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
Home in Kissimmee
4.97 out of 5 average rating, 112 reviewsMagical home! 15 minutes from all parks!
12 – 19 Apr
Apartment in Kissimmee
4.98 out of 5 average rating, 148 reviewsModern Apartment with lake view Close to Disney
12 – 19 May
Guest suite in Orlando
4.97 out of 5 average rating, 384 reviewsVacation & Oasis Mood with #1 location - Pool
25 Sept – 2 Oct
Condo in Kissimmee
4.8 out of 5 average rating, 218 reviewsBeautiful 2BD/2BA condo close to Disney #53
21 – 28 Jan
Condo in Kissimmee
4.95 out of 5 average rating, 19 reviewsDisney Retreat
22 – 29 Nov
Home in Kissimmee
4.96 out of 5 average rating, 67 reviewsResort Style 3Br/2.5Ba w/ Private Jacuzzi, and BBQ
9 – 16 May
Apartment in Orlando
5.0 out of 5 average rating, 7 reviewsElegant Dreamscape | Sea World. Fitness Room
19 – 26 Aug
Apartment in Kissimmee
5.0 out of 5 average rating, 8 reviewsStylish Retreat w/ 2 Queen Beds-Pool-Gym-Game Room
28 July – 4 Aug
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
- Condo rentals Kissimmee
- Cottage rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Kid-friendly rentals Kissimmee
- Rentals with a fireplace Kissimmee
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- Hotel rentals Kissimmee
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- Rentals with a home theatre Kissimmee
- Guesthouse rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Rentals with an EV charger Kissimmee
- Villa rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with a patio Kissimmee
- Wheelchair accessible rentals Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with an accessible height bed Kissimmee
- House rentals Kissimmee
- Monthly Rentals Kissimmee
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- Townhouse rentals Kissimmee
- Serviced apartment rentals Kissimmee
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