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
4.91 out of 5 average rating, 33 reviewsDisney Pool Home Kissimmee
Mar 5 – 12
Villa in Clermont
4.79 out of 5 average rating, 75 reviewsBeautiful 4-bed south-west facing, with own pool
Feb 15 – 22
Villa in Kissimmee
4.79 out of 5 average rating, 68 reviewsUp-dated villa minutes from Disney.
Dec 4 – 11
Villa in Clermont
4.9 out of 5 average rating, 42 reviewsCute N Cozy Villa near Disney, pool, Wi-Fi
Sep 30 – Oct 7
Villa in Haines City
4.8 out of 5 average rating, 99 reviewsSandy's Southern Dunes Villa
Sep 19 – 26
Villa in Davenport
4.93 out of 5 average rating, 15 reviewsBeautiful 4 Bedrooms On A Peaceful Conservation
Sep 22 – 29
Villa in Kissimmee
4.91 out of 5 average rating, 34 reviewsVacation 3 bedroom 2 bath Villa+pool
Jun 27 – Jul 4
Villa in Davenport
4.95 out of 5 average rating, 61 reviewsModern & Clean Home with MOVIE/GAME Room. POOL.
May 14 – 21
Villa rentals with a hot tub
Villa in Kissimmee
4.81 out of 5 average rating, 213 reviewsVeranda Palms Luxurious Home w/Pool & NEAR DISNEY
Aug 6 – 13
Villa in Kissimmee
4.91 out of 5 average rating, 34 reviewsOasis Disney Paradise! | Pool/Spa/Game Room!
Sep 5 – 12
Villa in Kissimmee
4.92 out of 5 average rating, 12 reviewsPrivate Pool & Free Heat - Close to Disney!
Oct 11 – 18
Villa in Davenport
4.81 out of 5 average rating, 58 reviewsLake Shore Villa-Golf/Pool/Hot tub/Playground
May 12 – 19
Villa in Kissimmee
4.79 out of 5 average rating, 67 reviewsDoorway to Disney
Jan 23 – 30
Villa in Kissimmee
5.0 out of 5 average rating, 3 reviewsPixie Dust Serenity close to the parks
Oct 6 – 13
Villa in Kissimmee
5.0 out of 5 average rating, 61 reviewsThematic Close to Disney with 9 Beds, Private Pool
Sep 24 – Oct 1
Villa in Kissimmee
4.96 out of 5 average rating, 71 reviewsDisney Fun 6BR: Storey Lake FREE Pool Heat
Feb 6 – 13
Private villa rentals
Villa in Kissimmee
4.92 out of 5 average rating, 25 reviewsCrystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home
Mar 23 – 30
Villa in Kissimmee
4.89 out of 5 average rating, 83 reviewsTwo Free! Water Park/ Private Pool/close to Disney
Oct 25 – Nov 1
Villa in Davenport
4.92 out of 5 average rating, 51 reviewsAquilo House is a south facing luxury pool home
Aug 26 – Sep 2
Villa in Kissimmee
5.0 out of 5 average rating, 7 reviewsEPIC Themed Pool Villa in Resort 4 miles to Disney
Dec 5 – 12
Villa in Kissimmee
4.89 out of 5 average rating, 93 reviewsBeautiful Home with Pool near Golf & Disney
Dec 1 – 8
Villa in Kissimmee
4.94 out of 5 average rating, 47 reviewsKissimmee FL 3bdr villa near Disney POOL LAKE VIEW
Apr 19 – 26
Villa in Kissimmee
5.0 out of 5 average rating, 42 reviewsSimply the Best! Pool/Hot tub nr Disney
Sep 12 – 19
Villa in Davenport
4.9 out of 5 average rating, 63 reviewsEmerald City: Heated Pool, Near Disney & Universal
Mar 31 – Apr 7
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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