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Vacation Rentals in Kissimmee, FL

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    Travellers to Kissimmee are booking July dates now. Secure your vacation rental today, and have the perfect trip.
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    4 BedroomsSleeps 8Quick View
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    5 BedroomsSleeps 12Quick View
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    3 BedroomsSleeps 8Quick View
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    About this property
    The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney Parks, 5 minutes from Lake Buena Vista Outlet and convenient access to nearby shopping, dining and entertainment. The homes, from 4 to 6 bedrooms that can accommodate comfortably up to 12 people, are...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 BedroomsSleeps 8Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    "This Luxury Vacation Rental is perfect for You and Your Family. This 5 Star Vacation Home has 4 bedrooms including, private pool, games area and so much more, It’s only 6 miles from Disney" Villa W136 Gathering Dr, Reunion Resort, Orlando, Florida TYPE: VILLA | BED: 4 | BATHROOM: 2.5 | SLEEP: 8 |...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Reviews
    3 BedroomsSleeps 8Quick View
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    Why stay in a hotel room when you can rent this 3 bedroom 2 baths condominium located in Sweetwater Club. This cozy condo has all the amenities one could possibly need. Sweetwater has a heated community pool, tennis courts and a play area for kids. Additional amenities include: stories: 1, number...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Patio
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    About this property
    This executive, six bedroom, four bath home with private pool and spa is located in the gated community of Windsor Hills, and is only 3 miles from Disney. Our spacious, 2800 square foot home has a private south facing screened enclosed pool. This professionally decorated home provides excellent...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    12 Reviews
    4 BedroomsSleeps 10Quick View
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    About this property
    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 can't be beat. Just five miles away from the Walt Disney World parks, and minutes to other Orlando's...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 BedroomsSleeps 6Quick View
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    About this property
    One Level Ranch style villa situated in well sought after community of Windsor Palms, close to Disney. Home is professionally decorated and furnished, equipped for your vacation stay. Bedrooms are themed; Master carved mahoghany, Queen yellow, Tapestry full, and Twins for Mickey and Minnie...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Review
    8 BedroomsSleeps 16Quick View
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    Kid friendly
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    About this property
    Our brand new 2016 contemporary 8 bedroom, 6 bathroom executive family vacation home is near DISNEY and is suitable for up to 16 persons plus 1 infant comprising of 4 king, 1 queen and 3 double twin or 3 short king (75') bedrooms and 6 bathrooms 2 of which are shared. It is truly a home away from...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    27 Reviews
    7 BedroomsSleeps 18Quick View
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    About this property
    This 3500sq/ft villa includes the following amenities:- 7 Luxurious Bedrooms (2 King, 3 Queen, 2 kids room)- Loft with Queen Sleeper sofa- 5 Bathrooms- Fully equipped kitchen- Spacious sitting and dining area- Games room- Private Pool and Spa in screened lanai- Gas BBQ Grill- Free access to all...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 18
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    7 Reviews
    4 BedroomsSleeps 8Quick View
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    • Waterfront
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    Pet friendly
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    About this property
    Welcome to the Sun Lake Resort. We have 4 identical units of 4 bedroom 3 bath 1650 sqft on first floor and 2nd floor. The beautiful condo faces to sun lake and it has a spacious screened patio with an amazing view. It only takes 1 minute walk to a plaza for shopping and restaurants which is very...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    About this property
    Ideal Location!! 4 BR Resort Villa near Disney, pool, forest and so much more! Welcome! Come and stay in our gorgeous secluded resort townhouse, a corner unit nestled along a natural Florida conservation forest yet less than a 30 second walk to full clubhouse facilities. Less than a 10 minute drive...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Secure Parking
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    Pet friendly
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    About this property
