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Vacation Home Rentals and Villas in Kissimmee, FL

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    Travelers to Kissimmee are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 20
    4.5 of 5 bubbles (11) Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    1 / 123
    5 of 5 bubbles (21) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 39
    5 of 5 bubbles (8) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    1 / 20
    4.5 of 5 bubbles (27) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    GEM Completely private 5 Bedroom, 4 bathroom, Pool and Spa, 2 Master Suites. 2 King Beds, One Queen Bed and Four Single Beds. INDIAN CREEK Community; only 4 miles from Disney Single Story, 2200 Square Feet, Built in 2002. The home’s backyard is fenced for privacy and landscaped with mature palm... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed June 4, 2016
    Clean and comfortable home. Close to Disney. Good Wi-Fi and convenient. The only issue I see is you need to go to the management office to pick up the key and that's about 20...
    5 of 5 bubbles Reviewed January 26, 2015
    This house was everything we expected and more. Not the first time renting with Mary. I would definitely think of renting a house if you're planning a family vacation to Disney.
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    1 / 77
    5 of 5 bubbles (31) 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 bubbles Reviewed 1 week ago
    It's was very nice , Nice people(owners) and care taker . Only problem was the crazy neighbor on last day our vacation yelling @ kids 8:15 pm , she called kids bad names...
    5 of 5 bubbles Reviewed 2 weeks ago
    Everything was as expected, only negative would be that they could have informed us of an extra charge before we booked for heating up the pool, which we gladly would have paid...
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    1 / 56
    5 of 5 bubbles (18) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Welcome to Our Magnificently Luxurious Spacious 4 bedroom Modern Villa in Crescent Lakes Kissimmee Orlando. <BR> <BR>Our close to Disney home will make your Florida Vacation complete. There is lots of space to chill out and relax after a hard day at Disney or Universal. <BR> <BR>Our Villa is... View all property information
    Location Information
    Kissimmee, Central Florida FL34758
    5 of 5 bubbles Reviewed 2 days ago
    We stayed at the villa with another family in Oct 2016 so we could 'do' the whole Disney and Universal Parks experience. Prior to our visit I contacted Julie (the owner) with...
    5 of 5 bubbles Reviewed 2 weeks ago
    The Villa was a wonderful Christmas get away for our family with adult children and their dates. It was very spacious, the kitchen provided me with everything I needed to cook...
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    1 / 48
    5 of 5 bubbles (28) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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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 bubbles Reviewed November 30, 2016
    It is a very nice home and well located for Disneyworld; owner Rose was kind and corrected any issue accordingly.
    5 of 5 bubbles Reviewed September 26, 2016
    As it says on the door: "Welcome to Paradise"! Great condo in a quiet, gated community - extremely well furnished. The owners were very friendly and helpful - a patient with the...
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    1 / 21
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • ?
    About this property
    This beautiful 2 story six-bedroom home is great for the extended family! Lots of room to spread out in this home. You will love sitting on the back porch or swimming in the pool enjoying the nature and wildlife. This spacious home has lots of amenities which includes a fully equipped kitchen with... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    1 / 24
    5 of 5 bubbles (10) 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
    Palm Tree Villa Florida, is tucked away in the much sought after location of Doral Woods. This large 4 Bedroom, 3 Bathroom villa, is ideal for making the perfect vacation. This is our own holiday home, so the furnishings are to a high standard, as you can see from the pictures and video. Fully... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed 1 week ago
    Andy was an amazing host, the villa was exactly as described. Clean, spacious and comfortable. We couldn't have asked for a better holiday. Thanks to Alan for the great...
    5 of 5 bubbles Reviewed August 21, 2016
    A spacious home from home with top quality furnishings and equipment. Lovely pool, not too deep, and a roomy patio/outdoor area with space to eat. Plenty big enough for 2...
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    1 / 13
    5 of 5 bubbles (10) 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 bubbles Reviewed November 2, 2016
    We have just had a wonderful stay in this villa. It is approx 20 minutes from Disney on a really nice residential road. (Preferred to a gated community) Really lovely big fridge...
    4 of 5 bubbles Reviewed September 3, 2016
    The villa was great - in a quiet area, really spacious, all the facilities you could wish for and close to all the major theme parks. The pool and spa were a very welcome break...
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    1 / 24
    8 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    1 / 64
