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Kissimmee Vacation Rentals

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    Travelers to Kissimmee are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 62
    5 of 5 bubbles (38) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 28
    5 of 5 bubbles (19) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 46
    5 of 5 bubbles (65) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 90
    5 of 5 bubbles (31) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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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... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 of 5 bubbles Reviewed 1 week ago
    As a family we loved this home. Wonderful position. In a residential estate. Lovely pool. Fantastic games room too. Very comfortable beds and towels apleanty! We would highly...
    5 of 5 bubbles Reviewed 3 weeks ago
    This was the most amazing trip we have ever been on. The house was immaculate and had everything that we could have needed and more. The pool area was absolutely beautiful...
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    1 / 24
    5 of 5 bubbles (19) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Patio
    • DVD Player
    • Satellite TV
    • Waterfront
    • Wi-Fi
    • Washer
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Disney Lakeside Villa, fully A/C, plus fans, furnished to a luxury standard, is situated in the beautiful community of Eagle Point. Boasting a south-facing 30ft private pool with stunning views overlooking lake and conservation area where much wildlife can be observed. Very peaceful, yet only 10... View all property information
    Location Information
    Kissimmee, Central Florida FL 34746
    5 of 5 bubbles Reviewed April 17, 2017
    Rented this property in Nov 15, and I am ashamed I haven't reviewed before now, the owner Sharon was a dream to deal with, very friendly and informative, property itself was...
    5 of 5 bubbles Reviewed February 9, 2017
    My Husband kids and I stayed at this beautiful home! Absolutely no complaints. The view was amazing with all the wildlife in the pond behind the house. The location was perfect...
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    1 / 19
    4.5 of 5 bubbles (10) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    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's in living room and all bedrooms. The home is on the superb Emerald Island Resort and close to all major roads and famous... View all property information
    Location Information
    Kissimmee, Central Florida FL 34747
    3 of 5 bubbles Reviewed March 13, 2017
    Traveled to Orlando to bring the grandkids to Disney. The house was in a great location as far as getting to Disney and restaurants. The community it was in was very nice. The...
    5 of 5 bubbles Reviewed March 2, 2017
    The house is exactly as advertised. We stayed for 5 nights and spent 2 at Disney World and one at Universal Studios. Both were very easy to get to and there are lots of shops...
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    1 / 23
    5 of 5 bubbles (28) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Balcony
    • Washer
    • Hot Tub
    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Cane Island is a luxurious gated resort featuring impressive amenities. <BR><BR>Our Condo is located on the ground floor, it is a 2 bedroomed condo that is perfectly accessible for both wheelchairs and pushchairs, everything is on a level so there are no steps or ramps.<BR><BR>This is a luxuriously... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 4 weeks ago
    Condo was great, had a very nice time. The other guests were friendly and the pool was great. A great place to enjoy the warm weather.
    4 of 5 bubbles Reviewed April 7, 2017
    Our overall experience was very good. The layout of the condo was excellent for our family, and it was well furished and well maintained. The staff was more than willing to...
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    1 / 17
    4.5 of 5 bubbles (19) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • DVD Player
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to our home on Seasons. It is a St Vincent model built by Park Square Homes and is 2765 Sq. Foot of Executive quality. It is a luxurious 5 Bedroom – 4 Bathroom Villa, which has 2 Master Suites and 3 other Bedrooms - which comfortably sleep 10 with ease, a Private Pool and spa plus a well... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 2 weeks ago
    The location of the house is perfect. The neighborhood is great and quiet. Every room has their own tv and cable. The Disney parks and Universal parks are near the house, like 30...
    5 of 5 bubbles Reviewed 4 weeks ago
    Where do I start - the pictures does not do this house justice! I stayed here April 3rd - April 8th with my parents and three children. The home is absolutely gorgeous - high...
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    1 / 56
    5 of 5 bubbles (21) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Private Outdoor...
    • Waterfront
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    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Our Magnificently Luxurious Spacious 4 bedroom Modern Villa in Crescent Lakes Kissimmee Orlando. Our close to Disney home will make your Florida Vacation complete. There is lots of space to chill out and relax after a hard day at Disney or Universal. Our Villa is convenient for... View all property information
    Location Information
    Kissimmee, Central Florida FL34758
    5 of 5 bubbles Reviewed April 7, 2017
    This was a beautiful villa, very spacious and comfortable. A pleasure to go back to after a long day at the theme parks. My family loved the large pool & the jacuzzi, with a...
