Kissimmee Vacation Rentals, Homes With Swimming Pool - 696 Rentals Available

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1 / 16

Kissimmee Home
5 BR / 4 BA / Sleeps 12 5 12 No min stay
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • TV (Antenna)
"Wonderful home. Great floor plan . Plenty of room for all 9 of us. Fantastic privacy with 3 split bedroom with their own baths on opposite ends of home and 2 bedrooms that shared a bath. Plenty of dishes and cooking supplies very conducive for home cooked..."
- Maggie Hendler, Elk Grove Village, Il. USA
(17) Excellent (17 reviews)
1 / 7

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 No min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"The house is spectacular. It looks just like the pictures. We had 14 people and more than enough room for all of us. The property is close to everything. We look forward to visiting again! !"
- Dawn Hunt, Philadelphia, PA USA
(1) Excellent (1 review)
1 / 24

Kissimmee Villa
6 BR / 4 BA / Sleeps 14 6 14 7 night min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 4 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"We stayed for nearly 2 weeks with 4 adults and 7 children at this home and never felt cramped. This was our 2nd time at Windsor Hills, and the location is perfect if you are looking for a home near Disney. I especially liked the pool area for the kids...."
- Matt Ozinga, Grand Rapids, MI
(16) Excellent (16 reviews)
1 / 49

Kissimmee Home
5 BR / 5 BA / Sleeps 12 5 12 7 night min stay
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"very much enjoyed our stay - 3 under 12 & 9 adults we did not feel crowded here - everyone enjoyed the pool /spa everyday whether it be a home day or relaxing after a day touring! with this many people as well the double washer/dryers were greatly ..."
- Jan Muller, Saskatchewan, Canada
(1) Excellent (1 review)
1 / 59

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 Min stay varies
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"With a family of 13 we needed a large home near Disney property. Our selection of Emerald's Cove proved to be a very good decision. Although we spent 12- 13 hours a day for 6 days at the parks, the back yard pool and the large kitchen table served our..."
- George Dean, Ringwood, New Jersey
(5) Excellent (5 reviews)
1 / 53

Kissimmee Villa
7 BR / 5.5 BA / Sleeps 14 7 14 3 night min stay
Villa / 7 Bedrooms / Sleeps 14
7 bedrooms 5.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"We really enjoy our stay and we plan on coming back in December for Christmas. Thanks again"
- Lovemesomeme Jamilla, Oxon hill md USA
(9) Excellent (9 reviews)
1 / 24

Kissimmee Villa
6 BR / 5.5 BA / Sleeps 14 6 14 Min stay varies
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 5.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"The house was great. Lots of room, everything was clean, neat and well appointed. Proximity to Disney was good, a little farther to the Universal parks. Renting was easy, the paperwork was straight forward. Pool was heated, although we only took ..."
- Chris Uyede, Toronto, Ontario, Canada
(9) Excellent (9 reviews)
1 / 40

Kissimmee Condo
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"The condo was excellent and we got to see the fireworks everynight. Probably will be back next year it was convient to everything and very clean around the property and secure. Thanks"
- Sherry Hale, Crossville, Tennessee
(4) Excellent (4 reviews)
1 / 37

Kissimmee Home
3 BR / 3 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"My experience was stress free. The owners are very pleasant and easy to conduct business with. The rental is updated and clean. Linens and towels very soft and is family oriented. Management is very helpful and great customer services were provided"
- Susan Gonzalez, Maryland
(13) Excellent (13 reviews)
1 / 46

Kissimmee Villa
9 BR / 6 BA / Sleeps 24 9 24 Min stay varies
Villa / 9 Bedrooms / Sleeps 24
9 bedrooms 6 bathrooms Sleeps 24
High Speed Internet • Dishwasher • Microwave
"This year the pastor from our church wanted to do something special for our church member on New Year's Eve. We found this beautiful home, nicely decorated and very spacious that accommodated comfortably 24 of our members including kids. Everyone had..."
- Melissa Otero, Kissimmee
(2) Excellent (2 reviews)
1 / 20

Kissimmee Home
3 BR / 2 BA / Sleeps 8 3 8 4 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Nice house with everything you need near Walt Disney, restaurants, shops and groceries. Everything easily accessible by car. Thanks for the stay."
- Mathieu Nadeau, Compton, Qc, Canada
(9) Excellent (9 reviews)
1 / 25