    Ask about our discounts for last minute and long stays! It includes a fully equipped kitchen for your entire home cooking needs to make your stay feel at home and for a from restaurant meals. Endless amenities a laundry room with washer and dryer. Picture yourself in a peaceful hideaway where your...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    About this property
    Beautiful Holiday Inn Vacations at Orange Lake Resort is located on 1,450 beautiful acres of lush greenery. A myriad of amenities, services, and activities are available. The facilities of all four resort villages are available to every guest. These resorts feature seven pools, a lazy river, an...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Reviews
    4 BedroomsSleeps 10Quick View
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    • Grill
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A quiet relaxing south facing home. A home you can relax by the pool watch the ducks on the lake or have your meals or afternoon tea on the large patio. At night watch the sunset on the lake. Once you walk in to the home you feel a sense of peace and calmness as you have everything right there... A...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Reviews
    3 BedroomsSleeps 8Quick View
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    About this property
    The house is in a gated resort and as well as having its own personal heated jacuzzi there is 3 pools and a clubhouse with various events for children (for days when you do not wish to travel to all the other Florida attractions.) Only 12 mins to Disney Parks. Luxury townhouse with modern...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 BedroomsSleeps 10Quick View
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    About this property
    Enjoy your luxury vacation staying only 10 minutes from Disney in a modern vacation home! - Gated community - Less than 5 minutes to the grocery store - Close to Universal and outlet shopping malls - Enjoy the complimentary access to the heated resort pool / playground / clubhouse / gym /...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    About this property
    We are able to offer reservations in weekly increments with arrivals and departures Fridays, Saturdays, and Sundays only. The units at Orange Lake's West Village are the perfect retreat during your Florida vacation, and a multitude of unit sizes and configurations ensure you'll find the right fit...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    About this property
    A stunning 8 bedroom home located at the Encore Club on Reunion undoubtedly meets all of your vacation requirements. Enjoy in splendor the privacy of your own pool and spa while catching some rays in the Florida warmth. Exquisitely furnished with an upstairs loft suited for entertaining, EC049...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    3 BedroomsSleeps 6Quick View
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    • Shared Outdoor Pool (Unheated)
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    Smoking allowed
    About this property
    This two story 3 bedroom 3 bathroom townhome is located in Regal Oaks Resort, the perfect location for your next Orlando getaway. Situated right behind Old Town with Fun Spot right next door, entertainment abounds. Take a stroll down the brick lined street of Old Town and wander into one of the...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    8 BedroomsSleeps 16Quick View
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Overview With over 4500 sq. ft. of living space, my place is close to Disney, Universal, Sea World and other theme parks. The resort offers FREE SHUTTLE SERVICE TO DISNEY & UNIVERSAL STUDIOS. You have easy access to great restaurants & dining, nightlife and other family-friendly activities. You’ll...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
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    1 Review
    3 BedroomsSleeps 8Quick View
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    • Balcony
    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Why "inquire", when you can use "Book Now" at our listing to confirm your reservation online immediately?<BR><BR>1) Our calendar here is always "up-to-date". 2) Our best rates are available only online. When you "inquire", our staff visits this listing and then uses the pricing available online to...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Review
    1 BedroomSleeps 4Quick View
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    About this property
    This lavishly decorated suite features a master bedroom with a king-size bed, flat screen TV and a Whirlpool tub for two. The living room has a queen sleeper sofa and a second flat screen TV with a stereo system and safety deposit box. Enjoy dinner in the dining room that seats 6 people. The...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    25 Reviews
    4 BedroomsSleeps 10Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    A superb villa in an ideal central position. The huge South facing pool area sets this villa apart from others, as the impressive pool screen extends out from the roof creating a large spacious area. Just perfect for families to relax and enjoy. A quiet residential cul-de-sac of large private...