    5 of 5 bubbles Reviewed January 19, 2017
    We stayed at the villa with another family in Oct 2016 so we could 'do' the whole Disney and Universal Parks experience. Prior to our visit I contacted Julie (the owner) with...
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    1 / 27
    5 of 5 bubbles (16) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
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    • Grill
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The villa is air conditioned, carpeted and ceramic floor tiled to a very high standard with a family room/dining area, front games room . There are ceiling fans in all rooms for your added comfort. The south facing pool is solar heated and totally enclosed in mesh screening with poolside furniture... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed November 29, 2016
    My husband and I have been to Florida for 10 years and we always go in the same area. This was our first time at this particular villa and I can certainly recommend it. I am...
    4 of 5 bubbles Reviewed October 24, 2016
    I just went with my family (2 kids & 5 adults) to this house and it is in a very good location in a nice neighborhood. It has 4 single beds on 2 rooms and 2 king/queen beds in...
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    1 / 23
    5 of 5 bubbles (18) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Parking
    • Satellite TV
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    • Private Yard
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your holiday home is accessed via modern secure gated entry. Housed within a gated resort accessed by security code, or opened by the security staff on duty at the entrance. Disney World is but a short, pleasant drive away. You will feel relaxed and comfortable in this modern development as both... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed September 2, 2016
    We stayed for 3 weeks in August, location was great and house was lovely, everything you need and very comfortable. Great to come home and hop in the pool after a long day in...
    5 of 5 bubbles Reviewed June 18, 2016
    What a beautiful home!! We recently stayed here for 8 nights with my family and it is everything you read about. Close to Disney, shops and restaurants and a stones throw away...
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    1 / 104
    5 of 5 bubbles (124) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Children's Pool
    • Satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Minutes away from attractions. Miles away from stress. Situated in the heart of Orlando's most sought-after destinations is an incredible resort community, Encantada. Around the corner from the Walt Disney World® gates, and minutes from other Orlando theme parks, you'll be amazed at how close this... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 4 weeks ago
    This place is impeccable , wonderful and outstanding!! Our vacation was a home away from home. We cannot thank enough Mr. and Mrs David Langitua for their services. Very friendly...
    5 of 5 bubbles Reviewed July 2, 2016
    We had a great family trip to Florida. Very pleased with the town house and will definitely book this rental again. Very reasonably priced, clean and well maintained. The pool...
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    1 / 17
    5 of 5 bubbles (16) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Hot Tub
    • Grill
    • Washer
    • Wi-Fi
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spacious 4 bedroom villa on the prestigious Bella Vida resort. 10-15 mins from all attractions This villa enjoys a lakefront location together with its own heated pool. Access to the local clubhouse is free which allows guests the use of a fitness room, pool and play area. WIFI available in all... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed March 1, 2017
    We had a very enjoyable visit to this lovely home. We were very close to Disney and Universal, the two parks we visited. We were happy with all the great restaurants that were...
    5 of 5 bubbles Reviewed February 14, 2017
    We really loved our stay at Villa Dunne! With four bedrooms, 3 baths, and a full kitchen we were so comfortable. We traveled with 5 adults and 3 children. The house had lots of...
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    1 / 19
    5 of 5 bubbles (42) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Washer
    • DVD Player
    • Patio
    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our beautiful and spacious 4 bedroom, 3 bathroom villa is situated within the Indian Creek Community in Kissimmee, one of the few villa communities that are genuinely close to Disney in Orlando, Florida. In our case we are only 3 miles to the nearest Disney park, Animal Kingdom and the gates to the... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed November 9, 2016
    This is a very spacious, clean Villa in a safe neighborhood and just minutes from Disney. The Villa is stocked with high chair, strollers, pac n plays, pool toys, linens, kitchen...
    5 of 5 bubbles Reviewed October 13, 2016
    A lovely, spacious, clean and comfortable villa, located in a quiet neighbourhood, close to lots of amenities but far enough away to enjoy a relaxing stay. The villa was stocked...
