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Kissimmee Vacation Rentals

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    Travelers to Kissimmee are booking August dates now. Secure your vacation rental today, and have the perfect trip.
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    Beautiful 6 bedroom Home1 / 36
    (4)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Spacious 7 Bedroom home at Bella Vida1 / 24
    (1)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Prestige 4: Ultimate Luxury Windsor at Westside, South Facing Pool/Spa, GameRm1 / 29
    (2)Excellent
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 17, 2017
    This home is immaculate and has the best amenities! We had everything we needed to cook breakfast everyday, and the kids loved the clubhouse pool. We got the pool heating which...
    Reviewed July 4, 2016
    I rented this vacation home with my extended family and it was everyone's first rental home experience (we usually stay in hotels) and needless to say, we were very nervous...
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    About this property
    This 4,000 sq. ft. home is in the new Windsor at Westside gated community (sister community to Windsor Hills) and just minutes from Disney. 8 bedrooms and 6 bathrooms, with 4 en-suites. Pool area with heated, SOUTH-FACING pool, IN-GROUND Jacuzzi. Game room with seating, pool table and foosball...
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    Kissimmee, Central Florida 34747
    Rental Home - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    Large 3-Bedroom Resort Villa Near Disney1 / 25
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Sauna
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 17, 2016
    chris is an awesome person that will take care of your concerns immediately!totally satisfied with our stay at the resort.
    Reviewed August 27, 2015
    Above and beyond our expectations! My wife and I are very particular about where we stay. The rooms were immaculate, staff was very friendly and helpful, amenities were great...
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    About this property
    This spacious and luxurious condo is great for families and very close to Disney and is situated on a large resort property is plenty of great activities. There are a total of 5 beds in the villa. The master bedroom features a king size bed, a large jacuzzi, and a master bathroom. The second...
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    Kissimmee, Central Florida 34746
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Indian Creek this villa is situated in one of the closest residential communities to the Disney Theme Parks area, and less than a 30 minute drive from the Orlando Premium Outlets and Orlando International Airport this beautifully furnished five bedroom four bathroom pool home is perfect...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Secure Parking
    • Grill
    • Washer
    • Satellite TV
    • Wi-Fi
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5-bedroom suite, 6 bathrooms. Accommodates up to 10 guests comfortably and has a fully equipped kitchen. This townhome is equipped with high-speed wireless internet all throughout the unit, free of charge. **PLEASE NOTE: Summerville Resort is a BRAND NEW community, some parts of the resort are...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    6 Bedrooms, 5 Bathrooms, Welcome to the SINGLE FAMILY HOME of your dreams in Kissimmee!! This 6 bedroom and 5 bathroom rental home located in the Storey Lake Resort Community. The 6 bedrooms and 2 living rooms, all together with 8 LED TVs. The large kitchen is a chef’s dream to cook in, with...
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Windsor Hills,own cinema room, Xbox one, free WiFi1 / 54
    (9)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Our party of 13 people had PLENTY of room in this rental. When relaxing in the home, some of us where in the theater room enjoying one movie, others were in the family room...
    Reviewed May 13, 2017
    Fantastic home for large family vacations. Pool was wonderful for mid day breaks from Disney. Within 5 mins from Disney and easy access to main roads. Nice playground right...
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    About this property
    Our Villa in Windsor Hills is a BEAUTIFUL custom designed home. Windsor Hills is a secure gated community that has all the amenities of a 5 star hotel or resort, but with the comfort, convenience, and privacy of staying in a high end home. Facilities Air Conditioning Flat Screen TV's TV's and DVD...
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    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    A hideaway dream - an amazing spacious family home1 / 45
    (3)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 16, 2017
    A lovely spacious villa in a quiet neighbourhood but very close to many restaurants and amenities.The south facing garden was nicely warm to come back to after a full say out.
    Reviewed April 3, 2017
    We rented this place for our business trip...but it was more than we expected...close to major highways, restaurants, supermarkets, yet far enough to be private. We love the...
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    About this property
    A home from home, the British owners spend as much time as possible in the villa themselves. The villa is situated on a large lot and the private south facing heated pool and jacuzzi back onto a wooded area. Pool heating for cooler months is available for an additional charge. This large, 4...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Wow! SunriseDream,5 Bed Lakeside, 4 Miles 2 Disney1 / 50
    (10)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 14, 2016
    Great Location, close to the airport, 5 minutes from the Disney parks and 15 minutes to Universal Studios. Many grocery stores nearly right around the corner. The house is...
