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 Four Corners
4.88 out of 5 average rating, 58 reviewsLovely 3BD close to Disney - Waterpark
Villa in Kissimmee
4.92 out of 5 average rating, 39 reviewsDisney Pool Home Kissimmee
Villa in Kissimmee
4.92 out of 5 average rating, 37 reviewsVacation 3 bedroom 2 bath Villa+pool
Villa in Kissimmee
4.95 out of 5 average rating, 19 reviewsDisney Retreat, w/ PVT Pool, BBQ & Games - 1044
Villa in Kissimmee
4.97 out of 5 average rating, 39 reviewsBeautiful Villa at Terra Verde Resort. Near Disney
Villa in Kissimmee
4.89 out of 5 average rating, 54 reviewsCloud 9 3/4 - Southern Pool, Privacy Fence!
Villa in Four Corners
4.99 out of 5 average rating, 78 reviewsMickey Fantasia Family Friendly w/accessibility
Villa in Kissimmee
4.89 out of 5 average rating, 94 reviewsBeautiful Home with Pool near Golf & Disney
Luxury villa rentals
Villa in Kissimmee
4.98 out of 5 average rating, 88 reviewsGuest Favorite Luxury Villa Close to Parks
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, 23 reviewsAmazing Luxury Villa @ Storey Lake mins to Disney
Villa in Kissimmee
4.9 out of 5 average rating, 40 reviewsDeepSea World/15 Suites/Sleep 30/Oversize Pool&Spa
Villa in Davenport
4.95 out of 5 average rating, 60 reviewsBlue Paradise-Sleeps 32- FREE EV Charger-Theater
Villa in Kissimmee
4.59 out of 5 average rating, 59 reviewsThe Formosa Grand Mansion!
Villa in Osceola County
5.0 out of 5 average rating, 83 reviewsGolf Front Reunion Villa, Cinema-Games, Spa & Pool
Villa in Davenport
5.0 out of 5 average rating, 39 reviewsLuxury Resort Villa, Themed Arcade Theater Fun
Villa rentals with a pool
Villa in Davenport
4.88 out of 5 average rating, 66 reviewsA villa with pool
Villa in Clermont
4.89 out of 5 average rating, 45 reviewsCute N Cozy Villa near Disney, pool, Wi-Fi
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
4.79 out of 5 average rating, 68 reviewsUp-dated villa minutes from Disney.
Villa in Kissimmee
4.95 out of 5 average rating, 39 reviewsLakeview Luxury Villa with Everything!
Villa in Kissimmee
5.0 out of 5 average rating, 49 reviewsOMG Private Pool Oasis, LED Lighting & Mini Golf!
Villa in Kissimmee
4.95 out of 5 average rating, 56 reviewsLakefront Private Pool Villa, 10min to Disney
Villa in Kissimmee
5.0 out of 5 average rating, 20 reviewsPvt Pool+Spa, GameRoom, Movie Theater, Dogs OK!
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
£24 before taxes and fees
Destinations to explore
- St Petersburg Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
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- Naples Holiday rentals
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