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Vacation Home Rentals and Villas in Kissimmee, FL

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    Travelers to Kissimmee are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 28
    5 of 5 bubbles (6) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    1 / 39
    5 of 5 bubbles (9) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    1 / 46
    4.5 of 5 bubbles (8) Very good
    7 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    1 / 73
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    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 / 20
    3 of 5 bubbles (2) Average
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Look no further for your perfect "magic" holiday here at Magic Villa situated within the luxurious Emerald Island Resort. This spacious villa has been refurbished to a luxurious standard, which provides everything you could possibly need for a relaxing, stress free stay, on the doorstep of the... View all property information
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    Kissimmee, Central Florida 34747
    1 / 37
    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Reunion Resort features three golf courses, a golf academy, tennis center, kids club, water park and multiple pools, making it a top choice for active families. Spacious & Tastefully Furnished 3BR, 4.5 BATH 3 Suites, large deck, private. Welcome to our luxurious house located in the exclusive... View all property information
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    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed April 8, 2016
    We only stayed in this lovely house for 3 nights, but wish it could have been longer. The house has everything you need for a perfect stay. The decor is fantastic and all things...
    5 of 5 bubbles Reviewed August 28, 2015
    Stunning home with high end decor, appliances, and linens. Wonderful owner who was quickly available for any of our questions or requests. Roberto was extremely gracious and...
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    1 / 43
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Windward Cay, Kissimmee, Orlando, Florida<BR><BR>A superior, well appointed detached 3 bedroom villa, <BR><BR>The accommodation comprises of a spacious lounge/dining room with 2x queen size sofa bed, additional family room and patio doors leading to the pool deck - perfect for al-fresco dining and... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 2 weeks ago
    We enjoyed our stay at this 3 bedroom house. The owner is very good about communicating. The pool is lovely. The kitchen is well equipped and all appliances worked. Marie...
    5 of 5 bubbles Reviewed February 16, 2017
    We booked the villa with Marie and from the moment we did she made us feel at ease. Every question we had she answered very promptly and gave us some very handy tips. The villa...
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    1 / 24
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    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 2 weeks ago
    Our family loved this house. Great location, close to the attractions and in a excellent residential area. Spacious, very clean and very comfortable. The owner, Andy Holland, is a...
    5 of 5 bubbles Reviewed 3 weeks ago
    The house was great. It was clean and there was plenty of room for all 8 of us. Getting into the house was easy. We felt safe with the alarm system and were really happy.
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    1 / 40
    5 of 5 bubbles (11) 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
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    • 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 bubbles Reviewed February 18, 2017
    We stayed at Paradise on Ice and it was fantastic! The home is very well decorated and the location is perfect for visiting all the parks. We loved it! We will definitely stay...
    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...
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    1 / 36
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • x
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    About this property
    Beautiful 6 bedrooms 5 bathrooms home near Disney World, this luxury home is located in the secure resort of Trafalgar Village and is just 15 minutes away from Disney Attractions. This home has 6 bedrooms, 5 bathrooms and a private screened in pool area with a spa/Jacuzzi. The kitchen is fully... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed September 14, 2016
    The house was great!! Lots of room! Comfortable beds! They even had some toys and games for the kids. Only thing I would say is get the heated pool because without it you don't...
    5 of 5 bubbles Reviewed June 30, 2016
    This is a real review!!! First let me say I am an actual 26 year old renter that stayed in this property along with my family members (my 48 year old mother, 7 year old nephew, 8...
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    1 / 48
    5 of 5 bubbles (28) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Secure Parking
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    • Waterfront
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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 / 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
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    • 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
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed January 4, 2017
    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 / 30
    5 of 5 bubbles (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
    About this property
    Make Mickey's Manor your place of refuge after a long day at the parks, golf courses or outlet stores. Our home is very quiet, comfortable and pleasing to the eye. <BR><BR>We have taken special care to personally decorate and equip Mickey's Manor to the standards you desire for a place you will... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed August 1, 2016