    5 of 5 bubbles (40) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Washer
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    • Patio
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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 bubbles Reviewed November 6, 2016
    Stayed in this house with 3 other people immediately after the Hurricane Matthew event and Graham was very helpful in keeping us up to date with the situation happening over in...
    5 of 5 bubbles Reviewed August 28, 2016
    We have just returned from a 2 week 60th Birthday family holiday here. When we arrived the house was clean & spacious and in a great location. We were a party of 8 2 parents our...
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    1 / 54
    4.5 of 5 bubbles (8) Very good
    7 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    To find more information about us search us on the internet at TNL vacation homes. Come book your next vacation getaway at our gorgeous seven (7) bedroom, four (4) bathroom property in Kissimmee, Orlando Florida! Having just added a Wii Console with Mario Kart, Just Dance, and Smash Brothers, there... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed December 15, 2016
    I came into Orlando with only a week's notice to attend my 13 year old grandson's football tournament. Six days before leaving my Massachusetts location, I decided to look into...
    5 of 5 bubbles Reviewed November 14, 2016
    We had a great time staying in one of TNL Homes' house in Kissimmee. Very spacious and conveniently located near parks/stores. Great pool area, fun games, and great people to work...
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    1 / 24
    5 of 5 bubbles (30) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Hot Tub
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    AS A RESPONSIBLE OWNER, THE CALENDER FOR THIS PROPERTY IS ALWAYS KEPT UP TO DATE.<BR><BR>See my Doral Woods video below and check out the latest updates, links & recommendations on my Doral Woods Florida Villa Facebook page.<BR><BR>There's nothing quite like coming home to the comfort of your own... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed November 25, 2016
    Been travelling to Florida for many years!! On every occasion we have rented a villa but this one is by far one of the best! It exceeded every expectation. Excellent location...
    5 of 5 bubbles Reviewed November 16, 2016
    This is probably the best Villa we have been to over many many visits to Florida. It is very spacious and well appointed in its own secluded grounds and not overlooked at all...
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    1 / 97
    4.5 of 5 bubbles (6) Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • DVD Player
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Seasons Palace is located on the exclusive Seasons Community at Kissimmee FL. The Community is a small secluded vacation village minutes from Kissimmee's popular Hwy 192, which is the main route to Disney's main gate and offers a multitude of restaurants, shops, flea markets, crazy golf courses,... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed September 21, 2016
    We stayed from 9-13 to 9-20-16. The property was exactly as advertised. It is very close to attractions as well as markets and places to eat. We enjoyed the pool and the grill. I...
    5 of 5 bubbles Reviewed July 26, 2016
    We had a wonderful stay at this spacious 7 bedrooms house during our vacation in Florida. The super Walmart is 2 minutes from the house and Disney and Universal parks were less...
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    1 / 49
    5 of 5 bubbles (15) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Private Yard
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    • Private Outdoor...
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 bubbles Reviewed 1 week ago
    I spent 6 nights on this house and was one of the best. Mr. Steve is very kind and has responded to all my inquires. The house was very clean and better than the pictures in...
    5 of 5 bubbles Reviewed 4 weeks ago
    This Villa was in the perfect location. We were just 5 minutes from Walmart and Wawa which was very important and the Villa it self was just beautiful, my 3 sons and grandson...
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    1 / 25
    5 of 5 bubbles (10) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • 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 bubbles 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 bubbles 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 / 30
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is not only a rental property, our home is furnished and decorated to the highest standard and offers you the amenities of a 5-star resort combined with the space and style of a family home. Whether you are planning a busy, fun filled family vacation at the many theme parks, or looking forward... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 59
    5 of 5 bubbles (18) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    The home is a 3 Bed town home at the Trafalgar Village Resort which is located on Poinciana Boulevard just 10 minutes south of highway 192 and approx 15 – 20 minutes to Disney.<BR>The home has been furnished to a very good standard and has a King, and two Queen bedrooms. <BR>There is wifi internet... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed yesterday
    The house was a perfect size for myself and my three kids. Great layout. Everything you needed without having to buy anything... towels, sheets, toilet paper, dish detergent...