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    1 / 56
    4.5 of 5 bubbles (27) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Air Conditioning
    • DVD Player
    • Porch
    • Hot Tub
    • Wi-Fi
    • Grill
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A WONDERFUL OPPORTUNITY TO ENJOY AN AMAZING VACATION IN THE SUNSHINE STATE OF FLORIDA.<BR>THE ACOMMODATION IS SITUATED IN A QUIET RESIDENTIAL AREA JUST 10 MINUTES DRIVE FROM ALL THE DISNEY ATTRACTIONS. THE TOWNHOUSE IS JUST OFF THE 192 IN KISSIMMEE AND JUST A SHORT DRIVE FROM THE INTERSTATE... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 2 weeks ago
    The place is exactly as described. I had the chance to stay for 5 nights and it was great, I went with my partner and another couple, we all enjoy the stay. It is a very...
    5 of 5 bubbles Reviewed March 29, 2017
    Flipkey was my first time booking threw them. The only issue I had with flip key was the communication between me and the owner. I don't like the fact you have to pay first...
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    1 / 112
    5 of 5 bubbles (64) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Satellite TV
    • Internet Access
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This Crescent Lakes beauty is ideally located in the heart of Florida minutes to Disney World's Theme Parks; Downtown Disney and Premium Outlet Malls. A left on Poinciana Blvd leads to most highways. Mins to US #192 and US #535. This home sleeps 8 people comfortably and is ideal for families and... View all property information
    Location Information
    Kissimmee, Central Florida 34758 1913
    5 of 5 bubbles Reviewed April 9, 2017
    This was our 2nd stay at the villa , we stayed here last year, and as expected our return visit didn`t disappoint! The villa is beautiful, a real home from home. It is spotlessly...
    5 of 5 bubbles Reviewed December 29, 2016
    Fantastic home, very clean and fully-equipped. Spacious bedrooms and wonderful split floor plan. This home has it all. We really loved the privacy of having your own screened pool...
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    1 / 24
    5 of 5 bubbles (31) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    AS A RESPONSIBLE OWNER, THE CALENDER FOR THIS PROPERTY IS ALWAYS KEPT UP TO DATE.<BR><BR>See my Doral Woods video below and check out the latest updates, links & recommendations on my Doral Woods Florida Villa Facebook page.<BR><BR>There's nothing quite like coming home to the comfort of your own... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed March 21, 2017
    We had a lovely stay at Doral Woods. The owner was a pleasure to deal with and was very accommodating when our flights were cancelled and we had to delay our arrival by a day. The...
    5 of 5 bubbles Reviewed November 25, 2016
    Been travelling to Florida for many years!! On every occasion we have rented a villa but this one is by far one of the best! It exceeded every expectation. Excellent location...
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    1 / 4
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This 3-bedroom, 2-bathroom vacation home is in the heart of Kissimmee is the perfect vacation home for your family to enjoy. Executive Villa in the quiet and prestigious Windward Cay development. The property is fully air-conditioned and has a fully fitted kitchen recently refurbished with... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 3 weeks ago
    I just returned from a stay at one of the villas on Pliny Court in Windward Cay. I was a bit hesitant booking and have to thank Marie for her patience answering all my questions...
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    1 / 30
    5 of 5 bubbles (24) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We welcome you to take a look at our villa close to all the magic, yet in a peaceful and tranquil setting. Indian Ridge Oaks - one of the closest communities to Disney / 4 miles to Disney Maingate - south facing pool ***** Luxury villa in a superb location, genuinely only a few minutes drive from... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 1 week ago
    Great villa, well equipped with everything you could possibly need and not far from the Disney parks. Plus lots of restaurants close by too and supermarkets so never have to...
    5 of 5 bubbles Reviewed March 29, 2017
    Lovely Villa, exactly as shown in the pictures, everything you could ever need and more! its a short drive to all disney areas, and a short drive to shops and places to eat. Pool...
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    1 / 44
    5 of 5 bubbles (13) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Grill
    • Children's Pool
    • Balcony
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    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We welcome you to take a look at our villa close to all the magic, yet in a peaceful and tranquil setting.<BR><BR>Indian Ridge Oaks - one of the closest communities to Disney / 4 miles to Disney Maingate - south facing pool<BR><BR>***** Luxury villa in a superb location, genuinely only a few... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed January 29, 2017
    Thank you for the wonderful time that we had staying in Orlando. The villa was everything that you said . . . and more!
