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 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, 50 reviewsKissimmee FL 3bdr villa near Disney POOL LAKE VIEW
Villa in Davenport
4.84 out of 5 average rating, 77 reviewsSunny Family Retreat ~ Private Pool ~ Game Room
Villa in Four Corners
4.9 out of 5 average rating, 73 reviews9355 Walk to Splash Fun/Resort 4 Free near Disney
Villa in Kissimmee
4.92 out of 5 average rating, 26 reviewsCrystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home
Villa in Kissimmee
4.97 out of 5 average rating, 39 reviewsBeautiful Villa at Terra Verde Resort. Near Disney
Villa in Davenport
5.0 out of 5 average rating, 12 reviews1st level Pool/Beach Disney Area
Villa in Kissimmee
4.95 out of 5 average rating, 38 reviewsLakeview Luxury Villa with Everything!
Villa rentals with a hot tub
Villa in Kissimmee
4.92 out of 5 average rating, 181 reviewsMad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
Villa in Kissimmee
4.86 out of 5 average rating, 35 reviewsGilded Parasol by Shine Villas Remington Golf 420
Villa in Kissimmee
5.0 out of 5 average rating, 23 reviewsDisney Themed home with Private Pool & Lazy River!
Villa in Osceola County
5.0 out of 5 average rating, 82 reviewsGolf Front Reunion Villa, Cinema-Games, Spa & Pool
Villa in Kissimmee
4.87 out of 5 average rating, 93 reviewsNEW Unique 6BR,private pool,Full game room, + MORE
Villa in Kissimmee
5.0 out of 5 average rating, 9 reviewsUnbelievable House w/ Pool, Game Room & More - 251
Villa in Kissimmee
5.0 out of 5 average rating, 58 reviewsAdventure Home near to Disney w/Pvt Pool and Spa
Villa in Kissimmee
4.94 out of 5 average rating, 53 reviewsBrand New Luxury 9BR Villa/ Pool/Spa/Game Room
Private villa rentals
Villa in Davenport
4.92 out of 5 average rating, 51 reviewsAquilo House is a south facing luxury pool home
Villa in Kissimmee
4.81 out of 5 average rating, 16 reviewsPlutosPad Villa
Villa in Kissimmee
5.0 out of 5 average rating, 9 reviewsEPIC Themed Pool Villa in Resort 4 miles to Disney
Villa in Kissimmee
4.91 out of 5 average rating, 35 reviews3bd 2ba Luxe Villa Located 20 Minutes From Disney
Villa in Kissimmee
4.96 out of 5 average rating, 72 reviewsLuxury Themed Villa 9 BR | Close to Disney
Villa in Kissimmee
4.98 out of 5 average rating, 65 reviews*Brand New!* Minutes to Disney + Free Resort!
Villa in Kissimmee
5.0 out of 5 average rating, 66 reviewsVilla Sol Peaceful Pool/Hot tub Home
Villa in Kissimmee
5.0 out of 5 average rating, 60 reviews8 BR Villa, Private Pool, Theater, Min to Disney!
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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