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Holiday Homes in Kissimmee

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    Travellers to Kissimmee are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 5,067 Rentals in Kissimmee
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    villanirvana1 / 24
    (28)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Elegant, luxury & affordable 7 Bed 5.5 bathrooms at prestigous Emerald Island1 / 40
    (13)Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    Encantada - The Official CLC World Resort - Two bedroom Townhome1 / 38
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    ⭐SPECIAL DEAL⭐Private Hot Tub/ Wii/ Game Room/ BABY-Friendly/ 10 min to Disney!1 / 65
    (27)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Private Indoor Pool
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 March 2015
    We spent the 3rd week of February at this home in Crystal Cove. We loved swimming in the pool at night as well as walking around the resort after dinner. The lake provided such...
    Reviewed 8 May 2014
    This is a great place to stay and a place that we look forward to staying at again. It was clean, nice and the linens and towels are all very clean. You could tell that the...
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    CRYSTAL COVE 7 BEDROOM VILLA - Only 6 miles to Disney! Sweet Home Vacation presents one of the most beloved resorts around Disney World; Crystal Cove. This villa is new as of August 2013, this is our very best of the best! Situated in a beautiful gated community, centrally located for all the...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 18
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    ⭐AFFORDABLE PRICE⭐Private HotTub/ Wii/ Game Room/ BABY-Friendly/ 10min to Disney1 / 61
    (2)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Children's Pool
    • Patio
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2015
    We spent a week here at this home in Crystal Cove. We loved grilling while swimming in the pool in the evening. The pool has a beautful lake view and it was such a serene...
    Reviewed 10 March 2015
    Just returned from a wonderful vacation from Orlando, and we stayed at this vacation villa. Everything was just as described and pictured. The manager was prompt and responsive...
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    CRYSTAL COVE 7 BEDROOM VILLA - Only 6 miles to Disney! Sweet Home Vacation presents one of the most beloved resorts around Disney World; Crystal Cove. This villa is new as of August 2013, this is our very best of the best! Situated in a beautiful gated community, centrally located for all the...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 18
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    Stunning 6 Bed Pool Home Close to Disney Parks.1 / 46
    (88)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Patio
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    I have just returned from my third stay at this house in the past 7 years and can honestly say it just gets better and better every time. The location is perfect, close to...
    Reviewed 24 February 2018
    She is wonderful. Though she's several time zones away, whenever I had a question she answered almost immediately. Fabulous service.....& the house was wonderful too. I...
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    About this property
    Included in the rental price of Belle's Palace (this home) are all the facilities in our award winning gated resort which offer the full vacation experience for our guests enjoyment (Please scroll through pictures for resort images). The resort clubhouse features a family Tikki bar, huge salt...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Windsor Hills Luxury Villa 6br/4bth 5 Min Disney1 / 55
    (4)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Children's Pool
    • Hot Tub
    • Patio
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2016
    What an amazing property. This home had everything you would need! A real home away from home! From the moment we walked in we were in awe. Our family of 12 had enough room...
    Reviewed 28 January 2015
    First I need to say Thank You! to Christie and Bill for having this beautiful home available to rent. We were a travelling family (circus) of seven, ages 3 to 66 and all left...
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    About this property
    Windsor Hills Disney Adventure Villa: Our spacious family villa features 3500 square feet of luxury living space with 6 bedrooms and 4 bathrooms which can accommodate 16 comfortably. Our South facing screened in swimming pool with hot tub and a covered patio area is perfect to watch the sun set....
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    192villamagic1 / 12
    (27)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Washer
    • Waterfront
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Wow......Another fantastic visit to this holiday villa. This villa has all you could want for the perfect holiday, it’s magical. We love it so much we’ve booked for November. It...
    Reviewed 11 April 2018
    The best location around The Country Creek Estates, a wonderful villa, largest pool in the neighborhood, South-West facing pooldeck and last but not least superb beds! So glad...