    5 of 5 bubbles Reviewed March 17, 2016
    We would most certainly return to this rental...it was very roomy, clean, nicely decorated, with a well equipped kitchen....also enjoyed the built in screened porch that...
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    1 / 40
    5 of 5 bubbles (28) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Truly a cut above the rest. Exceptionally stunning and professionally furnished private town home in the prestigious gated community COMPASS BAY, one of Orlando's most beautiful destinations. Just new in rental, our 2 bedroom, 3 bathroom. Tasteful decoration, 2 Bedroom,2 1/2 bathroom, fully... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 9, 2016
    Very comfortable & homey. Owner was always available and responded fast. The location is great and very close to food and entertainment. My favorite area to stay in. 15- 25...
    5 of 5 bubbles Reviewed November 9, 2016
    The Condo was very homey and comfortable. We enjoyed all the amenities it came with....Free WiFi. ..Cable TV....Laundry Services. Neighborhood was very safe. Will stay here...
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    1 / 40
    4.5 of 5 bubbles (4) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ready to have your dream Florida vacation? You're gonna need a dream house!<BR><BR>This vacation villa has 4 bedrooms, 3 bathrooms, and is totally teeming with luxury! Get ready to dive into the exclusive community of Hamilton's Reserve, which offers extreme privacy and maximum fun! From here... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 24, 2016
    This was a beautiful house and the amusement parks were closer than expected. We were able to find places to eat easily as well as find fun things to do. There are a lot of fun...
    5 of 5 bubbles Reviewed September 8, 2016
    Lovely airy property in good location. All beds and furniture were very comfortable. Pool was a nice size and clean, easily warm enough without heating. Still do not know what...
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    1 / 90
    5 of 5 bubbles (29) 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 bubbles Reviewed 2 weeks ago
    We had a great vacation in Orlando and this house a great rental place. Three bed rooms, fully equipped kitchen, clothes washer/drier, everything was well maintained.
    5 of 5 bubbles Reviewed December 2, 2016
    LOVED IT ALL. Clean, had everything we needed, great location, fab communication with the owners, close to all the parks and shopping, it was absolutely perfect, will defo book...
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    1 / 40
    5 of 5 bubbles (8) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 bubbles Reviewed November 12, 2016
    I have never rented a home before but the whole family wanted to go to Disney. the home was everything the ad said the rooms spacious and clean we loved it .
    5 of 5 bubbles Reviewed August 17, 2016
    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.
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    1 / 40
    5 of 5 bubbles (9) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    • Children's Pool
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    • 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 bubbles Reviewed August 18, 2016
    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 bubbles 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 / 32
    3.5 of 5 bubbles (2) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Live the life of luxury in this townhouse, a four-bedroom Kissimmee vacation rental with a private pool and resort amenities just a few miles from Walt Disney World Resort! With space for up to nine guests, this townhome is a fantastic getaway for your next reunion or sunny family vacation. The... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed September 21, 2016
    The house the resort and the location was great. The resort with its large gently sloping pool was ideal for the young children (and adults ). With food and drinks at the pool bar...
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    1 / 21
    4.5 of 5 bubbles (25) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    OAKTREE: Whispering Oaks Community, Kissimmee. 3 bedroom 2 bath private pool, spa, game room, privacy fence. 200 acre Shingle Creek Park conservation behind the home. Located in the Eastgate, Old Town, Celebration area off 192 the gateway to Disney. Abundant grocery,restaurants and retail shopping... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 15, 2014
    First of all Gemstone was fantastic to deal with there were never any issues at all. I have to say this house was very clean and comfortable and everything we were looking for...
    4 of 5 bubbles Reviewed January 8, 2013
    The home was perfect for a short stay and had everything that we wanted and needed. There was a good amount of space in the villa and the outside space was also useable, with a...
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    1 / 61
    5 of 5 bubbles (10) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    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 bubbles Reviewed October 30, 2016
    Nine of us (3 generations) had a great stay at Mickeys Masterpiece. It is conveniently close to all the resorts. We had plenty of space for 6 adults and three grandchildren. The...
    5 of 5 bubbles 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...
