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Kissimmee Vacation Rentals

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    Travelers to Kissimmee are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 46
    4.5 of 5 bubbles (9) Very good
    7 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    1 / 24
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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 / 32
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Outdoor Dining Area
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    • Children's Pool
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    • Pet-friendly
    • Child-friendly
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    About this property
    This wonderful Orlando / Kissimmee vacation spot at the Legacy Dunes Resort is conveniently located only five miles from Walt Disney World in a private gated community of Kissimmee, Florida. There is fun for the whole family to enjoy! You're only a hop, skip and a jump away from all the Disney... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    1 / 36
    5 of 5 bubbles (3) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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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 2 weeks ago
    This property is more than what the pictures show. Recommend you pay the extra $ for the heated pool and hot tub. Worth every cent! Peaceful neighbor hood, with the most friendly...
    5 of 5 bubbles Reviewed September 14, 2016
    The house was great!! Lots of room! Comfortable beds! They even had some toys and games for the kids. Only thing I would say is get the heated pool because without it you don't...
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    1 / 24
    5 of 5 bubbles (9) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • x
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    About this property
    <BR>This new luxurious Florida villa rental boasts beautiful décor and very high quality furnishings throughout. Surrounded by landscaped gardens, it is in the community of Tuscany at Westside, close to three golf courses including the award winning Highlands Reserve. The south/west facing pool... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed March 7, 2017
    Villa was spot on just like a show house plenty of room for five adults and two children pool was great and well maintained close to the theme parks we all had a great time would...
    5 of 5 bubbles Reviewed February 17, 2017
    We enjoyed our stay: - Easy checkin and checkout - Clean house, fully equipped kitchen, luxurious furniture, comfy beds - Heated pool included in the rate (THANK YOU...
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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
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Porch
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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 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 / 17
    5 of 5 bubbles (8) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
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    • Washer
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    • Satellite TV
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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 March 11, 2017
    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 / 28
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Our 4 Bed 2 Bathroom villa has been furnished to a very high standard and benefits from a beautiful lakeview. The villa can sleep up to 10 guests. The villa has a beautiful lake view on the 5 Star Lake Berkley Resort, which is safe, secure and with a gated entrance 24/7. There are 2 sitting rooms... View all property information
    Location Information
    Kissimmee, Central Florida 34746
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    1 / 56
    5 of 5 bubbles (26) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • DVD Player
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    • Washer
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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, please read them. They are very helpful! Perfect Location and Discounts for bookings over 2 weeks and FREE food arrival pack as standard to all our guests! Fully Air Conditioned + Paddle fans in all bedrooms, lounge & Lanai,... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed 3 weeks ago
    We stayed at Dolphin Villa for a week in March. We found the arrival help from Steve simply first class. He couldn't of been more helpful. His knowledge of the area and its...
    5 of 5 bubbles Reviewed February 21, 2017
    We primarily picked this property because of the privacy of the back yard. It's not like a lot of properties in Florida where your house and pool are intimate to your neighbors...
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    1 / 18
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
    • Patio
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    • Pet-friendly
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    • x
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    • x
    About this property
    Feel home on this vacation paradise! This beautiful new home is only 10min from Disneyland and 10min from the Outlets and the main Highways from Florida. From the moment you open the door you already feel relaxed and in vacation mode. The interior was designed with elegant style and inviting... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 1 week ago
    We loved staying in this apartment. Spacious, very clean and safe, the apartment seemed accurate as the photos show. The apartment is located close to everything, Wall-Mart and...
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    1 / 15
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Waterfront
    • Satellite TV
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 1 week ago
    The house is situated perfectly for either a rip roaring Disney park holiday or a quiet retreat as a rest. The shops are close by but not to close. The parks are a twenty minute...
    5 of 5 bubbles Reviewed 3 weeks ago
    Beautiful home from home, over looking the lake. Great location, handy for everything. Stayed in a few other villas but this is the one we would go back to. Highly recommended,
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    1 / 27
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Comfortable home for your family to enjoy your Disney vacation! Townhouse with private pool near Disney. Sleeps up to 8 people. 4 bedrooms and 3 bathrooms, 1 suite. All bedrooms have TV. 1st FLOOR: - Tiled floors in the 1st. floor, except for the bedroom. - 1st bedroom with king size bed and TV. -... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed March 20, 2017
    The location is amazing! This is a great family-friendly condo with a stunning pool and wonderful kitchen. The stay was wonderful !!! I'll love to visit again!
