Villa vacation rentals in Osceola County
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Top-rated villa rentals in Osceola County
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 Osceola County villa rentals
Private villa rentals
Villa in Kissimmee
4.91 out of 5 average rating, 33 reviewsDisney Pool Home Kissimmee
Dec 31 – Jan 7
Villa in Kissimmee
4.89 out of 5 average rating, 93 reviewsBeautiful Home with Pool near Golf & Disney
Sep 14 – 21
Villa in Kissimmee
4.84 out of 5 average rating, 91 reviewsVilla PoolSyde 10 Minutes To Disney!!
Aug 30 – Sep 6
Villa in Davenport
4.89 out of 5 average rating, 53 reviewsGorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
Mar 17 – 24
Villa in Kissimmee
4.79 out of 5 average rating, 68 reviewsUp-dated villa minutes from Disney.
Sep 22 – 29
Villa in Kissimmee
4.92 out of 5 average rating, 25 reviewsCrystal Cove Villa: Relaxing 4 Bedroom 3 Bath Home
Dec 6 – 13
Villa in Osceola County
5.0 out of 5 average rating, 82 reviewsGolf Front Reunion Villa, Cinema-Games, Spa & Pool
Jan 15 – 22
Villa in Kissimmee
4.92 out of 5 average rating, 52 reviewsDisney Area Family Villa
Sep 14 – 21
Luxury villa rentals
Villa in Kissimmee
4.94 out of 5 average rating, 17 reviewsSports Bowling Villa, 14 bedrooms/14.5 baths
Nov 14 – 21
Villa in Kissimmee
5.0 out of 5 average rating, 20 reviewsAmazing Luxury Villa @ Storey Lake mins to Disney
Apr 11 – 18
Villa in Kissimmee
4.98 out of 5 average rating, 87 reviewsGuest Favorite Luxury Villa Close to Parks
Feb 9 – 16
Villa in Kissimmee
5.0 out of 5 average rating, 9 reviewsUnbelievable House w/ Pool, Game Room & More
Apr 24 – May 1
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFully Renovated Villa with heated pool/spa and gam
Jan 9 – 16
Villa in Kissimmee
4.92 out of 5 average rating, 75 reviewsNew Home at Storey Lake/8Bedrooms e 5Bath -PD05
Mar 30 – Apr 6
Villa in Davenport
4.95 out of 5 average rating, 60 reviewsBlue Paradise-Sleeps 32- FREE EV Charger-Theater
Nov 5 – 12
Villa in Kissimmee
5.0 out of 5 average rating, 47 reviewsMost Amazing Pool & Mini Golf! Tiki Tropical Oasis
Nov 21 – 28
Villa rentals with a pool
Villa in Kissimmee
4.79 out of 5 average rating, 160 reviewsKing bed pool free parking resort 15 min disney
Oct 28 – Nov 4
Villa in Haines City
4.8 out of 5 average rating, 100 reviewsSandy's Southern Dunes Villa
Jun 12 – 19
Villa in Kissimmee
5.0 out of 5 average rating, 3 reviewsPixie Dust Serenity close to the parks
Oct 6 – 13
Villa in Four Corners
4.9 out of 5 average rating, 70 reviews9355 Walk to Splash Fun/Resort 4 Free near Disney
Aug 21 – 28
Villa in Kissimmee
4.92 out of 5 average rating, 13 reviewsPrivate Pool & Free Heat - Close to Disney!
Jan 8 – 15
Villa in Davenport
4.87 out of 5 average rating, 61 reviews5bedroom,pool,18min to Disney, Kissimmee davenport
Oct 20 – 27
Villa in Kissimmee
4.94 out of 5 average rating, 48 reviewsKissimmee FL 3bdr villa near Disney POOL LAKE VIEW
Aug 14 – 21
Villa in Kissimmee
5.0 out of 5 average rating, 64 reviews*Brand New!* Minutes to Disney + Free Resort!
Mar 25 – Apr 1
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