Cottage vacation 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.
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 hot tub
Cottage in Orlando
4.98 out of 5 average rating, 104 reviewsMills Lakeside
Feb. 17 – 24
Cottage in Kissimmee
4.9 out of 5 average rating, 81 reviewsModern Vacation Cottage near Walt Disney World
Oct. 26 – Nov. 2
Cottage in Kissimmee
4.98 out of 5 average rating, 57 reviewsGetaway Cottage Near Disney
Jun. 6 – 13
Cottage in Kissimmee
4.98 out of 5 average rating, 52 reviewsCozy Orlando Area Cottage - 4 Miles to Disney
Sep. 13 – 20
Cottage in Kissimmee
4.87 out of 5 average rating, 54 reviewsCozy Tiny Home Getaway minutes from Disney
Mar. 8 – 15
Cottage in Kissimmee
4.94 out of 5 average rating, 50 reviewsBeautiful Cottage 1 Bedroom
Jan. 21 – 28
Cottage in Kissimmee
4.8 out of 5 average rating, 93 reviewsCozy Cottage 5mins From Disney Parks!
Dec. 15 – 22
Cottage in Kissimmee
4.95 out of 5 average rating, 22 reviewsLa Casita - Centrally located
Sep. 19 – 26
Pet-friendly cottage rentals
Cottage in Davenport
4.98 out of 5 average rating, 57 reviewsClassic Cottage in country setting
Feb. 25 – Mar. 4
Cottage in Kissimmee
4.82 out of 5 average rating, 33 reviewsDisney Owl Cottage - Kissimmee, Florida
Apr. 7 – 14
Cottage in Kissimmee
5.0 out of 5 average rating, 12 reviewsMargaritaville Heated Pool &Spa, 3 mile to Disney
Jan. 10 – 17
Cottage in Davenport
4.83 out of 5 average rating, 6 reviewsCharming Cottage #1
Nov. 4 – 11
Cottage in Clermont
4.97 out of 5 average rating, 39 reviewsLilac Loft- Lake, Pool, Pickle Ball, Disney, FUN!
Jul. 22 – 29
Cottage in St. Cloud
4.84 out of 5 average rating, 38 reviewsBeautiful Home Private Pool Close to Attractions
Jun. 15 – 22
Cottage in Kissimmee
4.73 out of 5 average rating, 37 reviewsBoutique Cottage, in a quiet place close to Parks
Mar. 17 – 24
Cottage in Kissimmee
4.8 out of 5 average rating, 5 reviewsKissimmee Cottage w/ Resort-Style Amenities!
Sep. 7 – 14
Private cottage rentals
Cottage in Polk City
4.85 out of 5 average rating, 199 reviewsCozy Historical Cottage
Apr. 13 – 20
Cottage in Orlando
4.91 out of 5 average rating, 137 reviewsThornton Park Historic Neighborhood-Top Rated!
Sep. 15 – 22
Cottage in Orlando
4.88 out of 5 average rating, 265 reviewsBeautiful (AS SEEN on TV) Near Downtown & Airport
Sep. 25 – Oct. 2
Cottage in Orlando
4.92 out of 5 average rating, 131 reviewsEdgeWater HideAway Overlooking Lake Concord
Sep. 16 – 23
Cottage in Kissimmee
5.0 out of 5 average rating, 11 reviewsSweet Cottage 4 miles to Disney World
Sep. 23 – 30
Cottage in Clermont
4.96 out of 5 average rating, 56 reviewsA-Frame Cottage near Disney, Universal, & Lakes
Aug. 1 – 8
Cottage in Kissimmee
4.72 out of 5 average rating, 95 reviewsEntire HAPPY HOME @Disney/Universal Parks!!
Jul. 28 – Aug. 4
Cottage in Kissimmee
4.81 out of 5 average rating, 68 reviewsUpdated Kissimmee Cottage near Disney (5 miles)
Oct. 1 – 8
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 CAD before taxes and fees
Destinations to explore
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- Rentals with a patio Kissimmee
- Rentals with breakfast Kissimmee
- Rentals with an accessible height toilet Kissimmee
- Kid-friendly rentals Kissimmee
- Beachfront rentals Kissimmee
- Smoking-friendly rentals Kissimmee
- Apartment rentals Kissimmee
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- Guesthouse rentals Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with beach access Kissimmee
- Rentals with a home theater 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
- Condo 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 washer and dryer Kissimmee
- Hotel rentals Kissimmee
- Pet-friendly rentals Kissimmee
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- Rentals with an accessible height bed Kissimmee
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