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Cottage vacation rentals in Osceola County
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Osceola County
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Osceola County cottage rentals
Cottage rentals with a hot tub
![](https://a0.muscache.com/im/pictures/miso/Hosting-610792440858424243/original/120c7190-3b56-4333-9e19-3905ac848f38.jpeg?im_w=720)
Cottage in Kissimmee
4.68 out of 5 average rating, 66 reviewsCharming lakeside hideaway! + Discount
![](https://a0.muscache.com/im/pictures/miso/Hosting-43613704/original/5ecd89c7-f846-4551-a741-f9540d14b53e.jpeg?im_w=720)
Cottage in Kissimmee
4.79 out of 5 average rating, 98 reviewsCozy Cottage 5mins From Disney Parks!
![](https://a0.muscache.com/im/pictures/miso/Hosting-704151440856809325/original/4e9d0ece-00a9-4c8e-b224-01a51c3e9f34.jpeg?im_w=720)
Cottage in Kissimmee
4.75 out of 5 average rating, 53 reviewsChic Cottage near Disney - Lots of Amenities!
![](https://a0.muscache.com/im/pictures/miso/Hosting-672447888800298206/original/bfc217c1-9c27-412f-a3e4-51a594682939.jpeg?im_w=720)
Cottage in Kissimmee
4.82 out of 5 average rating, 34 reviewsDisney Owl Cottage - Kissimmee, Florida
![](https://a0.muscache.com/im/pictures/miso/Hosting-32573218/original/592bd397-5d94-4b7c-a644-b6d00e744e0f.jpeg?im_w=720)
Cottage in Kissimmee
4.81 out of 5 average rating, 70 reviewsCozy Kissimmee Cottage near Disney (5 miles)
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Cottage in Kissimmee
4.77 out of 5 average rating, 106 reviewsHidden Lake View Cottage 4 miles from Disney!
![](https://a0.muscache.com/im/pictures/c4d660db-23aa-4317-abd8-cccd72dec14d.jpg?im_w=720)
Cottage in Kissimmee
4.91 out of 5 average rating, 33 reviewsSherwood - Disney Get'A'Way
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Cottage in Kissimmee
4.82 out of 5 average rating, 78 reviewsSerenity Cottage come relax and enjoy
Pet-friendly cottage rentals
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Cottage in Davenport
4.83 out of 5 average rating, 6 reviewsCharming Cottage #1
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Cottage in River Ranch
4.92 out of 5 average rating, 13 reviewsNEW! River Ranch Cozy Cottage w/ FREE Golf Cart!
![](https://a0.muscache.com/im/pictures/7583d35d-2519-4391-b6e7-7000e92a38ef.jpg?im_w=720)
Cottage in Kissimmee
4.85 out of 5 average rating, 13 reviewsMickey&Minie Honey moon cottage house10 min.Disney
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Cottage in Haines City
4.58 out of 5 average rating, 12 reviewsOrlando Area Vacation Home #132
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Cottage in Davenport
Free parking Full house lake view and king Bed
![](https://a0.muscache.com/im/pictures/7d287d00-70b6-4080-8bb3-1332a4fb0a3c.jpg?im_w=720)
Private room in Kissimmee
4.87 out of 5 average rating, 168 reviewsClean, Comfortable and Sophisticated Private Area.
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Cottage in Kissimmee
4.82 out of 5 average rating, 232 reviewsPrivate Cottage. Only 5 miles from Disney.
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Cottage in Kissimmee
4.98 out of 5 average rating, 104 reviews1BD Cottage "Limoncello" in Margaritaville
Private cottage rentals
![](https://a0.muscache.com/im/pictures/ba154f0c-bb6a-4f63-a848-55d6073454b8.jpg?im_w=720)
Cottage in Kissimmee
4.83 out of 5 average rating, 117 reviewsTiny house near Disney "Please be our Guest "
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Cottage in Kissimmee
4.73 out of 5 average rating, 281 reviewsCute Sandcastle Cottage near Disney
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Cottage in Lake Wales
4.94 out of 5 average rating, 18 reviewsLake Wales Vacation Rental w/ Screened-In Porch!
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-831782639133076068/original/9a95cd2d-bd4e-483f-83d4-c1b4476120e5.jpeg?im_w=720)
Cottage in Kissimmee
4.78 out of 5 average rating, 27 reviewsLuxe 2BR Cottage w/Jacuzzi Tub & Private Balcony
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Cottage in Kissimmee
4.81 out of 5 average rating, 84 reviewsDisney Tiny House Getaway! Summer Fun!
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Cottage in Kissimmee
4.71 out of 5 average rating, 24 reviewsTiny Farmhouse BIG Comfort! Pool access
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1131374556239117543/original/8689cfd5-b647-4db0-88d8-9c1a65f88cff.jpeg?im_w=720)
Cottage in Kissimmee
4.57 out of 5 average rating, 7 reviewsGolden Grove Sanctuary
![](https://a0.muscache.com/im/pictures/miso/Hosting-669092630785073677/original/36e6805a-e944-4e18-a5a2-ee0daba01282.jpeg?im_w=720)
Cottage in Davenport
4.67 out of 5 average rating, 24 reviewsCozy Home in Davenport
Destinations to explore
- Cottage rentals Orlando
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