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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 (15) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 28
    5 of 5 stars (9) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 65
    5 of 5 stars (37) 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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    • Washer
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    About this property
    Over 1600 Sq/F of executive, private, pool and spa vaulted ceiling home!!!! We have everything you need to make your florida getaway the best you will ever have.... 2 living rooms, 4 TV's with Direct Tv, apple tv, netflic, blu ray, Xbox...... King, Queen, and a double bed bunk bed!!! we sleep 8!!!!... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed May 3, 2016
    We loved our stay at this property. The owner and the property manager were very responsive and concerned with how our stay was going. The house is close to Disney, Universal...
    5 of 5 stars Reviewed July 27, 2015
    We stayed at this home last year for our vacation, and we couldn't have been happier with the accommodations. We are a family of 5 - we have a 13 year old, a 12 year old and a 5...
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    1 / 77
    5 of 5 stars (24) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 2 weeks 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 3 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 / 100
    5 of 5 stars (39) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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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
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    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 / 28
    8 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    On community Windsor at Westside, a gated community. It has a large private South East facing pool and spa. There are games such as pool, air hockey and ping pong. This is a new property furnished to a high standard with a Frozen room and Harry Potter room. All bedrooms have television... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 51
    5 of 5 stars (17) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Ideally located close to Walt Disney World, this gloriously furnished, luxurious rental holiday villa, offers an easy drive to major attractions such as Walt Disney World, Magic Kingdom, EPCOT, Animal Kingdom, Typhoon Lagoon, Blizzard Beach, Downtown Disney, Pleasure Island, Universal Studios,... View all property information
    Location Information
    Kissimmee, Central Florida FL 34744
    5 of 5 stars Reviewed May 7, 2016
    Just returned from our Florida vacation and stay at this house......Can not say enough good things about the house and the owners.... I booked through tripadvisor, and from my...
    5 of 5 stars Reviewed April 2, 2016
    Fabulous villa with excellent facilities, in as wonderful setting. Allowed our extended family group to relax and enjoy the facilities. The villa was very well equipped and very...
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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
    • Satellite TV
    • Washer
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    • Private Outdoor...
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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 2 weeks 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 / 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
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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 / 36
    5 of 5 stars (14) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
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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 / 30
    5 of 5 stars (63) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    "The Mad Hatter!" What describes it? How about magical, luxurious, exciting, all rolled up into one? You will absolutely adore this NEW Disney World area home. There's not another one like it. And at rates that are 400% LESS than staying on Disney property, and even less than most of the small... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed July 29, 2014
    We had a great time at this condo during our first family vacation to Orlando. The family room and master bedroom were decorated so beautifully and were so cozy. We had a couple...
    5 of 5 stars Reviewed June 24, 2014
    Service: Outstanding – could not ask for more. Frank Monteleone was fantastic to deal with, extremely attentive to any requests and supplied abundant information relating to his...
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    1 / 54
    5 of 5 stars (4) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
    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
    Location Information
    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 / 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
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    • 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 / 36
    5 of 5 stars (7) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    • Wi-Fi
    • Children's Pool
    • DVD Player
    • Satellite TV
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Well maintained fully furnished 5 bed 3.5 bath home with 25x15 heated private pool and spa. Private garden overlooking lake. Covered lanai with south facing sundeck and pool furniture. The fabulous sun drenched pool deck and shimmering waters of our private pool offer a taste of paradise that is... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 stars Reviewed April 2, 2016
    We are currently holidaying in the villa and it has absolutely everything and more you could possibly want from a holiday rental. Great facilities, everything a large family could...
    5 of 5 stars Reviewed February 13, 2016
    We stayed 8 nights in this lovely vllla. There was loads of space for everyone - we are a family of 4 (our kids are 6 and 14) and we had friends come to stay with their 2 year...
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    1 / 17
    5 of 5 stars (8) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • 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 stars Reviewed 1 week ago
    I enjoyed the house. My kids and I had a very nice stay. The rooms were clean and the beds were comfortable. The kids loved the pool at the house and the main pool. The hot tub...
    5 of 5 stars Reviewed February 22, 2016
    950 marcello is the best villa we have stayed in between the 7 times we have come here. bella vida resort itself is very clean, new and safe (24 hr security on the gate). Easy...