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    1 / 55
    4.5 of 5 bubbles (12) Very good
    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
    Located in the upscale Reunion Resort, Carriage Pointe is an exclusive Luxury Townhouse Community adjacent to the 17th Hole Reunion Golf Course. This gated community, only 10 minutes from Disney and close to other theme parks. <BR><BR>This 3 bedroom townhouse comfortably sleeps 8 people (sofa... View all property information
    Location Information
    Kissimmee, Central Florida 33896
    5 of 5 bubbles Reviewed September 15, 2016
    First time travelling down to Orlando with my wife, two kids, my sister and her kids. Destination, Disney world. What a good choice we made, staying at Irene's rentals. The kids...
    4 of 5 bubbles Reviewed November 27, 2015
    We had a lovely stay at Irene's home. Irene was great to chat to before going away for any queries. The house was perfect for our family as its very spacious and it was great to...
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    1 / 54
    5 of 5 bubbles (5) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • ?
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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 bubbles 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 bubbles 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 / 62
    5 of 5 bubbles (28) 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
    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
    5 of 5 bubbles Reviewed December 11, 2016
    We arrived at the house late in the evening. When we called to inform someone that the internet was not working, someone was at the house within 30 minutes to give us the new...
    5 of 5 bubbles Reviewed November 14, 2016
    What a fantastic place to stay. Chose Ann's villa for one week during our 3 weeks in US, and I couldn't be happier with my choice. Chose the villa based on the pool and the...
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    1 / 28
    5 of 5 bubbles (10) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    - 4 Bedrooms, 2 Queen, 2 Twin. En-suite to Master. Flat screen TV in Master and Queen. - Private heated pool, not overlooked. Within mesh to keep those insects out. - 2 Bathrooms, shower cubicle in en-suite, shower over bath in family bathroom. - Sleeps 8 people. Additional child's cot, high chair... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed December 13, 2016
    Lovely homely holiday home near to Poinciana.Very quiet & peaceful area.Very well equipped, everything to make a meal.Lovely private pool & garden.We had the pool heated which was...
    5 of 5 bubbles Reviewed May 6, 2015
    Booking this villa was the best decision we could’ve made for our family vacation. Wally has thought of everything, from extra towels, pillows, and a completely stocked kitchen to...
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    1 / 20
    8 Bedrooms, 5 Bathrooms, Sleeps 17 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Only 3 miles to Disney, 15 miles to SeaWorld, 17 miles to Universal Studio and has easy access to all major theme parks. This beautiful villa locates in the prestigious Emerald Island Resort, a beautiful community with 24/7 guarded gate. This villa has 8 bedrooms 4.5 bathrooms and heated private... View all property information
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    Kissimmee, Central Florida 34747
    1 / 13
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This 3 bedroom 2 bathroom villa with private pool is the perfect place to come and spend your vacation. The pool is solar heated so NO extra pool heat charges and is fully equipped with everything you will need. The master bedroom with en-suite has a four poster king bed and doors leading straight... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed August 31, 2016
    Very happy with this rental. It had everything we needed. Would recommend this villa to others! The area was close to Walmart and other attractions. The price was reasonable also.
    5 of 5 bubbles Reviewed February 10, 2016
    This is a lovely villa; a perfect home away from home. The villa was very clean inside and out. It is beautifully decorated and maintained. The living room and two dining areas...
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    1 / 31
    5 of 5 bubbles (12) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • Pet-friendly
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    • x
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    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed October 24, 2016
    The house was perfect for a group of 9 persons. It was clean and well furnished. A positive experience.
    5 of 5 bubbles Reviewed September 1, 2016
    Excellent location near Disney. The property itself was very clean & clubhouse was very nice...feels like a resort. The property is family friendly. The owners were very...
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    1 / 48
    4.5 of 5 bubbles (11) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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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 bubbles Reviewed September 7, 2016
    It's my second time staying at paradise palms, two different locations n I enjoyed both.. Satisfying to myself n my family. Definitely would come back
    5 of 5 bubbles Reviewed September 1, 2016
    I usually dont leave reviews, but since im sure some people who look online to book a home to rent may not have do e this before. Meaning i never booked a rental through a t 3rd...
