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
Villa rentals with a pool
Villa in Kissimmee
4.93 out of 5 average rating, 14 reviewsPrivate Pool & Free Heat - Close to Disney!
Villa in Kissimmee
4.91 out of 5 average rating, 35 reviewsVacation 3 bedroom 2 bath Villa+pool
Villa in Davenport
4.88 out of 5 average rating, 65 reviewsA villa with pool
Villa in Davenport
4.98 out of 5 average rating, 46 reviewsVilla Close To Disney
Villa in Four Corners
4.99 out of 5 average rating, 76 reviewsMickey Fantasia Family Friendly w/accessibility
Villa in Kissimmee
4.79 out of 5 average rating, 68 reviewsUp-dated villa minutes from Disney.
Villa in Davenport
4.84 out of 5 average rating, 77 reviewsSunny Family Retreat ~ Private Pool ~ Game Room
Villa in Kissimmee
4.92 out of 5 average rating, 26 reviewsCrystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home
Villa rentals with a hot tub
Villa in Kissimmee
4.96 out of 5 average rating, 104 reviewsMr. Clean's Cozy Disney Home w/ Luxury Finishes
Villa in Kissimmee
5.0 out of 5 average rating, 22 reviewsDisney Themed home with Private Pool & Lazy River!
Villa in Kissimmee
4.9 out of 5 average rating, 10 reviewsElegant Disney Vacation Home on Reunion Resort
Villa in Davenport
4.93 out of 5 average rating, 15 reviewsBeautiful 4 Bedrooms On A Peaceful Conservation
Villa in Kissimmee
5.0 out of 5 average rating, 17 reviewsPvt Pool+Spa, GameRoom, Movie Theater, Dogs OK!
Villa in Kissimmee
5.0 out of 5 average rating, 65 reviewsVilla Sol Peaceful Pool/Hot tub Home
Villa in Davenport
4.95 out of 5 average rating, 63 reviewsCozy 3 bedroom condo near Disney World!
Villa in Kissimmee
4.87 out of 5 average rating, 93 reviewsNEW Unique 6BR,private pool,Full game room, + MORE
Private villa rentals
Villa in Kissimmee
4.94 out of 5 average rating, 50 reviewsKissimmee FL 3bdr villa near Disney POOL LAKE VIEW
Villa in Davenport
4.91 out of 5 average rating, 64 reviewsEmerald City: Heated Pool, Near Disney & Universal
Villa in Haines City
4.8 out of 5 average rating, 100 reviewsSandy's Southern Dunes Villa
Villa in Kissimmee
4.94 out of 5 average rating, 16 reviewsDisney Retreat, w/ PVT Pool, BBQ & Games - 1044
Villa in Kissimmee
4.91 out of 5 average rating, 34 reviews3bd 2ba Luxe Villa Located 20 Minutes From Disney
Villa in Davenport
4.97 out of 5 average rating, 35 reviewsQuiet Villa w/ pool close to Theme Parks and golf!
Villa in Clermont
4.89 out of 5 average rating, 85 reviewsStunning 3 bed/3 bath ★single home,Disney 9 miles
Villa in Davenport
4.92 out of 5 average rating, 51 reviewsAquilo House is a south facing luxury pool home
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
$30 before taxes and fees
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