    House was very clean and in a nice neighbor hood had a great pool area and close to all the attractions. There air conditioning at the home was a little unsatisfactory the temp...
    5 of 5 bubbles Reviewed August 25, 2015
    My family and I had a great time at this house it had everything plus more. This house with the pool was very nice to go back to after long hours in the parks. The Disney parks...
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    1 / 56
    5 of 5 bubbles (20) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Our Magnificently Luxurious Spacious 4 bedroom Modern Villa in Crescent Lakes Kissimmee Orlando. <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 January 19, 2017
    We stayed at the villa with another family in Oct 2016 so we could 'do' the whole Disney and Universal Parks experience. Prior to our visit I contacted Julie (the owner) with...
    5 of 5 bubbles Reviewed January 7, 2017
    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 / 38
    5 of 5 bubbles (1) 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
    Villa Betty Boo is on the prestigious Hampton Lakes Community which has a swimming pool, basketball, volleyball and tennis courts for your free use. Hampton Lakes is beautifully landscaped and is a very secure community. Villa Betty Boo has 4 spacious bedrooms and can sleep 8 - 9 people + infants... View all property information
    Location Information
    Kissimmee, Central Florida 33897
    5 of 5 bubbles Reviewed November 15, 2016
    Great place to stay! I was nervous since I had never rented a house before. Bernie (owner) was great at answering all of my questions with in 12 hours after emailing her. The...
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    1 / 29
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Incredible vacation property minutes away from Disney, Universal Studios and other Orlando attractions. Home features unbelievable amenities such as a plasma TV, TVs in every bedroom, and a game room with a 42' LCD TV home theater system, pool table, standup arcade games and more! You will also... View all property information
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    Kissimmee, Central Florida 34746
    1 / 54
    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • ?
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    • ?
    About this property
    Looking for a home away from home or just planning a Disney vacation? This spacious holiday vacation home rental comfortably accommodates 14 guests. It's just 10 minutes to Disney parks and inside a great resort community: Paradise Palms. It’s a convenient location to access shopping centers, theme... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed April 6, 2016
    The villa is in an ideal location for The parks etc being only about 1/2 mile from the main road to Disney. It suited our needs perfectly. It is near to various supermarkets and...
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    1 / 15
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Our beautiful, spacious fully air conditioned private villa is located on a fantastic large plot with fantastic views over a large lake and in the peaceful community of Windward Cay 'the hidden jewel of Kissimmee' and yet less than 1 mile from the 192 with all the shops,entertainment and... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 2 days ago
    I was so impressed by how fully stocked the home was from the dishes, linen and towels. There was plenty of room so the kids did not get annoyed with each other. I love the added...
    5 of 5 bubbles Reviewed January 12, 2017
    Easily located villa with Google Maps as we drove to Kissimmee from Miami. Safe area. A fresh aroma greeted us as we opened the door. Spacious, clean with abundant crisp bedding...
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    1 / 75
    5 of 5 bubbles (31) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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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 January 11, 2017
    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 January 3, 2017
    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 / 17
    5 of 5 bubbles (16) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • 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 4 weeks ago
    We had a very enjoyable visit to this lovely home. We were very close to Disney and Universal, the two parks we visited. We were happy with all the great restaurants that were...
    5 of 5 bubbles Reviewed February 14, 2017
    We really loved our stay at Villa Dunne! With four bedrooms, 3 baths, and a full kitchen we were so comfortable. We traveled with 5 adults and 3 children. The house had lots of...
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    1 / 22
    5 of 5 bubbles (12) 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
    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
    4.5 of 5 bubbles (6) Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Close to Disney, 4 King MB, 1 Queen Br, 2 Twin Br, 2 Air Beds, Sleeps up to 16 Welcome to Clyde's Cove! This lovely villa is a bright and spacious vacation home with 3000 sq/ft, 7 BR including 4 Master Suites. All Master Suites have private full bathrooms. The villa is only 10 minutes from Walt... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 1 week ago
    We had a fantastic time at Yongping's house - it was exactly what we needed! A full packet of information was sent prior to arrival which made check-in smooth and easy. Everything...
    5 of 5 bubbles Reviewed October 10, 2016
    My family and I have just returned from a wonderful three week stay, there were three couples ad we were spoilt for choice by the four master bedrooms available all of which were...
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    1 / 29
    5 of 5 bubbles (9) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Thanks for considering our property which is the same as the lower cost trip advisor listing#4901774 Your perfect vacation base to discover the magic of Disney, and Central Florida! We have a Superior 3 bedroom, 3 bath home HOT TUB / SPA home that sleeps 6 (1 King, 1, Queen, 2 Twins, all... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed August 1, 2016
