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Villas in Kissimmee, FL

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    Travellers to Kissimmee are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 8
    5 of 5 stars (21) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 18
    5 of 5 stars (5) Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    1 / 9
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 21
    5 of 5 stars (4) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Fantastic vacation rental with 3 bedroom 2.5 bath luxury townhouse is located in an attractive community in Reunion. Unlike anywhere else this home is just 8 minutes from Disney World and three of golf’s greatest legends Tom Watson, Jack Nicklaus, and Arnold Palmer golf courses. SeaWorld,... View all property information
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    Kissimmee, Central Florida 34747
    1 / 68
    3 of 5 stars (1) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    4 Bedrooms and 3 full bathrooms. This villa has 2 master suites each with its own private bathroom, one with King and one with Queen bed. The other has two twin beds and a queen in the fourth bedroom. All bedrooms have their own TV. The family room 42” LCD TV features hundreds all-digital channels... View all property information
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    Kissimmee, Central Florida 34747
    1 / 23
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Located in Kissimmee, this 3 bedroom 2 bath condo is only 10 minutes from Disney World, 20 minutes from Sea World and 30 minutes from Universal Studios. Master bedroom has a full bath with walk in shower also a sliding glass door to the balcony with a beautiful view of manicured grounds, The living... View all property information
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    Kissimmee, Central Florida 34746
    1 / 15
    5 of 5 stars (1) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 15 | Quick View
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    About this property
    Welcome's you to this 8 bedroom 4.5 bathroom home, situated on Emerald Island, in the beautiful sunshine state. Only 5 minutes from Disney World, 20 minutes from Orlando International Airport (MCO) and 45 minutes from Sandford International Airport. Comfort at it's best, providing all round family... View all property information
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    Kissimmee, Central Florida 34747
    1 / 20
    5 of 5 stars (30) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Welcome to our very special lakeside villa. You'll love the feeling of light and space as you enter the vill,with over 3000sq ft of living space this feeling just goes on. The villa is beautifully furnished and presented with lots of luxurious extras that make our villa not just a house but a home.... View all property information
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    Kissimmee, Central Florida 34758
    1 / 25
    5 of 5 stars (4) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Imagine your next Orlando vacation without the hassle of hotel reservations, overpriced dining options and parking fees. Picture yourself in a tropical hideaway where your room is always ready, dinner is at the house, and your car is one step away from your front door. This 4-bedroom, 3-bathroom... View all property information
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    Kissimmee, Central Florida 34746
    1 / 49
    5 of 5 stars (3) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Welcome to Villa Sunset Dream, our second fabulous lakeside haven, in Kissimmee, Orlando, Florida, completely renovated and remodelled in 2011. In a prime location, just 4 miles from Disney World on the stunning gated community of Sunset Lakes (a prestigious, peaceful, gated community), we are... View all property information
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    Kissimmee, Central Florida 34747
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    1 / 20
    5 of 5 stars (1) Excellent
    8 Bedrooms, 5 Bathrooms, Sleeps 17 | Quick View
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    • x
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    About this property
    Only 3 miles to Disney, 15 miles to SeaWorld, 17 miles from Universal Studio and easy access to all major theme parks, shipping center, restaurants, this lovely 8 bedroom 4.5 bath heated pool/spa villa is located on the prestigious Emerald Island Resort, a beautiful community with 24/7 guarded... View all property information
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    Kissimmee, Central Florida 34747
    1 / 20
    5 of 5 stars (10) Excellent
    6 Bedrooms, 10 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Villa di Lusso is located 20 minutes away from all of the main attractions and theme parks that Orlando has to offer. Our luxury 6 bedroom villa has en suite bathrooms to each bedroom, with two living areas one formal and one casual. this villa is ideal for families who enjoy luxury when they are... View all property information
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    Kissimmee, Central Florida 34746
    1 / 25
    5 of 5 stars (6) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Superb 5 bed 4 bathroom vacation home on Indian Creek<BR><BR>Not overlooked with a large pool and hot tub and a removable safety fence to ensure youngsters dont have access if required<BR><BR>For those who are more energetic the villa is next to basket ball, tennis courts and a childrens... View all property information
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    Kissimmee, Central Florida 34747
    1 / 56
    5 of 5 stars (22) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Children's Pool
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    • Pet-friendly
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    • x
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    • x
    About this property
    Over 9 Years listed with Holiday Lettings. 5 STAR Trip Advisor Reviews, Perfect Location and Discounts for bookings over 2 weeks and FREE food arrival pack as standard to all our guests! Fully Air Conditioned + Paddle fans in all bedrooms, lounge & Lanai, Free Wireless Fibre High Speed Wifi, Free... View all property information
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    Kissimmee, Central Florida 34758
    1 / 35
    4.5 of 5 stars (6) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Our townhome is situated 10mins drive from Disney and 20mins from Universal.It is close to shops restraunts and the main theme parks<BR>Our home has 4 bedrooms 3 bathrooms,dining room/living room well equiped kitchen and heated pool.It is beside the Clubhouse only one minute walk.Paradise Palms has... View all property information
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    Kissimmee, Central Florida 34747
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • ?
