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
Superhost
Apartment in Kissimmee
4.79 out of 5 average rating, 182 reviews1BR w/Kitchenette near AdventHealth Orlando
Guest favourite
Guesthouse in Kissimmee
4.97 out of 5 average rating, 31 reviewsKissimmee Studio
Guest favourite
Apartment in Osceola County
4.8 out of 5 average rating, 41 reviewsStylish Condo, Wraparound Balcony, Disney 9 miles!
Guest favourite
Townhouse in Osceola County
4.98 out of 5 average rating, 55 reviewsAmazing townhouse near Orlando theme parks
Guest favourite
Condo in River Ranch
5.0 out of 5 average rating, 53 reviewsRiver Ranch Lodge
Guest favourite
Home in Osceola County
5.0 out of 5 average rating, 22 reviewsCozy & Spacious Luxury Home
Guest favourite
Guest suite in Kissimmee
4.89 out of 5 average rating, 44 reviewsElegant 1-Bdrm Near Disney - FREE Parking ✨️
Guest favourite
Guest suite in Haines City
4.96 out of 5 average rating, 47 reviews1 BR Lake Apt.Boat slip, Deck,laundry and Pet area
Destinations to explore
- Private suite rentals Osceola County
- Family-friendly rentals Osceola County
- Rentals with a hot tub Osceola County
- Rentals with lake access Osceola County
- Rentals with a home theatre Osceola County
- Rentals with an EV charger Osceola County
- Rentals with a fire pit Osceola County
- Rentals with pools Osceola County
- Monthly Rentals Osceola County
- Rentals with an accessible height bed Osceola County
- Serviced apartment rentals Osceola County
- Wheelchair accessible rentals Osceola County
- Rentals with a kayak Osceola County
- Kid-friendly rentals Osceola County
- Hotel rentals Osceola County
- Luxury rentals Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Condo rentals Osceola County
- Rentals with beach access Osceola County
- Cottage rentals Osceola County
- Rentals with an accessible height toilet Osceola County
- Waterfront rentals Osceola County
- Cabin rentals Osceola County
- Rentals with a patio Osceola County
- Resort rentals Osceola County
- Tiny house rentals Osceola County
- Apartment rentals Osceola County
- Rentals with a washing machine and dryer Osceola County
- Fitness-friendly rentals Osceola County
- Rentals with outdoor seating Osceola County
- Rentals with a fireplace Osceola County
- Boutique hotel rentals Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Smoking-friendly rentals Osceola County
- House rentals Osceola County
- Villa rentals 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