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Vacation Home Rentals and Villas in Kissimmee, FL

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    Travelers to Kissimmee are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 56
    5 of 5 stars (14) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 17
    5 of 5 stars (8) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 73
    5 of 5 stars (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 75
    4.5 of 5 stars (22) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Patio
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    • Children's Pool
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    About this property
    Outstanding Luxury Villas with 4 bedrooms, 3 bathrooms WITH BRAND NEW AC and pool heater. Comfortably accommodates up to 10 guests, we also own few luxurious villas next each other to accommodate larger groups up to 30 guests and complimentary airport pickup, free grocery delivery is available. (... View all property information
    Location Information
    Kissimmee, Central Florida 34744
    3 of 5 stars Reviewed 3 weeks ago
    This review is solely based on the condition of the house; Condition of the house may have been due to our last minute booking. First and foremost I greatly appreciate Bob and...
    5 of 5 stars Reviewed February 27, 2016
    My sister and I and our dogs had a wonderfully relaxing 3 week stay at Luxury Villa. The house is comfortable and spacious, with lovely furnishings. Having a powder room...
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    1 / 61
    5 of 5 stars (9) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Welcome to this elegant and professionally decorated Orlando vacation pool home, located in the beautiful Windsor Hills Resort. The home boasts views for miles as there's no rear neighbors. You can even see the nightly fireworks at Disney World. Absolutely perfect for large family groups, this... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed May 30, 2016
    I traveled with my family and we had a great time. The house is really spacious and comfortable. One of the best things about the property is its location: we could easily reach...
    5 of 5 stars Reviewed February 27, 2015
    Excelent place Very confortable home Owner very nice I just bougth and left in the house bed sheet and bath towels of better quality.
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    1 / 100
    4.5 of 5 stars (3) Very good
    8 Bedrooms, 5 Bathrooms, Sleeps 19 | Quick View
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    • x
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    About this property
    Only 3 miles to Disney, 14 miles to SeaWorld, 17 miles from Universal Studio and easy access to all major theme parks, this lovely 8 bedroom 4.5 bath heated pool/spa villa is located on the prestigious Emerald Island Resort, a beautiful community with 24/7 guarded gate.This spacious villa can... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 stars Reviewed March 29, 2016
    very spacious. would highly recommend to others and would definitely choose again. The property is conveniently located to several attractions other then Disney World. Very...
    4 of 5 stars Reviewed June 22, 2015
    Well my family of 16 stayed at this location for a week and everything was excellent. We had plenty of room and we're only mins away from restaurant and stores. The only problem...
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    1 / 36
    5 of 5 stars (14) Excellent
    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 stars Reviewed July 19, 2016
    I would definitely recommend booking, it was clean and well worth the money, I loved the fact that Walmart is right up the street and loaded with Florida Souvenirs at a great...
    5 of 5 stars Reviewed June 20, 2016
    This was the first time my family & I stayed in a house instead of a hotel. It was awesome! We all loved the house, the location was perfect-- there was a Wal-Mart near by, Disney...
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    1 / 63
    5 of 5 stars (20) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Washer
    • Waterfront
    • DVD Player
    • Children's Pool
    • Satellite TV
    • Patio
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to 'The Retreat' Villa a wonderful high spec villa, with South/South East facing pool and lakefront location offering you a luxurious vacation home for your visit to Orlando. The Villa is located in a cul-de-sac with no through traffic within the quiet gated community of Sunset Lakes, just... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed July 9, 2016
    We greatly enjoyed our vacation at The Retreat. The house itself is beautiful and well equipped and feels very tranquil and safe. The location was excellent for visiting both...
    5 of 5 stars Reviewed May 29, 2016
    Lovely home, rented 3 times previously with different owner..Brian very nice to work with. It was myself, husband and two 22 yr old sons. They caught and released 38 bass. Would...
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    1 / 59
    5 of 5 stars (2) Excellent
    7 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Hot Tub
    • Washer
    • Air Conditioning
    • Satellite TV
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    • Internet Access
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Roughtallys is our luxurious villa situated on a 24 hour secure gated community 15 minutes from Disney,s Main Gate. 20 minutes from Universal/Island of Adventure. local superstore and restaurants 2 minutes drive. or a lovely walk.... we can sleep 14 plus a cot and two travel cots. exceptionally... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed 2 weeks ago
    I have booked several rental homes for friends and you know you always have one who always has something negative to say. Not here!! everyone loved it and want to come back next...
