Find Vacation Rentals in Kissimmee

We have 19,545 properties to choose from
Kissimmee
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Kissimmee
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Popular Kissimmee Vacation Rentals

Find the perfect Kissimmee vacation rental

House Kissimmee
$119 per night
House ∙ 6 guests ∙ 1 bedroom
4.2
Very good (318 ratings)
Kissimmee, Osceola County, Florida, United States
Details
HomeToGo
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Villa Kissimmee
$269 per night
Villa ∙ 18 guests ∙ 1 bedroom
Kissimmee, Osceola County, Florida, United States
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HomeToGo
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Villa Kissimmee
$158 per night
Villa ∙ 12 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
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HomeToGo
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House Kissimmee
$183 per night
House ∙ 14 guests ∙ 5 bedrooms
Kissimmee, Osceola County, Florida, United States
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Vrbo
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Villa Kissimmee
$97 per night
Villa ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent (51 ratings)
Kissimmee, Osceola County, Florida, United States
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Vrbo
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Details
House Kissimmee
$137 per night
House ∙ 6 guests ∙ 3 bedrooms
4.0
Very good (9 ratings)
Kissimmee, Osceola County, Florida, United States
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Vrbo
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House Kissimmee
$142 per night
House ∙ 8 guests ∙ 4 bedrooms
4.6
Excellent (145 ratings)
Kissimmee, Osceola County, Florida, United States
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Vrbo
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Details
House Kissimmee
$157 per night
House ∙ 9 guests ∙ 4 bedrooms
3.6
Good (21 ratings)
Kissimmee, Osceola County, Florida, United States
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Vrbo
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House Kissimmee
$111 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Kissimmee, Osceola County, Florida, United States
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Vrbo
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Recommended Rentals With Pools

House  Kissimmee
$203 per night
House ∙ 10 guests ∙ 5 bedrooms
4.3
Very good (27 ratings)
Kissimmee, Osceola County, Florida, United States
Pool
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Vrbo
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House  Kissimmee
$188 per night
House ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Pool
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Vrbo
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Villa  Kissimmee
$97 per night
Villa ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent (43 ratings)
Kissimmee, Osceola County, Florida, United States
Pool
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Vrbo
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Pet-Friendly Homes and Apartments

Villa  Kissimmee
$118 per night
Villa ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (102 ratings)
Kissimmee, Osceola County, Florida, United States
Pet-friendly
Details
Vrbo
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Details
House  Kissimmee
$222 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding (8 ratings)
Kissimmee, Osceola County, Florida, United States
Pet-friendly
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Vrbo
Details
Details
Villa  Kissimmee
$135 per night
Villa ∙ 6 guests ∙ 3 bedrooms
4.4
Very good (89 ratings)
Kissimmee, Osceola County, Florida, United States
Pet-friendly
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Vrbo
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Best vacation rentals with a balcony

Villa  Kissimmee
$109 per night
Villa ∙ 10 guests ∙ 4 bedrooms
4.9
Outstanding (109 ratings)
Kissimmee, Osceola County, Florida, United States
Balcony
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Vrbo
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House  Kissimmee
$132 per night
House ∙ 9 guests ∙ 4 bedrooms
4.9
Outstanding (12 ratings)
Kissimmee, Osceola County, Florida, United States
Balcony
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Vrbo
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Details
House  Kissimmee
$139 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (2 ratings)
Kissimmee, Osceola County, Florida, United States
Balcony
Details
Vrbo
Details
Details
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Frequently Asked Questions

How much does a night in a vacation rental cost in Kissimmee on average?

Prices for a stay in Kissimmee begin at $91 per night.

Is there a wide selection of vacation rentals in Kissimmee?

Currently, there are 19,545 vacation rentals available for you to compare and book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Kissimmee Information

About Kissimmee

Kissimmee is Central Florida's all access point. Just south of Orlando, Kissimmee is within reach of all the great Florida amusement parks like Disney World, Universal Studios and its Harry Potter park. It even holds many fun attractions of its own, so be sure not to just drive away to your park destination without checking it out first.

Things to Do in Kissimmee

Of course, Disney World, Universal Studios and the Wizarding World of Harry Potter are the hot places to be around Kissimmee, but did you know that Old Town in Kissimmee has fun of its own? Old Town hosts a car show on the weekend and has plenty carnival rides including a Ferris wheel. And that's besides the shopping and restaurant opportunities. Silver Spurs Arena holds exciting concerts and rodeos. Sick of the amusement park scene? Lake Tohopekaliga, called Lake Toho, has great bass fishing. For more adventure, go zip lining, fly in a hot air balloon or take a ride in an airboat to see alligators. See? Kissimmee has all sorts of activities up its sleeve.

Kissimmee Accomodations

Tripping's Kissimmee vacation rentals are all over the map; find a house on Lake Toho or downtown. From any Kissimmee rental you have access to all the great Florida attraction parks you want to visit. An Orlando rental might put you in the heart of the action, but for crowding's sake, you are better off staying in charming Kissimmee.

Popular Day Trips Near Kissimmee

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What are the trendiest neighborhoods in Kissimmee?

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