    About this property
    Property managed by ACO Vacation Homes Single Home, 7 Bedrooms , 4.5 Baths, Sleeps 16 (two guests up to 4 years old) This luxury, seven bedroom, four and a half bath home with private pool is located in the gated Lake Berkley Resort. Security 24/7. Our spacious home is near to Disney,... View all property information
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    Kissimmee, Central Florida 34746
    1 / 29
    4.5 of 5 stars (2) Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    This luxury villa has all you need to enjoy a family vacation. You can sit at the pool or in the spa and watch the wildlife on the lake. There are no rear neighbours to worry about here. There is plenty of living space to spread out and relax in the lounge or take it easy in the comfortable sitting... View all property information
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    Kissimmee, Central Florida 34746
    1 / 27
    5 of 5 stars (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This will be a brand new 5 star luxury 6 bedrooms 4 baths home located in the fabulous Windsor Hills Resort. It will be starting from January of year 2013. It is southern style home with numerous upgrades and it is furnished and decorated with very high standard. Our truly gorgeous vacation home... View all property information
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    Kissimmee, Central Florida 34747
    1 / 58
    5 of 5 stars (6) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    • x
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    • x
    About this property
    Luxury 4 bed / 3 bath detached villa with private heated pool / spa, FREE wifi internet connection and games room on High Grove Gated Community, 10 mins from Disney. The villa is easy to find and situated at the junction of the 192 and Highway 27. It is ideally located for the theme parks, golf and... View all property information
    Location Information
    Kissimmee, Central Florida 34714
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This spacious home is located in the Fairway Ridge North neighborhood, of the desirable west-side of Reunion Resort. This neighborhood is surround by the beautiful landscape of the Jack Nicklaus Tradition golf course. Reunion Resort is only 6 miles to the gates of Disney! The fully equipped... View all property information
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    Kissimmee, Central Florida 34747
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    1 / 33
    5 of 5 stars (2) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    The 42" flat screen HDTV is connected to the internet and has a Blu-Ray DVD player with Netflix and Pandora capabilities and remote control. There is an extra large walk-in closet with lots of hangers and extra pillows and linens for the bed. The serene attached bath has a garden tub and separate... View all property information
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    Kissimmee, Central Florida 34746
    1 / 21
    4.5 of 5 stars (3) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • x
    • ?
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    • x
    About this property
    This is one of the best luxury retreats you can find for your Disney vacation: only 3 miles from Disney parks, within one 5 star Orlando resort, with private pool and game room. You couldn't make a better choice! 6 bedroom 4 bath home with a screened pool/spa. This home is perfect for a group of... View all property information
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    Kissimmee, Central Florida 34747
    1 / 100
    5 of 5 stars (3) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
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    Kissimmee, Central Florida 34747
    1 / 30
    4.5 of 5 stars (5) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • Terrace
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    • Porch
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    • Pet-friendly
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    • x
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    • x
    About this property
    Looking for a luxurious home, well equipped and in a great location? you have just found it. <BR><BR>Being located just 8 minutes from Disney theme parks and to other world famous attractions such as SeaWorld, Universal Studios and Island of Adventure this is the perfect base for your trip to the... View all property information
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    Kissimmee, Central Florida 34747
    1 / 7
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
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    About this property
    Vacations are great. Resort vacations are even better! That's why I would like to give you this special opportunity to vacation in style with spacious luxury and family friendly amenities at Westgate Resorts. Better yet, you can experience the joys of a resort getaway at a drastically discounted... View all property information
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    Kissimmee, Central Florida 34747
    1 / 17
    5 of 5 stars (6) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • x
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    • x
    About this property
    A fantastic base for your holiday - fully air conditioned, Executive 4 bed / 3 bath villa with a huge south facing pool spa/Jacuzzi & patio area. Its in a great location, ideal for Disney and all the theme parks, shopping and reataraunts. It has a wonderful games room with table tennis, pool & ice... View all property information
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    Kissimmee, Central Florida 34758
    1 / 62
    5 of 5 stars (22) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
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    • x
    About this property
    This villa has a fantastic large pool with jacuzzi hot tub backing on to a lovely lake and forest. The pool is not overlooked so you will not find excited children spoiling your peaceful evenings ! The location could not be better - just ten minutes to Disney - close enough to come home for... View all property information
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    Kissimmee, Central Florida 34747
    1 / 100
    5 of 5 stars (39) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Internet Access
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    • ?
