Holiday houses in Osceola County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Osceola County
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Osceola County holiday rentals
Other great holiday rentals in Osceola County
Guest favourite
Home in Kissimmee
5.0 out of 5 average rating, 8 reviewsUniquely Chic home near Disney!
23–30 Oct
$274 NZD per night
Guest favourite
Guest suite in Kissimmee
4.88 out of 5 average rating, 16 reviewsCharming One Bedroom Efficiency
22–29 Nov
$144 NZD per night
Guest favourite
Apartment in Haines City
4.92 out of 5 average rating, 25 reviewsCozy and Tranquil 1BR/1BA studio apartment
6–13 Jan
$187 NZD per night
Guest favourite
Cottage in Lake Wales
4.97 out of 5 average rating, 96 reviewsCharming, renovated 1917 Cottage
6–13 Aug
$227 NZD per night
Guest favourite
Home in Kissimmee
5.0 out of 5 average rating, 26 reviewsSouthern Comfort
8–15 Sep
$288 NZD per night
Guest favourite
Home in Saint Cloud
5.0 out of 5 average rating, 10 reviewsHarmony Golf Villa
4–11 Dec
$283 NZD per night
Guest favourite
Cabin in St. Cloud
5.0 out of 5 average rating, 24 reviews“Tailypo” - Charming Studio Cabin
10–17 Oct
$219 NZD per night
Guest favourite
Home in Kissimmee
5.0 out of 5 average rating, 11 reviewsQuiet 2bd Oasis with King bed and Pool
31 Dec – 7 Jan
$313 NZD per night
Destinations to explore
- Rentals with a home theatre Osceola County
- Cabin rentals Osceola County
- Townhouse rentals Osceola County
- Rentals with beach access Osceola County
- Rentals with a hot tub Osceola County
- Rentals with a washing machine and dryer Osceola County
- Tiny house rentals Osceola County
- Monthly Rentals Osceola County
- Private suite rentals Osceola County
- Fitness-friendly rentals Osceola County
- Hotel rentals Osceola County
- Pet-friendly rentals Osceola County
- Rentals with pools Osceola County
- Villa rentals Osceola County
- Rentals with a fireplace Osceola County
- House rentals Osceola County
- Rentals with an accessible height bed Osceola County
- Smoking-friendly rentals Osceola County
- Apartment rentals Osceola County
- Waterfront rentals Osceola County
- Rentals with a sauna Osceola County
- Boutique hotel rentals Osceola County
- Serviced apartment rentals Osceola County
- Ski-in/ski-out rentals Osceola County
- Rentals with outdoor seating Osceola County
- Cottage rentals Osceola County
- Condo rentals Osceola County
- Rentals with an accessible height toilet Osceola County
- Rentals with lake access Osceola County
- Rentals with a fire pit Osceola County
- Resort rentals Osceola County
- Rentals with breakfast Osceola County
- Luxury rentals Osceola County
- Rentals with an EV charger Osceola County
- Family-friendly rentals Osceola County
- Kid-friendly rentals Osceola County
- Wheelchair accessible rentals Osceola County
- Rentals with a patio Osceola County
- Rentals with a kayak Osceola County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom