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Kissimmee Vacation Rentals

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    Travellers to Kissimmee are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    19 Matching Rentals in KissimmeeView all 4,946 rentals
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    Emerald Island Resort's 7 bed villa - Disney Magic1 / 41
    (29)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Goofys Getaway Townhome @ Emerald Island Resort1 / 75
    (43)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Secret Key Villa for up to 8 guests1 / 19
    (15)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    The Emerald Dolphin, Kissimmee Rental with WiFi, Hot Tub and Pool1 / 30
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2017
    We booked this as a base for a five night sty in Orlando. There were 6 of us staying three adults two teenagers and a 6 year old. The house suited all of us , there was loads...
    Reviewed 16 November 2016
    We had a great time, the villa was clean and tidy and was exactly what the description says. We would definately recommend it. Having said that we had two small issues which I...
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    About this property
    Just as the name suggests, Emerald Island Resort is truly a tropical oasis. Nestled within a protected wetland, a unique vacation destination. Emerald Island is located minutes from Walt Disney World and the myriad other resorts and activities that bring millions to Orlando every year. FREE...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Disney Villa, Emerald Island1 / 24
    (9)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2017
    Wonderful vacation home with great amenities! Beautiful gated community! Close to all the parks and attractions!
    Reviewed 7 January 2017
    The house was clean and everything was in order. We had an amazing vacation!!! They came and clean the pool and water it was nice and warmer!! We really enjoyed it!!!
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    About this property
    Had a major refurbishment completed in last 3 years, including new furniture throughout, new tile flooring throughout, granite work surfaces and new appliances in this 2005 Emerald Island Resort, Kissimmee, pool home. Located 3 miles from Disney World main gate, and easy reach of all Orlando...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fun, Disney Themed 7 BR home in Disney/Orlando1 / 28
    (15)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Washer
    • Hot Tub
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2015
    lovely home,everything provided,lovely house will stay here again,location central to everything, the only thing that disappointed us was that the coffee machine did not work,
    Reviewed 3 August 2015
    This was the first time booking through VRBO. Everything about the experience was great. The house was very clean and had plenty of room for our 15 party group. The owners...
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    About this property
    You’ll find a Disney theme throughout this stunning home, bringing you closer to the magic of the world’s most popular theme park. This beautiful seven bedroom villa is situated with a Conservation View inside of Emerald Island Resort in Kissimmee. This home is so much fun you won't want to...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    Luxury 7 Bed Villa, 4.5 bathrooms, close to Disney World1 / 34
    (16)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • DVD Player
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Heated)
    • Sauna
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2017
    This House had everything that we need more than enough room for everyone, The game room and pool was awesome. Caroline and Simone H. answer any questions I had quick...
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    About this property
    Come and relax in this family friendly home in the beautiful Emerald Island Resort close to the Disney Parks. The house features 7 bedrooms, 4.5 Bathrooms, with televisions and DVD players in each bedroom. There are 2 King Bedrooms, 2 Queen Bedrooms, 2 Twin Bedrooms and one bunk bedroom with two...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    Simbas Pride ,Emerald Island Minutes to Disney1 / 26
    (26)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Sauna
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2017
    Simbas' Pride was in a perfect location not far from all the Disney Parks.The villa itself had everything you would need for a fabulous stay in Orlando. The villa was of a very...
    Reviewed 30 September 2017
    We arrived just after hurricane Irma (damn you Irma). The villa was huge and everything you could want from wine opener to pool table was available at the villa. There are...
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    About this property
    The Luxury, The Home,The Location! The MAGIC is so close you can see the fireworks!! SIMBA'S PRIDE (Sleeps 12 plus infant)Where the magic starts! Family Friendly, 6 Bed, 4.5 bath Villa with Oversize South facing Pool and Spa, 3miles to Disney, Gated/ Guarded 24/7 Community. The villa is...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 13
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    Emerald Magic Villa by Emerald Island Rentals1 / 48
    (7)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Children's Pool
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 January 2016
    we had a great time, and the house was everything we expected, we will recomended to all our friends and for furthert trios it will be our number one choice.
    Reviewed 2 August 2015
    I cannot begin to say how pleased we were with the home. The beds were great, the rooms large, every possible accessory that could be thought of was provided. The pool was...
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    About this property
    A 6 bed/5.5 bath villa in Emerald Island Resort offering outstanding amenities such as an air-conditioned game room and a south-facing pool/spa. With 4 king master suites and 2 themed kids rooms, this villa can accommodate up to 14 in sheer luxury. The large pool and spa area with a south facing...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Luxury Townhome at Emerald Island (Disney Orlando)1 / 53
    (8)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Washer
    • Sauna
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2014
    My husband,son and 5 year old grandson and I stayed here for 8 nights in June. The owner was extremely easy to communicate with. He even added some extra touches for my...
    Reviewed 29 May 2014
    Great condo close to Disney. Great condition with plenty of room. Pool close to condo in gated community and minutes from everything you need.
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    About this property
    Why 'inquire', when you can use 'Book Now' at our listing to confirm your reservation online immediately? 1) Our calendar here is always 'up-to-date'. We offer $500 guarantee (credit towards your stay) if our calendar is ever found not up-to-date! 2) Our best rates are available only online. When...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Close to Disney World 6 Bedroom luxury villa/ pool1 / 22
    (5)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Hot Tub
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2013
    This house is beautiful. I had no problems while staying here and I plan on staying here again. I recommend renting thru this owner. This house is very very clean. You will not...
    Reviewed 16 October 2013
    I highly recommend(and have already) this location for anyone traveling to the area. I had the pictures of the home but was still amazed when I walked in. From the front door...