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    • x
    About this property
    Winner of a 2013 and 2014 TripAdvisor Certificate of Excellence for top guest ratings. Oakwater Resorts is located just minutes from the gates of Walt Disney World (1.5 miles) and can accommodate your entire family. Comes completely furnished with everything you could need to make your stay... View all property information
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    Kissimmee, Central Florida 34747
    1 / 25
    5 of 5 stars (10) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    Your Stunning Vacation Home<BR>Here in Kissimmee, our new and very spacious (3200 sq Ft) villa can be found within the exclusive Calabria/Tuscany community. <BR><BR>Comfortably sleeping up to 12 guests, this prestigious fully air-conditioned, luxury 6 bedroom 5 bathroom villa, offers all the... View all property information
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    Kissimmee, Central Florida 34747
    1 / 43
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Windward Cay, Kissimmee, Orlando, Florida<BR><BR>A superior, well appointed detached 3 bedroom villa, <BR><BR>The accommodation comprises of a spacious lounge/dining room with 2x queen size sofa bed, additional family room and patio doors leading to the pool deck - perfect for al-fresco dining and... View all property information
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    Kissimmee, Central Florida 34746
    1 / 100
    4 of 5 stars (2) Very good
    8 Bedrooms, 5 Bathrooms, Sleeps 19 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Only 3 miles to Disney, 14 miles to SeaWorld, 17 miles from Universal Studio and easy access to all major theme parks, this lovely 8 bedroom 4.5 bath heated pool/spa villa is located on the prestigious Emerald Island Resort, a beautiful community with 24/7 guarded gate.This spacious villa can... View all property information
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    Kissimmee, Central Florida 34747
    1 / 77
    5 of 5 stars (25) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Children's Pool
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    • x
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    About this property
    FREE PHONE CALLS AND WIFI<BR><BR>Luxurious 3 bedroom/2 bathroom, fully equipped Condo is located in the exclusive gated community of Windsor Palms, Kissimmee, less than 3 miles from Walt Disney World. <BR><BR>A perfect location for all that Central Florida has to offer eg The Parks of Magic... View all property information
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    Kissimmee, Central Florida 34747
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
    • Ocean Views
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    • ?
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    • x
    About this property
    Conveniently located in one of the most beautiful and luxurious communities of Orlando area, this lovely/Cozy/luxurious 5 bedrooms and 4 bathrooms sleep 12 Pool/Spa, BBQ, Free WIFI, 55' Class 4K Ultra HD 2160p 120Hz LED Smart HDTV (4K x 2K), etc. vacation home is the perfect place to stay when you... View all property information
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    Kissimmee, Central Florida 34714
    1 / 16
    5 of 5 stars (4) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    When on holiday if you what to retain a bit of independence then a stay in your very own Villa is a perfect way to do it. Our Disney area villa comes with its very own private swimming pool where you can escape all the thrills and spills down the road and have some quiet family time, recharging... View all property information
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    Kissimmee, Central Florida 34746
    1 / 21
    4.5 of 5 stars (6) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Hideaway Villa is the perfect choice for the ultimate Disney family holiday - just 10 minutes east of Disney, on the exclusive gated community of Terra Verde. Conveniently located close to Walmart, Medieval Times and Olde Town. <BR><BR>Hideaway Villa has 5 bedrooms, all with cable TV, and 4... View all property information
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    Kissimmee, Central Florida 34746
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    4.5 of 5 stars (3) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Welcome to our beautiful villa situated in Veranda Palms, only 3 minutes away from West Irlo Bronson Memorial Highway. Our home boasts stunning scenery, tranquil surroundings, and a breathtaking lake view. Veranda Palms is ideal for a family vacation. It is located right next to a nature reserve,... View all property information
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    Kissimmee, Central Florida 34746
    1 / 20
    4.5 of 5 stars (12) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Perfectly located near Disney, this 4 bed luxury villa with private pool and games room is a home from home. Fully equipped kitchen, separate utility room, computer wth high speed internet and secure WIFI, tv with 150 cable channels. Mickey themed bedroom and Winnie The Pooh themed bedroom and... View all property information
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    Kissimmee, Central Florida 34747 1631
    1 / 11
    4 of 5 stars (7) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    A Beautiful 5 Bedroom. 3 Bathroom villa.Private Pool and Jacuzzi. Lake View. 12 mintues from Disney Parks..Our Villa has Sq/Ft 3028.Ideal for 2 families to Share together. 3 Main Living areas.47"flat screen TV.Cable TV in all Bedrooms. 2 King Size Bed.1 Queen Size Beds. 2 Twin Bedrooms Well... View all property information