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    Kissimmee, Central Florida FL34743
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    1 Review
    6 BedroomsSleeps 14Quick View
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    This stunning 6 beds family vacation home, with private pool and great outdoor area is situated in Central Florida's newest luxury communities, completed with the best Clubhouse in the City, with private and amazing water park, Kids Room with PS4, XBOX One and WII U, Arcade, Tennis Court, Soccer...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    3 BedroomsSleeps 6Quick View
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    • Outdoor Dining Area
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    Pet friendly
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    Smoking allowed
    About this property
    3 Bed / 2 Bath Town Home With Your Private Screened In Patio<BR><BR>Our Luxurious and well maintained Town home is fresh renovated. This modern furnished and decorated 2 Story townhome with Cable TV, Free Wi-Fi, and Free Unlimited Local and US calls gives you all the convenience and comfort a home...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Air Conditioning
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    • Terrace
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    Pet friendly
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    Smoking allowed
    About this property
    This beautiful home on The Sanctuary at Westhaven is a real delight. Tastefully furnished throughout, living room comprises 2 sofas, one of which converts into a double bed..! The dining room has a large table and seating for 6. The family room features a 46 INCH LCD HDTV. Choice from over 200...
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    Kissimmee, Central Florida 33896
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 BedroomsSleeps 8Quick View
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    About this property
    Modern and Clean Decoration! Have the vacation of your dreams in this beautiful 4 bedroom/3 bathroom Townhouse. It can accommodate up to 10 people very comfortably. Bedroom Descriptions: 1st Floor: 1 suite with Queen size bed, and 1 half bathroom; 2nd Floor: 1 Master suite with King size bed, 1...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 BedroomsSleeps 12Quick View
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    About this property
    The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 8 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay you...
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    Kissimmee, Central Florida 33896 6809
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    13 Reviews
    6 BedroomsSleeps 14Quick View
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    About this property
    A Brand new 2010, '5' Star Luxurious 6 bed, 4 bath fully air conditioned executive Villa in Archfeld Blvd, Windsor Hills Resort, with Free local, National & international call to over 40 destinations & free wireless internet. You also have your own private heated Pool & Spa, Gas BBQ (Grill) The...
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    Kissimmee, Central Florida FL 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    4 BedroomsSleeps 8Quick View
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    About this property
    "Imagine Renting This Stunning Villa In One Of Orlando`s Most Popular Resorts, Trafalgar Village" This villa is situated in the exclusive resort of Trafalgar Village in Kissimmee Only 20 minutes from Walt Disney World and all the major Orlando attractions. Great, Yeah! The villa has every luxury...
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    Kissimmee, Central Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Review
    2 BedroomsSleeps 6Quick View
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    Pet friendly
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    About this property
    Apartment with 2 Bedrooms 2 Bathrooms with everything to make your stay in Florida a pleasant, master bedroom has a king size bed, the secondary bedroom has a Twin size bed and a bunk above and below Full Twin to comfortably accommodate 6 people the kitchen is fully equipped with cooker, fridge...
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    Kissimmee, Central Florida 34741
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 BedroomsSleeps 12Quick 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
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 BedroomsSleeps 8Quick View
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    Enjoy your Orlando vacation by staying at Regal Oaks Resort in this gorgeous 3 bedroom townhome. This townhome has 3 bathrooms and a beautiful full kitchen. The resort features a lazy river, waterslide and a zero entry pool perfect for the entire family. Regal Oaks is just 1.4 miles from I4 and...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 BedroomsSleeps 10Quick View
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    • Private Outdoor Pool (Heated)
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    • Sauna
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    Pet friendly
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    About this property
    This spacious four bedroom, three bath executive home with optionally heated private pool, spa and Games Room with pool table, air hockey and football table, is situated on the exclusive Emerald Island Resort (the nearest to Disney). It is located just 3 miles and less than five minutes drive from...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 BedroomsSleeps 8Quick View
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    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Sauna
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Florida home holds so many happy family memories and is very special to us but as we are unable to use it as often we would now like, it is lovely to be able to share it with other families looking to make their own memories. The resort is very well maintained, has good facilities and is...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Review
