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 Orlando
4.98 out of 5 average rating, 104 reviewsMills Lakeside
17–24 Feb
Cottage in Kissimmee
4.9 out of 5 average rating, 81 reviewsModern Vacation Cottage near Walt Disney World
26 Oct – 2 Nov
Cottage in Kissimmee
4.98 out of 5 average rating, 57 reviewsGetaway Cottage Near Disney
6–13 Jun
Cottage in Kissimmee
4.98 out of 5 average rating, 52 reviewsCozy Orlando Area Cottage - 4 Miles to Disney
13–20 Sep
Cottage in Kissimmee
4.87 out of 5 average rating, 54 reviewsCozy Tiny Home Getaway minutes from Disney
8–15 Mar
Cottage in Kissimmee
4.94 out of 5 average rating, 50 reviewsBeautiful Cottage 1 Bedroom
21–28 Jan
Cottage in Kissimmee
4.8 out of 5 average rating, 93 reviewsCozy Cottage 5mins From Disney Parks!
15–22 Dec
Cottage in Kissimmee
4.95 out of 5 average rating, 22 reviewsLa Casita - Centrally located
19–26 Sep
Pet-friendly cottage rentals
Cottage in Davenport
4.98 out of 5 average rating, 57 reviewsClassic Cottage in country setting
25 Feb – 4 Mar
Cottage in Kissimmee
4.82 out of 5 average rating, 33 reviewsDisney Owl Cottage - Kissimmee, Florida
7–14 Apr
Cottage in Kissimmee
5.0 out of 5 average rating, 12 reviewsMargaritaville Heated Pool &Spa, 3 mile to Disney
10–17 Jan
Cottage in Davenport
4.83 out of 5 average rating, 6 reviewsCharming Cottage #1
4–11 Nov
Cottage in Clermont
4.97 out of 5 average rating, 39 reviewsLilac Loft- Lake, Pool, Pickle Ball, Disney, FUN!
22–29 Jul
Cottage in St. Cloud
4.84 out of 5 average rating, 38 reviewsBeautiful Home Private Pool Close to Attractions
15–22 Jun
Cottage in Kissimmee
4.73 out of 5 average rating, 37 reviewsBoutique Cottage, in a quiet place close to Parks
17–24 Mar
Cottage in Kissimmee
4.8 out of 5 average rating, 5 reviewsKissimmee Cottage w/ Resort-Style Amenities!
7–14 Sep
Private cottage rentals
Cottage in Polk City
4.85 out of 5 average rating, 199 reviewsCozy Historical Cottage
13–20 Apr
Cottage in Orlando
4.91 out of 5 average rating, 137 reviewsThornton Park Historic Neighborhood-Top Rated!
15–22 Sep
Cottage in Orlando
4.88 out of 5 average rating, 265 reviewsBeautiful (AS SEEN on TV) Near Downtown & Airport
25 Sep – 2 Oct
Cottage in Orlando
4.92 out of 5 average rating, 131 reviewsEdgeWater HideAway Overlooking Lake Concord
16–23 Sep
Cottage in Kissimmee
5.0 out of 5 average rating, 11 reviewsSweet Cottage 4 miles to Disney World
23–30 Sep
Cottage in Clermont
4.96 out of 5 average rating, 57 reviewsA-Frame Cottage near Disney, Universal, & Lakes
1–8 Aug
Cottage in Kissimmee
4.72 out of 5 average rating, 95 reviewsEntire HAPPY HOME @Disney/Universal Parks!!
28 Jul – 4 Aug
Cottage in Kissimmee
4.81 out of 5 average rating, 68 reviewsUpdated Kissimmee Cottage near Disney (5 miles)
1–8 Oct
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
$68 SGD before taxes and fees
Destinations to explore
- St Petersburg Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- West Palm Beach Holiday rentals
- Orlando Holiday rentals
- Cottage rentals Orlando
- Rentals with a patio Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with an accessible-height toilet Kissimmee
- Family-friendly rentals Kissimmee
- Beachfront rentals Kissimmee
- Smoking-friendly rentals Kissimmee
- Flat rentals Kissimmee
- Tiny house rentals Kissimmee
- Guest house rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with beach access Kissimmee
- Rentals with a cinema Kissimmee
- Monthly Rentals Kissimmee
- Rentals with a firepit Kissimmee
- Rentals with a kayak Kissimmee
- Villa rentals Kissimmee
- Rentals with a fireplace Kissimmee
- House rentals Kissimmee
- Apartment rentals Kissimmee
- Rentals with outdoor seating Kissimmee
- Townhouse rentals Kissimmee
- Cabin rentals Kissimmee
- Rentals with lake access Kissimmee
- Serviced apartment rentals Kissimmee
- Waterfront rentals Kissimmee
- Rentals with a hot tub Kissimmee
- Rentals with an EV charger Kissimmee
- Private suite rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with a sauna Kissimmee
- Wheelchair-accessible rentals Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Hotel rentals Kissimmee
- Pet-friendly rentals Kissimmee
- Family-friendly rentals Kissimmee
- Rentals with an accessible-height bed Kissimmee
- Resort rentals Kissimmee
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