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    Kissimmee, Central Florida FL 34746
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    5 of 5 stars (21) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    About this property
    The Luxury, The Home,The Location! The MAGIC is so close you can see the fireworks!! <BR><BR>SIMBA'S PRIDE (Sleeps 12 plus infant)Where the magic starts! <BR>Family Friendly, 6 Bed, 4.5 bath Villa with Oversize South facing Pool and Spa, 3miles to Disney, Gated/ Guarded 24/7 Community. <BR><BR>The... View all property information
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    Kissimmee, Central Florida 34747
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    A stunning custom built home new to the vacation rental market in summer 2012. As expected from a home located on the Legends Corner division of the Reunion Resort, this home is extremely spacious with its soaring ceilings complimented by a contemporary style to the decor and furnishings. There... View all property information
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    Kissimmee, Central Florida 34747
    1 / 31
    4 of 5 stars (6) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Aster Cove is situated in a beautiful gated community set in the conservation area of Crescent Lakes, Kissimmee. The property is in a great location to enjoy Disney and Universal as well as all the other excitement Florida has to offer. Championship golf courses are a short drive away as well as... View all property information
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    Kissimmee, Central Florida 34758
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This is a brand new 2 story house with 6 bedrooms/5 bathrooms in the new resort community of Windsor at Westside only minutes to all attractions. The house has a game room on 2nd floor, a screened pool (heated/extra fee) and a build-in outdoor grill in the screened patio. The resort amenities... View all property information
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    Kissimmee, Central Florida 34747
    1 / 23
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Get ready to experience the magic of Central Florida in this beautiful 3 bedroom 2 bath home with private swimming pool! Just minutes from Disney Parks, dining, Sea World, Universal Studios and much more! The large open floor plan is great for entertaining family and friends. Whether you are... View all property information
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    Kissimmee, Central Florida 34747
    1 / 60
    3 of 5 stars (2) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    This comfortable apartment located 15 minutes from Disney´s parks, counts with two bedrooms, two bathroom, a living room with integrated dining area and kitchen. It's located on the 1th floor. The dining area is furnished with a table and chairs for 6 guests, while the living room offers a... View all property information
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    Kissimmee, Central Florida 34741
    1 / 23
    4.5 of 5 stars (3) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    About this property
    Charlotte Harbour is nestled within the exclusive and sought after gated Emerald Island Resort, located only 3 miles from Disney and championship golf courses. The owner has spared no expense in setting this fabulous and spectacular home out as a special vacation accommodation for the most... View all property information
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    Kissimmee, Central Florida 34747
    1 / 88
    4.5 of 5 stars (4) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Cancel that hotel! Why stay in a cramped room when you can get a large, upscale condo. DELUXE FEATURES:...<BR> <BR>Villas at Seven Dwarfs Lane vacation townhome rental <BR>3 Bedrooms (Master bedroom is on the main floor and 2 other bedrooms are on the second floor), 2 Baths, Sleeps 6<BR> <BR>ONE OF... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Spacious, high ceilings, large 4 bed 2.5 bath villa with extended private deck and large pool with spa. Pool/Spa heat are already calculated within the nightly rates from October through May. This lovely two-story home located in the Linfield Community of Kissimmee, just off of Highway 192 and only... View all property information
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    Kissimmee, Central Florida 34747
    1 / 21
    4.5 of 5 stars (4) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Our house is located in the privacy and security of a gated community called Oak Island Cove , Kissimmee , FL .<BR><BR>This vacation home is fabulous and comes with everything from a fully equipped for cooking and dining kitchen and many other amenities such as game room, living room with play... View all property information
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    Kissimmee, Central Florida 34747
    1 / 39
    5 of 5 stars (2) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Spread out and enjoy your very own sunny six bedroom, four bathroom villa in Windsor Hills Resort. Best of all, it is only two miles to Walt Disney World!<BR><BR>NO REAR NEIGHBOURS! To ensure your privacy, we chose a premium location that overlooks a natural area, not another home or... View all property information
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    Kissimmee, Central Florida 34747
    1 / 35
    4.5 of 5 stars (2) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Location Information
    Kissimmee, Central Florida 34746