    We stayed for two weeks and we're able to pack light because of the washer and dryer. The splash pool is bigger than I thought and my kids were in it every day. If you like to eat...
    5 of 5 bubbles Reviewed August 9, 2015
    We stayed for 2 weeks in Windsor Palms Resort. The house we rented was absolutely perfect! We had 3 big bedrooms and 3 bathrooms. Everything was very clean. The kitchen had...
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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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    • x
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    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 / 20
    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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 January 3, 2017
    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 / 135
    5 of 5 bubbles (24) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Our villa is in Kissimmee, about 20 minutes drive from Orlando Intl. Airport (an hour or so from Sanford airport) and is set in peaceful, woodland surroundings, yet only a 10 minute drive from the Disney World Resort and less than 20 minutes from the Universal and Sea World theme parks. Fully... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 2 weeks ago
    The villa was fantastic. Decor was gorgeous. Very comfortable. Everything you needed in the kitchen was there. Pool was very secluded and the kids loved it. Easy commute to Disney...
    5 of 5 bubbles Reviewed February 4, 2017
    4 of us stayed for 5 days. Clean and tidy on arrival. Has an electric kettle which we were very grateful of after finding our travel kettle took 15 minutes to heat a cup of...
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    1 / 22
    5 of 5 bubbles (6) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Detached Villa, Private Heated Pool, 4 large Bedrooms, fully equipped, Close to Disney, Our Disney Home from Home, Close to restaurants and shops, overlooking beautiful lake.<BR><BR>A lovely 2 story Disney home on Oak Island Harbor in Kissimmee, Florida! The location of this villa is superb and... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 3 weeks ago
    This location was very convenient to main routes but far enough to be relaxing. Villa has everything you could need and more. South facing pool and view over a lake made our stay...
    5 of 5 bubbles Reviewed June 27, 2016
    Visited in June as 3 couples. Easy to book and all instructions clear and easy. Despite not being a brand new house it is beautify kept, well laid out and very clean. It overlooks...
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    1 / 24
    5 of 5 bubbles (11) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    My Disney Villa a new villa within the exclusive Calabria community. The 5 bedrooms and 4.5 bathrooms have been finished to a very high standard and the villa offers all the amenities for your perfect holiday. The house overlooks conservation land, an enviable location that is both beautiful and... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed October 16, 2016
    This is our second visit to Ray's villa and we were not disappointed. I remember last time we were there mentioning that the villa could do with some swim towels that could be...
    5 of 5 bubbles Reviewed October 14, 2016
    A 5 star villa, we have stayed before and had to come back to Ray's villa when staying in the Disney area. This home has everything we need. We particularly enjoy the use of...
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    1 / 13
    4.5 of 5 bubbles (13) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 75
    5 of 5 bubbles (21) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Our 'Disney Vacation Villa' is a luxury, fully appointed 3-bedroom villa, nestled in the heart of the popular Lindfields Community just minutes from Disney and the other Orlando theme park attractions. Lindfields community is a quiet area where you can sit and relax by the pool, being just off the... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed December 20, 2016
    We were lucky enough to spend three weeks using this villa as our base while visiting all the wonderful places Orlando has to offer my family of 4 from England. First...
    5 of 5 bubbles Reviewed November 21, 2016
    Too bad the rental stays booked most of the time. Highly recommend Andy's Villa as it is very well kept and a good value. Andy covers all the bases and is quick to respond. We...
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    1 / 54
    5 of 5 bubbles (5) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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 / 18
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Children's Pool
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our condo is located in Kissimmee within the community of lighthouse Keys It is constantly in the top two for accommodation in the area on trip advisor. Ultimate in luxury and can sleep 6 comfortably and up to eight. Perfect for family holiday, golf trip. Fifteen minutes away from the all the... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed December 15, 2016
    Good: Comfortable Beds, Nice view of lake from the balcony, Nice furnishings, Large Master Bath, Kitchen was fully equipped, Had elevators in the buildings. Clean unit and...
    5 of 5 bubbles Reviewed August 2, 2016
    The facility is clean, serene and wonderful. The rooms were big and comfortable. Kitchen fully stocked with washer and dryers. Get a room on the lake.
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    1 / 17
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Built as a Tropical Oasis and refuge away from the hustle and bustle of the nearby attractions, Paradise Palms Resort allows residents to enjoy some of the Very Best Entertainment in the world, while living in a Relaxing, Full-Service Resort environment that caters to your every need. Located in... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed April 12, 2015