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    About this property
    Our luxury villa is situated in Country Creek Estates, just off Highway 192 in Kissimmee. The villa offers a high standard family accommodation and all that you need for a relaxing stay with us in Florida.This air conditioned villa comprising 1650 square ft, is located in a beautiful well-kept...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the serene ground of Crystal Cove community in Kissimmee, this luxurious villa will be the best place for family reunion or just wanting extra space. Bedding configuration consists of a master suite with king sized bed, two queen beds in the second and third bedroom, two further bedrooms...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    Beautiful 6 Bedroom Villa at Windsor Hills1 / 14
    (10)Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Patio
    • Hot Tub
    • Housekeeping Included
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 December 2017
    Once again I took my family to Orlando & Disney World. And once again I stayed in Windsor Estates . And once again I walked into this beautiful house which I had stayed in...
    Reviewed 23 November 2017
    When I got to the villa it was not clean. The manager of the property was not aware that the villa had not been cleaned. They called the cleaning crew to clean the villa which...
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    About this property
    our beautiful villa at 7764 Teascone Bvld. Windsor Hills Reserve will provide you the best of time on your vacation. You are welcome here to be at your ease. Additional features for the house:- • Games room – Pool, Air hockey, Basketball and Play Station 2. • Baby/Infant friendly – Pac and Play,...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 13
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Property Reference # RVH_117 This spectacular 2 bed, 2 bath condo is located in the Reunion Grande. This second-floor unit overlooks the Golf Driving range and faces the Disney night time fireworks in the distance. This unit is the larger 1,950-floor plan which includes two terrace balconies. If...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
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    Property Reference # RVH_193 Terrace Oasis - End Unit With Wrap Round Balcony -Views of the Fountain & Pool This luxuriously appointed 2nd floor corner unit with a sunny south facing wrap around balcony is in a great location with a direct view of the pool and water fountain. This condo boasts...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sonshines Florida Villa, Peaceful Getaway  and Pool1 / 82
    (50)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • Patio
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Close to all Disney and Universal attractions. Beautiful 3BR, 2BA home with pool. Comfortable beds, nice furniture and all the amenities you could ask for. The owner is very...
    Reviewed 10 May 2018
    The home was beautiful and very clean, the private pool was excellent. We couldn’t have asked for a better place to stay. If we decide to stay off-site for future trips to...
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    About this property
    Sonshines Florida Villa is a stunning property in Kissimmee, Florida with all the home comforts to ensure a truly wonderful vacation. Within 8 minutes drive of Disney Main Gate. LUXURY, STYLE AND COMFORT. Country Creek Estates is a beautiful, well maintained community that offers peace and...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Formosa Blvd Luxury Villa1 / 42
    (46)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    Villa was excellent.It was very clean and had all mod cons.Location was great.We have stayed in various villas around Orlando and this was the best one.
    Reviewed 3 weeks ago
    really enjoyed our holiday made all the better for staying at this villa, games room came in handy when weather got too much, and the pool and pool area were the perfect way to...
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    About this property
    Formosa Blvd Villa, is a single storey detached property on a large corner plot with a south facing pool/spa. large pool deck area Its is situated in Kissimmee Florida, approx 3 miles from Walt Disney Parks. 1 king with master ensuite, 1 double and two twin rooms all with flat screen tvs. Free...
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    Kissimmee, Central Florida FL34747
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Andy's Florida Villa, Pet-Friendly Vacation Rental1 / 75
    (33)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2018
    Visited Florida for a family vacation with my girls and we stayed at Andy's Florida Villa! Upon our arrival the house was immaculate!!!! The pool area and backyard are wonderful...
    Reviewed 5 April 2018
    We stayed in Aug 2017, hot and humid time for Florida. The house was great, within a reasonable driving distance to Disney Parks. We did not visit Universal Studios.Close to...
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    About this property
    Our 'Disney Vacation Villa' is a luxury, fully appointed 3-bedroom villa, nestled in the heart of the popular Lindfields Community just minutes from Disney and the other Orlando theme park attractions. Lindfields community is a quiet area where you can sit and relax by the pool, being just off the...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury Florida Villa in Kissimmee1 / 90
    (44)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Outdoor Dining Area
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    I booked this villa based on the reviews I read on trip adviser and I was not disappointed! It was even better than the reviews. Paula responds quickly to any questions and...
    Reviewed 13 April 2018
    Fantastic Villa. Modern, spacious and clean. Lovely pool and games room. We didn’t spend much time in villa wish we had stayed longer. Not far from airport or Disney and...