    5 of 5 bubbles Reviewed August 17, 2016
    Great stay will definately return for another stay. Everything and more under one roof.. Personal and helpful owners thanks
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    1 / 31
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A superior, well appointed detached 3 bedroom villa, ideally situated on a small private development, a premium location, enjoying a relaxed, peaceful setting, and yet so close to the attraction packed Highway 192, with its vast choice of shops, restaurants and entertainment. The 192 also provides... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed March 15, 2017
    After reading so many excellent reviews for this Villa and the way Marie gave so much advice prior to us going to Florida, we had very high expectations. These were met from day...
    5 of 5 bubbles Reviewed March 3, 2017
    Would highly recommend .villa is of very good standard excellent location for all parks .and very good communication from the owner would defiantly book again.
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    1 / 59
    5 of 5 bubbles (14) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Ultimate Family Fun Getaway! This condo is situated on Legacy Dunes resort at Kissimmee. Resort amenities include a tropical style swimming pool with fountains, a further swimming pool (both with sun loungers), a clubhouse with games room, a cafe, a bar, a gym and fitness center, tennis... View all property information
    Location Information
    Kissimmee, Central Florida FL 34747
    5 of 5 bubbles Reviewed October 30, 2015
    We used this condo as a base for visiting the parks, but it served as a great base for visiting further afield. Condo was great with everything we needed. Mary the owner kept us...
    5 of 5 bubbles Reviewed September 11, 2015
    Booked this condo as a change from villas. Mary was great from the start, sending emails about what to do and how to prepare if bad weather etc. condo itself is clean and tidy and...
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    1 / 14
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
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    About this property
    Lovely 3 bedroom , 2 bath pool home. The master bedroom has a queen size bed and bathroom with a shower. The 2nd bedroom has a full size bed. The 3rd bedroom has 2 twin beds. There is a full bathroom in between the 2 bedrooms. There is a full eat in kitchen. The dining room seats 6. The... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    1 / 42
    4.5 of 5 bubbles (29) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • Wi-Fi
    • Hot Tub
    • Satellite TV
    • Grill
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    • DVD Player
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This Condo Town-house is our 'Florida Home Away From Home'. Make it yours, while you vacation in Florida. Rent it for 3 nights or 3 weeks. Enjoy this renovated 3 bedroom, 2 bath, spacious home, within 4.5 miles of Disney, yet a million miles away from the busy motel strip. With all rooms on... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed April 12, 2017
    The condo was awesome!!! I highly recommend it to everyone seeking a vacation rental!!! I was highly satisfied!!!!
    3 of 5 bubbles Reviewed February 23, 2017
    The good, it was a very quiet area not too far from Disney and the restaurants on 192. The bad, the floors were very dirty, not that you could really see, but I went through 5...
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    1 / 36
    5 of 5 bubbles (3) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful 6 bedrooms 5 bathrooms home near Disney World, this luxury home is located in the secure resort of Trafalgar Village and is just 15 minutes away from Disney Attractions. This home has 6 bedrooms, 5 bathrooms and a private screened in pool area with a spa/Jacuzzi. The kitchen is fully... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed April 9, 2017
    This property is more than what the pictures show. Recommend you pay the extra $ for the heated pool and hot tub. Worth every cent! Peaceful neighbor hood, with the most friendly...
    5 of 5 bubbles Reviewed September 14, 2016
    The house was great!! Lots of room! Comfortable beds! They even had some toys and games for the kids. Only thing I would say is get the heated pool because without it you don't...
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    1 / 32
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This three bedroom home is just what your family needs for that memorable vacation in Central Florida. Sleeps up to eight in your party. It has a King, Full and (2) Twin size beds. This home is located in Indian Wells which is located literally five minutes from the gates of the Disney parks. The... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 16, 2016
    This is my second time staying at this rental and both times it was convenient and a great deal. The location was located close enough to Disney we were able to take a Lyft ride...
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    1 / 135
    5 of 5 bubbles (27) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our villa is in Kissimmee, about 20 minutes drive from Orlando Intl. Airport (an hour or so from Sanford airport) and is set in peaceful, woodland surroundings, yet only a 10 minute drive from the Disney World Resort and less than 20 minutes from the Universal and Sea World theme parks. Fully... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 3 weeks ago
    Villa is absolutely perfect. Excellent location, close to all the main highways/ routes and only a 15 min drive from Disney World parks....yet is located in a quiet small...
    5 of 5 bubbles Reviewed 5 weeks ago
    A real ( Luxury ) home from home feeling. From the minute we walked in to the moment we left, we felt relaxed and at ease with the place. It was airy tidy and very well laid out...