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    Situated on the first floor this middle unit luxury condo is in the tranquil setting of Sun Lake. Sun Lake Condos are located close to the well known Formosa Gardens. There has been no expense spared in making this a dream vacation home, furnished with all the new decor of 2013. This suberb...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 BedroomsSleeps 12Quick View
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    • DVD Player
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    We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with east facing pool and spa with a beautiful lake view.   Attention to every detail has...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    7 BedroomsSleeps 16Quick View
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    • DVD Player
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    • Terrace
    • Balcony
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    Kid friendly
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    This 3500sq/ft villa includes the following amenities: - 7 Luxurious Bedrooms (2 King, 3 Queen, 2 kids room) - Loft with Queen Sleeper sofa - 5 Bathrooms - Fully equipped kitchen - Spacious sitting and dining area - Games room - Private Pool and Spa in screened lanai - Gas BBQ Grill -...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    4 BedroomsSleeps 8Quick View
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    • Satellite TV
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    • Patio
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    • Balcony
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our very well equipped, self catering, townhouse is located on the exclusive four star Regal Oaks, a fully managed resort with office and tourist information centre, at Old Town Kissimmee. Ideal for families or groups of up to 8 people. Regal Oaks is now a gated community and a resort offering a...
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    Kissimmee, Central Florida FL34746
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 BedroomsSleeps 14Quick View
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    • Shared Outdoor Pool (Unheated)
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    Smoking allowed
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    This outstanding custom built home has been a private residence within the Reunion Resort until this year. No expense has been spared in the design, decor and furnishings to complete this dream residence whilst still retaining that 'homely' feeling throughout it's 6 bedroom 5 bathroom floor plan....
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
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    Enjoy the elegant style residence that is a perfect blend for family fun and relaxation at this engaging and comfortable vacation home. The real family fun begins in the living area with 42" flat screen TV mounted above the fireplace, DVD player, and a whole-home audio system. The entertainment...
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    Kissimmee, Central Florida 32805
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    • Hot Tub
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    This Platinum Standard home is sure to fullfill all your dreams, situated in the prestigious "The Reserve at Windsor Hills Resort, at it´s best location" The villa is fully air conditioned with 5 bedrooms/5bathrooms and was decorated by an interior designer to a very high standard and has...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 5 Bathrooms, Sleeps 1
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    8 BedroomsSleeps 24Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “Picture You and your Family Renting this Amazing Private Vacation Rental with pool, spa, secret teenage den, play room and movie theatre and more, located on one of Orlando’s most prestigious resort, Reunion Resort, only 6 miles from Disney" Villa W207 Palmilla Ct, Reunion Resort, Orlando, Florida...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 24
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    4 BedroomsSleeps 8Quick View
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    Smoking allowed
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    “Picture You and Your Family Renting this Beautiful 4 bedroom Vacation Rental including Guest Annexe located on Reunion Resort, only 6 miles from the famous Disney Parks and other Orlando Attractions" Villa W184 Excitement Dr, Reunion Resort, Orlando, Florida TYPE: VILLA | BED: 4 | BATHROOM: 4.5 |...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    2 BedroomsSleeps 9Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our spacious 2 bedroom Villa includes all comfort of a home combined with the extra touches found at a great hotel. This villa features cable TV, Wireless internet, fully equipped kitchen with an oven, stove, dishwasher, refrigerator and microwave. Laundry and ironing facilities are also included....
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful home has exquisite features throughout it's unique floor plan and is located on Homestead overlooking the ninth hole of the Tom Watson signature golf course. With this central location within the resort all the main amenities, Reunion Grande Hotel, club house, golf pro shop and spa...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Satellite TV
    • Washer
    • Hot Tub
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Beautiful Home offers a splash pool . The home is over 1300 square feet of living space and has a spacious living area, Fully equipped Kitchen with Refrigerator, Range, Dishwasher ,Microwave , Washer and Dryer are also in the home for your use. Enjoy flat screen Tvs and Free Wifi. All modern...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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