    Reviewed June 7, 2016
    Mature house on a quiet mature small estate within easy reach of all disney has to offer, shops etc. The accommodation was perfect for our group of ten. Three couples and four...
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    About this property
    Welcome to Villa Sunrise Dream, Sunset Lakes our fabulous lakeside haven, in Kissimmee, Orlando, Florida. In a prime location, just 4 miles from Disney World on the stunning gated community of Sunset Lakes (a prestigious, peaceful, gated community), we are close to US192 in the much sought...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Dolphin Villa - Doral Woods, 5* rated with Wifi & Games1 / 56
    (29)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This Villa is amazing and peaceful! Has everything you need! Steve the owner was very helpful and professional. I highly recommend this Villa. We had a great time and cannot...
    Reviewed 3 weeks ago
    This is our third time at the Dolphin Villa, this time for four weeks.Why do we return?Easy - excellent house, beautiful large and secluded garden, great swimming pool and...
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    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,...
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    Kissimmee, Central Florida 34758
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fantastic Five Bed1 / 18
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Secure Parking
    • Wi-Fi
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Brand New South Facing Lake View 8 BR/6BA Home with Pool/Spa, Game Rm, Wifi1 / 29
    (2)Excellent
    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Satellite TV
    • Wi-Fi
    • Washer
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 21, 2017
    Our group of 16, ages 3 months to 87 years old absolutely loved this rental home! It was our first time renting and we were nervous to break the habit of staying in Disney...
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    About this property
    This 4,000 sq. ft. home is in the new Windsor at Westside gated community (sister community to Windsor Hills) and just minutes from Disney. 8 bedrooms and 6 bathrooms, with 4 en-suites. Pool area with stunning LAKEVIEW, heated SOUTH-FACING pool and Jacuzzi. Game room with seating, pool table and...
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    Kissimmee, Central Florida 34747
    Rental Home - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    Mufasa's Pride - Military / Police / Fire Special1 / 73
    (9)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Air Conditioning
    • Internet Access
    • Grill
    • Satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Very comfortable stay and very close to all the Disney parks. We looked forward to the comfort of this home after long days walking and walking and walking at Disney.
    Reviewed 3 weeks ago
    Mufasa's Pride was an excellent choice for our family trip to Disney. It is very close to all the parks and there are many restaurants and stores under 5 mikes from the house...
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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...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Lovely Lake Berkley Villa with a Gameroom and Hot Tub1 / 70
    (11)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 13, 2017
    This is the second time we've stayed here. In all our travels over the years, it's the only holiday home we've returned to - we liked it so much. It is really comfortable and...
    Reviewed March 8, 2017
    This is a lovely and comfortable house where you can have a great time with family or friends. It is fully equipped, which makes you feel at home. The swimming pool is great, we...
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    About this property
    South Facing Pool!!!! Luxury 5 Bedroom Villa in Lake Berkley gated community One storey villa situated in the prestigious Lake Berkley Resort gated community. South facing pool and spa for all day sun. This is a basic must in Florida. Why go to the sun in order to sit in the shade for most of the...
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    LAST MINUTE TRAVEL ONLY 179 per night KID FRIENDLY HOME NOW THRU SEPT1 / 27
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Internet Access
    • Washer
    • Satellite TV
    • Air Conditioning
    • Children's Pool
    • DVD Player
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    his vacation home was renovated recently. We put lots of efforts to keep our house at the top of the line. We sincerely welcome all of our guests and feel honor to have your unforgettable memories in our house. It has 3 King Bedrooms, 2 Queen bedrooms, 6 Twin Beds in 3 kid rooms, 4.5 bathrooms,...
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    Kissimmee, Central Florida 34747
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    4716 CL Pet Friendly1 / 24
    (2)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 17, 2016
    Overall great vacation rental. Our family of 10 included 4 children and 6 adults. There was plenty of room for all of us. Loved having the pool to come back to after a long...
    Reviewed April 21, 2016
    My students and I were thrilled when we arrived in this home. The rooms were clean, beds were comfy, and there was a television in every room. The pool was perfect after...
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    About this property
    5 bedroom 4 baths, 2 half baths Sleeps 10 Master with En-Suite bathroom, with Queen sized bed Master 2 with En-Suite bathroom: Queen sized bed, pool can be accessed from this bedroom. Master 3 with En-Suite bathroom: King sized bed Bedroom 4: Two Twin sized beds Bedroom 5: Two Twin sized beds...