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    1 / 57
    5 of 5 bubbles (14) Excellent
    3 Bedrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    “Minutes-From-Mickey” is our beautiful townhome, situated in the 5-Star Windsor Palms Resort community less than 4 miles from Walt Disney World in sunny Central Florida, giving quick and easy access to the area’s many theme and water parks, golf courses, restaurants, shopping and other attractions.... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed August 28, 2014
    Wonderful and beautiful townhome.Nice quiet neighborhood and just a short drive to everything.......
    5 of 5 bubbles Reviewed April 9, 2014
    Prior to a Caribbean cruise and a long haul flight from the Uk, we spent a short time at this lovely, very comfortable and beautifully furnished holiday home which is in an ideal...
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    1 / 36
    4.5 of 5 bubbles (22) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Indian Point with gorgeous lake and conservation view from pool.<BR>Indian Point, Kissimmee is a beautiful residential community situated within a few minutes drive of the Highway 192, convenient for the Wal-Mart superstore, a large selection of restaurants, and close to all the major... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed March 8, 2017
    Thanks Rosalia for giving us a great start of our first visit & holiday in Florida. Your house is wonderful with its open & spacious solution, yet plenty of rooms & beds...
    5 of 5 bubbles Reviewed February 10, 2017
    This property was everything we needed for a family break with four adults and two children. The living room was nicely laid out to allow everyone to sit together, and the...
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    1 / 23
    4.5 of 5 bubbles (17) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This fantastic vacation home in Paradise Palms Resort will provide you with the vacation experience of a lifetime and all the comforts of home. The home is 5-star new construction and offers a private pool, 4 bedrooms, 3 bathrooms and 1,780 square feet of space. The private SOUTH FACING pool is... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed 3 weeks ago
    Our check-in at the remote office location was very easy and smoothly processed. We arrived at our 4 bedroom villa and was pleased with the looks. Immediately we noticed that...
    5 of 5 bubbles Reviewed November 9, 2016
    Nice place to stay. Clean and convenient. I would stay there again. It was exactly what we were looking for.
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    1 / 32
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    • ?
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    • ?
    About this property
    This four bedroom three bathroom pool home in the very popular community of Windsor Palms has all the comforts of home. Fully equipped for entertainment as well as a comfortable, relaxing stay. Windsor Palms is a gated community offering its guests free unlimited use of all these facilities - large... View all property information
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    Kissimmee, Central Florida
    1 / 56
    5 of 5 bubbles (27) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Over 10 Years listed with Holiday Lettings. 5 STAR Trip Advisor Reviews, please read them. They are very helpful! Perfect Location and Discounts for bookings over 2 weeks and FREE food arrival pack as standard to all our guests! Fully Air Conditioned + Paddle fans in all bedrooms, lounge & Lanai,... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed April 2, 2017
    We stayed at Dolphin Villa for a week in March. We found the arrival help from Steve simply first class. He couldn't of been more helpful. His knowledge of the area and its...
    5 of 5 bubbles Reviewed February 21, 2017
    We primarily picked this property because of the privacy of the back yard. It's not like a lot of properties in Florida where your house and pool are intimate to your neighbors...
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    1 / 32
    4.5 of 5 bubbles (6) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Professionally furnished, 4 Bed 3.5 bath pool home, quiet lot next to a nature view and a pond. A Picture is Worth a Thousand Words, But a Virtual Walkthrough Speaks for Itself! Click Here for a 3D Virtual Tour of This Home! Unbelievable, only 4 miles from Disney you will find Veranda Palms and... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed July 7, 2016
    This was our second stay in Veranda Palms 2668. We were a total of 8 persons, 4 grown-ups and 4 children. Here we found plenty of room for our large group. There are nice beds...
    4 of 5 bubbles Reviewed May 31, 2016
    We've stayed in this house twice. Once our family of four, and one time together with another family of four. The house is big enough for two families, but the kitchen table is...
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    1 / 25
    5 of 5 bubbles (38) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Goofy's Getaway is a well appointed 3 bed/2.5 bath Townhome villa located in the heart of the Emerald Island Resort gated community and only minutes from Walt Disney World. Goofy's Getaway has a spacious lounge and dining area with sumptuous, comfy sofas, dining table and chairs, 40" HDTV, Blu-ray... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed April 7, 2017
    We had a fantastic stay. Easy booking process - great communications! The house itself is perfect. A 3 bedroom home from home. Perfectly located for us to spend a week visiting...