    5 of 5 stars Reviewed March 31, 2016
    My golf group of 7 adults rented Roughtallys for a week. The house was in excellent shape and well equipped. Lyn, the owner, was very accommodating and very easy to work with...
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    1 / 62
    5 of 5 stars (23) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Washer
    • Hot Tub
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    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This villa has a fantastic large pool with jacuzzi hot tub backing on to a lovely lake and forest. The pool is not overlooked so you will not find excited children spoiling your peaceful evenings ! The location could not be better - just ten minutes to Disney - close enough to come home for... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 stars Reviewed 1 week ago
    The villa is not far from the parks etc but car is essential like most villas in kissimee. No safe was an issue. But it was very quiet which was great and 5 min in car to...
    5 of 5 stars Reviewed July 3, 2016
    Stayed one week -June 2016 - this is our third stay in this lovely villa. We absolutely love the villa and location. My husband, daughter and twin granddaughters age 9 had the...
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    1 / 24
    5 of 5 stars (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    This spacious 6 bedroom vacation home features 2 masters, a luxury screened private pool and spa, TVs in every bedroom, a fully equipped eat-in kitchen and a living area featuring a 48″ LED TV, sleeper sofa and DVD player! There’s also two fun themed kids’ bedrooms, a cafe-style dining area,... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed June 8, 2016
    We have stayed at quite a few vacation homes and this one is by far the best of all . We have four families and a total of 13 people stayed at this property and we did not...
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    1 / 56
    5 of 5 stars (22) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Children's Pool
    • Satellite TV
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Over 9 Years listed with Holiday Lettings. 5 STAR Trip Advisor Reviews, 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, Free Wireless Fibre High Speed Wifi, Free... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 stars Reviewed May 5, 2016
    Our experience prior to departure was good so we had high expectations and they were exceeded when we arrived and during our stay. Just the two of us arrived first shortly...
    5 of 5 stars Reviewed March 26, 2016
    Steve ,Rich my son and I had a wonderful ,relaxing vacation in your beautiful home. When we arrived there was a welcome basket with coffee ,tea ,sugar,jam,and in the fridge butter...
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    1 / 67
    5 of 5 stars (11) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our luxurious, single-storey, family home is situated on the residential lakeside development of Indian Point which is around 2 minutes drive from Highway 192. The actual location of the villa is in a quiet road with very little traffic. Our own children are quite young, and their safety was one... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed June 10, 2016
    I have rented this villa 3 times and each visit has been superb .From the initial enquiry to returning home Phil has been brilliant .He even was contactable when I forgot to take...
    5 of 5 stars Reviewed May 7, 2016
    This is the fourth time we have stayed at this villa (first time back in 2005) and would come back again. This time we stayed for 3 weeks and had our son, daughter in law and 2...
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    1 / 48
    5 of 5 stars (9) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Children's Pool
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    • Wi-Fi
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Reserve now for special summer savings! Paradise On Ice--This 2015 townhome is in the newest and most exclusive area of Paradise Palms Resort. Our family wanted a beautiful vacation home that we could enjoy with our children, grandchildren, and friends that included fabulous resort amenities and... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed 6 days ago
    My family (spouse and adult kids) stayed for a week. It is a great location, close to everything and felt just like home. The beds were so much more comfortable than those at the...
    5 of 5 stars Reviewed July 19, 2016
    My family which included two young adults, my adult son, and two children ages 8 and 13 enjoyed the house very much. The location was excellent as we were able to leave Disney...
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    1 / 25
    5 of 5 stars (10) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Private Outdoor...
    • Patio
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    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Your Stunning Vacation Home<BR>Here in Kissimmee, our new and very spacious (3200 sq Ft) villa can be found within the exclusive Calabria/Tuscany community. <BR><BR>Comfortably sleeping up to 12 guests, this prestigious fully air-conditioned, luxury 6 bedroom 5 bathroom villa, offers all the... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed July 19, 2016
    A group of 9 of us stayed here in July 16. This villa is fantastic, it is better than it looks in the pictures. The booking procedure was easy and professional, the villa was...
    5 of 5 stars Reviewed May 2, 2015
    I don't know where to start for this review! Our group of 12, first vacation together - a suprise vacation for our kids, we couldt have chosen a better place. This house truly...
