Kissimmee Vacation Rentals, Homes With Swimming Pool - 639 Rentals Available

Sort: Relevance
List
Map
Min price
Max price
Bedrooms
Guests
More filters
Your search has been expanded to include more rentals
AMENITIES
RENTAL TYPES
Close x
Loading...
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 / 26

Kissimmee Villa
5 BR / 4 BA / Sleeps 12 5 12 No min stay
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"My family and I rented this home for one week during Thanksgiving and we couldn't ask for a more beautiful relaxing home. The house was nicely decorated with all the necessities of my own home. Its great for kids because of the playroom and the video..."
- Crystal Rodriguez, Orlando, FL
(1) Excellent (1 review)
1 / 41

Kissimmee Villa
5 BR / 3 BA / Sleeps 12 5 12 Min stay varies
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"The house was perfect for our family and so much better then a hotel! Plenty of space and felt like home. We will definitely be back!"
- Leanne Bushaw Zeman, Grand Forks,ND
(20) Excellent (20 reviews)
1 / 17

Kissimmee Home
4 BR / 3 BA / Sleeps 10 4 10 6 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"Our family had an excellent stay. From the wonderful floor plan and plentiful bathrooms, to the fully equipped kitchen and pool, we enjoyed it all. It made visiting Disney World so much easier and less hectic. With only a 10- 15 minute drive to all ..."
- Julia Schnellenberger, Stow, Ohio
(22) Excellent (22 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 / 25

Kissimmee Villa
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • TV (Antenna)
"The home was very clean and beautiful, plenty of towels, fully equipped kitchen, clean game room and pool. Only reason why I do not give this home a 5 star rating is because the pool lights were not working during our stay, and there was also a wasp..."
- Estefany Ocampo, Houston, TX
(3) Very Good (3 reviews)
1 / 11

Kissimmee Home
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"This was my family's second stay at this lovely home. We love to stay here because there is a lake directly behind the house where we can fish. Our son would stay in the pool all day if we let him! This house is not in a tourist area which makes it nice..."
- Dawn Rodgers, Harpers Ferry, WV
(7) Excellent (7 reviews)
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 / 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 / 29

Kissimmee Home
4 BR / 2.5 BA / Sleeps 8 4 8 4 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We really enjoyed this home. It was a nice break from the busyness of the Disney parks. We loved having an entire house to relax in rather than a hotel room, especially since we are a family of 6. The pool was nice as well, we loved having it all..."
- Andrea Smith, Winthrop Harbor, IL
(10) Excellent (10 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 / 67

Kissimmee Home
7 BR / 7.5 BA / Sleeps 18 7 18 Min stay varies
Home / 7 Bedrooms / Sleeps 18
7 bedrooms 7.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"We loved staying in this house. I picked it for the number of bedrooms with baths (7/7.5) along with the size and amenities. We were not disappointed with anything about the property or the customer service. It's close to everything including Disney. ..."
- Vickie Wilks Wisian, Texas
(1) Excellent (1 review)
1 / 21

Kissimmee Home
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This beautiful home was absolutely perfect for our Florida Disney holiday. This large spacious home has everything you will need to make your vacation perfect. Conveniently located just a short drive to Disney the location of this home was perfect. ..."
- Lisa Gray, Canada
(11) Excellent (11 reviews)
1 / 25

Kissimmee Villa
6 BR / 4 BA / Sleeps 12 6 12 Min stay varies
Villa / 6 Bedrooms / Sleeps 12
6 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"The house was everytjing one could hope for, very close to attractions and dining. The layout was fantastic for 11 of us and the pool was so clean, relaxing and warm. I would strongly recommend this home to anyone looking in the Disney area."
- Lynn Savage Jaquin, Syracuse, New York
(15) Excellent (15 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 / 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 Villa
8 BR / 5 BA / Sleeps 20 8 20 Min stay varies
Villa / 8 Bedrooms / Sleeps 20
8 bedrooms 5 bathrooms Sleeps 20
High Speed Internet • Dishwasher • TV (Antenna)
"How welcoming to come into our home away from home! We enjoyed the comfort of a home and pool in Emerald Island. The house was extremely clean, well kept, and furniture was in good shape (we could see that some of the furniture was new). The kids ..."
- Batya Jacob, West Orange, NJ
(4) Excellent (4 reviews)
1 / 9

Kissimmee Villa
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Villa / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We had a great stay here. It's outside the hustle and bustle but that was the selling point for us. Quiet area. Nice place. Pool was clean. We were quite pleased."
- Wendy Monk, Newfoundland, Canada
(12) Excellent (12 reviews)
1 / 14

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 • TV (Antenna)
"We had a party of 14 stay here. It was a great experience. The beds were amazingly comfortable, the pool was clean and warm, there were enough dishes for all of us to eat at the same time, overall the house was in great shape. The only improvement ..."
- Kathy Hammer-Remillard, Manitoba, Canada
(3) Excellent (3 reviews)
1 / 15

Kissimmee Home
4 BR / 2 BA / Sleeps 10 4 10 4 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"Love this place! Beautiful yard and home. Nice neighborhood, close to everything but with a country feel. We will be renting this place again soon!"
- Teri Metzger, Nebraska, USA
(65) Excellent (65 reviews)
1  2  3  4  5 
12345
page 1 of 22
LoadingLoading...