Villa holiday 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.
Holiday 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 Davenport
4.86 out of 5 average rating, 77 reviewsRelaxing 4 bedroom home with pool near Disney!
Villa in Kissimmee
4.86 out of 5 average rating, 57 reviewsPool, PingPong, Movie Room, Themed Bedrooms - 8929
Villa in Kissimmee
4.94 out of 5 average rating, 49 reviews4 BED 3 BATH LAKE VIEW & POOL/SPA (sleeps 8) 4681
Villa in Kissimmee
4.81 out of 5 average rating, 69 reviews5 Star Rev's, FAB Decor, SuperHost! Near Dis, Pool
Villa in Kissimmee
4.93 out of 5 average rating, 40 reviewsDisney Pool Home Kissimmee
Villa in Four Corners
4.99 out of 5 average rating, 81 reviewsMickey Fantasia Family Friendly w/accessibility
Villa in Davenport
4.98 out of 5 average rating, 53 reviewsVilla Close To Disney
Villa in Kissimmee
4.78 out of 5 average rating, 80 reviewsGreat location only 5 miles to Disney's Main Gate
Luxury villa rentals
Villa in Kissimmee
4.99 out of 5 average rating, 147 reviewsWizarding Enchanted Castle Lake View 6 BDRM Resort
Villa in Four Corners
4.95 out of 5 average rating, 110 reviewsHouse Majestic, Luxury Villa 6b/5b Near Disneyland
Villa in Kissimmee
4.59 out of 5 average rating, 59 reviewsThe Formosa Grand Mansion!
Villa in Kissimmee
4.96 out of 5 average rating, 26 reviewsAmazing Luxury Villa @ Storey Lake mins to Disney
Villa in Kissimmee
4.95 out of 5 average rating, 39 reviewsLakeview Luxury Villa with Everything!
Villa in Kissimmee
4.95 out of 5 average rating, 19 reviewsSports Bowling Villa, 14 bedrooms/14.5 baths
Villa in Kissimmee
5 out of 5 average rating, 51 reviewsOMG Private Pool Oasis, LED Lighting & Mini Golf!
Villa in Kissimmee
4.94 out of 5 average rating, 52 reviewsLuxury Villa Sunrise! Near Disney Parks! POOL/SPA
Villa rentals with a pool
Villa in Kissimmee
4.9 out of 5 average rating, 58 reviewsBrand New Luxury 9BR Villa/ Pool/Spa/Game Room
Villa in Kissimmee
4.93 out of 5 average rating, 46 reviewsCheerful 12 BR/11.5 BA Game Villa / Sleep 24
Villa in Kissimmee
4.96 out of 5 average rating, 74 reviewsLuxury Themed Villa 9 BR | Close to Disney
Villa in Clermont
4.89 out of 5 average rating, 46 reviewsCute N Cozy Villa near Disney, pool, Wi-Fi
Villa in Davenport
4.89 out of 5 average rating, 37 reviewsSpectacular 3b/2b With Private Pool And Spa
Villa in Kissimmee
4.88 out of 5 average rating, 96 reviewsNEW Unique 6BR,private pool,Full game room, + MORE
Villa in Kissimmee
5 out of 5 average rating, 20 reviewsPvt Pool+Spa, GameRoom, Movie Theater, Dogs OK!
Villa in Clermont
4.89 out of 5 average rating, 88 reviewsStunning 3 bed/3 bath ★single home,Disney 9 miles
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
$45 AUD before taxes and fees
Destinations to explore
- St Petersburg Accommodation & holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Accommodation & holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Accommodation & holiday rentals
- Miami Holiday rentals
- Miami Beach Accommodation & holiday rentals
- Fort Lauderdale Accommodation & holiday rentals
- Boca Raton Accommodation & holiday rentals
- West Palm Beach Holiday rentals
- Orlando Holiday rentals
- Villa rentals United States
- Villa rentals Orlando
- Cottage rentals Kissimmee
- Rentals with a fire pit Kissimmee
- Townhouse rentals Kissimmee
- Waterfront rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with beach access Kissimmee
- Apartment rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Resort rentals Kissimmee
- Rentals with a home theatre Kissimmee
- Guesthouse rentals Kissimmee
- House rentals Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Beachfront rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Rentals with outdoor seating Kissimmee
- Hotel rentals Kissimmee
- Rentals with a kayak Kissimmee
- Monthly Rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Wheelchair accessible rentals Kissimmee
- Condo rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Private suite rentals Kissimmee
- Tiny house rentals Kissimmee
- Rentals with lake access Kissimmee
- Fitness-friendly rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with an accessible height bed Kissimmee
- Rentals with a fireplace Kissimmee
- Kid-friendly rentals Kissimmee
- Cabin rentals Kissimmee
- Rentals with breakfast 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