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    About this property
    Our beautiful villa is located just minutes away from the Disney theme parks and other attractions in Orlando, Florida. For the holiday of a lifetime, a vacation in our villa will provide you with spacious accommodation and your own private, south-facing swimming pool with extended deck area for...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Retreat - Explore Disney & Florida in style1 / 49
    (27)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Washer
    • Waterfront
    • DVD Player
    • Children's Pool
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    So far the best rental in Florida. My husband loved the outdoor kitchen area with the electric grill, sink, mini fridge and best of all, the TV. I loved the well equipped...
    Reviewed 11 May 2018
    We returned a week ago from our second visit to The Retreat and are still finding it hard to settle in back home after such a fabulous stay. This time we had the absolute...
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    About this property
    Welcome to 'The Retreat' Villa a wonderful high spec villa, with South/South East facing pool and lakefront location offering you a luxurious vacation home for your visit to Orlando. The Villa is located in a cul-de-sac with no through traffic within the quiet gated community of Sunset Lakes, just...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Storey Lake 4 Bedrooms, 3 Bathrooms Pool & Lake AA1 / 28
    (1)Terrible
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Closest community to Disney. Brand New Townhouse, 4 Bedrooms & 3 bathrooms, Pool & amazing Lake view. One bedroom & one bathroom downstairs. Private Pool with a great lakeview. This property has many special touches for your family to enjoy. This place is close to restaurants, shopping and dining...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Perfect Paradise1 / 100
    (1)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    John Lennon once said, “Imagine all the people living life in peace. You may say I’m a dreamer, but I’m not the only one. I hope someday you’ll join us, and the world will be as one.” You can say that, here at our Florida villa, we are the ultimate dreamers – and we’re inviting you for the ultimate...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    Hideaway Villa,Terra Verde Resort - Xbox,PS2,Games Room, Pool1 / 22
    (15)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 May 2018
    The villa is situated in Terra Verde a gated community which offers the feeling of being secure. On site facilities are good especially the Tiki Bar which allows you to eat and...
    Reviewed 9 January 2018
    My family and i were satisfied with the condition of the vacation rental.this house has everything you need to cook for a large family.The house has garage set up as a terrific...
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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. Hideaway Villa has 5 bedrooms, all with cable TV, and 4 bathrooms....
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Stunning Home at Paradise Palms Resort1 / 84
    (3)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 6 bedroom, 5 bathroom home, located in Paradise Palms is perfect for your next trip to Orlando. The home is professionally decorated throughout, with each of the bedrooms being uniquely appointed. The kitchen comes with upgraded features such as granite counter tops, stainless steel appliances...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Summerville Resort - 5 Bed / 6 Bath Townhome (SMV102)1 / 24
    (1)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Grill
    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2018
    The townhome was exactly like the pictures showed very spacious and perfect for families. We decided to cook instead of going out to eat and the kitchen was fully equipped with...
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    About this property
    Welcome to our townhome at Summerville Resort. This unit is a 5-bedroom, 6 bathrooms. Accommodates up to 12 guests comfortably and has a fully equipped kitchen. We ask our guests to treat our home as if it were their own. For the comfort and better enjoyment, please pay attention to our guidelines...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Villa Helena - Windsor Palms1 / 70
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2018
    This is the third year in a roll that I stayed in the same place. The house was just updated with new beds, new mattresses, new kitchen appliances,etc. our stay was excellent as...
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    About this property
    - Single family house with 4 Bedrooms and 2 Baths - Accommodates up to 8 people comfortably - Private pool - Game room - Gated community. - Free Wi-Fi. - Electronic lock. - All rooms have flat-screen high-definition TV. - A/C - Hair dryer - Iron & Ironing board - Spa Area Single family private...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Property Reference RVH_295 This amazing one of a kind bi-level home is centrally located within the resort, in the Homestead Community. With just a short walk from the Grande, and Seven Eagles communities makes this a perfect location. The villa has been furnished with no expense spared. Walking...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Luxury 6BD Resort Home - Star Wars Theatre - Minutes from Disney1 / 32
    (8)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2017
    The home is beautiful ! We had an awesome vacation. 4 master suites each with a bathroom plus 2 extra bedrooms for children and a theater room and pool made it so very...