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    1 / 65
    5 of 5 stars (36) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our Villa is privately owned and has the high standards that you expect when you go on holiday. Its ideal location next to a lake and its close proximity to Disney means that every guest will enjoy the comfort and convenience of this luxury home and make your holiday an experience to remember.... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed 1 week ago
    My husband and I and our daughter and her family all stayed here for 4 weeks and had an amazing time. The location of the villa and facilities were great very much home from...
    5 of 5 stars Reviewed June 12, 2016
    We were two families, 4 adults, 2 teenies and 2 kids in May 2016 and really enjoyed the house! The property was clean and very well equipped: one can find everything needed for a...
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    1 / 48
    5 of 5 stars (8) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • Wi-Fi
    • Satellite TV
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Luxury vacation townhouse located in the private gated resort community of Paradise Palms; just 10 minutes from Disney! <BR><BR>This beautiful townhouse has a GREAT LOCATION! View from patio and private pool out to green lush lawns and palm trees, with the clubhouse just down the street. South... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed July 7, 2015
    Location!! Location!! Location!! This house location suited ideally when you are visiting Orlando in large group and visiting Disney Parks. We visited in June 2015, with group of...
    5 of 5 stars Reviewed March 29, 2015
    The home is beautiful and spacious, just as pictured. Trond, the owner, was quick to respond to any questions I had and we had a wonderful stay. The backyard pool is perfect in...
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    1 / 20
    5 of 5 stars (30) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to our very special lakeside villa. You'll love the feeling of light and space as you enter the vill,with over 3000sq ft of living space this feeling just goes on. The villa is beautifully furnished and presented with lots of luxurious extras that make our villa not just a house but a home.... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 stars Reviewed June 30, 2016
    Me and my family had the most amazing holiday here, we didn't want to leave Andrew is the greatest guy, great communication, I would always book with Andrew and his villa...
    5 of 5 stars Reviewed June 28, 2016
    Stayed for 4 days in June with 5 members of my family including my 90 year old dad and 8 month old grandson ! House was large and roomy and we were all very comfortable for our...
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    1 / 30
    5 of 5 stars (9) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Spacious and comfortable Villa. Ideal for family holidays and/or long term rent. Personal swimming pool. Great location.This is a fully air-conditioned villa within the quiet sub-division of Bass Lake estates. Situated just off the "US 192". A short drive from the Walt Disney theme parks, universal... View all property information
    Location Information
    Kissimmee, Central Florida FL 34746
    5 of 5 stars Reviewed 3 weeks ago
    The house was very nice , clean , close to mostly everything Walmart was right around the corner which was a plus for me .
    5 of 5 stars Reviewed October 19, 2015
    We could not have asked for more! The place we clean and provided more than we needed. IE: extra towels, blankets, soap etc... Full kitchen with plates, cups, utensils. We loved...
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    1 / 75
    5 of 5 stars (13) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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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 stars Reviewed April 10, 2016
    I stayed in this villa for 2 weeks over Easter with my fiancée and our 2 year old daughter. We have stayed here on a couple of occasions in the past and will certainly look to...
    5 of 5 stars Reviewed March 8, 2016
    This is the nicest vacation rental we have ever booked. Located in a quiet residential area with a tempting pool and small backyard (that our dog loved), it's still an easy drive...
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    1 / 77
    5 of 5 stars (24) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Come and enjoy our executive custom built home at a great price only 3 minutes to Disney. If your looking for a home that is close to Disney, all attractions, shopping, restaurants ....then you have found the PERFECT location!!! Complete with a private large pool,hot tub and fun filled game room.... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed 1 week ago
    Loved the villa. It was very clean & close to Disney. Kids enjoyed the game room & swimming pool. Would stay again for sure.
    5 of 5 stars Reviewed 2 weeks ago
    I had the best time in this home it was so cozy and comfy i didnt want to leave. My family will be back next year
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    1 / 90
    5 of 5 stars (25) 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
    • Smoking allowed
    • x
    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
    5 of 5 stars Reviewed July 17, 2016
    This is our 3rd time staying here, and to be honest we wouldn't stay anywhere else! We stayed for 4 weeks on our honeymoon and Everything was perfect, 3 bedrooms 1 en suite and 1...
