Resort vacation 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.
Vacation rentals for every style
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Popular amenities for Osceola County resort rentals
Family-friendly resort rentals
Resort in Celebration
Mystic Dunes Beautiful 2BR/2BA resort near Disney
Dec 8 – 15
Resort in Kissimmee
Orange Lake Country Club, Kissimmee, FLorida
May 23 – 30
Resort in Kissimmee
KING - SUITE STYLE - ORLANDO AREA VACATION GETAWAY
Feb 22 – Mar 1
Resort in Kissimmee
4.89 out of 5 average rating, 28 reviewsWestgate Town Center Resort & Spa
Dec 10 – 17
Resort in Kissimmee
West Gate Town Center Resort & Spa, 5m from Disney
Mar 6 – 13
Resort in Kissimmee
World Disney - Westgate Vacation Villas ResortSpa
Nov 15 – 22
Resort in Kissimmee
Star Island 1 bdrm
May 15 – 22
Resort in Kissimmee
Westgate Resorts, Kissimmee FL, Near Disney
May 18 – 23
Resort rentals with a pool
Resort in Kissimmee
4.75 out of 5 average rating, 4 reviewsStar Island Resort - 2 Bedroom Condo
Feb 21 – 28
Resort in Osceola County
5.0 out of 5 average rating, 3 reviews3 Bedroom Deluxe Suite on Beautiful Florida Resort
Jul 4 – 11
Resort in Kissimmee
4.6 out of 5 average rating, 5 reviewsTimeshare at Westgate town center
Mar 5 – 12
Resort in Davenport
4.86 out of 5 average rating, 7 reviews6bd Resort wt PrivatePool/ FreeWaterAmenities90
Sep 21 – 28
Resort in Kissimmee
5.0 out of 5 average rating, 3 reviewsChristmas in Resort close to Disney theme parks
Oct 8 – 15
Resort in Celebration
5.0 out of 5 average rating, 3 reviewsSpecial Offers at Mystic Dunes Resort 2 Bedrooms
May 14 – 21
Resort in Kissimmee
New place to staySilver Lake Resort to Experience Orlando!
Jun 16 – 23
Resort in Kissimmee
Nature Escape! Outdoor Pool, Parking, Playground!
Dec 15 – 22
Resort rentals with a gym
Resort in Kissimmee
4.33 out of 5 average rating, 6 reviewsSpacious 2BR/3BR suite at the Star Island resort
Jul 5 – 12
Resort in Kissimmee
Elegant Fun-filled Star Island - 2 Bedroom 2 Bath
Jan 25 – Feb 1
Resort in Kissimmee
New place to stayYour Favorite Resort to Disney!
Jun 30 – Jul 7
Resort in Kissimmee
*NEW* Luxury 1bd/1bth Resort Condo!Dream getaway!
Jun 22 – 28
Resort in Kissimmee
Resort hotel 5 mi. from Disney & Universal Parks
Feb 2 – 9
Resort in Kissimmee
New place to stayWestgate vacation villas resort
Oct 26 – Nov 2
Resort in Kissimmee
Luxury 4 Bedroom Condo - Orlando Resort
Aug 28 – Sep 4
Resort in Kissimmee
Vacation Village at Parkway Orlando FL 7 Night
Aug 16 – 23
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