    Reviewed 20 December 2016
    Amazing home close to Disney and various Orlando attractions!!! This home is fully equipped. The movie theater game room was fantastic!!! This home is a vacation in and of...
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    About this property
    This executive villa, “Paradise Falls,” in the stunning Emerald Island resort just entered the vacation rental market in July 2015 for the first time ever! The entire 6 bedroom 5 and a half bathroom villa was professionally decorated and refurbished top to bottom for your absolute enjoyment. You...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 13
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    DORAL WOODS SECLUDED VILLA1 / 28
    (40)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2018
    We loved everything about this house. It's very clean, well maintained, private, quiet and communication with Angie was amazing. Thank you again for allowing us to use your home...
    Reviewed 16 April 2018
    We had an amazing holiday and Angie was from the beginning so helpful and always there to help whenever needed so thank you. The villa had slot of space and the pool area was a...
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    About this property
    AS A RESPONSIBLE OWNER, THE CALENDER FOR THIS PROPERTY IS ALWAYS KEPT UP TO DATE. See my Doral Woods video below and check out the latest updates, links & recommendations on my Doral Woods Florida Villa Facebook page. There's nothing quite like coming home to the comfort of your own luxury villa...
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    Kissimmee, Central Florida 34758
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Luxurious 6 bed 7 bath pool home with spa!!1 / 46
    (3)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2016
    This is the sixth time we have visited Florida and our sixth different villa in out sixth different community, not only was Bella Vida the best community but this villa was our...
    Reviewed 13 April 2016
    The villa is large, luxurious and very well decorated; perfect for our extended family to stay whilst we explore Disney etc. The villa was very clean on arrival and had...
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    About this property
    This is a luxurious villa that has been furnished to an extremely high standard with Smart televisions in the lounge and bedrooms. Modern decor with white leather couches , high standard furniture and an intercom system throughout the villa for communication. A superb pool and spa overlooking the...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterford Villas is a quiet and peaceful gated community set back from the US192, within walking distance of Give Kids the World ( GKTW ) and close to the 24 hour Wal-Mart and Medieval Times dinner show. This 3 bedroom pool home has been recently updated with modern furnishings and is the perfect...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.5 Miles to Disney, Luxury Villa at the Oakwater Resort1 / 100
    (41)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Parking
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    • DVD Player
    • Balcony
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2017
    We have stayed in this area many times, and every time we have said we should look at rentals in the Oakwater Resort. I must say that the word resort is not correct as it is...
    Reviewed 5 January 2017
    This condo is located on Oakwater Resort which is just off the 192. The location for the Disney World resort is fantastic, in clear traffic you can get there in just 10...
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    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...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Tropical Breeze Villa1 / 38
    (7)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2017
    The house was clean however we paid for pool and hot tub heat and it finally got turned on. On our last day there... $299 for 1 day of pool heat... not happy... also couches...
    Reviewed 2 March 2017
    Place was beautiful nice and clean and pool was great woul really recommend. Customer service was really nice and helped rights away! Check in and checkout was really simple...
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    About this property
    Recently build & Lakeview Villa! This home is not only stunning - but appointed with detail at every turn! Gorgeous foyer which leads to the large formal dining and living rooms. Living room opens to a covered porch overlooking beautiful lake. Stunning kitchen with custom cabinetry and marble...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Fabulous Vacation Pool Home - 3 Miles to Disney1 / 34
    (5)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 November 2016
    We really enjoyed our stay in the villa, it is ideally located for all of the theme parks and was in a quiet street. We were out all day every day so didn't spend a great deal...
    Reviewed 17 June 2016
    We travelled to the villa as a group of eight adults and found it to be very spacious and clean.The location was fantastic close to the theme parks and shopping areas. The pool...
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    About this property
    *****Our very affordable nightly rates include up to 10 guests!***** Looking for a vacation home with a private secluded pool area? - Here it is! The Unique Benefits at this House: Nestled at the end of a cul-de-sac, with minimal drive by traffic, our home offers a tranquil setting for quiet...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Property Reference # RVH_127 Sunset View Dream - Modern 3 Bed 3 Bath Condo Reunion Resort Located in the upscale Reunion Resort community The Villas North and overlooking the The Independence golf course by Tom Watson, this wonderful second floor 3 bedroom vacation condo is close to Reunion's...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fall Special !! Up to 20 ppl - 7BR(4 King)/5.5BA-3miles to Disney1 / 94
    (29)Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Sauna
    • Grill
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 March 2018
    As stated in the title, the price per night was very competitive. The layout is perfect for two families (which we had). We checked the hotel price, for 2 families, it will...