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Villa Betty Boo at Hampton Lakes1 / 68
    (3)Average
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    Kissimmee, Central Florida 33897
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Waterfront
    • DVD Player
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 7-bed, 4.5-bath Kissimmee home can comfortably accommodate 14 guests throughout its well-equipped interior. Situated in an ideal lakefront setting, this property allows you to admire fantastic views while swimming in the private pool! Lush, green landscape surrounds this phenomenal Florida...
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    Disneysunnyvilla- 6 Bedroom 4 Bath Villa Rental, 4 miles from Disney1 / 23
    (8)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Internet Access
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Satellite TV
    • Patio
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 7, 2016
    The villa was fantastic. The kids loved the pool and we loved the hot tub. The beds were so comfortable and luxurious. There is plenty of supermarkets and restaurants just...
    Reviewed June 8, 2016
    We had the pleasure of spending six nights at this beautiful Kissimmee home. This is the perfect place for an extended family vacation. With 6 bedrooms and 4 baths, you have all...
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    About this property
    Our well appointed 6 bedroom, 4 bath villa is located in the Indian Creek Development just 4 miles from Disney. If you enjoy a pleasant walk, there is plenty of shopping, restaurants and a full sized grocery store about 3/4 of a mile from the Villa. There is an Outback restaurant, a TGIF,...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Great Location 5 Star Paradise Palms Resort 5 br1 / 48
    (15)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Children's Pool
    • DVD Player
    • Washer
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 2, 2017
    We were very pleased! This was the first time we stayed in Florida for a month! Found it online and was very happy with the results! Didn't know anything about the resort and...
    Reviewed January 23, 2017
    Trond, we cannot thank you enough for letting us use your house for the week. Everything was better than expected and you were so easy to get in touch with and so quick to reply...
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    About this property
    Luxury vacation townhouse located in the private gated resort community of Paradise Palms; just 10 minutes from Disney! <BR><BR>This beautiful townhouse has a GREAT LOCATION! View from patio and private pool out to green lush lawns and palm trees, with the clubhouse just down the street. South...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    Roughtallys Villa1 / 59
    (10)Excellent
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Washer
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Patio
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 18, 2017
    Great location for everything(as long as you have a car). Villa clean and spacious offering comfortable accommodation in very quiet surroundings. Outside the views of the lake...
    Reviewed March 31, 2017
    truly a nice and comfortable house. The pool and spa area is great for relaxing. The location is perfect, close to everything. The little lake just behind the house is great...
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    About this property
    Roughtallys is our luxurious villa situated on a 24 hour secure gated community 15 minutes from Disney,s Main Gate. 20 minutes from Universal/Island of Adventure. local superstore and restaurants 2 minutes drive. or a lovely walk.... we can sleep 14 plus a cot and two travel cots. exceptionally...
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    Mickeys Masterpiece in Windsor Hills1 / 61
    (11)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Housekeeping Included
    • DVD Player
    • Wi-Fi
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This house is about 5 minutes from the exit to Disney and about 20 minutes from Universal. The house was extremely clean and well taken care of. I would recommend this house...
    Reviewed October 30, 2016
    Nine of us (3 generations) had a great stay at Mickeys Masterpiece. It is conveniently close to all the resorts. We had plenty of space for 6 adults and three grandchildren. The...
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    About this property
    Welcome to this elegant and professionally decorated Orlando vacation pool home, located in the beautiful Windsor Hills Resort. The home boasts views for miles as there's no rear neighbors. You can even see the nightly fireworks at Disney World. Absolutely perfect for large family groups, this...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Terra Verde Retreat1 / 23
    (4)Very good
    5 Bedrooms, 8 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Parking
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 22, 2016
    Arrived in the middle of the night to a Secure gated community, no issues with access into property despite time & always felt Safe within the area.The location within the...
    Reviewed October 7, 2015
    I loved as soon you enter it makes you feel at home but just wish it was a little bit more cleaner. Before I showered in the master bedroom there was hair in the shower and the...
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 8 Bathrooms, Sleeps 10
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    5 Bedr at Storey Lake mins to Disney! Modern decor1 / 32
    (2)Excellent
    Downtown Kissimmee
    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    The overall townhome was spacious and clean and very nicely decorated! My kids loved the pool and I was impressed with the layout of the neighborhood. I don't think there was a...
