Resort holiday rentals in Kissimmee
Find and book unique resort stays on Airbnb
Top-rated resort stays in Kissimmee
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 Kissimmee resort stays
Family-Friendly Resort Stays
Resort in Celebration
Mystic Dunes Beautiful 2BR/2BA resort near Disney
Resort in Orlando
♥ Unforgettable vacations! Wonderful Resort! ✶ #1
Resort in Orlando
Amazing two-bedroom at Westgate Palace #12
Resort in Orlando
Book your next family vacation at Westgate Resorts
Resort in Kissimmee
Star Island Resort- 1 bedroom
Resort in Kissimmee
Orange Lake Country Club, Kissimmee, FLorida
Resort in Kissimmee
KING - SUITE STYLE - ORLANDO AREA VACATION GETAWAY
Resort in Kissimmee
5.0 out of 5 average rating, 5 reviewsOrlando FL Orange Lake Resort 2BR Close to Disney
Resort rentals with a pool
Resort in Kissimmee
4.75 out of 5 average rating, 4 reviewsStar Island Resort - 2 Bedroom Condo
Resort in Orlando
5.0 out of 5 average rating, 5 reviewsSpacious 3 Bedroom condo Lake Buena Vista area
Resort in Kissimmee
4.8 out of 5 average rating, 5 reviewsVacation Villas at Fantasyworld
Resort in Kissimmee
4.6 out of 5 average rating, 5 reviewsTimeshare at Westgate town center
Resort in Davenport
4.86 out of 5 average rating, 7 reviews6bd Resort wt PrivatePool/ FreeWaterAmenities90
Resort in Orlando
5.0 out of 5 average rating, 5 reviewsBest Resort for Family Vacation in the Nation
Resort in Lake Buena Vista
4.8 out of 5 average rating, 5 reviewsDisney Dreams Come True 1 Bedroom Condo, #2
Resort in Davenport
4.87 out of 5 average rating, 62 reviewsNear all Disney Parks. Condo 204 Rum Run.
Resort rentals with a gym
Resort in Orlando
4.92 out of 5 average rating, 12 reviewsLas Palmeras Orlando - Studio
Resort in Orlando
5.0 out of 5 average rating, 3 reviewsWyndham Bonnet Creek 2 BD/2 BA inside Disney World
Resort in Kissimmee
5.0 out of 5 average rating, 3 reviewsChristmas in Resort close to Disney theme parks
Resort in Orlando
5.0 out of 5 average rating, 4 reviewsDisney Florida Resorts
Resort in Orlando
4.67 out of 5 average rating, 3 reviewsWestgate lake resort & spa sleep up to 12 people
Resort in Orlando
4.8 out of 5 average rating, 5 reviews4 Bedroom Westgate Lakes Resort & Spa
Resort in Celebration
5.0 out of 5 average rating, 3 reviewsSpecial Offers at Mystic Dunes Resort 2 Bedrooms
Resort in Orlando
5.0 out of 5 average rating, 4 reviewsHarbour Lake - Studio
Quick stats about resort rentals in Kissimmee
Total rentals
80 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
80 properties have a pool
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
60 reviews
Nightly prices starting at
$66 NZD before taxes and fees
Destinations to explore
- St Petersburg Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- West Palm Beach Holiday rentals
- Orlando Holiday rentals
- Resort rentals United States
- Resort rentals Orlando
- Rentals with a kayak Kissimmee
- Villa rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Apartment rentals Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with a hot tub Kissimmee
- House rentals Kissimmee
- Condo rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Beachfront rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with a home theatre Kissimmee
- Private suite rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Cottage rentals Kissimmee
- Rentals with lake access Kissimmee
- Wheelchair accessible rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Kid-friendly rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Cabin rentals Kissimmee
- Hotel rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with a fire pit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with beach access Kissimmee
- Guesthouse rentals Kissimmee
- Monthly Rentals Kissimmee
- Resort rentals Florida
- Resort rentals Florida
- Resort 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