    5 of 5 stars Reviewed June 21, 2016
    As soon as we arrived at the villa it was clear that it was cared for and maintained to an exceptional standard. It was without doubt a luxury accommodation and had everything we...
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    1 / 25
    5 of 5 stars (3) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    First class accommodations that will not disappoint. Beautifully kept and tastefully decorated 4 bedroom one floor Pool Home just 7 miles from Disney. Home has no rear neighbors and have a beautiful view over the small lake. BBQ on the desk while watching the sun set. Wireless Internet, US and... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed 1 week ago
    The pool was a treat after coming back from a hot day visiting themeparks (97+F). The house has everything you need and is fully airconditioned which is a huge relieve after you...
    5 of 5 stars Reviewed May 26, 2016
    Good location, very clean, an overall great choice we are so pleased. It was so nice to come back to this house every night it really felt like home.. my kids used the pool non...
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    1 / 100
    5 of 5 stars (39) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • ?
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    • 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 stars 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...
    4 of 5 stars Reviewed July 27, 2015
    I'd like to start this review off by thanking Brandon Roth for allowing us to stay in his home. We felt as if we were at home rather than at a hotel. It had the amenities of a...
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    1 / 21
    5 of 5 stars (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Patio
    • Children's Pool
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    • Wi-Fi
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
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    About this property
    Gorgeous 5 Bedroom 4.5 Bathroom Game Room - Town House! Enjoy your next vacation in this brand new 5 bedroom 4.5 bath town home in one of Kissimmee's newest resort communities. Windsor at Westside is located only minutes from the entrance to Walt Disney World. The townhouse is directly across... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed March 14, 2016
    We had an absolutely amazing trip with them (there was a total of 12 of us)! The house was brand new and had new sheets, towels, kitchen supplies, etc... The decorations were...
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Welcome to our Orlando villa. If you are looking for a high quality home from home, close to Disney and the other main attractions, then look no further. Our impressive 2775sq ft., 5 bedroom newly built Orlando Vacation home with 4.5 bathrooms is located just off Highway 192 between markers 11 and... View all property information
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    Kissimmee, Central Florida 34746
    1 / 8
    5 of 5 stars (22) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    Kissimmee, Central Florida 34746
    4 of 5 stars Reviewed 1 week ago
    We were very happy with the condo. It had everything one could hope for. It was quiet, clean and well appointed. Close to all amenities. We would definitely recommend it! Just...
    5 of 5 stars Reviewed March 21, 2016
    The condo was just as advertised. It was very clean and the layout was nice with the living room and dining room separating the two bedrooms. The bathrooms were roomy and nicely...
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    1 / 13
    5 of 5 stars (8) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    4 bed executive villa at Indian point 10 minutes from Disney.Tastefully decorated with King master with en-suite.<BR>The large 30ft private swimming pool with spa offers the perfect place to relax and enjoy the peace and tranquility of the conservation area it overlooks.<BR>Close by the Wal Mart... View all property information
    Location Information
    Kissimmee, Central Florida FL 34746
    5 of 5 stars Reviewed July 15, 2016
    A true home away from home. I loved my stay at this vacation rental property. I will definitely use them again for my future vacations
    5 of 5 stars Reviewed May 16, 2016
    We stayed here with my daughter and 3 grandchildren all under 8. It was a home from home, had everything we wanted for a memorable stay. The villa was sutuated on a very...
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    1 / 40
    5 of 5 stars (7) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Your Vacation is Waiting! Our beautiful 6 bedroom 3.5 bath home is located in the amazing Windsor Palms Resort Community. Relax in your own private pool and spa or head up to the club house to utilize the facilities there, such as the 25 m pool, movie theatre, fitness center, Tiki bar, tennis,... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed 1 week ago
    My husband and I stayed here with 3 teenagers and 2 smaller children. We had plenty of space to spread out for everyone to have their own privacy.
    5 of 5 stars Reviewed May 14, 2016
    The property looks every bit as good as the photos. Very handy driving distance to all the main theme parks. Also plenty of shops and restaurants within a short driving...
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    1 / 27
    5 of 5 stars (6) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    STUNNING 5 ***** LAKE VIEW ORLANDO VILLA Guests can relax and really enjoy this amazingly tranquil and peaceful setting EXCEPTIONAL LOCATION IN UNIQUE NATURAL CONSERVATION AREA WONDERFUL LAKE FRONT SPOT ..... SO PEACEFUL YET STILL CLOSE TO ALL THE AREA'S MAIN ATTRACTIONS! Luxury Lake View... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 stars Reviewed 6 days ago
    Excellent villa location overlooking a lake, lots of wildlife. Villa has everything you'd need very comfortable and clean and well decorated. Outside pool/spa area was fantastic...
