We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Kissimmee Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    Clear all filters
    View Map
    Location
    Any Distance
    from
    Price
    per night
    C$272 Average
    |||
    |||
    C$0C$1,000+
    Suitability
    More filters
    Travellers to Kissimmee are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    16 Matching Rentals in KissimmeeView all 5,366 rentals
    Sort by:
    Default
    Goofys Getaway Townhome @ Emerald Island Resort1 / 25
    (47)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Close to Disney World 6 Bedroom luxury villa/ pool1 / 22
    (10)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Fun, Affordable Disney Home, Lanai, Screened Pool &Spa Only 3 Miles to Disney1 / 48
    (15)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Secret Key Villa1 / 19
    (21)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Heated)
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 9, 2018
    We stayed here from 25th Sept 2018 for 2 weeks. 5 adults and 1 child. Had a ball. Villa is spacious and comfortable. Pool is fab. Definitely be back for another holiday. Owner...
    Reviewed September 9, 2018
    Excellent villa in perfect location, very close to disney, outlet malls, supermarkets and restaurants. We stayed with our 2 children and my mum and dad, plently of space, clean...
    See all reviews
    About this property
    A luxurious 4 bedroom, 3 bathroom vacation villa features a large private south facing pool and spa with conservation view plus fully air conditioned rooms and TV's and DVD players in the living room and all bedrooms. Please state whether you would require POOL HEAT for the duration of your stay...
    View all property information
    Location Information
    Kissimmee, Central Florida FL 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Awarded Game Room,Pool,Spa, 65 4KTV,4/3, Great Reviews below1 / 27
    (88)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 December 17, 2018
    Great property in a beautiful gated community. The home is set up perfectly for a family with children.... with an absolutely marvelous game room. The home was well maintained...
    Reviewed November 3, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    The Emerald Dolphin, Kissimmee Rental with WiFi, Hot Tub and Pool1 / 19
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    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 May 19, 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 April 20, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Luxury Townhome at Emerald Island Resort near Disney Orlando/ Kissimmee1 / 53
    (8)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Washer
    • Sauna
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 3, 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 May 29, 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.
    See all reviews
    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...
    View all property information
    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Disney Villa, Emerald Island1 / 24
    (9)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 January 17, 2017
    Wonderful vacation home with great amenities! Beautiful gated community! Close to all the parks and attractions!
    Reviewed January 7, 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!!!
    See all reviews
    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...
    View all property information
    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    8606 Sunrise Key Drive1 / 22
    (18)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 5, 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 September 12, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    Save time - get the best Kissimmee rentals sent straight to your email!
    Get the List
    Luxury 7 Bed Villa, 4.5 bathrooms, close to Disney World1 / 32
    (17)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 January 24, 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 July 30, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    Make Enquiry
    Emerald Magic Villa by Emerald Island Rentals1 / 69
    (7)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 January 31, 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 August 2, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
    Make Enquiry
    Emerald Sunset Large 6 Bed 5 Bath Vacation Rental1 / 20
    (2)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 September 7, 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 April 11, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Kissimmee, Central Florida 34747
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    Emerald Island Resort's 7 bed villa - Disney Magic1 / 97
    (30)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 December 11, 2018
    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 August 17, 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...
    See all reviews
    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...
    View all property information
    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    Make Enquiry
    EMERALD ISLAND (2727SK) - 3BR 2.5BA townhome, gated Resort, tons of amenities1 / 27
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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 January 18, 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...
    See all reviews
    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. FLATSCREEN TV, BEDROOMS WITH LAMINATE FLOORS, NEW SOFA! This Townhome has a tastefully decorated and has the following bed room...
    View all property information
    Location Information
    Kissimmee, Central Florida 34747 2262
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    6BR/5.5Bath/4Miles to Disney/$119 per nightSpecials/FreeSpa/Lanai1 / 39
    (67)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 19 Quick View
    Check in Check out
    Show Prices
    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 February 2, 2019
    I booked this home for a football tournament for a few families and what a great decision it was. This house has everything! Super close to Disney. Tons of restaurants in the...
    Reviewed January 12, 2019
    Our family of 7 stayed in this home over Christmas. House had lots of room and was very relaxing. We enjoyed sitting on patio and it was easy access to all amenities. Recommend...
    See all reviews
    About this property
    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 flowering hedge-plants along the perimeter • A high-quality pool & spa water...
    View all property information
    Location Information
    Kissimmee, Central Florida 34747
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 19
    Make Enquiry
    List your property
    Owner log in