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Cottage vacation rentals in Kissimmee
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Kissimmee
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 Kissimmee cottage rentals
Cottage rentals with a pool
![](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-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)
![](https://a0.muscache.com/im/pictures/miso/Hosting-1040109722495900752/original/24b5b4e1-199d-41a1-9ff2-2a97649cbd17.jpeg?im_w=720)
Cottage in Clermont
4.83 out of 5 average rating, 24 reviewsCute VILLA near Theme parks, sleeps 5
![](https://a0.muscache.com/im/pictures/afed9a31-1a50-4077-b3dd-db34983ddbc2.jpg?im_w=720)
Cottage in Davenport
4.83 out of 5 average rating, 6 reviewsCharming Cottage #1
![](https://a0.muscache.com/im/pictures/hosting/Hosting-923224505321612185/original/df7264ae-df18-4cea-911a-0565cc1913e0.jpeg?im_w=720)
Cottage in Polk City
5 out of 5 average rating, 9 reviewsCozy Oasis: Charming 1-Bedroom Casita
![](https://a0.muscache.com/im/pictures/miso/Hosting-53025954/original/820b736a-abca-4e25-9178-aa2427077b68.png?im_w=720)
Cottage in Clermont
4.98 out of 5 average rating, 41 reviewsLilac Loft- Lake, Pool, Pickle Ball, Disney, FUN!
Cottage rentals with a hot tub
![](https://a0.muscache.com/im/pictures/5d569414-fff5-4f25-8444-54a6c5c5fc02.jpg?im_w=720)
Cottage in Polk City
4.93 out of 5 average rating, 30 reviewsParadise Cottage & Tiki Hut at Bay Lake Resort
![](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
![](https://a0.muscache.com/im/pictures/266d30b0-acc3-42fc-a7b6-7dfb9614efe1.jpg?im_w=720)
Cottage in Kissimmee
4.82 out of 5 average rating, 78 reviewsSerenity Cottage come relax and enjoy
![](https://a0.muscache.com/im/pictures/de839dea-0ad2-49bb-b259-ada16c014e36.jpg?im_w=720)
Cottage in Kissimmee
5 out of 5 average rating, 11 reviewsKiwi Cottage at Margaritaville Resort, near Disney
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1092262545364778276/original/6f0e6135-2c95-4dbb-b95e-35a2ab6846fa.jpeg?im_w=720)
Cottage in Kissimmee
4.8 out of 5 average rating, 10 reviewsFrankly Fintastic – Happy Days in Margaritaville!
![](https://a0.muscache.com/im/pictures/miso/Hosting-49863667/original/03463330-cd80-4fb2-a186-d4d86a8e2476.jpeg?im_w=720)
Cottage in Kissimmee
4.53 out of 5 average rating, 57 reviewsHidden Gem On Owl Lane - 2 Bedroom - Kissimmee, FL
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-48012513/original/d986d00e-e19d-4cb9-ac79-791cfb302556.jpeg?im_w=720)
Cottage in Kissimmee
4.73 out of 5 average rating, 22 reviewsContemporary Home w/ Hot Tub: 4 Mi to Disney Magic
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-41425363/original/2530b10f-fd20-47b1-99ba-1812189f4e68.jpeg?im_w=720)
Cottage in Kissimmee
5 out of 5 average rating, 3 reviewsFlip Inn Paradise Cottage with Private Hot Tub
Pet-friendly cottage rentals
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1101482525544680495/original/e636efaa-692e-475e-bde8-eadeaef3632d.jpeg?im_w=720)
Cottage in Clermont
5 out of 5 average rating, 3 reviewsCozy lake house
![](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
![](https://a0.muscache.com/im/pictures/miso/Hosting-664487939849125833/original/e8c7be59-c6df-4530-8841-f99b934332f2.jpeg?im_w=720)
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.
![](https://a0.muscache.com/im/pictures/miso/Hosting-42336366/original/b2a93161-ab7c-4d8c-a460-8547baa5da32.jpeg?im_w=720)
Cottage in Orlando
4.97 out of 5 average rating, 109 reviewsLake House
![](https://a0.muscache.com/im/pictures/miso/Hosting-32872403/original/079212ae-3e2f-490e-b4df-99ce98c1144d.jpeg?im_w=720)
Cottage in Orlando
4.94 out of 5 average rating, 148 reviewsMills Cottage
![](https://a0.muscache.com/im/pictures/miso/Hosting-707401061250094340/original/5e1f620f-7b7a-49b7-9742-ef8a129a4c8d.jpeg?im_w=720)
Cottage in Kissimmee
4.65 out of 5 average rating, 48 reviewsBoutique Cottage, in a quiet place close to Parks
![](https://a0.muscache.com/im/pictures/miso/Hosting-924756993685731053/original/24af01f4-e1b0-4dc4-98f5-0f2a01cb2420.jpeg?im_w=720)
Cottage in Kissimmee
4.94 out of 5 average rating, 79 reviewsTropical Cozy Cottage - 4 Mi to Disney!
Quick stats about cottage rentals in Kissimmee
Total rentals
10 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
2.7K reviews
Rentals with a pool
10 properties have a pool
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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