    This home is beyond perfect! Everything is brand new and comfortable! The pictures aren't enough! The house is an amazing vacation home! Between the way everything is decorated...
    5 of 5 bubbles Reviewed October 27, 2013
    This home was not only brand new, but fully equipped and really next door to Disney. It's so close to Disney that we could hear the fireworks from our rooms. It's is bigger than...
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    1 / 23
    5 of 5 bubbles (16) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This fantastic vacation home in Paradise Palms Resort will provide you with the vacation experience of a lifetime and all the comforts of home. The home is 5-star new construction and offers a private pool, 4 bedrooms, 3 bathrooms and 1,780 square feet of space. The private SOUTH FACING pool is... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed November 9, 2016
    Nice place to stay. Clean and convenient. I would stay there again. It was exactly what we were looking for.
    4 of 5 bubbles Reviewed September 4, 2016
    A good, spacious two floor townhouse with own enclosed pool area. Ground floor bedroom is a large double where my mum stayed, which had a downstairs bathroom with shower which we...
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    1 / 36
    5 of 5 bubbles (4) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Stunning 6 Bedroom 4 Bath Home with Private, South Facing Private Pool in Highly Sought after Windsor Hills Resort Beautiful six bedroom, four bathroom home in highly sought after Windsor Hills Resort with private South facing pool and game room. Only two miles to Disney World! Professionally... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed June 25, 2015
    We enjoyed our stay in this 6 bed room home The house is great and clean and it has all your needs Some drawback was related to the swimming was not clean when we arrived and...
    5 of 5 bubbles Reviewed March 27, 2014
    We travelled to Orlando with our 2 children and our live in caregiver and we could not have had a better experience. This home is ideally located to Disney World (10mins to...
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    1 / 56
    5 of 5 bubbles (25) 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 10 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 February 21, 2017
    We primarily picked this property because of the privacy of the back yard. It's not like a lot of properties in Florida where your house and pool are intimate to your neighbors...
    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...
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    1 / 20
    4.5 of 5 bubbles (11) Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Private Indoor Pool
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, this property features all the comforts of home and more! Book your vacation now at this beautiful pool home. <BR><BR>Attention to every detail has been put in as we furnished and decorated this... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed August 22, 2016
    We stayed in this home for a week and it was perfect for us. Plenty of room, very clean. The pool is a little small but the resort pool more than made up for it! The master...
    5 of 5 bubbles Reviewed July 28, 2015
    We stayed at this home for 12 nights and 13 days and what a treat! We were thoroughly impressed the moment we walked through the door by the sheer size and décor. For a family...
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    1 / 23
    5 of 5 bubbles (13) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 3 days ago
    This home was perfect for our family vacation to Disney World. The rooms were great and so much better than a hotel. Our family enjoyed the games and books as well as the pool...
    4 of 5 bubbles Reviewed February 7, 2017
    The house was clean and looked just like the pictures. Everything was close by and the pool was clean and warm! The owners were quick to respond and addressed everything...
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    1 / 22
    4.5 of 5 bubbles (8) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Hideaway Villa is the perfect choice for the ultimate Disney family holiday - just 10 minutes east of Disney, on the exclusive gated community of Terra Verde. Conveniently located close to Walmart, Medieval Times and Olde Town. Hideaway Villa has 5 bedrooms, all with cable TV, and 4 bathrooms.... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed February 21, 2017
    Excellent home in quiet neighborhood. The home has plenty of room and is perfect for large families. We would definitely rent again. The mattresses are firm.
    3 of 5 bubbles Reviewed November 6, 2016
    The resort it self is very. Nice , quite and all employees where very nice. The unit it self was ok .....all dishes had to be hand washed before using them it's like someone put...
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    1 / 90
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Cancel that hotel! Why stay in a cramped room when you can get a large, upscale condo. DELUXE FEATURES:...<BR> <BR>Villas at Seven Dwarfs Lane vacation townhome rental <BR>3 Bedrooms (Master bedroom is on the main floor and 2 other bedrooms are on the second floor), 2 Baths, Sleeps 6<BR> <BR>ONE OF... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 3 weeks ago
    The townhouse community was very secure. The town home was clean and decorated well. The beds were so comfortable and the bedding was really nice. It's in the heart of Kississmee...
    5 of 5 bubbles Reviewed December 31, 2016
    We had an awesome time. We was close to all the attractions. I would suggest this place. It was clean security personnel was awesome with their suggestions of places to see for us...
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    1 / 32
    6 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located in the beautiful, gated & guarded community of Reunion, this home is only a 10 minute drive from the gates of Walt Disney World and within easy commute to other world class attractions and a huge selection of restaurants & shops. This 4,500 square foot Estate Home has volume ceiling... View all property information