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    1 / 100
    5 of 5 bubbles (4) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Overview<BR><BR>Come and enjoy a family vacation home that your loved ones can cherish forever - this fabulous and spacious 6 bedroom/5 bath pool home offers the perfect location for families visiting the theme parks of Orlando and Walt Disney World® Resort. You and your loved ones will be just... View all property information
    Location Information
    Kissimmee, Central Florida 35747
    5 of 5 bubbles Reviewed May 16, 2015
    This was a great house everything about it was amazing. The beds are the most comfortable things I have ever slept on.. So much room it don't feel like there is a lot of ppl in...
    5 of 5 bubbles Reviewed March 18, 2015
    This facility was absolutely appealing and ultimately an outstanding value. My family had a first ever family reunion and some of my relatives relied on me to pick a great place...
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    1 / 20
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Avenant's Castle located in Emerald Island Resort, an exclusive manned gate community. This home was remodeled in June of 2015. We upgraded this home to be one of the most beautiful homes within 3 miles of Disney. Murals by the areas best artist are throughout the home - your kids may... View all property information
    Location Information
    Kissimmee, Central Florida 20878
    5 of 5 bubbles Reviewed 2 weeks ago
    Well as i stated in my sentence this is really a castle, every thing was nice and perfect very clean and all that was advice in the add was inside, thanks David for letting us in...
    5 of 5 bubbles Reviewed December 2, 2016
    This was the best vacation spot ever. It was very clean and welcoming. We will be back in the future.My family really enjoyed our vacation.
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    1 / 24
    5 of 5 bubbles (17) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Disney Lakeside Villa, fully A/C, plus fans, furnished to a luxury standard, is situated in the beautiful community of Eagle Point. Boasting a south-facing 30ft private pool with stunning views overlooking lake and conservation area where much wildlife can be observed. Very peaceful, yet only 10... View all property information
    Location Information
    Kissimmee, Central Florida FL 34746
    5 of 5 bubbles Reviewed September 16, 2016
    Villa is very clean and spacious. Convenient to restaurants, shopping and attractions. Nice pool with views of the lake.
    4 of 5 bubbles Reviewed August 11, 2016
    Great place to stay. Nice surrounding art the small lake. Clean, spacious and well equiped. Kids enjoyed the Pool ☺☺☺☺
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    1 / 73
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • 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 bubbles Reviewed August 3, 2016
    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 bubbles 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 / 22
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is a beautifully furnished vacation home near to all Disney theme parks, several good golf courses and a 5 minute drive from restaurants and shops. The villa sleeps 8 people and has four good sized bedrooms and two bathrooms. The villa is fully equipped with eveything you need (including... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 8, 2016
    This house is a located in a very nice and calm area and includes everything you need for a long stay. The relaxing backyard with pool and spa feels very private and exclusive...
    4 of 5 bubbles Reviewed October 21, 2016
    It was a great place to stay I really liked it it was fun I would stay again me and my family enjoy the whole week and my grandson loved it he didn't want to go home
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    1 / 32
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    JOY HOME SMILE - MAGIC WORLD Travel Joy brought the world of Harry Potter into our room! Feel as if you're in the company of the famous Harry Potter! Or choose Mickey's room and be in the company of the famous icon character of the world of fantasies!!Refinement, luxury and comfort are the... View all property information
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    Kissimmee, Central Florida 34747
    1 / 12
    5 of 5 bubbles (12) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Our luxury villa is situated in Country Creek Estates, just off Highway 192 in Kissimmee. The villa offers a high standard family accommodation and all that you need for a relaxing stay with us in Florida.This air conditioned villa comprising 1650 square ft, is located in a beautiful well-kept... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 4 weeks ago
    Very spacious and clean. family oriented. enjoyed the viewing.. quiet community. close to shopping area..
    5 of 5 bubbles Reviewed November 11, 2016
    The owners William & Linda Grant took the time to PROMPTLY answer all of my e-mail inquiries as 1st time renters; their conscientiousness was reflected in the IMMACULATE condition...
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    1 / 56
    5 of 5 bubbles (24) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • 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 bubbles Reviewed November 27, 2016
    What an amazing villa ! There is literally everything here you need from towels for the pool to a blow up lilo Steve really has thought of everything ! The villa itself is...