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    About this property
    Welcome to your Disney vacation Home! - Great swimming pool and spa - Accommodates up to 11 people - 5 bedrooms, 4 bathrooms - 1 Master Suite with King size bed; - 1 Master Suite with Queen size bed; - 2 bedrooms with full size bed. - 1 bedroom with bunk beds ( 1 full size and 1 twin bed) - New...
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    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    Homely 4BR with 2 Master Suites, Kissimmee1 / 40
    (10)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
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    • Washer
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Very beautiful house!Just like the photos. Pool cleaners came by to clean the pool. Lawn maintenance also made. Peaceful gorgeous location, near everything you might want to...
    Reviewed 4 weeks ago
    We rented this home for a volleyball tourney at the OCCC. There were only 4 of us, so this was much more of a house then we needed. First, the pictures are actually pretty...
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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...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Luxurious house with pool and Spa on large lot1 / 28
    (5)Excellent
    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Satellite TV
    • Housekeeping Included
    • Hot Tub
    • Children's Pool
    • Patio
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Smooth check in, expect everything that you see on the pictures!! Beautiful community, we came for Disney but lots of activities to do in the community also. Kids loved the...
    Reviewed May 12, 2017
    An absolutely fantastic villa kitted out as if it were your own home plus it has its own pool!! THe rooms are all a great size and the beds are seriously comfortable! The garage...
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    About this property
    Our. Wonderful holiday home, On Windsor at Westside, a gated community. Our home has a large private South East facing pool and spa. The screened patio / lanai has been extended to give more room to sunbath. Or to lounge and relax. The largest on the community. Guests also have access to a gas...
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    Kissimmee, Central Florida 34747
    Rental Home - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    LAKESIDE HAVEN, Windward Cay, The "hidden jewel" of Kissimmee1 / 15
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This is a really lovely 3 bedroomed villa which is extremely comfortable and well equipped (including rain ponchos, which we needed lots!) the pool backs onto a lovely lake so...
    Reviewed May 29, 2017
    Me and my family had a fabulous time staying at the villa. The villa had everything you could wish for and was extremely well equipped. We loved the homely touches and the BBQ...
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    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...
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    Kissimmee, Central Florida 34746
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Kissimmee Townhouse 4 bedrooms1 / 26
    (10)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Washer
    • DVD Player
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    • Satellite TV
    • Hot Tub
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 18, 2017
    From the condo to the the Club House amenities, the stay was perfection. The place would comfortably sleep two couples and four children. We will come back for sure!
    Reviewed October 21, 2016
    This house was great. Very close to Wal Mart, Target, etc. as well as restaurants and Disney parks. We were there with our 3 adult children, son in law and one grandchild for...
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    About this property
    BRAND NEW!! MODERN, PROFESSIONALLY DECORATEDProperty Type: 4 Bedrooms / 3 Bath Townhome with Private PoolFloor Area: 1800 sq. ft.Location: Paradise Palms Resort, Disney Area This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney!! and...
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    Location Information
    Kissimmee, Central Florida 37474
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Jacken Villa Great for Large Families, 10 mins to Disney, Central location1 / 17
    (11)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Patio
    • Private Outdoor Pool (Heated)
    • Parking
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Had a wonderful time while vacationing at your home.. The home was very clean and well stocked. Kids enjoyed the pool and there was plenty of space.
    Reviewed 4 weeks ago
    Perfect venue for a family gathering. It had great furnishings, bedding, kitchen, pool, and game room for all our needs. Check-in was simple and responsiveness of the...
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    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,...
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    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    7 Bedrooms, 6 Bathrooms, Sleeps 17 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book this luxury 7-bedroom, 5.5-bathroom vacation rental house for your next Central Florida getaway! Located just 6 miles from Disney World, this stunning villa sleeps 17 guests and is ideal for multiple families or a large group sharing a memorable retreat! Recently updated, this spacious 3,000...
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    Kissimmee, Central Florida 34746
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 17
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    Elegant 8 Bedroom Private Pool/Spa Villa 3 miles to Disney1 / 100
    (9)Very good
    8 Bedrooms, 5 Bathrooms, Sleeps 19 Quick View
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    • Satellite TV
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Internet Access
    • Washer
    • Hot Tub
    • Air Conditioning
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 3, 2017
    Loved this place private pool and enough room! Very close to all Disney parks. All very clean nice game room also!
