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
4.89 out of 5 average rating, 94 reviewsBeautiful Home with Pool near Golf & Disney
Villa in Davenport
4.81 out of 5 average rating, 59 reviewsLake Shore Villa-Golf/Pool/Hot tub/Playground
Villa in Davenport
4.89 out of 5 average rating, 56 reviewsGorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
Villa in Kissimmee
4.97 out of 5 average rating, 39 reviewsBeautiful Villa at Terra Verde Resort. Near Disney
Villa in Kissimmee
4.78 out of 5 average rating, 80 reviewsGreat location only 5 miles to Disney's Main Gate.
Villa in Kissimmee
4.95 out of 5 average rating, 76 reviews⁕ Minutes to Disney parks 4BR villa + private pool
Villa in Haines City
4.97 out of 5 average rating, 33 reviewsVilla close to Disney & Legoland | Private Pool
Villa in Kissimmee
5.0 out of 5 average rating, 49 reviewsOMG Private Pool Oasis, LED Lighting & Mini Golf!
Luxury villa rentals
Villa in Kissimmee
4.59 out of 5 average rating, 59 reviewsThe Formosa Grand Mansion!
Villa in Kissimmee
5.0 out of 5 average rating, 13 reviewsFully Renovated Villa with heated pool/spa and gam
Villa in Kissimmee
4.98 out of 5 average rating, 47 reviews*Guest Favorite 15 minutes to Parks - Luxury Villa
Villa in Four Corners
4.8 out of 5 average rating, 30 reviews*11BR Encore Oasis|9Min Disney|HeatedPool&Theater
Villa in Kissimmee
4.94 out of 5 average rating, 16 reviewsThe GrandStay Estate: Sleeps 36 12BD/12BA & Pool
Villa in Kissimmee
4.97 out of 5 average rating, 79 reviewsLuxury Villa in Windsor Hills Resort, 2 miles / 5
Villa in Kissimmee
5.0 out of 5 average rating, 9 reviewsUnbelievable House w/ Pool, Game Room & More - 251
Villa in Kissimmee
4.93 out of 5 average rating, 29 reviews8BR Mansion: Packed with Fun and Comfort for All
Villa rentals with a pool
Villa in Kissimmee
4.78 out of 5 average rating, 69 reviewsUp-dated villa minutes from Disney.
Villa in Davenport
4.91 out of 5 average rating, 67 reviewsEmerald City: Heated Pool, Near Disney & Universal
Villa in Kissimmee
5.0 out of 5 average rating, 43 reviews6-BR Pool Home | 2 Miles to Disney | Lake View | V
Villa in Kissimmee
5.0 out of 5 average rating, 67 reviewsVilla Sol Peaceful Pool/Hot tub Home
Villa in Kissimmee
4.96 out of 5 average rating, 70 reviewsDisney Dream Villa- 10 Minutes From Disney!
Villa in Kissimmee
4.81 out of 5 average rating, 67 reviewsNew Private Pool Mid Century Home Near Disney Park
Villa in Kissimmee
4.96 out of 5 average rating, 72 reviewsLuxury Themed Villa 9 BR | Close to Disney
Villa in Kissimmee
4.94 out of 5 average rating, 97 reviews★Completely New★ 3 miles to Disney + Free Resort!
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