Resort holiday rentals in Osceola County
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Top-rated resort rentals in Osceola County
Guests agree: these resort rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for resort rentals in Osceola County
Family-friendly resort rentals
Resort in Celebration
Mystic Dunes Beautiful 2BR/2BA resort near Disney
3–10 Aug
Resort in Kissimmee
Orange Lake Country Club, Kissimmee, FLorida
20–27 May
Resort in Kissimmee
KING - SUITE STYLE - ORLANDO AREA VACATION GETAWAY
19–26 Feb
Resort in Kissimmee
4.89 out of 5 average rating, 28 reviewsWestgate Town Center Resort & Spa
2–9 Sep
Resort in Kissimmee
West Gate Town Center Resort & Spa, 5m from Disney
12–19 Apr
Resort in Kissimmee
World Disney - Westgate Vacation Villas ResortSpa
11–18 Nov
Resort in Kissimmee
Star Island 1 bdrm
9–16 May
Resort in Kissimmee
Westgate Resorts, Kissimmee FL, Near Disney
15–20 May
Resort rentals with a pool
Resort in Kissimmee
4.6 out of 5 average rating, 5 reviewsTimeshare at Westgate town center
2–9 Mar
Resort in Davenport
4.86 out of 5 average rating, 7 reviews6bd Resort wt PrivatePool/ FreeWaterAmenities90
24 Sep – 1 Oct
Resort in Kissimmee
5.0 out of 5 average rating, 3 reviewsChristmas in Resort close to Disney theme parks
27 Jul – 3 Aug
Resort in Celebration
5.0 out of 5 average rating, 3 reviewsSpecial Offers at Mystic Dunes Resort 2 Bedrooms
11–18 May
Resort in Kissimmee
New place to staySilver Lake Resort to Experience Orlando!
31 May – 7 Jun
Resort in Kissimmee
Nature Escape! Outdoor Pool, Parking, Playground!
12–19 Oct
Resort in Kissimmee
Resort Villa in the Heart of Kissimmee
19–26 May
Resort in Kissimmee
Westgate Town Center Resort & Spa
7–14 Dec
Resort rentals with a gym
Resort in Kissimmee
New place to stayYour Favorite Resort to Disney!
20–27 Jul
Resort in Kissimmee
New place to stayWestgate vacation villas resort
19–26 Oct
Resort in Kissimmee
*NEW* Luxury 1bd/1bth Resort Condo!Dream getaway!
29 Jun – 5 Jul
Resort in Kissimmee
Westgate Vacation Villas
5–12 Jun
Resort in Kissimmee
Vacation Village at Parkway Orlando FL 7 Night
10–17 Aug
Resort in Kissimmee
4.25 out of 5 average rating, 4 reviewsWestgate Town Center/ Villas/ Towers 1br or studio
4–11 Apr
Resort in Kissimmee
Luxury 4 Bedroom Condo - Orlando Resort
25 Aug – 1 Sep
Resort in Kissimmee
Resort hotel 5 mi. from Disney & Universal Parks
31 Jan – 7 Feb
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