Holiday rentals in Kissimmee
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Top-rated holiday rentals in Kissimmee
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kissimmee holiday rentals
Other great holiday rentals in Kissimmee
Guest favourite
Tiny home in Kissimmee
4.93 out of 5 average rating, 107 reviewsTiny House Vacation Home Near Disney & Universal
Guest favourite
Home in Kissimmee
4.9 out of 5 average rating, 294 reviewsFamily Home minutes from Disney!
16–23 Aug
€ 128 per night
Guest favourite
Cottage in Davenport
4.92 out of 5 average rating, 129 reviews$79! Cozy Cottage + Outdoor Fun -Close to Disney!
10–17 Jul
€ 108 per night
Guest favourite
Tiny home in Kissimmee
4.94 out of 5 average rating, 328 reviewsBlue Bungalow Tiny House near all Attractions!!
1–8 Apr
€ 112 per night
Guest favourite
Cabin in Davenport
4.92 out of 5 average rating, 170 reviews$89! Cozy Cabin- Disney 20 Miles Away!
29 May – 5 Jun
€ 120 per night
Guest favourite
Guest house in Four Corners
4.98 out of 5 average rating, 425 reviewsQuiet Room Close to Disney and Attractions
8–15 Aug
€ 104 per night
Guest favourite
Apartment in Kissimmee
4.85 out of 5 average rating, 55 reviewsStylish Condo 20 mins to Disney/King Bed
2–9 Sep
€ 113 per night
Guest favourite
Flat in Kissimmee
5.0 out of 5 average rating, 8 reviewsStylish Retreat w/ 2 Queen Beds-Pool-Gym-Game Room
13–20 May
€ 113 per night
Quick stats about holiday rentals in Kissimmee
Total rentals
7.3K properties
Rentals with dedicated workspaces
3.6K properties have a dedicated workspace
Rentals with a pool
6.6K properties have a pool
Pet-friendly rentals
1K properties allow pets
Family-friendly rentals
6.3K properties are a good fit for families
Total number of reviews
206K reviews
Destinations to explore
- St Petersburg Holiday rentals
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- Naples Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- West Palm Beach Holiday rentals
- Orlando Holiday rentals
- Rentals with a patio Kissimmee
- Resort rentals Kissimmee
- Apartment rentals Kissimmee
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- Cabin rentals Kissimmee
- Rentals with a fireplace Kissimmee
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- Fitness-friendly rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with beach access Kissimmee
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- Rentals with a washing machine and dryer Kissimmee
- Townhouse rentals Kissimmee
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- Rentals with an accessible-height toilet Kissimmee
- Flat rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with a firepit Kissimmee
- Smoking-friendly rentals Kissimmee
- Guest house rentals Kissimmee
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- Pet-friendly rentals Kissimmee
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- Rentals with a sauna Kissimmee
- Rentals with lake access Kissimmee
- Villa rentals Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with breakfast Kissimmee
- Serviced apartment rentals Kissimmee
- Waterfront rentals Kissimmee
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