    Reviewed March 26, 2017
    Great home with pool and bedrooms/bathrooms for everyone! Everyone enjoyed this fantastic place!The Emerald Island Resort had lots to offer as well.
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    About this property
    Only 3 miles to Disney, 14 miles to SeaWorld, 17 miles from Universal Studio and easy access to all major theme parks, this lovely 8 bedroom 4.5 bath heated pool/spa villa is located on the prestigious Emerald Island Resort, a beautiful community with 24/7 guarded gate.This spacious villa can...
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    Kissimmee, Central Florida 34747
    Rental Home - 8 Bedrooms, 5 Bathrooms, Sleeps 19
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    Golden Palms1 / 100
    (3)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 24, 2015
    Our family of 4 generations stayed here July 25 to Aug. 4, 2015. It was absolutely perfect for us all. Great grandparents could get in naps, while the great grandkids played in...
    Reviewed December 30, 2014
    Very well decorated, very liveable home. Between the heated pool and hot tub and free wifi, family kept busy and never turned on any of the many flat screen tv's. Home is close...
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    About this property
    Golden Palms is a luxury villa of the highest quality in Orlando, Florida. The villa is well appointed with fine furniture and fully air conditioned with additional ceiling fans through out. With a large South facing pool and spa Golden Palms is the perfect holiday home. Located in the stunning...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 16
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    4460 GH1 / 30
    (5)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    House looked to be recently updated, was very nice inside, & had a ton of space. We shared with another family of 3, (6 people total), and it was perfect. Would highly...
    Reviewed April 25, 2017
    I will definitely be booking with Homestead rental homes when we travel back to Orlando in the future! Great company to stay with!
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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,...
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    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    7 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Kissimmee, Central Florida 34741
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 16
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    One of the closest communities to Disney!1 / 44
    (13)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Grill
    • Children's Pool
    • Balcony
    • Washer
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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!
    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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    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...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Room For Everyone! Spacious Private Pool & Spa Home.1 / 25
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Secure Parking
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Diamond, New! 6 Bedroom,4 Bath Private Pool And Spa Vacation Home Located 15 Minutes From Disney. Every room will amaze you with this professionally decorated and furnished home for maximum guest comfort and enjoyment. The pool deck is over sized with ample patio furniture and loungers.The patio...
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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    Brand New 5bed - 4,5bath- Minions And Mickey Kids1 / 21
    (3)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Patio
    • Children's Pool
    • Satellite TV
    • Balcony
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 22, 2016
    This house made our vacation even more enjoyable and was exactly as it was pictured! The themed bedrooms were adorable, the upstairs lounge area gave the kids their own place...
    Reviewed March 14, 2016
    We had an absolutely amazing trip with them (there was a total of 12 of us)! The house was brand new and had new sheets, towels, kitchen supplies, etc... The decorations were...
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    About this property
    Gorgeous 5 Bedroom 4.5 Bathroom Game Room - Town House! Enjoy your next vacation in this brand new 5 bedroom 4.5 bath town home in one of Kissimmee's newest resort communities. Windsor at Westside is located only minutes from the entrance to Walt Disney World. The townhouse is directly across...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    The Seasons Villa, lake view and 4 master bedrooms1 / 29
    (4)Excellent
    Downtown Kissimmee
    6 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Parking
    • Hot Tub
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This condo was perfect for our family of 8. Clean and beautifully decorated. Big bedrooms and baths. The only thing I can say negative is it wasnt cool enough and had to use...
    Reviewed April 27, 2017
    Love it everyone in my party loved staying here. It was a close trip to all the places we wanted to visit. Mainly Disney.
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    About this property
    This luxury villa has all you need to enjoy a family vacation. You can sit at the pool or in the spa and watch the wildlife on the lake. There are no rear neighbours to worry about here. There is plenty of living space to spread out and relax in the lounge or take it easy in the comfortable sitting...
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    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    4 Bedroom Poolside Sunny Retreat with Fully Inclusive Price.1 / 49
    (17)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Air Conditioning
    • Private Yard
    • Secure Parking
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 18, 2017
    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...
    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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    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...
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Satellite TV
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    AVAILABLE FOR ONE OR TWO FULL WEEKS ONLY from weekend to weekend AS ITS OUR TIMESHARE. to book less than a full week a full week has to be paid for .Availability subject to request by us to our timeshare provider .Confirmation within 24 hours . Please only make an enquirey until we have...
