Villa vacation rentals in Kissimmee
Find and book unique villas on Airbnb
Top-rated villa rentals in Kissimmee
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Kissimmee villa rentals
Private villa rentals
Villa in Kissimmee
Disney Pool Home Kissimmee
Villa in Kissimmee
Beautiful Home with Pool near Golf & Disney
Villa in Davenport
Villa with pool
Villa in Kissimmee
Great location only 5 miles to Disney's Main Gate.
Villa in Kissimmee
Disney Dream Villa- 10 Minutes From Disney!
Villa in Kissimmee
⁕ Minutes to Disney parks 4BR villa + private pool
Villa in Four Corners
Mickey Fantasia Family Friendly w/accessibility
Villa in Kissimmee
Beautiful Villa at Terra Verde Resort. Near Disney
Luxury villa rentals
Villa in Four Corners
House Majestic, Luxury Villa 6b/5b Near Disneyland
Villa in Kissimmee
The Formosa Grand Mansion!
Villa in Kissimmee
Space Bowling Villa, 14 bedrooms/14.5 baths
Villa in Kissimmee
Amazing Luxury Villa @ Storey Lake mins to Disney
Villa in Kissimmee
Lakeview Luxury Villa with Everything!
Villa in Kissimmee
Unbelievable House w/ Pool, Game Room & More - 251
Villa in Davenport
Blue Paradise-Sleeps 32- FREE EV Charger-Theater
Villa in Kissimmee
DeepSea World/15 Suites/Sleep 30/Oversize Pool&Spa
Villa rentals with a pool
Villa in Davenport
Stylish Villa w/ pool near Disney w/ lake views
Villa in Kissimmee
Enchanted Escape *8 BR*Super Mario* Pool*Hot Tub*
Villa in Davenport
Emerald City: Heated Pool, Near Disney & Universal
Villa in Kissimmee
Pvt Pool+Spa, GameRoom, Movie Theater, Dogs OK!
Villa in Kissimmee
Up-dated villa minutes from Disney.
Villa in Kissimmee
4 BED 3 BATH LAKE VIEW & POOL/SPA (sleeps 8) 4681
Villa in Davenport
Relaxing 4 bedroom home with pool near Disney!
Villa in Clermont
Cute N Cozy Villa near Disney, pool, Wi-Fi
Quick stats about villa rentals in Kissimmee
Total rentals
870 properties
Rentals with a pool
780 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
860 properties are a good fit for families
Total number of reviews
16K reviews
Nightly prices starting at
$41 CAD before taxes and fees
Destinations to explore
- St Petersburg Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Key West Vacation rentals
- Naples Vacation rentals
- Miami Beach Vacation rentals
- Miami Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Orlando Vacation rentals
- Villa rentals United States
- Villa rentals Orlando
- Rentals with a sauna Kissimmee
- Beachfront rentals Kissimmee
- Apartment rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Cottage rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Family-friendly rentals Kissimmee
- Cabin rentals Kissimmee
- House rentals Kissimmee
- Rentals with pools Kissimmee
- Monthly Rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with a home theater Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Wheelchair accessible rentals Kissimmee
- Rentals with breakfast Kissimmee
- Guesthouse rentals Kissimmee
- Rentals with a washer and dryer Kissimmee
- Private suite rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Kid-friendly rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Condo rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Rentals with an accessible height bed Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with beach access Kissimmee
- Rentals with lake access Kissimmee
- Fitness-friendly rentals Kissimmee
- Hotel rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Villa rentals Florida
- Villa rentals Florida
- Villa rentals Tampa
- 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