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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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    Southampton Vacation Home1 / 13
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    9 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Professionally decorated, airy three bedroom two bath condo with full kitchen. Family style dining area blends together with the comfrotable living room to make a convenient family area. Upgraded open kitchen and full size washer and dryer. Well located with quick access to Disney and shopping....
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Situated on the family friendly gated community of the Encore Club at Reunion, this beautiful 8 Bedroom luxury rental home offers an opportunity to escape the clutches of those cramped, dull and uninspiring hotel suites! Take the entire family under one roof, let them chooses their own ideal...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    2017.. Totally Refurbished master bathroom. All new tiled floors, Luxurious vanities, and the large shower now has a beautiful framelss glass enclosure. Has to be seen to be appreciated. The High vaulted ceilings and an open floor plan make this home feel like one continuous room, with enough...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Miles from Disney, Amazing Rental Home in Kissimmee1 / 58
    (13)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 bedroom/2bath condo sleeps 6 5 miles from Disney at Villas at Island Club gateed community. Fully furnished full kitchen 4 flat screened tv's internet access inunit washer/dryer cable tv pool hot tub tenis court rear private deck. Unit faces the pool, hot tub, tennis volley ball courts, child...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Get the best of both worlds at this 3 bedroom, 2 bath ground floor condo in Kissimmee. The condo sits minutes from all the fun of the parks, but also offers privacy and peace and quiet in the Royal Pal Bay community. You’ll find plenty to do with all the local attractions. Club Amenities: Clubhouse...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Cypress Palms Booking stays under 3 days may be possible. Please inquire for more information Cypress Palms is a charming resort located in Kissimmee, Florida. The relaxing atmosphere in this resort will welcome you after a long day of exploration and nonstop on the go. Enjoy yourself with a dip in...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    THIS UNIT RENTS ON A SATURDAY TO SATURDAY BASIS. MINIMUM 1 WEEK RENTAL.  BOOK CHECK IN SATURDAY AFTERNOON AFTER 3P, AND CHECK OUT THE FOLLOWING SATURDAY MORNING AT 10AM.  THE WEBSITE IS PRICED FOR SATURDAY TO SATURDAY.  IT WILL ALLOW YOU TO ENTER ANY DAY TO ANY DAY, BUT THAT PRICING WILL BE...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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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
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    AFFORDABLE LUXURY WITH AIR CONDITIONED GAMES ROOM1 / 23
    (21)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Doral Woods community is set within a Wildlife Conservation area. The location has a very private and unique semi rural setting in which peace and tranquility are the order of the day. Our recently refurbished Villa is built on an 1/4 acre landscaped plot, our swimming pool is surrounded by a...
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    Kissimmee, Central Florida 34758
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    This fully air conditioned unit in Oakwater resort is a modern and stylish home away from home during your vacation. The main living area boasts a 50' tv, with extended cable and a DVD player as well. The room has a large sectional sofa and is decorated with neutral tones and tranquil colors that...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    Lucaya 3 Bedroom 2 Bath Townhome! - Townhouse 3 Bedrooms / 2 Bathrooms. - Gated community. - Less than 5 minutes to grocery stores. - 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...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    This beautiful 4 bedroom 3 bath home is located just minutes from all the major theme parks, restaurants and all of the fun Orlando and Central Florida has to offer. Located within a private gated community you will enjoy your own private pool and pool deck to soak in the Florida sunshine. A full...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Phenomenal 7 bed villa with a private pool - Seven Bedroom Villa, Sleeps 141 / 20
    (1)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Kissimmee, Central Florida 34747
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    About this property
    So close to Disney, actually within 10 minutes away and you can enjoy all the magic of Orlando in this fully furnished 2 br 2a condo. The grounds alone has enough to keep you home with pools, lake, walking trails, activity center and so much more! Your 2 bedroom condo sleeps 8. It has a king...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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    Amazing Lake View Home near Disney1 / 23
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Children's Pool
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    Pet friendly
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    Smoking allowed
    About this property
    Coral Cay Resort in Kissimmee is a gated townhome community set amidst lush tropical landscaping right in the heart of Kissimmee resort area! Coral Cay Resort gives people the chance to achieve the ideal balance of seclusion and access to everything Orlando has to offer. Situated less than five...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Windsor at Westside - Kissimmee, Florida is an upscale community located just 10 minutes 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...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Family Retreat - 7 Bedroom Vacation Home1 / 29
    (2)Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
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    Pet friendly
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    Incredible vacation property minutes away from Disney, Universal Studios and other Orlando attractions. Home features unbelievable amenities such as a plasma TV, TVs in every bedroom, and a game room with a 42' LCD TV home theater system, pool table, standup arcade games and more! You will also...
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    Kissimmee, Central Florida 34746
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 16
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    Huge Lot Pet Friendly Pool Home 3BR, 2B near Theme Parks1 / 18
    (1)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wyndham Bonnet Creek  Deluxe Condo closest Disney!1 / 7
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Closest to Disney Magic! Located in Lake Buena Vista, Wyndham Bonnet Creek Resort is mere minutes from the gates of Walt Disney World®. You’ll will enjoy a very rewarding stay on site. From the full activities calendar to special touches like the tranquil Lazy River, beautiful pool and private...
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    Kissimmee, Central Florida 32830
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Luxury villa, one mile from Disney!1 / 24
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Enjoy all the comforts of a fully furnished home in a spacious two-bedroom villa with a plethora of amenities for the whole family – all within minutes of Orlando’s world-famous theme parks and attractions. Your dream holiday vacation awaits!!! This villa is in an ideal location just 1 mile from...
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    Kissimmee, Central Florida 34747
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
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    About this property
    This townhome at Storey Lake Resort is great to your next family Disney vacations! If you care about location, you surely found the perfect place to stay. Located in the heart of Kissimmee, families of Storey Lake can easily access all Central Florida has to offer, including Walt Disney World,...
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    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
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    About this property
    We have received 2015 Trip Advisors Certificate of Excellence! for our villa. We welcome you to be one of the first to rent this lovely furnished and well equipped unit, with the highest standards in mind; 4 bedroom /3 bath villa with 2 Kings, 1 Queen and 3 Twins. This luxurious villa has...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms Townhouse at The Villas at Seven Dwarfs (fd3)1 / 24
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    One Of Two 5 Bed 4 Bath Villas Near Disney Florida1 / 70
    (3)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    A large Single Floor Villa with Swimming Pool. Just 7 Miles frro Disney Parks and only 1 mile from shops and Restaurants on Hwy 192 FREE use of PC with Wireless Internet FREE WORLDWIDE Phone Calls GAMES ROOMS Childrens Theme Room 2 King Master Suites with pool Area Access Sleeps Up To 12 Guests...
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    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Executive Villa in Oakwater Resort - 2 miles from Disney!1 / 52
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    This villa is located in the brand new gated Oakwater Contemporary Resort which is less than 2 miles from the gates of Disney World! This newly furnished vacation home is truly a premier property featuring a large open floor plan with 1,808 sq. feet of living space, 3 spacious bedrooms, 2.5...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    When staying close to Disney is important, this is the perfect home for you! The next time you visit sunny Orlando/Kissimmee, make sure to book this stunning vacation rental home located in Storey Lake Resort. This 5 bedroom, 4 bathroom town home features a large and modern kitchen with updated...
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    Kissimmee, Central Florida
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    IC2585OL1 / 22
    (31)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    4 Night Minimum Required to Secure a Booking.A spacious private pool home that is situated in the popular area of Indian Creek, a family friendly community which is conveniently located just minutes away from the Disney World Resort. It is a well maintained and peaceful community that holidaymakers...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Kissimmee FL  Fabulous 2 BR Vacation Villa1 / 20
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This spacious second floor unit features 2 Bedrooms, 2 Baths, Living Room, Dining Room and a Brand New Kitchen. Ceramic tile throughout, new carpeting, new furniture throughout and Wi-FI High Speed Internet! Living Room has 27" Flat Panel TV with DVD Player, Master bedroom has queen-sized bed,...
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    Kissimmee, Central Florida 34746
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    About this property
    Description of Reunion Resort REUNION RESORT - LUXURY AT ITS BEST! JUST 6 MILES TO DISNEY! COMMUNITY INFORMATION: Between the breathtaking views, the fabulous amenities, and the multiple opportunities to have fun with your family, Reunion Resort is the number one destination for perfect vacation...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Overview This modern 5 bedroom villa is situated in a prime Orlando location, the Encore Club! The Encore Club is less than a 10 minute drive to Walt Disney World and offers on property amenities such as their clubhouse with a bar, restaurant, and fitness center as well an Aqua Park with twisting...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Welcome to the resort community of Reunion This incredible home located in Reunion comes with many amenities luxuries and features that are sure to please To begin this huge home has 6 bedrooms all of which are a part of Global s Grand Collection This coveted title means this home is professionally...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This 3 bed 2 bath town home is located in the gated Seven Dwarfs community. The 3 bedrooms consist of a king master which is on the ground floor, and upstairs there is a full bedroom and bedroom 3 has 2 twin beds. All bedrooms have TVs. The kitchen is fully equipped and there is also a dining area...