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    Location Information
    Kissimmee, Central Florida 34747
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Windsor Palms Resort/southwestPool/GamesRoom/Gated1 / 90
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
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    • Washer
    • Satellite TV
    • Air Conditioning
    • Private Yard
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 9, 2016
    Villa was close to attractions and rooms are big. There were 8 of us and we had lots of space. Kids loved the games room and pool. The resort pool is heated and a few minutes...
    Reviewed July 21, 2016
    The location was very convenient for all the attractions of Kissimmee.The villa was very spacious, enjoyable and private....our grandchildren loved being in the pool more or...
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    About this property
    Our Villa is situated on an oversized lot on the FABULOUS Resort-Style 24-hour gated community of Windsor Palms. This 5-star resort is just off Highway 192, about 3.5 miles from the gates of Disney. <BR><BR>Our spacious, air-conditioned 4-bedroom, 3-bathroom villa is set in a quiet, private...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    HIDEAWAY1 / 12
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Porch
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 16, 2016
    A lovely villa. Loads of room for our family of 5 adults. Terra Verde is a gated community and the gate is manned 24hrs a day. Clean tidy and well manicured. Our property...
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    About this property
    Hideaway Golden Beach ,Newly Renovated, 5 bedroom private pool home located inside the desirable Gated Terra Verde Resort Community just off of Poinciana Blvd., 3 miles south of US 192 and only 7 miles to Disney. All resort amenities included in your stay.Located right in the heart of the...
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Downtown Kissimmee
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney Parks, 5 minutes from Lake Buena Vista Outlet and convenient access to nearby shopping, dining and entertainment. The homes, from 4 to 6 bedrooms that can accommodate comfortably up to 12 people, are...
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    4bedrooms, 15minutes from DisneyLand Family House!1 / 28
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Secure Parking
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 15, 2017
    We loved this vacation rental. Close to resort pool which is beautiful, my kids LOVED it. We also had our own private pool which was heated perfect. There is a lake right out...
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    About this property
    Welcome to our, beautifully decorated, luxurious 4 bedroom, 3 bath vacation pool home. Featuring a private heated pool, 15 minutes from the theme parks, our home has everything you need to enjoy a great vacation with all of the comforts of home. The kitchen is fully equipped. All of the bedrooms...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    43075 BV1 / 20
    (2)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    Reviewed March 23, 2016
    We just finished up a 5 night stay in this property it was very well laid out roomy beautiful high ceiling in living room area. Well maintained clean terrific linen package and...
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    About this property
    5 Bedroom, 3.5 Bathroom Sleeps 10 people Master 1 with En-suite Bathroom: King Size Bed Master 2 with En-suite Bathroom: Queen Size Bed Bedroom 3: King Size Bed Bedroom 4: 2 X Twin Size Beds Bedroom 5: 2 X Twin Size Beds Pool can be heated for an extra charge. No smoking is allowed at this home....
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    Location Information
    Kissimmee, Central Florida 34746
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    10 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sonoma Resort is a brand new vacation rental resort located next to "The Loop", a premier shopping and entertainment mecca, jut 10 minutes from Disney parks, as upscale brand outlets, malls and numerous championship golf courses. The resort offers Sonoma offers exceptional amenities to include a...
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    Location Information
    Kissimmee, Central Florida 34741
    Condo/Apartment - 10 Bedrooms, 8 Bathrooms, Sleeps 20
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    AMAZING HOUSE IN DISNEY1 / 47
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • DVD Player
    • Private Indoor Pool
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 24, 2016
    Our aim was to hit the amusement parks and have a nice play to relax after we returned and this was all that and more. The house itself is VERY clean, spacious, and the indoor...
    Reviewed January 1, 2016
    Our family rented this Kissimmee, Florida home over the Christmas holiday in 2015. The property is a gorgeous 5 bedroom, 5 bathroom home located in a gated resort. The house is...
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    About this property
    Property Type: 5 Bedrooms, 5 Baths House with Private Pool and Game Room. Floor Area: 3000 sq. ft.Location:Paradise Palms Resort, Disney Area This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney!! and within a couple miles to...
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    Location Information
    Kissimmee, Central Florida 34747
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Kissimmee Flight and Weather Info
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    MCO
    Orlando Intl Airport
    10.4 miles from Kissimmee
    Low airfares recently found by TripAdvisor travelers
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    Local Weather
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    86° 67°
    July
    87° 68°
    August
    84° 67°
    September

    Additional Kissimmee Info

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    • Local time: 11:45 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.

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