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    1 / 34
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 7
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Parking
    • Sauna
    • Terrace
    • Washer
    • Balcony
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Condo located in Royal Palm Bay Condominimums, just a few miles from Disney and other major attractions! Located in a quiet setting, features a community poolhouse with an exercise room, a sauna, pool, and other amenities. There are also playgrounds for children. The condo itself features two... View all property information
    Location Information
    Kissimmee, Central Florida 32747
    5 of 5 bubbles Reviewed March 17, 2017
    Nice place , quiet , close to 192 , Disney , Pool perfect for kids I hope to be back next year When you go to Disney , this is the perfect fit for good price
    5 of 5 bubbles Reviewed November 12, 2015
    I've had a great time with my wife. The condo is perfect. We've had everything we need to stay comfortable. Thank you Haley Family!
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    1 / 39
    5 of 5 bubbles (6) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Grill
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    • Pet-friendly
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    • ?
    About this property
    Recently build & Lakeview Villa! This home is not only stunning - but appointed with detail at every turn! Gorgeous foyer which leads to the large formal dining and living rooms. Living room opens to a covered porch overlooking beautiful lake. Stunning kitchen with custom cabinetry and marble... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed March 2, 2017
    Place was beautiful nice and clean and pool was great woul really recommend. Customer service was really nice and helped rights away! Check in and checkout was really simple. And...
    5 of 5 bubbles Reviewed November 1, 2016
    Tropical Breeze was perfect for the 8 of us. Large spacious accommodation in a gated community with 4 bedrooms and 2 bathrooms one of which was ensuite. The kitchen was modern and...
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    1 / 62
    5 of 5 bubbles (36) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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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 2 weeks ago
    We stayed here for a week with our two kids, aged 9 and 10. It was a fabulous base for the parks and an oasis of calm; a well equipped house, immaculately kept and spotlessly...
    5 of 5 bubbles Reviewed 2 weeks ago
    We have recently returned from our two week stay at Otters Lake, ok, so we need another vacation, but that's Orlando for you! On arrival at the villa, getting there by the...
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    1 / 30
    4.5 of 5 bubbles (3) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    4 Bedroom, 2.5 Bathroom Sleeps 8 people Master with En-suite Bathroom: King Size Bed Bedroom 2: En-suite Bathroom: King Size Bed Bedroom 3: 2 X Twin Size Beds Bedroom 4: 2 X Twin Size Beds South facing pool Fenced in back yard Newly remodeled, all new furniture, deluxe mattresses Gourmet Kitchen,... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 4 days ago
    I will definitely be booking with Homestead rental homes when we travel back to Orlando in the future! Great company to stay with!
    4 of 5 bubbles Reviewed August 8, 2015
    Just returned from a one week vacation with my family. Liked Best: private fencing around the pool area, spacious, comfortable bedding, nice decor Liked Least: noise from the...
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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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    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 / 66
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    In sunny Orlando/Kissimmee Florida, location is everything.....and we are located the very closest to Disney......less than two miles to the main entrance! Each evening, you may enjoy the breath taking view of Disney Fireworks from the Windsor Hills Resort area. We are also less than two miles to... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 1 week ago
    Had a great time in this well-equipped, comfortable condo & enjoyed the leisure facilities on site. Stayed here as it's a fabulous location for Disney! Would definitely book again!
    4 of 5 bubbles Reviewed July 12, 2016
    We had a great time. My son played in the Nationals at the Convention Center. I was so so happy the condo was around the corner from the teams' condo. I really couldn't ask for...
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    1 / 27
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    A stunning, larger than average, 5 Bed 3 Bathroom villa with a fantastic private pool. All rooms in the villa are spacious. The villa is furnished and maintained to a very high standard. The villa is spaciously arranged over two levels, making it ideal for one or two families The sitting room has... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    1 / 39
    5 of 5 bubbles (10) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Fully Equipped and ready for your vacations my 3 bedroom & 2,5 bathrooms Townhouse. Home is just few minute from Disney parks, around 8 miles. And 10miles from Universal Studios. My home is in a Gated and very Safe Community named Compass Bay. You enjoy a privacy and relaxing atmosphere in your... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 3 weeks ago
    Perfect space for six people! Convenient to major attractions; spacious and well-maintained! Nice pool!
