Holiday houses in Kissimmee
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Top-rated holiday rentals in Kissimmee
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Holiday rentals for every style
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Popular amenities for Kissimmee holiday rentals
Other great holiday rentals in Kissimmee
Cabin in Davenport
4.92 out of 5 average rating, 169 reviews$89! Cozy Cabin- Disney 20 Miles Away!
6 – 13 June
Townhouse in Kissimmee
4.87 out of 5 average rating, 134 reviewsRelax water view with Hammock near Disney 4736
3 – 10 May
Guesthouse in Four Corners
4.98 out of 5 average rating, 425 reviewsQuiet Room Close to Disney and Attractions
23 – 30 Nov
Townhouse in Kissimmee
4.96 out of 5 average rating, 160 reviewsBE OUR GUEST! Close to Disney and Universal - Pool
25 Sept – 2 Oct
Condo in Kissimmee
4.9 out of 5 average rating, 202 reviewsAmazing 2 Bed, 2 Bath condo only 10 min to Disney
18 – 25 Apr
Tiny home in Kissimmee
4.89 out of 5 average rating, 234 reviewsShells Cottage, beautiful decor, for 2 near Disney
4 – 11 Aug
Home in Kissimmee
4.85 out of 5 average rating, 74 reviewsPrívate Pool with a breathtaking lake view
Guest suite in Kissimmee
4.93 out of 5 average rating, 15 reviewsCharming One Bedroom Efficiency
31 Aug – 7 Sept
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 Accommodation & holiday rentals
- Anna Maria Island Accommodation & holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Accommodation & holiday rentals
- Miami Holiday rentals
- Miami Beach Accommodation & holiday rentals
- Fort Lauderdale Accommodation & holiday rentals
- Boca Raton Accommodation & holiday rentals
- West Palm Beach Holiday rentals
- Orlando Holiday rentals
- Guesthouse rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with an EV charger Kissimmee
- Pet-friendly rentals Kissimmee
- Family-friendly rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with beach access Kissimmee
- Rentals with a home theatre Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Hotel rentals Kissimmee
- Rentals with lake access Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with a fire pit Kissimmee
- Cabin rentals Kissimmee
- Waterfront rentals Kissimmee
- Villa rentals Kissimmee
- House rentals Kissimmee
- Condo rentals Kissimmee
- Rentals with breakfast Kissimmee
- Cottage rentals Kissimmee
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- Apartment rentals Kissimmee
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- Monthly Rentals Kissimmee
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- Wheelchair accessible rentals Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with a hot tub Kissimmee
- Townhouse rentals Kissimmee
- Rentals with a sauna Kissimmee
- Private suite rentals Kissimmee
- Kid-friendly rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Rentals with a fireplace Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Tiny house rentals Kissimmee
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