Cottage accommodation 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 Kissimmee cottage rentals
Cottage rentals with a hot tub
Cottage in Kissimmee
4.76 out of 5 average rating, 114 reviews"Beautiful Resort Cottage Near All Attractions!!"
17 – 24 July
Cottage in Orlando
4.98 out of 5 average rating, 104 reviewsMills Lakeside
13 – 20 Jan
Cottage in Kissimmee
4.98 out of 5 average rating, 52 reviewsCozy Orlando Area Cottage - 4 Miles to Disney
17 – 24 Mar
Cottage in Kissimmee
4.87 out of 5 average rating, 54 reviewsCozy Tiny Home Getaway minutes from Disney
8 – 15 Mar
Cottage in Kissimmee
4.9 out of 5 average rating, 81 reviewsModern Vacation Cottage near Walt Disney World
13 – 20 Jan
Cottage in Kissimmee
4.98 out of 5 average rating, 57 reviewsGetaway Cottage Near Disney
16 – 23 Apr
Cottage in Kissimmee
4.94 out of 5 average rating, 50 reviewsBeautiful Cottage 1 Bedroom
29 Nov – 6 Dec
Cottage in Kissimmee
4.8 out of 5 average rating, 93 reviewsCozy Cottage 5mins From Disney Parks!
15 – 22 Dec
Pet-friendly cottage rentals
Cottage in Davenport
4.98 out of 5 average rating, 58 reviewsClassic Cottage in country setting
18 – 25 May
Cottage in Kissimmee
4.82 out of 5 average rating, 76 reviewsSerenity Cottage come relax and enjoy
11 – 18 Dec
Cottage in Kissimmee
4.82 out of 5 average rating, 33 reviewsDisney Owl Cottage - Kissimmee, Florida
17 – 24 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
5 – 12 Apr
Cottage in Clermont
4.97 out of 5 average rating, 39 reviewsLilac Loft- Lake, Pool, Pickle Ball, Disney, FUN!
22 – 29 July
Cottage in St. Cloud
4.84 out of 5 average rating, 38 reviewsBeautiful Home Private Pool Close to Attractions
10 – 17 Aug
Cottage in Kissimmee
4.73 out of 5 average rating, 37 reviewsBoutique Cottage, in a quiet place close to Parks
19 – 26 Feb
Private cottage rentals
Cottage in Orlando
4.91 out of 5 average rating, 137 reviewsThornton Park Historic Neighborhood-Top Rated!
30 July – 6 Aug
Cottage in Orlando
4.88 out of 5 average rating, 265 reviewsBeautiful (AS SEEN on TV) Near Downtown & Airport
26 Sept – 3 Oct
Cottage in Orlando
4.92 out of 5 average rating, 131 reviewsEdgeWater HideAway Overlooking Lake Concord
14 – 21 Sept
Cottage in Kissimmee
5.0 out of 5 average rating, 11 reviewsSweet Cottage 4 miles to Disney World
18 – 25 Nov
Cottage in Clermont
4.96 out of 5 average rating, 57 reviewsA-Frame Cottage near Disney, Universal, & Lakes
11 – 18 Dec
Cottage in Kissimmee
4.72 out of 5 average rating, 95 reviewsEntire HAPPY HOME @Disney/Universal Parks!!
21 – 28 July
Cottage in Kissimmee
4.81 out of 5 average rating, 68 reviewsUpdated Kissimmee Cottage near Disney (5 miles)
23 – 30 Aug
Cottage in Winter Garden
4.9 out of 5 average rating, 88 reviews3 br/2 ba Downtown Winter Garden Cottage w\fence
18 – 25 Apr
Quick stats about cottage rentals in Kissimmee
Total rentals
10 properties
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
10 properties include access to Wi-Fi
Rentals with a pool
10 properties have a pool
Total number of reviews
2.6K reviews
Nightly prices starting at
$77 AUD before taxes and fees
Destinations to explore
- St Petersburg Accommodation & holiday rentals
- Anna Maria Island Accommodation & holiday rentals
- Sarasota Holiday rentals
- Tampa Holiday rentals
- Key West Holiday rentals
- Naples Accommodation & holiday rentals
- Miami Holiday rentals
- Miami Beach Accommodation & holiday rentals
- Fort Lauderdale Accommodation & holiday rentals
- Boca Raton Accommodation & holiday rentals
- West Palm Beach Holiday rentals
- Orlando Holiday rentals
- Cottage rentals Orlando
- Guesthouse rentals Kissimmee
- Serviced apartment rentals Kissimmee
- Rentals with pools Kissimmee
- Rentals with an EV charger Kissimmee
- Pet-friendly rentals Kissimmee
- Family-friendly rentals Kissimmee
- Beachfront rentals Kissimmee
- Rentals with beach access Kissimmee
- Rentals with a home theatre Kissimmee
- Rentals with a washing machine and dryer Kissimmee
- Hotel rentals Kissimmee
- Rentals with lake access Kissimmee
- Fitness-friendly rentals Kissimmee
- Rentals with a kayak Kissimmee
- Rentals with a fire pit Kissimmee
- Cabin rentals Kissimmee
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- Villa rentals Kissimmee
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- Rentals with breakfast Kissimmee
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- Apartment rentals Kissimmee
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- Monthly Rentals Kissimmee
- Resort rentals Kissimmee
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- Rentals with an accessible height bed Kissimmee
- Rentals with a hot tub Kissimmee
- Townhouse rentals Kissimmee
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- Kid-friendly rentals Kissimmee
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