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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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    • Pet-friendly
    • Child-friendly
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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 4 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 / 48
    5 of 5 stars (26) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Secure Parking
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    • Waterfront
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Truly a cut above the rest. Exceptionally stunning and professionally furnished private town home in one prestigious gated community,one of Orlando's most beautiful destinations. Just built in 2010,our unit have 3 bedroom,3 bathroom. My town home is the superb home away from home for up to 8... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed June 20, 2016
    Me & my family stay this beautiful condo for a week, Condo was very clean have lots room. Location is awesome close to everything.The owner & manager is very easy work with, make...
    5 of 5 stars Reviewed April 17, 2016
    We just stayed for our family trip to Disney and Orlando. It was exactly as pictured and described. We couldn't have asked for anything more. The house was clean and came with...
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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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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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 / 13
    5 of 5 stars (8) 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
    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 / 20
    5 of 5 stars (18) 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
    Formosa Gardens Blvd Villa, is a single storey detached property on a large corner plot with a south facing pool/spa. large pool deck area Its is situated in Kissimmee Florida, approx 3 miles from Walt Disney Parks. 1 king with master ensuite, 1 double and two twin rooms all with flat screen tvs.... View all property information
    Location Information
    Kissimmee, Central Florida FL34747
    3 of 5 stars Reviewed 2 weeks ago
    The owner of this rental property lives in England, so Kissimmee property managers are the local caretakers. Appliances, shower, toilets, etc. all worked fine so we thankfully...
    5 of 5 stars Reviewed June 23, 2016
    I've not long returned from a 2 week stay at this fabulous villa, with my mum and a friend. The villa is everything you can ask for and more!!! It was professionally clean both...
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    1 / 20
    5 of 5 stars (30) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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 / 25
    5 of 5 stars (3) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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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 2 weeks 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 / 87
    5 of 5 stars (9) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Internet Access
    • Hot Tub
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • 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
    Location Information
    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 / 61
    5 of 5 stars (9) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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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    5 of 5 stars (9) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    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 2 weeks 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 / 29
    4 of 5 stars (5) Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    If you are looking for a dream home in a dream location you need look no further. This home has it all! It is located in Terra Verde which is one of the top resorts in the Disney area. The gated community has a Club House with pool, spa, tikki bar plus fitness and games rooms. You can even access... View all property information
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    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed November 4, 2015
    The property was perfect for our needs and more. It was in a perfect location for everything we wanted to see and do. The kids in particular loved the pool.
    4 of 5 stars Reviewed March 22, 2015
    We were looking for a home with three things in mind - convenience, (amenities, access to golf courses, etc.) space (had several family members of varying ages and interests...
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    1 / 90
    5 of 5 stars (25) 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 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
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    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 / 59
    5 of 5 stars (2) Excellent
    7 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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
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    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed 3 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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    5 of 5 stars (6) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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 3 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 July 24, 2016
    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 / 24
    5 of 5 stars (5) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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
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    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed 1 week 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 2 weeks 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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    5 of 5 stars (10) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This pet friendly beautiful 3 bedroom home boasts a screened porch to the front and a fenced back yard making for a completely private pool offering ample opportunity for outdoor relaxation. The master bedroom has a king bed with en-suite, all the bedrooms have Tv's and are very modern. The home... View all property information
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    Kissimmee, Central Florida 34748
    5 of 5 stars Reviewed July 9, 2016
    Just came back from a great trip- staying in this house was awesome! My family loved that it was so clean and well taken care of- the pool was excellent and we appreciated all the...
    5 of 5 stars Reviewed June 14, 2016
    Stayed here with my husband and sister and our 2 large dogs. The house is lovely. Very clean and modern. Love the kitchen which is stocked. The beds are very comfortable. Rooms...
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    1 / 30
    5 of 5 stars (10) 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
    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
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    Kissimmee, Central Florida FL 34746
    5 of 5 stars Reviewed 6 days ago
    I love the house is beautiful, everything was clean and perfect condition. The pool was great in one word its just perfect to relax and be with the family...
    5 of 5 stars Reviewed 4 weeks ago
    The house was very nice , clean , close to mostly everything Walmart was right around the corner which was a plus for me .
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    1 / 16
    5 of 5 stars (10) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 50
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our family owned Orlando vacation spot is conveniently located four miles from Walt Disney World in the private residential area of Lindfield Estates in Kissimmee, Florida. There is fun for the whole family to enjoy! You're only a hop, skip and a jump away from all the Disney theme parks including... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed 1 week ago
    My family and I stayed here and we loved it! Everything was clean and comfortable. We would definitely come back to stay here :)
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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 / 55
    5 of 5 stars (3) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Windsor Hills Disney Adventure Villa: Our spacious family villa features 3500 square feet of luxury living space with 6 bedrooms and 4 bathrooms which can accommodate 16 comfortably. Our South facing screened in swimming pool with hot tub and a covered patio area is perfect to watch the sun set.... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 stars Reviewed January 27, 2015
    First I need to say Thank You! to Christie and Bill for having this beautiful home available to rent. We were a travelling family (circus) of seven, ages 3 to 66 and all left the...