    5 of 5 bubbles Reviewed January 16, 2017
    Very enjoyable stay. We felt right at home. Very convenient location. I would highly recommend staying here.
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    1 / 23
    4.5 of 5 bubbles (17) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    This fantastic vacation home in Paradise Palms Resort will provide you with the vacation experience of a lifetime and all the comforts of home. The home is 5-star new construction and offers a private pool, 4 bedrooms, 3 bathrooms and 1,780 square feet of space. The private SOUTH FACING pool is... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed 3 days ago
    Our check-in at the remote office location was very easy and smoothly processed. We arrived at our 4 bedroom villa and was pleased with the looks. Immediately we noticed that...
    5 of 5 bubbles Reviewed November 9, 2016
    Nice place to stay. Clean and convenient. I would stay there again. It was exactly what we were looking for.
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    1 / 44
    5 of 5 bubbles (13) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    We welcome you to take a look at our villa close to all the magic, yet in a peaceful and tranquil setting.<BR><BR>Indian Ridge Oaks - one of the closest communities to Disney / 4 miles to Disney Maingate - south facing pool<BR><BR>***** Luxury villa in a superb location, genuinely only a few... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed January 29, 2017
    Thank you for the wonderful time that we had staying in Orlando. The villa was everything that you said . . . and more!
    5 of 5 bubbles Reviewed August 17, 2016
    Great stay will definately return for another stay. Everything and more under one roof.. Personal and helpful owners thanks
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    1 / 25
    5 of 5 bubbles (7) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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 / 30
    5 of 5 bubbles (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
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    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 / 17
    5 of 5 bubbles (3) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    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 4 days ago
    This a great place to stay especially if you are visiting the theme parks in Orlando. Our kids loved having the pool outside our sliding door, but they really loved the short...
    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...
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    1 / 18
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    This beautiful 5 bed home is over 2 levels. The sparkling pool overlooks a lake with conservation beyond and is an idyllic setting for your Kissimmee stay. The bottom level has wooden flooring. Here you can relax on the bold striped sofa and watch the flat screen TV. There is also a separate... View all property information
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    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed January 20, 2016
    Had a fantastic holiday with my family... crammed so much in with only a weeks stay at this lovely villa which had everything you could need. Had an issue with one of the door...
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    1 / 30
    5 of 5 bubbles (4) 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
    Larger than average! -- Oversize heated pool fenced for privacy! -- Free wireless internet! -- Free long distance & overseas telephone calls! Our home is situated at Lindfields, a peaceful development to the west of Kissimmee, very close to the Disney Parks - very convenient to see Mickey & his... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed December 10, 2016
    This Villa is stunning it is like home from home they have thought of everything even hair straightners !! Very close to all amenities and all theme parks. Well worth paying extra...
    5 of 5 bubbles Reviewed May 24, 2016
    It really is 15 min away from disney, the english charging station was really useful. Had everything you needed, and beds really comfy.
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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
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    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 / 43
    5 of 5 bubbles (7) Excellent
    3 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
    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 March 16, 2017
    We enjoyed our stay at this 3 bedroom house. The owner is very good about communicating. The pool is lovely. The kitchen is well equipped and all appliances worked. Marie...
    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 (19) 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 1 week ago
    Rented this property in Nov 15, and I am ashamed I haven't reviewed before now, the owner Sharon was a dream to deal with, very friendly and informative, property itself was...
    5 of 5 bubbles Reviewed February 9, 2017
    My Husband kids and I stayed at this beautiful home! Absolutely no complaints. The view was amazing with all the wildlife in the pond behind the house. The location was perfect...
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    1 / 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 / 49
    5 of 5 bubbles (16) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Private Yard
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    • 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
    4 of 5 bubbles Reviewed 1 week ago
    Stayed for a week, 7 of us , plenty of room and a great location for the main theme parks in a quiet residential area. Had an issue with a pipe burst but sorted same day with no...
    5 of 5 bubbles Reviewed January 8, 2017
    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...
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    1 / 37
    3.5 of 5 bubbles (7) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Non-Smoking 3 Bedroom, 2 Full Bath Condo in Sweetwater Club Community, with Clubhouse, Community Pool and Hot Tub, Sand Volleyball, Tennis Court, Exercise Room and Pool Table. 65” TV with blu-ray player in the living room, TV in every bedroom. Extended cable with Disney channel, Wireless... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    4 of 5 bubbles Reviewed February 24, 2017
    Our family of four adults enjoyed this condo very much. Having our own bedrooms, two bathrooms and a full kitchen with laundry was great! Very easy to find and not too far from...