Kissimmee Home
6 BR / 3.5 BA / Sleeps 14 6 14 Min stay varies
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 3.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"We loved the place. We had a big group with us and with a house with six bed room it's the best. Big swimming pool for the kids. It was close to Disney World. Compare to a hotel I rather book this place. It's more private and cheaper"
- Tia Tran, Ma usa
(15) Excellent (15 reviews)
1 / 15

Kissimmee Home
6 BR / 4 BA / Sleeps 14 6 14 No min stay
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 4 bathrooms Sleeps 14
High Speed Internet • Dishwasher • TV (Antenna)
"The resort was beautiful and very well kept up. Wonderful pool.and parks. The home could not have been better. Extremely clean. The layout of the home was great to have a family gathering. The theme rooms where a HUGE HIT with our Grandchildren..."
- Virginia Smith, Charlotte NC
(3) Excellent (3 reviews)
1 / 16

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 No min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"The house was everything in the listing and more. It was great to relax by the pool in this quiet development after a crowded day at the parks. Linda has thought of everything right down to a 1/2 bathroom outside next to the pool. It was a great stay..."
- Robert Polo, West Hartford, CT
(1) Excellent (1 review)
1 / 13

Kissimmee Villa
4 BR / 3 BA / Sleeps 10 4 10 No min stay
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • TV (Antenna)
"This home is both beautiful and clean with plenty to do. It was so nice to relax while the children played pool and air hockey. We all loved the pool and hot tub! It was also nice having two bedrooms with bathrooms in them! The other two bedrooms shared..."
- Michelle Mitchell, Dunnellon, Fl
(2) Excellent (2 reviews)
1 / 42

Kissimmee Home
6 BR / 5.5 BA / Sleeps 16 6 16 Min stay varies
Home / 6 Bedrooms / Sleeps 16
6 bedrooms 5.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"Along with my family, had an excellent time during our stay in Kissimmee - Orlando, thanks also to the great house where we stayed. The house is found spacious, clean and well equipped. Also very close to the Disney´s thems parks, restaurants..."
- Mario A Aranguren, Bogotá, Colombia
(6) Excellent (6 reviews)
1 / 16

Kissimmee Home
8 BR / 5.5 BA / Sleeps 18 8 18 Min stay varies
Home / 8 Bedrooms / Sleeps 18
8 bedrooms 5.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • TV (Antenna)
"House was great. It held my whole softball team and our spouses. Plenty of space for everyone to bond and also have our own space. Everyone loved the ping pong table and pool. Couldn't have asked for anything more."
- Danny Cazares, Tucson, AZ USA
(7) Excellent (7 reviews)
1 / 49

Kissimmee Villa
6 BR / 4 BA / Sleeps 12 6 12 Min stay varies
Villa / 6 Bedrooms / Sleeps 12
6 bedrooms 4 bathrooms Sleeps 12
Dishwasher • Microwave • Air Conditioning
"Our family of 7, 4 adults and 3 children, recently spent a week's vacation at the Jackson- Villa located in the Glenbrook Resort, close to the Theme Parks. The Villa provided plenty of space and a variety of amenities for a large family. The kids enjoyed..."
- Annie Mear, Wilmington, NY USA and Montreal
(30) Excellent (30 reviews)
1 / 8

Kissimmee Villa
4 BR / 3.5 BA / Sleeps 8 4 8 Min stay varies
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"This home is located in a quiet, safe neighbourhood. Close to shopping and theme parks. The home was very clean, beautiful furnishings, high end appliances and well maintained. We loved the pool and the outdoor surroundings. The owners were great to..."
- Julie Stapleton, Portugal Cove, Newfoundland, Canada
(4) Excellent (4 reviews)
1 / 25

Kissimmee Home
5 BR / 4 BA / Sleeps 10 5 10 2 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This home was clean with plenty of space for my family of 10. The temperature in the pool and spa was great. Had plenty of towels which was a concern with us having so many there. Watched fireworks from one of the parks while in the spa and the drive..."
- Kathy Hall, Indiana
(8) Excellent (8 reviews)
1 / 13

Kissimmee Villa
3 BR / 2 BA / Sleeps 6 3 6 No min stay
Villa / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
Air Conditioning • Private Pool • Linens Provided
"The house is conveniently located near Disney World, restaurants, and shopping areas. It's in a quiet and peaceful neighborhood, and not too far away from the airport. My family of four stayed comfortably for the 7 days we were there. However, the..."
- Amzad Ali, Queens, NY
(1) Excellent (1 review)
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