Cottage holiday rentals in Osceola County
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Top-rated cottage rentals in Osceola County
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for cottage rentals in Osceola County
Cottage rentals with a hot tub
Cottage in Kissimmee
4.77 out of 5 average rating, 117 reviews"Beautiful Resort Cottage Near All Attractions!!"
Cottage in Kissimmee
4.88 out of 5 average rating, 86 reviewsModern Vacation Cottage near Walt Disney World
Cottage in Kissimmee
4.98 out of 5 average rating, 59 reviewsGetaway Cottage Near Disney
Cottage in Kissimmee
4.98 out of 5 average rating, 58 reviewsCozy Orlando Area Cottage - 4 Miles to Disney
Cottage in Kissimmee
4.88 out of 5 average rating, 57 reviewsCozy Tiny Home Getaway minutes from Disney
Cottage in Lake Wales
4.95 out of 5 average rating, 20 reviewsCozy Cottage at West Gate River Ranch.
Cottage in Kissimmee
4.99 out of 5 average rating, 68 reviewsTropical Cozy Cottage - 4 Mi to Disney!
Cottage in Kissimmee
4.94 out of 5 average rating, 52 reviewsBeautiful Cottage 1 Bedroom
Pet-friendly cottage rentals
Cottage in Lake Wales
4.97 out of 5 average rating, 99 reviewsCharming, renovated 1917 Cottage
Cottage in Davenport
4.98 out of 5 average rating, 62 reviewsClassic Cottage in country setting
Cottage in Kissimmee
4.82 out of 5 average rating, 33 reviewsDisney Owl Cottage - Kissimmee, Florida
Cottage in River Ranch
4.9 out of 5 average rating, 10 reviewsNEW! River Ranch Cozy Cottage w/ FREE Golf Cart!
Cottage in Davenport
4.83 out of 5 average rating, 6 reviewsCharming Cottage #1
Cottage in Kissimmee
4.72 out of 5 average rating, 47 reviewsChic Cottage near Disney - Lots of Amenities!
Cottage in Kissimmee
4.83 out of 5 average rating, 6 reviewsFrankly Fintastic – Happy Days in Margaritaville!
Cottage in St. Cloud
4.6 out of 5 average rating, 5 reviewsCozy Farmhouse near Disney
Private cottage rentals
Cottage in Lake Wales
4.79 out of 5 average rating, 38 reviewsSuite Retreat by lake & orange groves
Cottage in Kissimmee
5.0 out of 5 average rating, 17 reviewsSweet Cottage 4 miles to Disney World
Cottage in Kissimmee
4.72 out of 5 average rating, 98 reviewsEntire HAPPY HOME @Disney/Universal Parks!!
Cottage in Kissimmee
4.81 out of 5 average rating, 68 reviewsCozy Kissimmee Cottage near Disney (5 miles)
Cottage in Four Corners
4.71 out of 5 average rating, 24 reviews5 Bed Cottage in Margaritaville Close to Parks
Cottage in Kissimmee
4.83 out of 5 average rating, 115 reviewsTiny house near Disney "Please be our Guest "
Cottage in Kissimmee
4.74 out of 5 average rating, 134 reviewsSherwood Forest Vacation Home Near Disney
Cottage in Kissimmee
4.74 out of 5 average rating, 280 reviewsCute Sandcastle Cottage near Disney
Destinations to explore
- Cottage rentals Orlando
- Cottage rentals Florida
- Cottage rentals Florida
- Cottage rentals Kissimmee
- Rentals with a kayak Osceola County
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