    5 of 5 bubbles Reviewed November 15, 2016
    This is a great rental property for families with small children and/or teens. It is very close to Disney, SeaWorld and Universal Studios. The property owner was very friendly and...
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    1 / 12
    5 of 5 bubbles (14) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed March 16, 2017
    First of all: Thank you Linda and Willi for your kindness and hospitality. You are great people to work with! We have been in your lovely villa for almost three months and we are...
    5 of 5 bubbles Reviewed January 26, 2017
    We stayed at the villa which comfortably accommodated 4 adults and 2 children but could easily fit 8 people. The accommodation was very spacious and clean and had all the...
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    1 / 24
    5 of 5 bubbles (23) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Short Stays (less than 7 nights) incur a cleaning fee. Stays of less than 5 nights have to pay a refundable damage deposit. Stays 5 nights or more can pay the Damage Waiver instead of the damage deposit. This homes is a 4 bed 3.5 bath detached villa on Veranda Palms which is located just off... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed September 1, 2016
    My family and I had the pleasure of staying here for a week and it was one of the best vacations we had. We enjoyed our home and it felt so relaxing and peaceful. Very close...
    4 of 5 bubbles Reviewed July 18, 2016
    The house was very clean upon arrival! Plenty of room for our family to spread out & relax! Kitchen was very spacious & stocked with utensils to prepare most of our meals. The...
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    1 / 32
    5 of 5 bubbles (13) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • x
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    • x
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed March 29, 2017
    This is the first time I have stayed here and I was so happy!!! Everything I wanted and so much more. The house was very, very nice but the back yard and pool area was the...
    5 of 5 bubbles Reviewed October 24, 2016
    The house was perfect for a group of 9 persons. It was clean and well furnished. A positive experience.
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    1 / 59
    5 of 5 bubbles (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    2 bd/2bath Condo, Private Location, Near Disney Parks....Only a few miles from Disney parks yet the condo has its own private location with the windows overlooking bushes/trees for a relaxing experience. Beautiful 2 bed/2bath condo at popular Runaway Beach Club; over 1150 sq. feet. This condo has... View all property information
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    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed August 1, 2016
    Great Accommodation Jul 24 - Aug 14, 2015 Have just returned to London following a 3 week stay at this Condo and had to leave a review as it was so perfect for us. We are a...
    4 of 5 bubbles Reviewed July 12, 2016
    The condo was very nice. The only thing I would suggest is the code changed while we were there and we were not informed and couldn't get back in to the property. they should have...
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    1 / 39
    4.5 of 5 bubbles (11) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Fully Equipped and ready for your vacations my 3 bedroom & 2,5 bathrooms Townhouse. Home is just few minute from Disney parks, around 8 miles. And 10miles from Universal Studios. My home is in a Gated and very Safe Community named Compass Bay. You enjoy a privacy and relaxing atmosphere in your... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 2 weeks ago
    This town house was a fabulous place for our vacation! Very clean and spacious. Everything we needed to feel at home was provided. The pool presented us with a welcome respite...
    4 of 5 bubbles Reviewed 5 weeks ago
    This townhouse is very spacious! We drove down to Florida from Missouri and the first thing my two year old do was run circles in the master bedroom closet. He loved going up and...
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    1 / 30
    5 of 5 bubbles (13) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • ?
    About this property
    Completed in June 2008 4 bed 4 bath luxury self catering villa on the sought after Bellavida Resort in Kissimmee and within a short distance of all major attractions. Sleeps upto 10 people (max) and all bedrooms en-suite. Interior designed furnishings to luxury standard. Superb lake views from the... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 23, 2016
    House was great, and better than we expected. LOVED the fact that every room had its own bathroom! Minus a few problems with the pool/pool heat, everything was awesome! My family...
    5 of 5 bubbles Reviewed July 13, 2016
    This home and location was great! I loved the home so much that I didn't want to get out and participate in many activities although I did! I would love to keep this vacation home...
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    1 / 30
    5 of 5 bubbles (53) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Windsor Hill Resort is the closest resort of its kind to Walt Disney World. Only 2 miles from the Magic Kingdom, this gated resort has luxury amenities which include an olympic lagoon style swimming pool with water slide, billiards, tennis, basketball, putting greens, and a movie theatre all on... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed October 7, 2014
    This townhouse in Windsor Hills resort is a great place to stay for a family wanting to visit the Disney and Universal theme parks and also to explore the Orlando area. This...
