Villa accommodation 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.
Holiday rentals for every style
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Popular amenities for Osceola County villa rentals
Private villa rentals
Villa in Kissimmee
4.95 out of 5 average rating, 37 reviewsOrlando Blossom 4br/3 ba, Private pool, Resort!
15 – 22 May
Villa in Haines City
4.8 out of 5 average rating, 99 reviewsSandy's Southern Dunes Villa
15 – 22 Oct
Villa in Kissimmee
4.89 out of 5 average rating, 93 reviewsBeautiful Home with Pool near Golf & Disney
15 – 22 Oct
Villa in Davenport
4.89 out of 5 average rating, 53 reviewsGorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
27 Feb – 6 Mar
Villa in Kissimmee
4.79 out of 5 average rating, 67 reviewsDoorway to Disney
10 – 17 Sept
Villa in Kissimmee
5.0 out of 5 average rating, 7 reviewsEPIC Themed Pool Villa in Resort 4 miles to Disney
16 – 23 Mar
Villa in Kissimmee
4.92 out of 5 average rating, 52 reviewsDisney Area Family Villa
14 – 21 Sept
Villa in Kissimmee
5.0 out of 5 average rating, 64 reviewsVilla Sol Quiet Pool/Hot tub Home
6 – 13 Oct
Luxury villa rentals
Villa in Kissimmee
4.88 out of 5 average rating, 427 reviewsWizarding Home 15m-Harry Potter Universal Orlando
13 – 20 Apr
Villa in Four Corners
4.8 out of 5 average rating, 30 reviews*11BR Reunion Villa|7Min Disney|HeatedPool&Theater
22 – 29 May
Villa in Kissimmee
5.0 out of 5 average rating, 9 reviewsUnbelievable House w/ Pool, Game Room & More
18 – 25 Jan
Villa in Kissimmee
4.94 out of 5 average rating, 51 reviewsBrand New Luxury 9BR Villa/ Pool/Spa/Game Room
31 Dec – 7 Jan
Villa in Davenport
4.95 out of 5 average rating, 60 reviewsBlue Paradise-Sleeps 32- FREE EV Charger-Theater
10 – 17 Sept
Villa in Kissimmee
4.98 out of 5 average rating, 86 reviewsGuest Favorite Luxury Villa Close to Parks
13 – 20 Sept
Villa in Kissimmee
5.0 out of 5 average rating, 46 reviewsMost Amazing Pool & Mini Golf! Tiki Tropical Oasis
15 – 22 Feb
Villa in Kissimmee
5.0 out of 5 average rating, 12 reviewsFully Renovated Villa with heated pool/spa and gam
7 – 14 Feb
Villa rentals with a pool
Villa in Kissimmee
4.98 out of 5 average rating, 102 reviewsSleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub
2 – 9 Jan
Villa in Kissimmee
4.86 out of 5 average rating, 14 reviewsPlutosPad Villa
7 – 14 Jan
Villa in Kissimmee
4.88 out of 5 average rating, 33 reviewsGilded Parasol by Shine Villas Remington Golf 420
3 – 10 Dec
Villa in Four Corners
4.9 out of 5 average rating, 69 reviews9355 Walk to Splash Fun/Resort 4 Free near Disney
3 – 10 Sept
Villa in Kissimmee
4.84 out of 5 average rating, 91 reviewsVilla PoolSyde 10 Minutes To Disney!!
27 Mar – 3 Apr
Villa in Kissimmee
4.79 out of 5 average rating, 68 reviewsUp-dated villa minutes from Disney.
18 – 25 May
Villa in Kissimmee
5.0 out of 5 average rating, 63 reviews*Brand New!* Minutes to Disney + Free Resort!
25 Mar – 1 Apr
Villa in Kissimmee
5.0 out of 5 average rating, 15 reviewsKissimmee Villa: Private Pool & Spa, Near Disney
10 – 17 Apr
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