Kissimmee Cheap Vacation Rentals, Homes, & More - 845 Rentals Available

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1 / 37

Kissimmee Villa
4 BR / 3 BA / Sleeps 8 4 8 5 night min stay
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Villa was very nice, lots of space for 6 of us. Close to a Walmart Supercentre and not far to all of the attractions. Easy access to I4 the 192 and the 535.While we were there the fridge was replaced as the old one was leaking. The. Management company..."
- Ian Cummings, Durham, UK
(11) Excellent (11 reviews)
1 / 33

Kissimmee Townhouse
3 BR / 2.5 BA / Sleeps 7 3 7 3 night min stay
Townhouse / 3 Bedrooms / Sleeps 7
3 bedrooms 2.5 bathrooms Sleeps 7
High Speed Internet • Dishwasher • Microwave
"I was with my family and enjoy every day we stayed in this property.Confortable."
- Javier Rabinovitz, Argentina
(27) Excellent (27 reviews)
1 / 17

Kissimmee Condo
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Searched the internet for a condo in the area that we liked. The unit that we found seemed to meet our needs; 2 bedrooms with a king and queen on a2 level floor plan. When we arrived this was not what we found. It was a 2 bedroom unit with a balcony..."
- James Thompson, Kanata On. Canada.
(3) Excellent (3 reviews)
1 / 28

Kissimmee Townhouse
3 BR / 3 BA / Sleeps 8 3 8 7 night min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We enjoyed our stay in the townhouse. It was clean and well kept. It had all the amenities of home. We enjoyed the pool in the home as well as the community pool. We will definitely be coming back and look forward to staying at Windsor Hills again!"
- natalie kharchaf, 7682 Sir Kaufman Kissimmee, Fl
(17) Excellent (17 reviews)
1 / 18

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
"My family and I just spent an awesome time in this lovely home away from home! It was beautifully decorated and supplied with fresh towels and bed linens. The living areas were extremely comfortable and was able to accommodate all 5 of us very well...."
- Sharona Jackson, Toronto, Canada
(53) Excellent (53 reviews)
1 / 24

Kissimmee Condo
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Condo / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"My wife and I stayed here in February & March 2015. We very much enjoyed our time there as it was in a great location. It was close to Disney; within walking distance of many fine restaurants and a grocery store; and shopping was close by. The ..."
- Dennis Bendickson, Thief River Falls, Minnesota
(4) Excellent (4 reviews)
1 / 23

Kissimmee Townhouse
3 BR / 3 BA / Sleeps 8 3 8 Min stay varies
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"It's a pleasant stay in this vacation rental home. Enjoyed our stay with family & friends. I will surely recommend other friends to this vacation home."
- Naresh Murugan, Houston
(68) Excellent (68 reviews)
1 / 25

Kissimmee Condo
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"I loved this property! ! ! It was close enough to the parks for a quick drive yet far enough from the hustle and bustle of everything! It felt like a home away from home and would stay there again in a heart beat!"
- Melissa Marlein, Windsor, Ontario canada
(67) Excellent (67 reviews)
1 / 41

Kissimmee Home
4 BR / 3 BA / Sleeps 8 4 8 4 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"I can't express enough, how pleased and happy we were with this beautiful, clean, spacious and immaculate home! I was beyond impressed"
- Andrina McGrath, Corner Brook NL, Canada
(50) Excellent (50 reviews)
1 / 28

Kissimmee Condo
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Condo / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"**I made the contact and found this condo for my daughter that is active duty Military, the following were her comments on the the rental: Lots of room, owner was very helpful with information, answered emails quickly. Easy deal on short notice. ..."
- Ginger Chatfield, Army
(1) Excellent (1 review)
1 / 14

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
"The house was clean and very nice. The pool was so clean. The house has air conditioner, satellite dish 2 TVs. It was great .. And I will definitely stay in it next time I visit Orlando."
- Abdullateef Shamsah, Kuwait
(4) Excellent (4 reviews)
1 / 20

Kissimmee Home
4 BR / 2 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"The Kennedy 1 has everything you need to enjoy a family vacation. Bob and Diane were easy to book with and to get in contact with during our stay. The house comes equipped with everything you need and is a 10 minutes drive away from restaurants and..."
- Jeanette Wilkinson, Canada
(2) Excellent (2 reviews)
1 / 21

Kissimmee Townhouse
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Townhouse / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This was the first time I had ever booked a place to rent on- line. I was scared that it was a scam and I would lose all my money. Let me assure you that they are not only legitimate, but great to deal with. Directions were emailed to me and we had phone..."
- Jaime Temp, Barrie, on Canada
(53) Excellent (53 reviews)
1 / 14

Kissimmee Home
4 BR / 3 BA / Sleeps 10 4 10 No min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"What an amazing house! Definitely recommended this location to my family and will be staying here again in the near future"
- Victoria, Miami
(7) Excellent (7 reviews)
1 / 20

Kissimmee Condo
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Condo / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"One of the best places we have ever stayed in Orlando! ! The condo is in a perfect location for Disney or whatever you want to do. We would like to be return guest multiple times a year. Thank you."
- Mike Christy Peinsipp, Jacksonville, FL
(2) Excellent (2 reviews)
1 / 13

Kissimmee Apartment
3 BR / 2 BA / Sleeps 8 3 8 5 night min stay
Apartment / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
Dishwasher • TV (Antenna) • Air Conditioning
1 / 20

Kissimmee Townhouse
3 BR / 3 BA / Sleeps 8 3 8 Min stay varies
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"The town home we rented was very comfortable. Had a few minor issues at check in, but they were very fast to take care of them.All the Disney World parks are less then ten minutes away. There is a Publix and Super Target also within ten minutes which..."
- Eric Denney, Pensacola, FL
(32) Excellent (32 reviews)
1 / 41

Kissimmee Villa
4 BR / 2 BA / Sleeps 10 4 10 3 night min stay
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This Villa is excellent, clean, fresh and a beautiful House. I would recommend this Villa to anyone. It has been updated to a high standard and felt like a home from home. The hot tube is great."
- Katie Hothersall, Blackburn England
(19) Excellent (19 reviews)
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