Cottage holiday rentals in Kissimmee
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Top-rated cottage rentals in Kissimmee
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Kissimmee
Cottage rentals with a hot tub
Cottage in Kissimmee
4.98 out of 5 average rating, 58 reviewsGetaway Cottage Near Disney
20–27 Jul
Cottage in Kissimmee
4.87 out of 5 average rating, 54 reviewsCozy Tiny Home Getaway minutes from Disney
19–26 Aug
Cottage in Kissimmee
4.88 out of 5 average rating, 82 reviewsModern Vacation Cottage near Walt Disney World
25 Nov – 2 Dec
Cottage in Kissimmee
4.94 out of 5 average rating, 51 reviewsBeautiful Cottage 1 Bedroom
3–10 Oct
Cottage in Kissimmee
4.98 out of 5 average rating, 54 reviewsCozy Orlando Area Cottage - 4 Miles to Disney
20–27 Apr
Cottage in Kissimmee
4.96 out of 5 average rating, 23 reviewsLa Casita - Centrally located
12–19 Jun
Cottage in Kissimmee
4.8 out of 5 average rating, 94 reviewsCozy Cottage 5mins From Disney Parks!
18–25 Jul
Cottage in Kissimmee
4.86 out of 5 average rating, 65 reviewsThe Porch
18–25 Jun
Pet-friendly cottage rentals
Cottage in Davenport
4.83 out of 5 average rating, 6 reviewsCharming Cottage #1
7–14 Apr
Cottage in Clermont
4.97 out of 5 average rating, 39 reviewsLilac Loft- Lake, Pool, Pickle Ball, Disney, FUN!
9–16 Jul
Cottage in Kissimmee
4.87 out of 5 average rating, 15 reviewsMagic in Margaritaville! New, Modern Condo for 7
28 Jul – 4 Aug
Cottage in Kissimmee
4.74 out of 5 average rating, 38 reviewsBoutique Cottage, in a quiet place close to Parks
27 Aug – 3 Sep
Cottage in Kissimmee
4.8 out of 5 average rating, 5 reviewsKissimmee Cottage w/ Resort-Style Amenities!
19–26 Sep
Cottage in Kissimmee
4.65 out of 5 average rating, 54 reviewsLake View Peaceful House! the Bruno's House
12–19 Dec
Room in Kissimmee
4.87 out of 5 average rating, 168 reviewsClean, Comfortable and Sophisticated Private Area.
26 Apr – 3 May
Cottage in Kissimmee
4.83 out of 5 average rating, 219 reviewsPrivate Cottage. Only 5 miles from Disney.
24 Jun – 1 Jul
Private cottage rentals
Cottage in Kissimmee
5.0 out of 5 average rating, 12 reviewsSweet Cottage 4 miles to Disney World
12–19 Oct
Cottage in Clermont
4.96 out of 5 average rating, 57 reviewsA-Frame Cottage near Disney, Universal, & Lakes
7–14 Dec
Cottage in Kissimmee
4.72 out of 5 average rating, 97 reviewsEntire HAPPY HOME @Disney/Universal Parks!!
30 Sep – 7 Oct
Cottage in Clermont
4.7 out of 5 average rating, 124 reviewsGorgeous Cottage near Lake Louisa & mins 2 Disney.
22–29 Nov
Cottage in Four Corners
4.7 out of 5 average rating, 23 reviews5 Bed Cottage in Margaritaville Close to Parks
3–10 Feb
Cottage in Kissimmee
4.88 out of 5 average rating, 33 reviewsFincinnati Jewels-Margaritaville Minutes to Disney
Cottage in Kissimmee
4.83 out of 5 average rating, 115 reviewsTiny house near Disney "Please be our Guest "
5–12 Jul
Cottage in Clermont
4.83 out of 5 average rating, 172 reviewsCharming Lakefront Cottage Near Disney
16–23 Sep
Quick stats about cottage rentals in Kissimmee
Total rentals
10 properties
Popular amenities
Kitchen, Wifi and Pool
Wifi availability
10 properties include access to wifi
Rentals with a pool
10 properties have a pool
Total number of reviews
2.6K reviews
Nightly prices starting at
€ 47 before taxes and fees
Destinations to explore
- St Petersburg Holiday rentals
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- Rentals with pools Kissimmee
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