Villa holiday 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.
Holiday rentals for every style
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Popular amenities for villa rentals in Osceola County
Private villa rentals
Villa in Kissimmee
4.89 out of 5 average rating, 93 reviewsBeautiful Home with Pool near Golf & Disney
9–16 Nov
Villa in Haines City
4.8 out of 5 average rating, 100 reviewsSandy's Southern Dunes Villa
19–26 Sep
Villa in Davenport
4.89 out of 5 average rating, 53 reviewsGorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
13–20 Apr
Villa in Osceola County
5.0 out of 5 average rating, 81 reviewsGolf Front Reunion Villa, Cinema-Games, Spa & Pool
12–19 Jan
Villa in Kissimmee
5.0 out of 5 average rating, 64 reviewsVilla Sol Quiet Pool/Hot tub Home
29 Aug – 5 Sep
Villa in Kissimmee
4.92 out of 5 average rating, 52 reviewsDisney Area Family Villa
14–21 Sep
Villa in Kissimmee
5.0 out of 5 average rating, 7 reviewsEPIC Themed Pool Villa in Resort 4 miles to Disney
17–24 Nov
Villa in Four Corners
4.9 out of 5 average rating, 69 reviews9355 Walk to Splash Fun/Resort 4 Free near Disney
21–28 Aug
Luxury villa rentals
Villa in Kissimmee
4.98 out of 5 average rating, 102 reviewsSleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub
27 Mar – 3 Apr
Villa in Davenport
4.89 out of 5 average rating, 112 reviewsStar Wars|Princess|Arcade|Sleeps 22|Waterpark
30 Mar – 6 Apr
Villa in Four Corners
4.8 out of 5 average rating, 30 reviews*11BR Reunion Villa|7Min Disney|HeatedPool&Theater
23–30 May
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, 9 reviewsUnbelievable House w/ Pool, Game Room & More
6–13 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 Kissimmee
5.0 out of 5 average rating, 20 reviewsAmazing Luxury Villa @ Storey Lake mins to Disney
10–17 Feb
Villa in Kissimmee
4.98 out of 5 average rating, 86 reviewsGuest Favorite Luxury Villa Close to Parks
6–13 Feb
Villa rentals with a pool
Villa in Kissimmee
4.86 out of 5 average rating, 14 reviewsPlutosPad Villa
12–19 Nov
Villa in Kissimmee
4.79 out of 5 average rating, 68 reviewsUp-dated villa minutes from Disney.
24 Apr – 1 May
Villa in Davenport
4.87 out of 5 average rating, 61 reviews5bedroom,pool,18min to Disney, Kissimmee davenport
17–24 May
Villa in Kissimmee
4.94 out of 5 average rating, 47 reviewsKissimmee FL 3bdr villa near Disney POOL LAKE VIEW
27 Jan – 3 Feb
Villa in Kissimmee
5.0 out of 5 average rating, 64 reviews*Brand New!* Minutes to Disney + Free Resort!
25 Mar – 1 Apr
Villa in Kissimmee
4.92 out of 5 average rating, 13 reviewsPrivate Pool & Free Heat - Close to Disney!
17–24 Sep
Villa in Davenport
4.9 out of 5 average rating, 63 reviewsEmerald City: Heated Pool, Near Disney & Universal
2–9 Apr
Villa in Kissimmee
5.0 out of 5 average rating, 21 reviewsDisney Themed home with Private Pool & Lazy River!
5–12 Nov
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