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
4.92 out of 5 average rating, 26 reviewsCrystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home
Dec 9 – 16
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsKissimmee FL 3bdr villa near Disney POOL LAKE VIEW
Aug 10 – 17
Villa in Four Corners
4.99 out of 5 average rating, 76 reviewsMickey Fantasia Family Friendly w/accessibility
Oct 22 – 29
Villa in Kissimmee
4.89 out of 5 average rating, 83 reviewsTwo Free! Water Park/ Private Pool/close to Disney
Oct 8 – 15
Villa in Kissimmee
4.91 out of 5 average rating, 35 reviewsVacation 3 bedroom 2 bath Villa+pool
Aug 17 – 24
Villa in Davenport
4.98 out of 5 average rating, 46 reviewsVilla Close To Disney
Nov 9 – 16
Villa in Davenport
4.88 out of 5 average rating, 65 reviewsA villa with pool
Aug 12 – 19
Villa in Kissimmee
4.97 out of 5 average rating, 38 reviewsBeautiful Villa at Terra Verde Resort. Near Disney
Jun 4 – 11
Villa rentals with a hot tub
Villa in Kissimmee
4.95 out of 5 average rating, 132 reviewsDisney Villa Retreat Private Pool View & Game Room
Jun 12 – 19
Villa in Kissimmee
5.0 out of 5 average rating, 22 reviewsDisney Themed home with Private Pool & Lazy River!
Sep 17 – 24
Villa in Davenport
4.93 out of 5 average rating, 15 reviewsBeautiful 4 Bedrooms On A Peaceful Conservation
Nov 30 – Dec 7
Villa in Kissimmee
4.87 out of 5 average rating, 93 reviewsNEW Unique 6BR,private pool,Full game room, + MORE
Oct 1 – 8
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFamily Retreat Near Disney with Pool & Hot Tub!
Sep 10 – 17
Villa in Kissimmee
5.0 out of 5 average rating, 65 reviewsVilla Sol Peaceful Pool/Hot tub Home
Oct 6 – 13
Villa in Kissimmee
4.96 out of 5 average rating, 28 reviews*Brand New!* Minutes to Disney + Free Resort!
Mar 25 – Apr 1
Villa in Kissimmee
4.96 out of 5 average rating, 23 reviewsBrand New Luxury 9BR Villa/ Pool/Spa/Game Room
Nov 16 – 23
Private villa rentals
Villa in Four Corners
4.97 out of 5 average rating, 33 reviewsAmazing house, amenities, and all the Orlando fun!
Aug 18 – 25
Villa in Kissimmee
4.79 out of 5 average rating, 68 reviewsUp-dated villa minutes from Disney.
Aug 28 – Sep 4
Villa in Davenport
5.0 out of 5 average rating, 4 reviewsDisney Family Villa w/screened-in deck, pool & spa
Sep 3 – 10
Villa in Kissimmee
4.81 out of 5 average rating, 16 reviewsPlutosPad Villa
Apr 26 – May 3
Villa in Davenport
4.87 out of 5 average rating, 62 reviews5bedroom,pool,18min to Disney, Kissimmee davenport
Aug 30 – Sep 6
Villa in Davenport
4.87 out of 5 average rating, 54 reviewsPrivate Tropical Pool Retreat
Sep 4 – 11
Villa in Orlando
5.0 out of 5 average rating, 7 reviewsLuxury: PVT Pool, Games, PS5 & Summer Kitchen-5960
May 13 – 20
Villa in Davenport
4.92 out of 5 average rating, 13 reviewsTupelo Villa
Oct 5 – 12
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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