    5 of 5 bubbles Reviewed September 3, 2016
    This is a wonderfully spacious villa set in an extremely quiet area. Steve (the owner) has thought of everything to make your stay enjoyable, equipping the villa with the comforts...
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    1 / 24
    7 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spacious and beautiful vacation home located just three miles to Walt Disney World Parks and close to dozens of other world-class attractions, such as Universal Studios, Sea World, etc. Situated at a large corner lot in the prestigious guard-gated resort community of Emerald Island, this luxurious... View all property information
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    Kissimmee, Central Florida 34747
    1 / 21
    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    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 villa is located a short walk from the club house and is on a private conservation lot. 2 King master... View all property information
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    Kissimmee, Central Florida 34747
    1 / 13
    1 of 5 bubbles (1) Terrible
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • ?
    About this property
    Calling all the game room families this is a house to love... It has basketball, air hockey and of course the favorite pool!! The home is fully furnished and has a fully equipped kitchen to cook in... The 4 bedrooms are spacious for stretching out in.. This home has beautiful views. One example is... View all property information
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    Kissimmee, Central Florida 34746
    1 / 39
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    Location Information
    Kissimmee, Central Florida 34746
    1 / 23
    5 of 5 bubbles (11) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Get ready to experience the magic of Central Florida in this beautiful 3 bedroom 2 bath home with private swimming pool! Just minutes from Disney Parks, dining, Sea World, Universal Studios and much more! The large open floor plan is great for entertaining family and friends. Whether you are... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed November 2, 2016
    Everything nice and clean when we arrived. Everything we needed to cook was there. Nice TV's, game systems w/ games, computer, board games and movies provided. 15 Minute drive...
    5 of 5 bubbles Reviewed August 27, 2016
    Best place to stay. Owner very attentive. Residence very tidy. Our stay at The M. E. Villa was exceptional. My family and I plan on returning every chance we get. An A+ must stay...
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    1 / 17
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Spacious 4 bedroom villa on the prestigious Bella Vida resort. 10-15 mins from all attractions This villa enjoys a lakefront location together with its own heated pool. Access to the local clubhouse is free which allows guests the use of a fitness room, pool and play area. WIFI available in all... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed November 14, 2016
    We stayed in this villa end of September til mid October. From start to finish, the rental of this villa was first class. I was given all the necessary information by the owner...
    5 of 5 bubbles Reviewed November 9, 2016
    We stayed for a week in January 2016. Property managers were excellent in response and with any questions we had for them. Good value for such a nice home. A bit further from the...
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    1 / 16
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This beautiful and spacious villa with a private pool is in Calabria- a small exclusive villa estate in Kissimmee. With 5 bedrooms and 4.5 bathrooms including 2 master en-suite bedrooms, the villa is well designed for 2 families to share. The villa is furnished to an extremely high standard,... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed November 13, 2016
    Can't wait to go back! A very spacious villa on a quiet estate with very easy access to Disney with just a 10 minute drive. There's plenty of near by stores and a variety of...
    5 of 5 bubbles Reviewed November 13, 2016
    Great location near to Disney very spacious for 2 families to share .finished to a high quality private pool and jacuzzi not overlooked at the rear . Cinema room and games room...
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    Kissimmee Flight and Weather Info
    Airports nearby (1)
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    MCO
    Orlando Intl Airport
    10.4 miles from Kissimmee
    Low airfares recently found by TripAdvisor travelers
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    Additional Kissimmee Info

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    • Local time: 02:48 PM (EST)
    • Peak travel: March - April
    Kissimmee Vacation Rentals

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

    Kissimmee Vacation Rentals for Families

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

    Advantages of renting a vacation home in Kissimmee

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

    Rent a vacation house with a pool in Kissimmee, Florida

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

    Rental deals in Kissimmee

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

    Kissimmee and Orlando beyond Disney

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