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
Private villa rentals
Villa in Davenport
4.95 out of 5 average rating, 40 reviewsGraystone Villa, 3 bedrooms with private pool
Villa in Kissimmee
4.83 out of 5 average rating, 66 reviewsLuxury 9Beds Villas With Pool Spa In Solara
Villa in Davenport
4.73 out of 5 average rating, 55 reviewsPrivate Villa with Pool near Disney
Villa in Kissimmee
4.79 out of 5 average rating, 77 reviewsSeasons Retreat, 5 Bed, 4 Bath, Private Pool Villa
Villa in Kissimmee
5 out of 5 average rating, 13 reviewsLuxurious home 2 miles from Disney - Windsor Hills
Villa in Kissimmee
4.9 out of 5 average rating, 108 reviewsWonderful Villa at Storey lake Resort 5 Rooms Pool
Villa in Davenport
5 out of 5 average rating, 4 reviewsNew 7 bed villa with game room. Free waterpark.
Villa in Davenport
4.79 out of 5 average rating, 24 reviewsLuxury pool-villa near Disney a Florida paradise
Luxury villa rentals
Villa in Kissimmee
4.59 out of 5 average rating, 61 reviewsThe Formosa Grand Mansion!
Villa in Kissimmee
4.98 out of 5 average rating, 92 reviews15 Mins to Parks, Resort in a Resort, Sleep# Beds
Villa in Davenport
4.58 out of 5 average rating, 12 reviewsDisneyMansion 14 Rooms 11BR/5BA with Golf Package
Villa in Davenport
5 out of 5 average rating, 15 reviewsWindsor Island Villa
Villa in Kissimmee
4.67 out of 5 average rating, 3 reviewsBella Vida Resort - 6 Bed 5.5 Baths Villa
Villa in Kissimmee
4.86 out of 5 average rating, 14 reviewsFabulous Villa 5Beds/5Bath/Pool/Jacuzzi/5Min From
Villa in Kissimmee
4.8 out of 5 average rating, 15 reviewsStunning 12BR Lake View Luxury Home Hot Pool & Spa
Villa in Kissimmee
4.96 out of 5 average rating, 104 reviewsBeautiful Home,6Bdrm, 5Bath, near Disney, Pool&Spa
Villa rentals with a pool
Villa in Kissimmee
4.96 out of 5 average rating, 170 reviews4 bed villa w/private pool near Disney, sleeps 6+
Villa in Four Corners
4.98 out of 5 average rating, 40 reviewsCheerful 7 Bedroom Villa With a Private Pool.
Villa in Davenport
4.93 out of 5 average rating, 44 reviewsVilla Casa Campo 4-beds with pool
Villa in Davenport
4.78 out of 5 average rating, 36 reviewsTupelo Villa
Villa in Davenport
4.8 out of 5 average rating, 45 reviews4 Bedroom Villa - with Pool - Near Disney & More
Villa in Davenport
5 out of 5 average rating, 21 reviewsLuxury Villa Pool/Spa 2 Masters, Highlands Reserve
Villa in Davenport
4.86 out of 5 average rating, 36 reviewsSouth facing Modern villa in quiet gated estate
Villa in Kissimmee
5 out of 5 average rating, 29 reviewsSharedale Lakeside Villa
Quick stats about villa rentals in Kissimmee
Total rentals
790 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
18K reviews
Family-friendly rentals
770 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
730 properties have a pool
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- Family travel hub Tips and inspiration
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- Kid-friendly state parks Check out these family-friendly hikes