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    About this property
    6 Bedroom 4.5 Bath Vacation Home 'Penny Lane' is perfectly located on the exclusive Emerald Island gated resort community, less than 3 miles from Walt Disney World in Kissimmee, Florida. With 6 bedrooms and 4.5 bathrooms, this fully air-conditioned, elegant and spacious Orlando vacation home is...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 13
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    Awarded Game Room,Pool,Spa, 65 4KTV,4/3, Great Reviews below1 / 40
    (77)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Housekeeping Included
    • Hot Tub
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This is the third time we have stayed at this house. We love it. We would probably come more times but we live in New Jersey and have to save up for all of the attractions we...
    Reviewed 9 October 2017
    This was our first time with house rental, we have been coming to this area for the past 7 years every year in September, typically get a condo, Tired of hearing neighbors or...
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    About this property
    We are proud to offer our guests one of the best and well-equipped homes in the area. Our game room is great, but lets not overshadow the quality and size of beds, the home theater with DirecTV, Bose, 65'4k TV, 100mbps secured internet, PC and printer, and a great kitchen with updated appliances...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    EI8593LI1 / 23
    (19)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2016
    This home was very nice, cozy, and comfortable. A few entertainment items was missing such as a few DVD players in the bedrooms, and a play station game that the kids were also...
    Reviewed 26 December 2013
    I was very hesitant to book online but the staff made me feel comfortable. The property was fabulous! Ready to do it again and again.
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    About this property
    4 Night Minimum Required to Secure a Booking.This spacious south facing pool home sits nestled in the security guarded resort of Emerald Island and can accommodate up to 10 people. Emerald Island is a great destination for your vacation as it offers quick and easy access to the famous Florida theme...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Emerald Sunset Large 6 Bed 5 Bath Vacation Rental1 / 20
    (2)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Parking
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2015
    The home was in a perfect location, well decorated, and met our needs. Close to everything like the grocery store, theme parks, restaurants, main interstate, and shops, which...
    Reviewed 11 April 2015
    If you haven't already booked this villa book it nowThanks to Bill (villa owner) for a fabulous villa fitted out with everything we could need. From a smooth and simple booking...
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    About this property
    Emerald Island Resort Orlando Florida Be our guest at Emerald Sunset Closest Vacation Homes to Disney with private pool facing conservation lot location We cordially invite you to be our guest in our 6 bed 5.5 bath lavish Magna Bay villa, which sleeps up to12 guest comfortably Affording you you...
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    Location Information
    Kissimmee, Central Florida 34747
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    EI8606SK1 / 22
    (18)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 December 2013
    My family love this home. They had a very good time stay in this home. I hope to get this home once again next year
    Reviewed 12 September 2013
    The service we received from lowery's was faultless, they were very helpful and we wouldn't hesitate in using them again. The villa was immaculate, extremely comfortable and...
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    About this property
    4 Night Minimum Required to Secure a Booking.This nicely appointed and spacious pool home is situated in the lush and beautifully maintained resort of Emerald Island. The community is security gated and sits in 300 acres of natural woodland, it offers guests the use of many facilities. It is a...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    EMERALD ISLAND (2727SK) - 3BR 2.5BA townhome, gated Resort, tons of amenities1 / 27
    (1)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Internet Access
    • Air Conditioning
    • Parking
    • DVD Player
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 January 2014
    House was perfect. There were 4 adults and 2 children in our group, and the house provided comfort and privacy that we all desired! Disney World was about 10 minutes away and...
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    About this property
    Fantastic 3BR 2.5BA 'Emerald Island Resort' Town Home - Your home away from home for the entire family whilst on vacation, without having the added expense of a pool. NEW 39' FLATSCREEN TV in LIVING ROOM! NEW LAMINATE FLOORS IN ALL BEDROOMS! NEW MATTRESSES IN ALL BEDROOMS for a Good Night Sleep!...
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    Location Information
    Kissimmee, Central Florida 34747 2262
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very Affordable 3 bedroom 2.5 Bath Townhouse Minutes to Disney, Restaurants and Shopping Great 3 Bedroom 2.5 Bath town home This tastefully appointed townhouse is in the beautiful gated community of Emerald Island Resort which features 2 large pools, 2 hot tubs, cyber room, concierge, exercise...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Jewel in the Crown, S facing pool, granite worktop1 / 23
    (11)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 November 2017
    Villa absosolutely fantastic for large parties close to all the main attractions gated and secure location far enough off the 192 but near enough for all the main places to eat...
    Reviewed 30 September 2017
    I would highly recommend this house for a large group. We were a party of 7 adults and 4 children and the layout and comfort of this house met all of our needs. The pool area...
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    About this property
    This home has it all !! *Newly Installed Granite kitchen worktops* Our 3,400sqft beautifully decorated Villa is a Luxurious 5 star, 7 bedroom, 5 Bath home, a Private Screened-in South Facing Pool and Jacuzzi with a beautiful view over a lake and preserve, (no homes behind, for privacy) located in...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 15
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    Super Sale for SELECTED dates1 / 39
    (57)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 19 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2017
    Very cosy and spacious living space with updated amenities for a large group. Stayed for 5 days with 15 members ranging age groups 7yrs to 50 years. Kids enjoyed the spacious...
    Reviewed 16 May 2016
    We had 17 people that stayed in the house with ages ranging from 2 to 60 and we all had plenty of room with our own privacy. Each king bedroom has it's own bath. We were able...
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    About this property
    Special Prices for SELECTED dates Check-in on Dec 11th for 5 nights and pay a TOTAL with all taxes and fees of just $600. Or check-in on Jan 14th for 4 nights and pay a TOTAL with all taxes and fees of just $513. Go to www dot disneyworldhouserental dot com to submit an inquiry for your dates....
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 19
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