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    1 / 27
    5 of 5 stars (6) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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 2 weeks 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 4 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 / 21
    4.5 of 5 stars (11) 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
    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
    Location Information
    Kissimmee, Central Florida 34746
    3 of 5 stars Reviewed 1 week 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 / 73
    5 of 5 stars (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Washer
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    • Pet-friendly
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    • Smoking allowed
    • 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 4 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 / 40
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Stay in your own Orlando Townhome when in Florida! This 3 Bedroom, 3 bath Townhome in the Windsor Hills Resort in Kissimmee, is 2 miles to the Walt Disney World Resort and near Universal Studios, Seaworld, and Orlando International Airport. This Townhome is super clean and appointed complete with... 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
    • Porch
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    • Pet-friendly
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    • ?
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    • x
    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 1 week 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 / 49
    4.5 of 5 stars (5) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    Luxury villa with own pool overlooking a lake. 6 large bedrooms all with fitted wardrobes, modern kitchen with breakfast bar, dishwasher, large fridge freezer and all utilities. Two lounge areas and one dining area, large playroom and laundry with washer and dryer. Baby equipment availalbe if... View all property information
    Location Information
    Kissimmee, Central Florida FL34746
    4 of 5 stars Reviewed December 3, 2014
    I loved this house! From the layout of the house to the supplies there. My large family rented this house during the Thanksgiving break and it was just right for us. Don't mind...
    4 of 5 stars Reviewed July 10, 2014
    This was a great getaway area. The traffic was busy but where we stayed we were removed from all the hoopla. The rooms were nice and the beds slept good. We were able to enjoy the...
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    1 / 20
    5 of 5 stars (3) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Overview:<BR><BR>Located in the desirable Cumbrian Lakes Resort, this home is perfect as your base in the Greater Orlando Area. Master bedroom with King bed, large en-suite bathroom with separate shower, walk in closet. Queen Bedroom adjoined to en-suite, plus two other bedrooms furnished with four... View all property information
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    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed October 30, 2015
    the booking process was easy and contact with the vendor very good. The house was beautiful and very spacious it was close to shops restaurants and obviously the theme parks we...
    5 of 5 stars Reviewed June 16, 2014
    We really enjoyed this home. Spacious one level, lovely community. The tiled floors made this home seem way cleaner than carpeted ones we have stayed in before, and as our...
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    1 / 21
    8 Bedrooms, 5 Bathrooms, Sleeps 17 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Our new bought 8 bedroom villa is located in Emerald Island Resort, which is 5 minute from Disney World and golf course . We have private south faced pool with lake and reservation view. The house have plenty TV and game room for entertainment. We have nice linen for beds and plenty staff for... View all property information
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    Kissimmee, Central Florida 34747
    1 / 18
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Shared Indoor Pool
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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
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    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...
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    1 / 48
    5 of 5 stars (3) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Beautiful 4 bedroom house, fully equipped, with all amenities you may need to spend a magical time in Orlando. House is less than 15 minutes away from Disney Complex and about 20 minutes from Universal Studios. Near malls, restaurants and all major attractions in the city. Brand new house (Jan.16),... View all property information
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    Kissimmee, Central Florida 34747
    1 / 63
    5 of 5 stars (20) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Waterfront
    • DVD Player
    • Children's Pool
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    • 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 / 67
    5 of 5 stars (11) 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
    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 / 22
    5 of 5 stars (2) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
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    About this property
    Our luxurious 5 bedroomed air conditioned house with screened pool and spa has a stunning view of a lake. The house can accommodate up to 10 people. The villa is located in the peaceful gated community of Cumbrian Lakes set in a conservation area with sparkling lakes together with walks and jogging... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 stars Reviewed July 14, 2015
    We stayed in this lovely villa for a week in July for a Disney vacation. The house is beautiful, clean, well maintained, and huge. There were nine of us and we never felt cramped...
    5 of 5 stars Reviewed January 8, 2014
    We spent 9 great days at this wonderful house. We were 10 people, my wife and I, 4 of our 5 children, my son in law, 2 of our 4 granddaughters and a friend. The house was perfect...
    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.