    5 of 5 stars Reviewed 3 weeks ago
    If you want to stay in a villa that has got everything, then this is it. The villa is spacious and not overlooked and in a very quiet location with lots of space and a beautiful...
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    1 / 4
    3 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    As you step into your Florida vacation rental, you will know you have entered your new vacation home. Holiday Inn Club Vacations® at Orange Lake Resort, located next door to Walt Disney World® Resort and Disney Animal Kingdom theme park, caters to families. With villas located near Disney, we offer... View all property information
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    Kissimmee, Central Florida 34747 8201
    1 / 12
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Take a "Palm" Escape and still be close to everything. Located behind the Super Walmart... in Popular Indian Point Subdivision that features - tennis - a play ground - community pool and recreation center. Relax at this beautiful 4 Bedroom 2 Bath all tile (except the bedrooms) Villa with heated... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 of 5 stars Reviewed January 29, 2016
    You will love this location. It's so convenient to everything. It was a very clean home. It took us a little while to get use to the "U" turns in the high traffic area, but...
    5 of 5 stars Reviewed August 11, 2013
    This home was very comfortable and close to the Orlando theme parks. The neighborhood was nice and great for walking since it did have sidewalks. Very close (5 minutes) to Super...
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    1 / 73
    5 of 5 stars (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • x
    About this property
    Stretch out, relax, and enjoy our beautifully decorated five bedroom, four bath, vacation home in Disney's shadow. There are two master suites with king beds, private baths and access to the pool area. The third bedroom has a full bed with an adjoining full bath. The other two bedrooms each... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed 3 weeks ago
    Excellent Vacation home. This home has everything you need to enjoy your vacation, plenty of room for entire family. Home is very well kept . i do recommend that the property...
    5 of 5 stars Reviewed June 30, 2016
    The vacation rental was beautiful, and close to Disney. I couldn't ask for anything more. Just remember to bring your own trash bags, pots, pans, etc.
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    1 / 31
    5 of 5 stars (9) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 stars Reviewed June 16, 2016
    The bedrooms are a really good size, as was the living accommodation., There where 7 of us (4A 3C) staying and felt the size of the house was big enough for us. The house had...
    5 of 5 stars Reviewed September 9, 2015
    Lots of bedrooms and bathrooms - perfect for a family vacation. well laid out. good kitchen facilities. nice quiet and secure neighborhood. TV in each bedroom. Clubhouse and...
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    1 / 15
    4.5 of 5 stars (2) Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 15 | Quick View
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    • x
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    About this property
    Welcome's you to this 8 bedroom 4.5 bathroom home, situated on Emerald Island, in the beautiful sunshine state. Only 5 minutes from Disney World, 20 minutes from Orlando International Airport (MCO) and 45 minutes from Sandford International Airport. Comfort at it's best, providing all round family... View all property information
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    Kissimmee, Central Florida 34747
    4 of 5 stars Reviewed 1 week ago
    The property itself is very clean inside, equipped with everything you need to cater for yourself for 2 weeks, bedrooms fine and beds comfortable. Pool started off being very hot...
    5 of 5 stars Reviewed July 14, 2016
    The resort staff was wonderful. House was fantastic. Beds could use new mattress. But I know that takes time to get replaced. Pool was very hot, we did not have the heat on I...
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    1 / 24
    5 of 5 stars (5) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    About this property
    <BR>This new luxurious Florida villa rental boasts beautiful décor and very high quality furnishings throughout. Surrounded by landscaped gardens, it is in the community of Tuscany at Westside, close to three golf courses including the award winning Highlands Reserve. The south/west facing pool... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed 3 days ago
    My brothers family of 5 and my family of 5 stayed here in may of this year. This is our second stay in this house. The place was very comfortable for all of us. The house was very...
    5 of 5 stars Reviewed 1 week ago
    We spent eight nights with four adults and four boys 9-14 at this great place. A wonderful home and we did best to keep it that way (had to tell the children accordingly). The...