    4 of 5 bubbles Reviewed May 9, 2014
    I rented the house for the second time, so enjoyed the first experience, I decided to repeat and I can go back to rent again. I was not disappointed, the house is very well...
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    1 / 98
    5 of 5 bubbles (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    In our house, fell like you are at home, with the comfort of a King suit and an attached bathroom with garden tub and 3 more bed : queen bed and fully attached bathroom and kids rooms with 2 twin beds in each and their own bathroom to share. Enjoy the heated swimming pool and spa when you come... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed 4 weeks ago
    The villa was perfect for our holiday. It was located very near to the 192 which was great. The villa was furnished to a high standard and the pool was lovely. Would definately...
    5 of 5 bubbles Reviewed April 4, 2017
    We had the best stay, definitely book for more than one day. Security was awesome. The house set up is breathe taking . We had so much fun in the game room and the jacuzzi !
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    1 / 30
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 1 week ago
    Great villa, in a friendly location. A nice place to relax after a hard day at Disney and Universal. Target supermarket 10 minutes drive away which was also near sweet tomatoes...
    5 of 5 bubbles Reviewed December 10, 2016
    This Villa is stunning it is like home from home they have thought of everything even hair straightners !! Very close to all amenities and all theme parks. Well worth paying extra...
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    1 / 17
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Fantastic 2 Bedroom apartment in gated resort community. Minutes to Walt Disney World. (less than 4 miles) Sleeps up to 5 people. Full Kitchen. Full size Washer and dryer are inside the apartment. Master Bedroom en suite with Kingsize bed, Big Bathroom, Walk in closet w/safe. Upstairs... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed July 25, 2015
    This two bedroom apartment/condo was close to all major road ways going into and out of Kissimmee. Disney World is about 10 minutes by car away. We really enjoyed the pool areas...
    5 of 5 bubbles Reviewed March 5, 2014
    The apartment is wonderful, very clean and near everything. The host was very kind and helpful and when I come back to Orlando/Kissimmee, it is the place I'll stay for...
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    1 / 25
    5 of 5 bubbles (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed July 21, 2016
    My family have just returned from a two week holiday (grown up children). The villa was fabulous as was the pool at the complex, and had everything we needed. It was well located...
    5 of 5 bubbles Reviewed March 23, 2016
    This has been a grest experience, all my family really liked the house. We strongly recommend it. Everything was clean and neat and the house is close to many places such as...
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    1 / 43
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Windward Cay, Kissimmee, Orlando, Florida A superior, well appointed detached 3 bedroom villa, The accommodation comprises of a spacious lounge/dining room with 2x queen size sofa bed, additional family room and patio doors leading to the pool deck - perfect for al-fresco dining and relaxing in... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 2 weeks ago
    Nice place,clean and good price. Closer to walt disney and comodity. Lots of thing to do. What yon wont easy to find
    5 of 5 bubbles Reviewed March 16, 2017
    We enjoyed our stay at this 3 bedroom house. The owner is very good about communicating. The pool is lovely. The kitchen is well equipped and all appliances worked. Marie...
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    1 / 14
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This spacious detatched 4 bedroom villa offers exellent value per person. It is in an ideal location for all of the attractions in the Orlando / Kissimmee area. It is situated just off the 192 between mile markers 13 & 14 on a quiet residential estate. We do not use a management company, the villa... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 of 5 bubbles Reviewed September 12, 2016
    Lots of extras in the garage for visitors use such as golf clubs fishing rods and a kayak, On the other hand needs a good deep clean all over ,pool area could do with being...
    5 of 5 bubbles Reviewed July 15, 2016
    Ideal location for some much that Orlando has to offer. Literally 15 min drive from Disney parks, but 3 mins away from the US192 which had so many restaurants and supermarkets...
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    1 / 75
    5 of 5 bubbles (22) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed December 20, 2016
    We were lucky enough to spend three weeks using this villa as our base while visiting all the wonderful places Orlando has to offer my family of 4 from England. First...
    5 of 5 bubbles Reviewed November 21, 2016
    Too bad the rental stays booked most of the time. Highly recommend Andy's Villa as it is very well kept and a good value. Andy covers all the bases and is quick to respond. We...