    3 of 5 bubbles Reviewed August 12, 2016
    It was clean. I found everything I need in the apartment. Needs some TLC, but was ok. The location was very good. Far away of the commotion, the way I like it. Very quiet...
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    1 / 56
    4.5 of 5 bubbles (7) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our spacious home is located in the gated community of Lindfields Reserve, a quiet and peaceful development that consists of only 16 homes. There are 3 bedrooms in the main section of the home. The master bedroom has a king size bed with its own bathroom. The adjoining bedroom has 2 twin beds,... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    4 of 5 bubbles Reviewed March 21, 2017
    The house is located close to the 192. There are 10 minutes to Disney and 30 minutes to the airport / Universal. It is in a gated area, and there are about 15 similar houses in...
    4 of 5 bubbles Reviewed February 12, 2017
    Clean house with nice amenities. There are a few things needing attention such as non working electrical outlets and some plumbing issues (the master bathroom tub faucet would not...
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    1 / 53
    4.5 of 5 bubbles (10) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Trafalgar Village community is centred around the luxurious Trafalgar Village Center (or Clubhouse), a 2 minute stroll from the property with amenities that include a man made beach and lagoon, lakes (stocked for fishing), a pool and games arcade room, a 48 seat movie theatre, a fitness room, a... View all property information
    Location Information
    Kissimmee, Central Florida 34758
    5 of 5 bubbles Reviewed November 6, 2015
    Great location away from busy streets, yet only minutes from Disney, Universal, and beautiful golf courses. Owner easy to communicate with, great value, and comfortable...
    5 of 5 bubbles Reviewed September 28, 2015
    We have just returned from a two week stay at this lovely house. Beautifully maintained with everything you need for a comfy vacation. We were three adults and only used 2 of the...
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    1 / 12
    4.5 of 5 bubbles (4) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our luxury 4 Bed, 3.5 Bath villa is situated in the exclusive, secure gated community of Cumbrian Lakes. Set in a prime position backing onto a conservation area (over 200 acres) not overlooked, secluded and peaceful. <BR><BR>Conveniently situated just off 192 and all it amenities. It is within... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed May 18, 2016
    This was our first stay in Orlando and I have to say we where pleasantly surprised and how lovely this Villa was, large, roomy, clean with lots of space indoors and out. The...
    5 of 5 bubbles Reviewed February 1, 2016
    We've stayed in this property for several years running and it has become our first preference when staying over. The home is lovely and clean with lots of space indoors and...
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    1 / 70
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Scotsman's Retreat is a beautiful and quiet 2 storey 5 bedroom house house on Cumbrian Lakes which is a relatively new gated community build in a conservation area and, as the names suggests, based around 3 large lakes. The villa is situated in an ideal location with an extended pool deck with a... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed July 27, 2015
    We stayed here for eight night's with two family's, having four children all the ensuites really helped especially when trying to get ready in a morning with teenagers!. We have...
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    1 / 35
    5 of 5 bubbles (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Come and enjoy Kissimmee, Florida! This beautiful home is located off Neptune road two miles away from Downtown Kissimmee and one mile away from the Florida Turnpike exit. This property is located in a private ½ of acre lot making it perfect for someone traveling with a boat, travel trailer or... View all property information
    Location Information
    Kissimmee, Central Florida 34744
    5 of 5 bubbles Reviewed August 12, 2016
    best house ever been i love the pool the are where the house are located i just love everything nice weather and clean house
    4 of 5 bubbles Reviewed August 2, 2016
    Spacious home with large living space and closets! Fabulous private pool. Only thing that would've made it perfect was cable for the TV. Couldn't watch the news or anything...
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    1 / 36
    7 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Luxury on Vacation? Absolutely! Beautiful, spacious and professionally decorated home in one of the newest Disney area resort communities, Sonoma. This home is located less than 15 minutes from the entrance of Walt Disney World; less than 1 mile from endless shopping & restaurant options and right... View all property information
    Location Information
    Kissimmee, Central Florida 34741
    1 / 42
    4.5 of 5 bubbles (29) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This Condo Town-house is our 'Florida Home Away From Home'. Make it yours, while you vacation in Florida. Rent it for 3 nights or 3 weeks. Enjoy this renovated 3 bedroom, 2 bath, spacious home, within 4.5 miles of Disney, yet a million miles away from the busy motel strip. With all rooms on... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 2 weeks ago
    The condo was awesome!!! I highly recommend it to everyone seeking a vacation rental!!! I was highly satisfied!!!!