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    1 / 9
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Children's Pool
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    • x
    About this property
    The house is located on the prestigious Sunset Lakes gated sub division and is a 10 minute drive to Disney. The sub division is very close to restaurants and shopping: it really is the perfect location for a Disney vacation. Pool table and table tennis/ping pong table in garage. The bedding... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed July 15, 2016
    Great home. I would really recommend: the pool is great my kids got in everyday. And the water didn't even need to get warmed. Very specious. Perfect location close to many stores...
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    1 / 100
    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    About this property
    (Please also check my other 8 bedroom properties in Emerald Island Resort, 4627683,4865396, 5493059) This Executive vacation home near Disney located in Emerald Island Resort is tastefully decorated throughout to make you feel at home. Accent painting, colorful curtains and nice furnishings. The... View all property information
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    Kissimmee, Central Florida 34747
    1 / 34
    5 of 5 stars (12) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • DVD Player
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    About this property
    ~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~¤~ YOUR DREAM VACATION RENTAL IN THE SUNSHINE CAPITAL IS HERE ... COME AND ENJOY: A Beautiful Sun Drenched 4 bedroom 2 storey fully air-conditioned vacation home on premier conservation lot offering... View all property information
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    Kissimmee, Central Florida 34744
    5 of 5 stars Reviewed 5 days ago
    The villa was large and very spacious. It was clean and had everything we needed. We would certainly recommend it 😊
    5 of 5 stars Reviewed March 22, 2016
    This villa met our needs perfectly-5 college students on spring break with a tag a long mom. :) Spacious and comfortable, there was room for everyone to have their privacy with...
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    1 / 80
    4.5 of 5 stars (3) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    What a great Orlando villa! You just won't want to leave this beautiful 6 bed 4 bath villa!<BR><BR>This Orlando vacation home boasts exceptional furnishings throughout. <BR><BR>Large rooms with cathedral ceilings, open floor plan and tiled floors.<BR><BR>The living area has a 46 inch plasma TV, 2... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed April 4, 2016
    Close to the Disney parks and shopping, Villa Joya is in a wonderfully quiet residential neighborhood where we could rest and recharge after an exciting day at the attractions...
    4 of 5 stars Reviewed March 6, 2016
    Close to the main Disney Theme Parks, fully premium furnished and well kept house, ideal for a big family vacation. Owner and Management always prompt to make your stay pleasant...
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    1 / 28
    5 of 5 stars (6) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Living Area<BR>Our recently upgraded and spacious lounge is the ideal place to just relax after a hard day at the theme parks! The comfortable lounge benefits from a 42" LCD HD cable television with DVD, video-player, Playstation 2 and a selection of children's videos and PS2 games. Our guest... View all property information
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    Kissimmee, Central Florida 34747
    4 of 5 stars Reviewed 2 weeks ago
    This house was an excellent choice for our party. Especially the playroom was a succes, but too little time to enjoy it more. Busy program! Very sweet that we could drop off our...
    5 of 5 stars Reviewed 4 weeks ago
    everything you could want from a villa. it is very well equipped spacious and nicely decorated. my teenagers loved the games room and pool its an ideal place to relax after very...
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    1 / 21
    4.5 of 5 stars (11) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    A large pool deck, heated pool and spa are the ideal places to sit while you relax in the tranquil setting screened on both sides by privacy hedges and backing onto a conservation area. WiFi and fishing on Bass Lake from the fishing dock are all free of charge, making your trip a home from home in... View all property information
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    Kissimmee, Central Florida 34746
    3 of 5 stars Reviewed 5 days ago
    Positives- 4 bedrooms, good price, has pool. Owner was quick to reply to emails. Negatives- Not clean by our standards, very dusty, stains on carpeting, stained pillows. We...
    5 of 5 stars Reviewed January 26, 2016
    The home was spacious and bright. The pool was nice, however at the time needed a new pool solar cover. It worked well for our needs and we appreciated the communication with...
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    1 / 54
    5 of 5 stars (4) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Our Villa in Windsor Hills is a BEAUTIFUL custom designed home. Windsor Hills is a secure gated community that has all the amenities of a 5 star hotel or resort, but with the comfort, convenience, and privacy of staying in a high end home. Facilities Air Conditioning Flat Screen TV's TV's and DVD... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed May 5, 2016
    We stayed in this amazing house in the April holidays. The house is a really good size and great for a large family and very well furnished. The location is superb being close to...
