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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.
    13 Matching Rentals in KissimmeeView all 5 075 rentals
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    Lake Berkley Holiday Villa with FREE pool heating.1 / 24
    (25)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    'Nightingale House' Lake Berkley  lagre 5 bedroom luxury Kissimmee villa/pool1 / 49
    (10)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Lake View Oasis1 / 32
    (1)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    FANTASTIC DISNEY VILLA (BEST VALUE OF KISSIMMEE))1 / 29
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Hot Tub
    • Waterfront
    • Private Indoor Pool
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2015
    This was our stay in a vacation home and we were impressed. Everything was ready when we arrived. It was very clean and it comes with a full kitchen so you can save money by...
    Reviewed 23 March 2015
    Just had the best family vacation we have had in years. What a wonderful property to relax in. We loved the fact that the property was centrally located and seemed so easy to...
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    About this property
    Welcome to paradise!! Just 10 minutes from Disney attractions. Enjoy the pristine view, peaceful meals, tropical birds and watch the bass jump as you sit poolside, overlooking our island of nature. Our newer, spacious, two-story villa, situated in the upscale gated community of Lake Berkley Resort,...
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    Location Information
    34746, Kissimmee, Central Florida
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Lake Berkley Magic, Vacation House with a Pool1 / 35
    (2)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Grill
    • Parking
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 January 2014
    We loved this house! In a quite neighborhood just off of us 192 and an easy drive to all of the theme parks, it is perfect for families getting together to visit all of the...
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    About this property
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    34746, Kissimmee, Central Florida
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Lovely Lake Berkley Villa with a Gameroom and Hot Tub1 / 70
    (12)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2017
    This is the second time we've stayed here. In all our travels over the years, it's the only holiday home we've returned to - we liked it so much. It is really comfortable and...
    Reviewed 8 March 2017
    This is a lovely and comfortable house where you can have a great time with family or friends. It is fully equipped, which makes you feel at home. The swimming pool is great, we...
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    About this property
    South Facing Pool!!!! Luxury 5 Bedroom Villa in Lake Berkley gated community One storey villa situated in the prestigious Lake Berkley Resort gated community. South facing pool and spa for all day sun. This is a basic must in Florida. Why go to the sun in order to sit in the shade for most of the...
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    34746, Kissimmee, Central Florida
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This wonderful 3 bedroom 2 1/2 bath townhouse is located in the exclusive gated community of Lake Berkley Resort. The townhouse offers a living area on the ground floor and the bedrooms are upstairs for privacy. There is a large community pool, heated Jacuzzi, and clubhouse with indoor gym. Enjoy a...
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    Location Information
    34746, Kissimmee, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Lake Berkley 4 Bedroom Pool Villa in Gated Resort w/ 2 Master Suites1 / 26
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Parking
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful & Spacious 4BR 3BA Pool Home with 2 Master Suites in popular Vacation Resort 'LAKE BERKLEY' and close to DISNEY! Enjoy the Florida Sun with your private pool and screened deck overlooking a conservation area for more privacy. This spacious home boasts 2 Living and 2 Dining areas. It also...
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    Location Information
    34746 6125, Kissimmee, Central Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Blue Sky Villa Luxury villa near Disney1 / 18
    (6)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Washer
    • Parking
    • Children's Pool
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2014
    Blue Sky Villa was an ideal location for us- minutes from Disney, centrally located between Cocoa Beach and towns east of Tampa-St. Pete. Our grandson was in the pool whenever...
    Reviewed 24 August 2013
    Have just spent 2 lovely weeks staying at this villa in the beautiful, peaceful and relaxing Lake Berkley resort in Kissimmee. The villa is well appointed with every amenity...
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    About this property
    Our beautiful villa is located in the prestigious and much sought after resort of Lake Berkley. A gated and guarded 24 hour community with many additional facilities at no extra cost. There is a communal swimming pool and spa, fitness centre, games room, tennis court, basketball court, children...
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    Location Information
    FL 34746, Kissimmee, Central Florida
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Stunning Lake Berkley Villa with a Pool1 / 42
    (66)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Heated)
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Just arrived back from a two week stay at this villa this was our second visit the owner is very helpful from start to finish giving you great information. The villa itself is...
    Reviewed 3 weeks ago
    Had a great time, as always, we have used Lawrence and Rowena’s villas both at Lake Berkeley and Chatham Park on many occasions and always found the villas to be up to a great...
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    About this property
    Beautiful Lake Berkley home with private pool backing onto the lake with great views. The home has three bedrooms, two bathrooms and is set in a prime location minutes from the Disney Resorts. The gated and 24x7 security manned community boasts a well appointed clubhouse with communal pool, spa and...
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    Location Information
    34746, Kissimmee, Central Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Cable/satellite TV
    • DVD Player
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful villa is located minutes from Disney & Universal in the exclusive Lake Berkley Resort in Kissimmee. This 5 bedroom 3 bath home with a southwest facing pool features 3 Kings and 3 Queens. This upgraded villa includes a 50” TV, WIFI, TV's & Ceiling Fans in bedrooms and free phone calls...
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    Location Information
    34746, Kissimmee, Central Florida
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guests will enjoy 4-Star vacation living in our Bristol vacation rental home in Kissimmee. This home provides nearly 1500 square feet which is perfect for families who would want a little more privacy than found in a vacation condo. Located within the Crystal Cove community, it is just a short...
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    Location Information
    34746, Kissimmee, Central Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Lake Berkley 5BR/3B 10min Disney SOUTH facing pool1 / 84
    (5)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2016
    We truly enjoyed our stay here. Plenty of room, lots to keep everyone busy. Very comfortable. We liked that we had a room full of recreation with the pool table and other games...
    Reviewed 25 March 2015
    The house is great. Spacious and clean. The pool was nice but could have been cleaner. We had a few minor issues with our entry code upon arrival but otherwise the house and...
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    About this property
    Our luxury family villa is situated within the well established, prestigious Lake Berkley Community, perfectly located just off the US 192, behind Medieval Times. This central, yet private location, within 10 minutes of Disney is also within strolling distance of the Walmart Super Center and a...
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    Location Information
    34746, Kissimmee, Central Florida
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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