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    1 / 100
    5 of 5 bubbles (40) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Balcony
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed January 4, 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...
    5 of 5 bubbles Reviewed April 27, 2016
    We really enjoyed our stay. If I had any complaints it was the fresh paint smell. It was painted the day we arrived. The condo was very comfortable. The bed was great. I hope we...
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    1 / 24
    5 of 5 bubbles (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Balcony
    • Air Conditioning
    • DVD Player
    • Private Outdoor...
    • Secure Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This Italian style one storey villa completed in 2008 has 3 bedrooms a family bathroom and shower room. It is located on the sought after Tuscany development and is perfect for a family holiday to Orlando where you can enjoy the wonderful climate and year round sunshine. This exclusive development... View all property information
    Location Information
    Kissimmee, Central Florida FL 34747
    5 of 5 bubbles Reviewed January 5, 2017
    Ideal location with all the amenities in a quiet, well kept neighborhood. Exactly what the family needed and look forward to another stay.
    5 of 5 bubbles Reviewed May 31, 2014
    excellent property, in good location for disney, villa was clean & tidy, all amenities were new, Walmart & Walgreens can be reached by a 5 min drive, lots a eateries close by...
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    Kissimmee Flight and Weather Info
    Airports nearby (1)
    Plan your day of travel
    MCO
    Orlando Intl Airport
    10.4 miles from Kissimmee
    Low airfares recently found by TripAdvisor travelers
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    Additional Kissimmee Info

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    • Local time: 07:09 PM (EDT)
    • Peak travel: March - April
    Kissimmee Vacation Rentals

    Don’t automatically think you need to rent a vacation home in Orlando to be close to Walt Disney World. Smart vacationers know that searching for a vacation rental in Kissimmee, Florida often gets you space, luxury and a great rate—as well as a very short commute to the parks.

    Kissimmee Vacation Rentals for Families

    More and more families are choosing to celebrate major events like birthdays and anniversaries with a multi-generational trip to Disney World. (It’s one of the few destinations where everyone from toddlers to seniors can have an equally great time.) And we can help you find a Kissimmee vacation rental that can handle any size family. Whether you’re interested in a one-bedroom condo rental in Kissimmee or a seven-bedroom luxury villa, our helpful vacation rental reviews make your selection easy.

    Advantages of renting a vacation home in Kissimmee

    Let’s be honest—while it’s great fun to spend a week visiting the Magic Kingdom, Epcot, Disney’s MGM Studios, Universal Studios and Islands of Adventure, for most of us, it’s a significant strain on our bank accounts. Staying in a hotel and eating in Orlando-area restaurants also adds up. However, we can help you find a great deal on a villa rental in Kissimmee… and even if you just take a few meals in your vacation home instead of in restaurants, your budget will thank you. You’ll even save money on baggage fees with a rental—when you’ve got your own washer and dryer, you can do a few loads of laundry and pack much less clothing.

    Rent a vacation house with a pool in Kissimmee, Florida

    How do you visit the Orlando theme parks and maintain your sanity? Escape the crowds in the mid-afternoon, when the heat peaks and everybody’s nerves are frazzled. By staying just a short distance away in Kissimmee, you can zip home for a refreshing dip in the pool. Little kids can nap in the comfortable A/C of your Kissimmee vacation rental. You’ll all return to WDW or Universal in a much better mood!

    Rental deals in Kissimmee

    Remember that Florida’s a year-round vacation destination—but it definitely has an off-season when you can snag a great deal on Kissimmee condo rentals. If you really want a bargain, plan to visit Kissimmee between Thanksgiving and Christmas. Your condo will be cheap, the parks will be less crowded, and if you’re coming from a northern climate, the weather in Kissimmee will still seem great compared to what you’d get at home.

    Kissimmee and Orlando beyond Disney

    Don’t forget, there’s more to this part of Florida than Mickey and Donald and friends. Animal lovers will want to spend a day at Sea World, or take a day trip to the Everglades. Shoppers should save time (and suitcase space) for bargain-hunting at outlets in Kissimmee and the nearby Orlando Premium Outlets. Just over an hour away, on Florida’s Space Coast, you’ll find the Kennedy Space Center and fantastic sandy beaches like Cocoa Beach. Taking a Disney Cruise departing from Port Canaveral? A vacation rental in Kissimmee is the perfect pre-cruise accommodation.