    5 of 5 stars Reviewed March 2, 2016
    From the moment we walked in we were impressed. The home was beautifully decorated and equipped with everything we needed. We have six children and were going to Disney for the...
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    1 / 58
    5 of 5 stars (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Luxury 4 bed / 3 bath detached villa with private heated pool / spa, FREE wifi internet connection and games room on High Grove Gated Community, 10 mins from Disney. The villa is easy to find and situated at the junction of the 192 and Highway 27. It is ideally located for the theme parks, golf and... View all property information
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    Kissimmee, Central Florida 34714
    5 of 5 stars Reviewed June 27, 2016
    Really nice house confit nice pool the place is really beautiful with 4 bedrooms the bathrooms is really nice kichen is good side the house is clean
    5 of 5 stars Reviewed March 18, 2016
    This was our first VRBO experience. I would recommend anyone traveling to use VRBO’s. The Orange Blossom Villa was very clean and a great location to Disney, Universal, shopping...
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    1 / 43
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    We are situated 5 minutes from Disney & local shops & amenities are just around the corner.Emerald Island is the closest community to the theme parks.<BR><BR>Whilst staying in our home you can benefit from all the facilities of Emerald Island Resort, including volleyball, tennis courts, gym, cyber... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed June 6, 2016
    This is an ideal holiday home when visiting Disneys attractions. So great to be so close, but just far enough away. House has everything you need. We were a family group...
    4 of 5 stars Reviewed March 1, 2016
    The home is located within a beautifully landscaped gated resort community just a very short ride from the Disney Parks. The home is fully equipped and decorated nicely. It is...
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    1 / 87
    5 of 5 stars (9) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    This home is very spacious, (3475 sq ft), located on the beautiful Bella Vida Resort. Large open plan family room including the kitchen opens on to the decked area, outdoor private pool and jacuzzi. Family room has large TV and DVD. Games room with pool table and fooseball table and further lounge... View all property information
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    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed August 31, 2015
    Stayed here with my friends from out of the country for my wedding week,and I must say it was an awesome experience,the house and rooms were clean and spacious. The rooms and...
    5 of 5 stars Reviewed August 17, 2015
    Perfect for our large of 13 (3 families). Great value villa which was perfect for what we needed. We all enjoyed the pool and games rooms. Plenty of room having six bedrooms...
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    1 / 49
    5 of 5 stars (13) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Your beautiful vacation home is at Eagle Point, Kissimmee, one of the best possible locations for access to Orlando's famous theme parks, attractions and Golf Courses. When you stay in this executive pool home, you will get great views, great decor and a private location backing on to a... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed April 27, 2016
    We stayed here for 2 weeks recently. The house is in a quiet residential area a few minutes away from the 192 street which hosts a number of restaurants, shops and activities. So...
    5 of 5 stars Reviewed April 2, 2016
    Just arrived back from 2 weeks in this lovely villa, it has everything you need, plenty of space, very clean and in a quiet location only10 minutes away from all the attractions...
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    1 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Kissimmee, Central Florida 34747
    1 / 16
    5 of 5 stars (10) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    3 bedroom villa, air conditioned with own pool and garden. 2 double bedrooms, 1 with ensuite, 1 twin bedroom and family bathroom, open plan living area comprising of fully equipped kitchen, breakfast / family room, dining room, lounge. Enclosed pool and sun deck to rear with patio loungers, chairs... View all property information
    Location Information
    Kissimmee, Central Florida FL34747
    5 of 5 stars Reviewed July 12, 2016
    Love it. Peaceful and quite and great clean atmosphere to be around!! My kids and husband enjoy everyday of it. The place is also very close to most of the Attraction.
    5 of 5 stars Reviewed April 17, 2016
    Brilliant location. Very near to Disney and Seaworld. About 1 hours drive from Busch Gardens. The property was very well equipped. It had everything that we needed and more...
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    1 / 18
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This family-friendly resort, spanning more than 1,400 acres, is right on the doorstep of Walt Disney World and offers a wide variety of activities on both water and land. Villas, apartments and suites are available.<BR><BR>Holiday Inn Club Vacations at Orange Lake Resort features multiple areas for... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 stars Reviewed January 4, 2015
    Had a great time would've loved to stay longer. They are pushing with their tour but we have this before at other locations. Just have to say no more than once. They offer you a...
    See all reviews
    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.