Resort accommodation in Osceola County
Find and book unique resort stays on Airbnb
Top-rated resort stays in Osceola County
Guests agree: These resort stays are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Osceola County resort stays
Family-Friendly Resort Stays
Resort in Celebration
Mystic Dunes Beautiful 2BR/2BA resort near Disney
27 July – 3 Aug
Resort in Kissimmee
Orange Lake Country Club, Kissimmee, FLorida
13 – 20 May
Resort in Kissimmee
KING - SUITE STYLE - ORLANDO AREA VACATION GETAWAY
25 Apr – 2 May
Resort in Kissimmee
4.89 out of 5 average rating, 28 reviewsWestgate Town Center Resort & Spa
27 Aug – 3 Sept
Resort in Kissimmee
Resort 1Bd/1Ba March 24-31 2024. $0 cleaning fees.
24 Sept – 1 Oct
Resort in Kissimmee
West Gate Town Center Resort & Spa, 5m from Disney
17 – 24 Mar
Resort in Kissimmee
World Disney - Westgate Vacation Villas ResortSpa
6 – 13 Nov
Resort in Kissimmee
Star Island 1 bdrm
20 – 27 May
Resort rentals with a pool
Resort in Kissimmee
4.6 out of 5 average rating, 5 reviewsTimeshare at Westgate town center
24 Feb – 3 Mar
Resort in Davenport
4.86 out of 5 average rating, 7 reviews6bd Resort wt PrivatePool/ FreeWaterAmenities90
16 – 23 Sept
Resort in Kissimmee
5.0 out of 5 average rating, 3 reviewsChristmas in Resort close to Disney theme parks
20 – 27 July
Resort in Kissimmee
5.0 out of 5 average rating, 4 reviewsVery close to DISNEY WORLD
3 – 10 Jan
Resort in Celebration
5.0 out of 5 average rating, 3 reviewsSpecial Offers at Mystic Dunes Resort 2 Bedrooms
4 – 11 May
Resort in Kissimmee
New place to staySilver Lake Resort to Experience Orlando!
14 – 21 June
Resort in Kissimmee
Resort Villa in the Heart of Kissimmee
7 – 14 June
Resort in Kissimmee
Westgate Town Center Resort & Spa
30 Nov – 7 Dec
Resort rentals with a gym
Resort in Kissimmee
4.33 out of 5 average rating, 6 reviewsSpacious 2BR/3BR suite at the Star Island resort
26 June – 3 July
Resort in Kissimmee
New place to stayYour Favorite Resort to Disney!
22 – 29 June
Resort in Kissimmee
New place to stayWestgate vacation villas resort
1 – 8 Dec
Resort in Kissimmee
Westgate Vacation Villas
30 May – 6 June
Resort in Kissimmee
Elegant Fun-filled Star Island - 2 Bedroom 2 Bath
28 Dec – 4 Jan
Resort in Kissimmee
Resort hotel 5 mi. from Disney & Universal Parks
19 – 26 May
Resort in Kissimmee
Resort Condo near Disney World - 1bd/1ba Sleeps 4
28 May – 4 June
Resort in Kissimmee
The Rose Luxury Suites Near Disney – BC
7 – 14 July
Destinations to explore
- Resort rentals United States
- Resort rentals Orlando
- Resort rentals Florida
- Resort rentals Florida
- Resort rentals Kissimmee
- Pet-friendly rentals Osceola County
- Rentals with beach access Osceola County
- Monthly Rentals Osceola County
- Private suite rentals Osceola County
- Rentals with pools Osceola County
- Hotel rentals Osceola County
- Rentals with a fire pit Osceola County
- Rentals with a sauna Osceola County
- Condo rentals Osceola County
- Apartment rentals Osceola County
- Kid-friendly rentals Osceola County
- Family-friendly rentals Osceola County
- Fitness-friendly rentals Osceola County
- Smoking-friendly rentals Osceola County
- Townhouse rentals Osceola County
- Rentals with an EV charger Osceola County
- Cottage rentals Osceola County
- Rentals with an accessible height bed Osceola County
- Rentals with lake access Osceola County
- Wheelchair accessible rentals Osceola County
- Luxury rentals Osceola County
- Boutique hotel rentals Osceola County
- Rentals with a hot tub Osceola County
- Rentals with outdoor seating Osceola County
- Rentals with a home theatre Osceola County
- Cabin rentals Osceola County
- Villa rentals Osceola County
- Rentals with an accessible height toilet Osceola County
- Serviced apartment rentals Osceola County
- Rentals with breakfast Osceola County
- Rentals with a washing machine and dryer Osceola County
- Rentals with a patio Osceola County
- Rentals with a kayak Osceola County
- House rentals Osceola County
- Rentals with a fireplace Osceola County
- Tiny house rentals Osceola County
- Waterfront 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