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    Kissimmee, Central Florida 34747
    1 / 24
    5 of 5 bubbles (30) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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 / 25
    5 of 5 bubbles (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed July 21, 2016
    My family have just returned from a two week holiday (grown up children). The villa was fabulous as was the pool at the complex, and had everything we needed. It was well located...
    5 of 5 bubbles Reviewed March 23, 2016
    This has been a grest experience, all my family really liked the house. We strongly recommend it. Everything was clean and neat and the house is close to many places such as...
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    1 / 27
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Private gated community with Beautiful Club house. No one comes close to the Paradise Palms amenities. Our house sits on a corner lot only one block from the clubhouse. Featuring a private pool and Jacuzzi in a screened lanai with seating for dining.When entering the front door you are greeted... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed November 4, 2016
    The house was amazing, it had everything we needed and plenty of space. Paula was wonderful about addressing any questions we had. We will be staying again for sure. Our family...
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    1 / 21
    8 Bedrooms, 5 Bathrooms, Sleeps 20 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 88
    4 of 5 bubbles (5) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Private Yard
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our Villa is an Executive Luxury 5 bedroom villa sitated on the ever popular Seasons Estate in Kissimmee. Central for all that the fabulous state of Florida has to offer and within ten minutes drive of the Magical experience that is Disney World, Orlando. USA.<BR><BR>Packed with every extra to... View all property information
    Location Information
    Kissimmee, Central Florida FL34746
    4 of 5 bubbles Reviewed November 14, 2016
    I must say my wife and were very satisfyed with the service we got. You know that phone call From the owner to make sure everything meets our sattisfactry says a lot to my wife...
    4 of 5 bubbles Reviewed July 17, 2016
    Loved staying at this house! Kids loved the pool! Close to the parks and all the activities that Kissimmee has to offer.
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    1 / 67
    5 of 5 bubbles (9) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We are proud to invite discerning guests to vacation at our executive style, model home situated in the quiet location of 'Whispering Oaks'. Our beautiful fully air conditioned, 4 bedroom, two bathroom, single storey pool home is located in a quiet residential area, just a short north westerly... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed December 19, 2016
    We enjoyed the pool and Spa and lazy afternoons on the pool deck, we were close to all thing Disney and also to shops and local amenites - we will be back next year
    5 of 5 bubbles Reviewed December 12, 2016
    Had a wonderful holiday here in 2015, dying to go back. I've been to many villas over the years and this is one of if not the best. Personal service from start to finish...
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    1 / 24
    5 of 5 bubbles (18) 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 February 9, 2017
    My Husband kids and I stayed at this beautiful home! Absolutely no complaints. The view was amazing with all the wildlife in the pond behind the house. The location was perfect...
    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.
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    1 / 17
    5 of 5 bubbles (8) 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
    4 of 5 bubbles Reviewed 2 weeks ago
    My family and I enjoyed this home. It was everything I expected it to be. It was spacious and comfortable for my family of 6. We plan to return very soon!
    5 of 5 bubbles Reviewed February 9, 2017
    We couldn't have picked a better villa. Emma made the booking process was very easy. Great, easy to find location. Very close to the Disney parks. The house was very clean and...
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    1 / 25
    5 of 5 bubbles (5) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Hot Tub
    • Waterfront
    • Washer
    • Satellite TV
    • Air Conditioning
    Suitability
    • 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 bubbles Reviewed 1 week ago
    It was so nice to walk into this house and feel instantly at home and relaxed. Well kept with all the amenities that you would expect and some unexpected as well. Teenagers really...
    4 of 5 bubbles Reviewed January 10, 2017
    My family and I had a great time while our stay at Florida. Great home, decor, neighborhood, and pool
    See all reviews
    Kissimmee Flight and Weather Info
    Airports nearby (1)
    Plan your day of travel
    MCO
    Orlando Intl Airport
    10.4 miles from Kissimmee
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    73° 52°
    March
    78° 55°
    April
    83° 61°
    May

    Additional Kissimmee Info

    View Map
    • Local time: 04:28 PM (EDT)
    • Peak travel: March - April
    Kissimmee Vacation Rentals

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

    Kissimmee Vacation Rentals for Families

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

    Advantages of renting a vacation home in Kissimmee

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

    Rent a vacation house with a pool in Kissimmee, Florida

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

    Rental deals in Kissimmee

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

    Kissimmee and Orlando beyond Disney

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