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Holiday Rentals in Kissimmee

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    Travellers to Kissimmee are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    16 Matching Rentals in KissimmeeView all 5,554 rentals
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    Goofys Getaway Townhome @ Emerald Island Resort1 / 25
    (47)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Close to Disney World 6 Bedroom luxury villa/ pool1 / 44
    (8)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    Secret Key Villa1 / 38
    (20)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Fun, Affordable Disney Home, Lanai, Screened Pool &Spa Only 3 Miles to Disney1 / 48
    (15)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Hot Tub
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Washer
    • Wi-Fi
    • 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
    ABOUT THE HOME: All in all, our home is a perfect setting for an entire family to bond and make wonderful and magical memories together! This luxurious 3354 square foot, open planned, seven bedroom villa is tastefully furnished to the highest standards. Your nearest neighbor is a nature park...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    The Emerald Dolphin, Kissimmee Rental with WiFi, Hot Tub and Pool1 / 19
    (6)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 19 May 2018
    What a great place! Very well maintained , comfortable, central location. Beautiful view out the back, on a very secure property. Would rent again if ever in the area...
    Reviewed 20 April 2018
    We have stayed in numerous villas over the past15 years in Orlando, and I have to say that this villa has thought of everything when it comes to creature comforts and...
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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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    Luxury Townhome at Emerald Island Resort near Disney Orlando/ Kissimmee1 / 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
    Greetings! If you like what you see below, please go ahead and make reservation online with confidence. Located within 2.5 miles (4 kilometers) of Disney parks, this townhome is located at prestigious Emerald Island Resort and is fully furnished. It is 3 bedroom 2.5 bath unit. This centrally...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 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, 2 Bathrooms, Sleeps 6
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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, 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 attractions. Our...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Luxury 7 Bed Villa, 4.5 bathrooms, close to Disney World1 / 32
    (17)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • DVD Player
    • Sauna
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2018
    We've been lucky to have numerous wonderful vacations to the Orlando area with our extended family and this one was one of the best. A few minor hiccups to start with were...
    Reviewed 31 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 in each bedroom. There are 2 King Bedrooms, 2 Queen Bedrooms, 2 Twin Bedrooms and one bunk bedroom with two sets of bunks. The...
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    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    8606 Sunrise Key Drive1 / 22
    (18)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    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 Magic Villa by Emerald Island Rentals1 / 69
    (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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    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Awarded Game Room,Pool,Spa, 65 4KTV,4/3, Great Reviews below1 / 27
    (87)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 3 November 2018
    We loved the house, relaxing and inviting. Location not far from most theme parks and shopping options. Had a great time in the pool and hot tub. The game room has fun for the...
    Reviewed 27 September 2018
    The house was fantastic - kiddos loved the game room and pool. When we discovered the pool lights to not be working the owner had it fixed within 24 hours! Amazing communication...
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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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    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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    Kissimmee, Central Florida 34747
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Emerald Island Resort's 7 bed villa - Disney Magic1 / 124
    (29)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 days ago
    This is a perfect vacation home for families renting for their Disney vacation. We did exactly that and highly recommend. Our family of 14 were comfortable and the house came...
    Reviewed 17 August 2016
    House was exactly as advertised. Sri was helpful from start to finish. Closer to Disney than expected, only about ten minutes to the first park. One member of our group is...
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    About this property
    For those looking for the ultimate vacation rental experience, this is the right villa! Located in the tropical grounds of Emerald Island Resort near Disney World, this huge 7 bed villa villa offers outstanding amenities at affordable prices for parties of up to 16 guests. This luxury villa with...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    6BR/5.5Bath/4Miles to Disney/$99 per night/FreeSpa/Lanai1 / 38
    (64)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 26 September 2018
    This location was terrific in a very nice, secure resort setting and just a short drive to the Disney parks. It was great to have a large space to come "home" to after...
    Reviewed 13 August 2018
    This place was perfect for our group. I was unsure that our unusually large group would fit, but there was enough space and privacy for all. Everything was clean and well...
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    About this property
    We have a few nights open in January 2019 and they are priced at $99 per night. Summary of this House’s Best Features (from Guest Reviews) • Less than a 4-mile drive to Disney World’s Animal Kingdom • Leather couches and a recliner with a total of 5 reclining seats • Privacy on the pool deck with...
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    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 19
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    EMERALD ISLAND (2727SK) - 3BR 2.5BA townhome, gated Resort, tons of amenities1 / 27
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Heated)
    • Balcony
    • Patio
    • 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, 2 Bathrooms, Sleeps 6
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