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 villa rentals in Kissimmee
Private villa rentals
Villa in Davenport
4.98 out of 5 average rating, 50 reviewsVilla Close To Disney
Villa in Davenport
4.85 out of 5 average rating, 79 reviewsSunny Family Retreat ~ Private Pool ~ Game Room
Villa in Kissimmee
4.89 out of 5 average rating, 94 reviewsBeautiful Home with Pool near Golf & Disney
Villa in Davenport
4.88 out of 5 average rating, 66 reviewsVilla con piscina
Villa in Kissimmee
4.89 out of 5 average rating, 28 reviewsCrystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home
Villa in Kissimmee
4.78 out of 5 average rating, 80 reviewsGreat location only 5 miles to Disney's Main Gate.
Villa in Kissimmee
4.95 out of 5 average rating, 75 reviews⁕ Minutes to Disney parks 4BR villa + private pool
Villa in Kissimmee
4.96 out of 5 average rating, 72 reviewsLuxury Themed Villa 9 BR | Close to Disney
Luxury villa rentals
Villa in Kissimmee
4.88 out of 5 average rating, 438 reviewsWizarding Home 15m-Harry Potter Universal Orlando
Villa in Kissimmee
4.91 out of 5 average rating, 11 reviewsSpace Bowling Villa, 14 bedrooms/14.5 baths
Villa in Kissimmee
5.0 out of 5 average rating, 9 reviewsEPIC Themed Pool Villa in Resort 4 miles to Disney
Villa in Kissimmee
5.0 out of 5 average rating, 49 reviewsOMG Private Pool Oasis, LED Lighting & Mini Golf!
Villa in Kissimmee
5.0 out of 5 average rating, 24 reviewsAmazing Luxury Villa @ Storey Lake mins to Disney
Villa in Kissimmee
4.59 out of 5 average rating, 59 reviewsThe Formosa Grand Mansion!
Villa in Kissimmee
4.9 out of 5 average rating, 40 reviewsDeepSea World/15 Suites/Sleep 30/Oversize Pool&Spa
Villa in Osceola County
4.99 out of 5 average rating, 84 reviewsGolf Front Reunion Villa, Cinema-Games, Spa & Pool
Villa rentals with a pool
Villa in Kissimmee
4.78 out of 5 average rating, 69 reviewsUp-dated villa minutes from Disney.
Villa in Four Corners
4.91 out of 5 average rating, 75 reviews9355 Walk to Splash Fun/Resort 4 Free near Disney
Villa in Kissimmee
4.86 out of 5 average rating, 35 reviewsGilded Parasol by Shine Villas Remington Golf 420
Villa in Davenport
4.88 out of 5 average rating, 73 reviewsStylish Villa w/ pool near Disney w/ lake views
Villa in Kissimmee
4.97 out of 5 average rating, 65 reviewsSleeps 21|Free Pool Heat|15 min to Disney|Hot Tub
Villa in Four Corners
4.99 out of 5 average rating, 78 reviewsMickey Fantasia Family Friendly w/accessibility
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
4.99 out of 5 average rating, 67 reviews*Brand New!* Minutes to Disney + Free Resort!
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
€ 28 before taxes and fees
Destinations to explore
- St Petersburg Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- West Palm Beach Holiday rentals
- Orlando Holiday rentals
- Villa rentals United States
- Villa rentals Orlando
- Cottage rentals Kissimmee
- Rentals with a sauna Kissimmee
- Rentals with pools Kissimmee
- Apartment rentals Kissimmee
- Rentals with a cinema Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with beach access Kissimmee
- Family-friendly rentals Kissimmee
- House rentals Kissimmee
- Family-friendly rentals Kissimmee
- Wheelchair-accessible rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Flat rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Private suite rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Rentals with a kayak Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Hotel rentals Kissimmee
- Rentals with a fireplace Kissimmee
- Guest house rentals Kissimmee
- Monthly Rentals Kissimmee
- Rentals with a patio Kissimmee
- Smoking-friendly rentals Kissimmee
- Resort rentals Kissimmee
- Cabin rentals Kissimmee
- Rentals with a firepit Kissimmee
- Townhouse rentals Kissimmee
- Rentals with lake access Kissimmee
- Waterfront rentals Kissimmee
- Rentals with an EV charger Kissimmee
- Beachfront rentals Kissimmee
- Tiny house rentals 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