    Reviewed 12 December 2017
    I booked this house for myself and my entire family. The house was spotless and so beautifully decorated! Sophia was such an easy person to communicate with. We had booked the...
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    About this property
    First class furnished house is waiting for you! It's newly renovated keeping your class, comfort, privacy, fashion, modernization in mind. Best floor plans for the best five star community resort which is very spacious around 3500 square feet with 4 large king sized bedrooms, 3 twin rooms...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 20
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    The Road to 'Mandyville'- Fantastic 3 Bedroom Villa1 / 38
    (11)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 January 2018
    The Road to "Mandyville" was a fantastic home with plenty of room for my three grandchildren, their parents, and myself. The furnishings were quite nice and every...
    Reviewed 4 August 2017
    We had a fabulous time in this villa. It was great to come back to and cool down in the pool after a hectic, hot time at the parks. The beds were extremely comfortable and the...
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    About this property
    THE VILLA with it,s fully screened, south facing 30x15ft swimming pool with underwater lighting for evening swimming and has free solar heating with electronic control and electric heating for the winter months. The large deck with sun or shade is equipped with new luxury pool furniture - 2 padded...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Retraite Secrete  (The Secret Retreat)1 / 68
    (16)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • Patio
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    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Everywhere was spotless and Claire had even left a few groceries for us upon arrival. The communications before and after with Claire were great and she was most helpful at all...
    Reviewed 8 September 2017
    Only 20 minutes from Disney and close to other places we wanted to visit. Grocery store, restaurants close by. Enjoyed the relaxing atmosphere of a home after long hot days at...
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    About this property
    La Retraite Secrete is our stunning home away from home villa offering 4 bedrooms 3 baths, and a private pool. The villa is located on one of TripAdvisor's top vacation spots in Terra Verde resort, Kissimmee, FL. Recently renovated to suit anyone's requirements to our high standard of vacation...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Aster Villa for Extended Families1 / 81
    (1)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Washer
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2014
    the house was in perfect conditions and very confortable. good location for disney world.great location.
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    About this property
    This gorgeous 6-bedroom home is great for the family reunions or just wanting extra space. There is something for everyone at this villa. The kids have the pool plus right behind the home is a playground to have fun at. The adults have the hot tub to soak in and a beautiful patio to sit and relax...
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    Kissimmee, Central Florida 34758
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    Free Pool Heat and Total Privacy - The Private Retreat, Minutes from Disney1 / 38
    (11)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2018
    No matter if you are going to Disney World or Universal Studios the location could not have been better. A very quick drive to get to either park. After a long day of walking...
    Reviewed 23 April 2018
    The theme parks are great fun, but I, for one, need a place to rest and recharge to be able to fully enjoy all that Orlando has to offer. The Private Retreat is fully outfitted...
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    About this property
    Situated in the exclusive gated community of Lindfields Reserve which consists of only 16 villas, less than 5 miles from the magic of Disney World entrance! Enjoy the total privacy of this lovely 3 bedroom, 3 bathroom courtyard villa. Unlike most other villas the pool and hot tub, which are for...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Star Lake Villa, close to Disney with pool1 / 24
    (36)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 April 2018
    Great house, we loved the layout, the open feel, all the space and the decor. Our kids especially loved all the Disney decor. The location is fantastic, about a 10-15 minute...
    Reviewed 3 March 2018
    We enjoyed the house very much and the location was perfect for Disneyworld. Plenty of excellent shopping nearby so time was spent on fun instead of looking for grocery stores...