    3 of 5 bubbles Reviewed February 23, 2017
    The good, it was a very quiet area not too far from Disney and the restaurants on 192. The bad, the floors were very dirty, not that you could really see, but I went through 5...
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    1 / 36
    4.5 of 5 bubbles (21) Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Indian Point with gorgeous lake and conservation view from pool.<BR>Indian Point, Kissimmee is a beautiful residential community situated within a few minutes drive of the Highway 192, convenient for the Wal-Mart superstore, a large selection of restaurants, and close to all the major... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed March 8, 2017
    Thanks Rosalia for giving us a great start of our first visit & holiday in Florida. Your house is wonderful with its open & spacious solution, yet plenty of rooms & beds...
    5 of 5 bubbles Reviewed February 10, 2017
    This property was everything we needed for a family break with four adults and two children. The living room was nicely laid out to allow everyone to sit together, and the...
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    1 / 40
    4.5 of 5 bubbles (7) 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 3 weeks ago
    We were in awe of this home. Beautiful home setting. Was close to Disney. Wasn't as close to the beach as I thought, but wasn't an issue driving. We will be planning on staying...
    5 of 5 bubbles Reviewed 4 weeks ago
    What a perfect location. Less than 2 miles from groceries and pharmacy. Only 15-20 minutes from Disney area. We found the home to be up to date, comfortable and clean. The owner...
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    1 / 23
    5 of 5 bubbles (11) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Please contact owner to confirm quoted price. Bookings over 7 nights cleaning fee is deducted form price. My home is managed and looked after by myself and a professional management company in Kissimmee. Thank you for checking out our home. Lovely well maintained spacious private 5 bed family villa... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed June 13, 2016
    Lovely stay at Tennyson which is perfectly located, and is very spacious and homely. The owner Jane is very helpful, and the facilities within the villa are top...
    5 of 5 bubbles Reviewed June 6, 2016
    As a group of 4 adults and 1 child (6 years old) we spent an awesome 12 days at this villa. Location is perfect - very close to Disney, Sea World and Universal all of which can be...
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    1 / 90
    5 of 5 bubbles (9) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Children's Pool
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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 1 week ago
    If you want a comfortable home away from home, central to all the Disney and Universal parks and activities - stay here. Clean and well equipped house based in a secure and family...
    5 of 5 bubbles Reviewed March 3, 2017
    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...
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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
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    • 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 / 46
    5 of 5 bubbles (64) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Just 3 miles away from the Disney attractions, located just off the 192 west Kissimmee where you will never be short of Gift shops, designer outlet malls, restaurants & supermarkets!! Sunset Lakes is a small exclusive gated community surrounded by Lakes & overlooking a conservation area, with a... View all property information
    Location Information
    Kissimmee, Central Florida 34747
    5 of 5 bubbles Reviewed 1 week ago
    I went for the week at Orlando to visit the parks with my family. The house was a dream come true. Spatious, well equipped, super clean. The documentation provided to plan for the...
    5 of 5 bubbles Reviewed 3 weeks ago
    Staying at Audra´s place in Sunset Lakes, was certainly the best choice for our holidays. We were 4 adults and 2 children, all staying very comfortably in 4 different rooms (2...
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    1 / 13
    4.5 of 5 bubbles (2) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This stunning two-story, five bedroom/four bath villa is situated in the exclusive community of Seasons. It is beautifully furnished to an extremely high standard and would be ideal for a large family or two families to share, being able to accommodate up to 10 people, and has its own large private... View all property information
    Location Information
    Kissimmee, Central Florida 34746
    5 of 5 bubbles Reviewed 2 weeks ago
    This villa is spacious and well kept, with the added bonus of being 5 mins walk from shopping and restaurants and only 20 - 30 mins drive from most parks. We really enjoyed our...
    4 of 5 bubbles Reviewed 3 weeks ago
    Very nice place and excellent location. Owner is good about responding to questions and concerns. Beware though and do not leave valuables in the house when you are not there as...
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    Kissimmee Flight and Weather Info
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    Orlando Intl Airport
    10.4 miles from Kissimmee
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    Additional Kissimmee Info

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    • 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.