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    Kissimmee, Central Florida 34746
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 BR Luxury Lakeside Villa, Pool, Hot Tub, Games Room, 10 Mins Disney, Secured1 / 24
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
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    FURNISHED TO THE HIGHEST STANDARDS, OVERLOOKING A NATURAL LAKE AND ISLAND. *24hr Guarded and Gated Resort just minutes from Disney World *5 Person Luxury Hot Tub with coloured perimeter lighting *Coal and gas BBQ *The BEST view on Lake Berkley **In the Centre of the 14 acre Natural Spring Main...
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Located within a central area of the stunning and exclusive Reunion Resort, this beautiful ground floor condo offers a fabulous opportunity to enjoy Orlando's prime vacation rental community at a fraction of the price of a private pool home. Decorated and furnished to a high standard, this...
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    Kissimmee, Central Florida 34747
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Closest villa to the pool area! Two story villa with a fully equipped kitchen, bar seating and dining table for 4 on the main floor. Along with one full bath and living room with sofa sleeper and new large TV. Walk out to your screened in lanai area with patio set for outside entertaining while...
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    Kissimmee, Central Florida 34746
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Highlights; Less than 1 minute from the main clubhouse and pool Features 2 King size Master Suites Free high speed Wi-Fi Gated resort style community manned 24 hours a day Upgraded cable package Full size Washer / Dryer Description; Vacation in style with our wonderful condo in the highly sought...
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    Kissimmee, Central Florida 34747
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stunning 5 Bedroom Pool Home 5 mins to Disney1 / 24
    (1)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Sauna
    • Satellite TV
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Seasons Delight, Beautiful 5 Bedroom Villa in Kissimmee1 / 91
    (3)Excellent
    Downtown Kissimmee
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Yard
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    Pet friendly
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    Smoking allowed
    About this property
    Beautiful 5 bed villa in Kissimmee, Florida, the holiday destination of the world. Just 10 minutes from Disney in one of the most sought after communities in Orlando. Our villa is luxuriously furnished, with its own secluded pool & spa, a fabulous games room and minutes away from all the best...
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    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
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    Pet friendly
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    Located at Storey Lake resort, a brand new resort very close to the theme parks and outlets in Orlando, this 4 bedroom brand new house offers comfort and privacy. The resort has a brand-new clubhouse with pool, exercise room, lazy river, bar, splash pad and sports court. An exclusive accommodation...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    6 Bedrooms, 10 Bathrooms, Sleeps 13 Quick View
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    JOY HOME FUN - MANHATTAN Experience a climate of high spirits and lots of happiness in this JOY HOME FUN MANHATIAN and find modernity and comfort in the themed rooms: classic cars and tile famous artist Romero Britto. Check-in assistance, emergency assistance and security. A new concept of...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 10 Bathrooms, Sleeps 13
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    Mickey's Magical Home1 / 17
    (2)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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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 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Everything about this home, both inside and out, is perfect for your vacation! The fully equipped kitchen is furnished with shiny black appliances, mellow wood cabinets and granite countertops. You can dine informally in the kitchen or at the pass-through breakfast bar. Or, for more formal...
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    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    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,...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    FloridaNearDisney from $89 per night/$623 per Week1 / 19
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Price*Location*Amenities If an affordable Disney vacation is on your wish list, FloridaNearDisney has it all! 7 miles to Disney - NO TOURS - Nightly rates starting at $89, cleaning fee for stays 6 nights or less. Weekly rates from $623! Guaranteed best price! 3 spacious bedrooms and two full...
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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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    The ultimate in luxury this 4 bedroom 4 bathroom home All en suite sleeps 8 10 people in comfort giving all the space you need both inside and outside making this ideal for two families to share Built on a large lot with oversize pool SPA and deck overlooking a beautiful conservation area for added...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Outfitted with top of the line amenities, they feature flat screen televisions with DVD/CD players, gourmet kitchens with granite countertops and stainless steel appliances, spacious living areas perfect for lounging or entertaining, elegant dining areas and a private walk-out balcony that...
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    Kissimmee, Central Florida 34747
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Kissimmee Flight and Weather Info
    Airports nearby (1)
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    MCO
    Orlando Intl Airport
    10.4 miles from Kissimmee
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