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    About this property
    Welcome to our 4 bed single storey air conditioned home in Rolling Hills, Kissimee. It is just 10 mins (real time) to Disney Main Gate. It is situated on a part residential, part visitors estate, with lake views at the rear, in a quiet neighbourhood, close to Formosa Gardens. The pool overlooks...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are travelling with a large group, this villa offers all the space and entertainment options you could need.  There's plenty to keep everyone occupied here.  All of the bedrooms are bright and airy with tasteful neutral décor.  The wonderful extended pool area has stunning lake views and is...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    7 Bedrooms, 8 Bathrooms, Sleeps 17 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When you've exhausted yourselves at the parks - take a day relaxing by your private, crystal clear pool. In the evenings, have fun with the family in the games room, or take some time to explore the clubhouse at the fabulous Sonoma Resort. Luxury Orlando vacation rental!Our fully furnished...
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 17
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    Chris and Elaine's Florida  Home, Near Disney1 / 30
    (12)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Outdoor Dining Area
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2018
    The home was very comfortable and homely. We particularly enjoyed the pool and table tenis! The proximity to the disney parks was great although it takes a little time to get...
    Reviewed 9 March 2018
    Why waste your money on a pokey hotel room when you can get this ! There's everything you need at Chris and Elaine's home for a short or long stay . Location is great ..... if...
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    About this property
    Larger than average! -- Oversize heated pool fenced for privacy! -- Free wireless internet! -- Free long distance & overseas telephone calls! Our home is situated at Lindfields, a peaceful development to the west of Kissimmee, very close to the Disney Parks - very convenient to see Mickey & his...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4BD/3BA,RENOVATED,EXECUTIVE VILLA WITH SPA,MUST SEE,10 MIN FROM DISNEY1 / 38
    (16)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Washer
    • Patio
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 May 2018
    The house we had in Orlando for 10 days helped make this trip the vacation of a life time , after being on the go for 12 hours a day comeing back to this executive style home...
    Reviewed 24 August 2017
    The place was nice and neat, had a homey feel. I was especially grateful for the crib.Less than 30 mins drive to all our attractions.
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    About this property
    Located in the quiet gated community of Cumbrian Lakes. Exclusive 4 bedrooms and 3 full bathrooms, including en-suite in the master bedroom. Can accommodate groups sleeping 8 guests. The master bedroom features a luxurious King size bed with private bath and shower, his and hers walk in closet....
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    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Property Reference #RVH_169 Stunning Sunset Views - 3 Bed 3 Bath Condo in the Villas North Reunion Located in the upscale Reunion Resort community of The Villas North with partial views of the Independence golf course designed by Tom Watson, this wonderful 2nd floor 3 bedroom vacation condo is...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedroom Poolside Sunny Retreat with Fully Inclusive Price.1 / 49
    (21)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Secure Parking
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We thoroughly enjoyed our stay at 'Sunny Retreat' for a family holiday to Disney. The villa is extremely spacious and is very well appointed with everything you need to relax...
    Reviewed 8 May 2018
    We had a very good time. I had a few trouble, but owner solved problems very soon!Quiet place, clean, and It has all the amenities.I want to stay again!My children was so...
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    About this property
    Your beautiful vacation home is at Eagle Point, Kissimmee, one of the best possible locations for access to Orlando's famous theme parks, attractions and Golf Courses. When you stay in this executive pool home, you will get great views, great decor and a private location backing on to a...
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    Location Information
    Kissimmee, Central Florida 34746
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bed Luxury Vacation Home in Kissimmee FL1 / 29
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 February 2016
    This house and neighbourhood are just amazing, everything couldn't have been better, definitely coming back :-)
    Reviewed 21 April 2015
    Our stay at this property was excellent from start to finish. The owner made getting the reservation and making payments very easy. The home is so beautifully that we felt like...
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    About this property
    This luxury vacation home is located in Kissimmee Florida. The house provides excellent accommodation that is ideal for golf vacations, and within easy reach of Disney and Universal. The rear yard is South facing with a hedge to one neighbor, and a white fence to the rear and side making is semi...
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    Location Information
    Kissimmee, Central Florida 34744
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    HOUSE IN NEW COMPLEX WITH WATER PARK NEAR DISNEY1 / 39
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Sauna
    • Shared Indoor Pool
    • Grill
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 October 2017
    Beautiful house, everything brand new, tastefully decorated, very close to the water park (less than a block) fun private pool with basketball hoop my kids loved it! all the...
