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    - Townhouse with 3 Bedrooms and 2 Bathrooms. - Accommodates up to 8 people comfortably. - Less than 5 minutes to grocery stores. - Gated community. - Free Wi-Fi. - Electronic lock. - Resort style zero entry pool, clubhouse and gym. - All rooms have flat-screen high-definition TV. - Hair dryer -...
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    Kissimmee, Central Florida 34746
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About 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 resorts in the Orlando area. During your stay you will enjoy this well appointed home...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Stay in Cinderella's Castle, the best Kissimmee vacation home near Disney World! From the moment you walk into to this vacation dream come true, you'll understand why Cinderella's Castle is a guest favorite! From the four spacious bedrooms to the large private pool and everything in between,...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Overview Make some lasting memories during your next vacation! Enjoy a luxury stay that will last forever as a family memory of Orlando. This stunning luxury gated community has everything you need to share those relaxing and magical moments with those you love most dearly. With a luxury pool, full...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    6 bedrooms, 4 bathrooms, sleeps 14, 3,534 sq. ft. This tastefully decorated 2-story villa has 6 bedrooms, 4 bathrooms and is situated on a corner lot in the popular Windsor Hills Resort. This spacious villa has 2 living rooms, a formal dining area that seats 6, a gourmet equipped kitchen with...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    *** IMAGES OF PROPERTIES ARE ONLY FOR REFERENTIAL PURPOSES *** Stay at the uniquely located and beautiful, 6 bedrooms and 5 bathrooms, with a private swimming pool and Jacuzzi. Bella Vida is an amazing resort to stay at with your guests and it will surely accommodate your large group and provide...
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    INTERNAL CODE: PR5SDA4B12G The Property: This luxurious 4 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 a fantastic movie theatre. This holiday rental...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The Magnificent 4 Bedroom 2 Bath King Triton’s Castle Highlights: Spacious Fully Furnished Home with pool,spa, screened lanai . Cathedral Ceiling in Living Room overlooking beautiful pool area. Newly refurbished and decorated. Computer with high-speed Internet and Wireless for your laptop....
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Luxurious Vacation Townhome closest to Disney World - Only 2 miles1 / 15
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Oakwater Plantation Vacation Home is just off HWY192, less than 2 miles from Disney's doorstep in Kissimmee, Florida and is perfectly placed for the shops, restaurants, fun and attractions that Orlando has to offer. With 3 bedrooms and 2.5 bathrooms, this fully air-conditioned, family friendly...
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    Kissimmee, Central Florida 34785
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Downtown Kissimmee
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    If you are looking for a new construction Vacation Home Rental, look no further! This Beautiful 4 Bedroom / 3 Bath Town Home was built in 2017 in the stunning community Storey Lake Resort. Beautiful furnishings and all the comforts of home ready to welcome you! The beautiful modern kitchen features...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    This is a time share about 20 minutes from Disney It has a barbecue and about 4 pools and Walmart is in walking distance Calypso Cay Vacation Villas is a Premiere Time Share Resort located 7 miles away from Walt Disney World® Resort, Universal Studios Florida and SeaWorld Orlando. Our luxury...
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    Kissimmee, Central Florida 34746
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Sonoma Resort is a brand new vacation rental resort located next to 'The Loop', a premier shopping and entertainment mecca, jut 10 minutes from Disney parks, as upscale brand outlets, malls and numerous championship golf courses. The resort offers Sonoma offers exceptional amenities to include a...
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    Kissimmee, Central Florida 34741
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedroom 5 Bath Lakeview House near Disney1 / 26
    (9)Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Seven bedroom/five bathroom executive home! Minutes from Walt Disney World in the Cumbrian Lakes subdivision in Kissimmee! Exclusive Gated Subdivision! South-facing pool area is not overlooked! Our house features three master suites with king beds, a fourth bedroom with a queen bed, two bedrooms...
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    Kissimmee, Central Florida 34746
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 16
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    This luxurious two-story house with 6 bedrooms and 6 full baths is a perfect place to call home while on your Orlando vacation. It offers a gourmet kitchen, fully equipped with all of the utensils, dishes, cookware, and appliances you should need during your stay. The eating area boasts ample...
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Terrace
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    About this property
    Rolling Hills is an excellent location west of Disney near Splendid China in the sought after Formosa Gardens area of Kissimmee. It`s a quiet spot away from the traffic of Hwy 192 but still very close to everything. Situated close to shops, restaurants and supermarkets your vacation home is...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
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    The Windsor Hills Resort-7825GBSJGIO 6 bedrooms 4 baths pool home / 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...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
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    South facing pool/spa home has 4 bedrooms beautifully decorated home. Large flat screen tv in the living room, formal dining room and eat in kitchen. The lanai has plenty of seating for everyone. The pool and spa can be heated. There is a games room in the garage with a pool table, dart board,...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    About this property
    Wow luxury and comfort await you at this 6 bedroom, 4 bath home. This home is perfect for everyone, including families, golf groups, honeymooners, relocated families, family reunions, executive retreats, etc. This stunning home is professionally furnished and decorated to a very high standard....
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Kissimmee Flight and Weather Info
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    Orlando Intl Airport
    10.4 miles from Kissimmee
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