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    About this property
    Spacious brand new house in leading rental home community in the Disney Parks area of Central Florida. With a stunning clubhouse and amazing water park, this luxury gated community offers easy access to theme parks, and is around a 6 minute drive to Walt Disney World. This spacious and comfortable,...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Gigantic pool (a.k.a BigPoolVilla) & SPA, X Box, Games Room, Two Themed Bedrooms1 / 45
    (30)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 March 2018
    The house was close to everything that we wanted to do. No extra long rides. Plenty of space to relax. The pool was great to come back too, to unwind. Quite area . We will...
    Reviewed 29 August 2017
    I cannot say enough about the Big Pool Villa. The location of the villa was perfect; very close to the parks. The area has plenty of restaurants, souvenir shops, convenience...
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    About this property
    Summer 18 Booking NOW Welcome to BigPoolVilla! Our 6 bed 4.2 bath villa is where you want to be only 2 miles from Disney in the prestigious Rolling Hills at Formosa Gardens Estate on a QUIET street. Our villa is in the area known to locals as the Golden Mile. This villa has a stunning 40 foot...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 13
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    West Lucaya Village Resort - Dream LIfe1 / 33
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2017
    Everything was clean and brand new. Brand new Townhome community with Gym,pool and Kids playroom. Close to Disney and all the parks. I will definitely recommend this place to...
    Reviewed 12 February 2017
    Close to the Disney Complex with very easy access. Brand new Town-house stile property. Complex has Hot-Tub, Pool, Gym etc.
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Property Description: Luxury in Suburbia Nestled on a quiet small street in Windsor Hills, this large tastefully designed and decorated 2 storey villa is perfect for a large family or group of friends vacationing together. This 5-star villa has 6 spacious bedrooms and sleeps a total of 12 people...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Summerville Resort - 4bed / 4bath Townhome (SMV111)1 / 24
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Hot Tub
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    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2018
    This was an amazing stay while we watched our sons play baseball at ESPN’s Wide World of Sports. We went in with two other families and our stay was tranquil and enjoyable. My...
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    About this property
    Welcome to our townhome at Summerville Resort. This unit is a 4-bedroom, 4.5 bathrooms. Accommodates up to 8 guests comfortably and has a fully equipped kitchen. We ask our guests to treat our home as if it were their own. For the comfort and better enjoyment, please pay attention to our guidelines...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    1
    Villas in Kissimmee

    Kissimmee, near Orlando in Florida, is a great family friendly destination, as it is so near so many of Florida's most famous tourist attractions and theme parks, including Walt Disney World. In addition to these attractions and a glorious sub-tropical climate, the area presents unique opportunities to spot exotic and endangered wildlife. Whether your family are, roller-coaster fanatics or naturalists, or a mixture of both, you will have a packed time in the area, and you can cut down on the expenses by investigating the wide range of villas and holiday rentals on offer.

    Things to do in Kissimmee

    Kissimmee is within easy reach of Disney World, Sea World Orlando and Universal Studios, but you can also go for lesser known attractions such as Forever Florida, where you can go on safari on horseback or on a coach to spot alligators, black bears and even the incredibly rare Florida panther. Florida is of course also famous for its swamps, so a trip to Boggy Creek is also a perfect day out, you can take a ride in a swamp buggy out to explore the wetlands and see turtles and various exotic birds. These kinds of attractions provide memories which will last a lifetime, and are great for kids. And for a bit of fun, make sure you go to Medieval Times for a dinner show with a difference, as knights joust on horseback. This is an expensive venue, but could be a highpoint of an unforgettable family holiday, and of course you'll be saving a considerable amount of money by renting a villa rather than forking out for a hotel room.

    Kissimmee Holiday Rentals

    A holiday full of theme parks can be an expensive business with even a small family. But you can make your budget go further by opting to rent a villa, as prices start around £500 a week for villas for up to six people. With air conditioning, pools, broadband and TVs included as standard, you can make yourself completely at home during your stay, and maybe even spend a day in the villa between theme park trips - with the extra space of self-catered accommodation this becomes a real option, whereas in a hotel kids are generally climbing up the walls within twenty minutes! By renting a villa, you can enjoy a low cost holiday in Kissimmee, and probably get to relax a whole lot more!

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