Cottage holiday rentals in Key West
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Top-rated cottage rentals in Key West
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 Key West
Cottage rentals with a hot tub
Cottage in Key Colony Beach
4.5 out of 5 average rating, 6 reviews2BR dog-friendly water view stay, resort amenities
Cottage in Cudjoe Key
4.57 out of 5 average rating, 7 reviewsWalk to the Pool - Venture Out Unit 333
Cottage in Cudjoe Key
4.84 out of 5 average rating, 32 reviewsTidewater Views @ Venture Out - Waterfront
Cottage in Key West
4.82 out of 5 average rating, 22 reviewsDarling of Duval @ Old Town - Adorable Cottage
Cottage in Cudjoe Key
4.83 out of 5 average rating, 84 reviewsOCEANIA... water front cottage retreat ~
Cottage in Cudjoe Key
4.91 out of 5 average rating, 55 reviewsTurtle Cove Views @ Venture Out - Waterfront
Cottage in Cudjoe Key
4.94 out of 5 average rating, 47 reviewsNAUTILUS...ocean front cottage retreat ~
Pet-friendly cottage rentals
Cottage in Key West
4.82 out of 5 average rating, 17 reviewsColony Sunset- Bright and airy cottage
Cottage in Marathon
4.6 out of 5 average rating, 228 reviewsTropical Cottages - Cottage # 8
Cottage in Marathon
4.61 out of 5 average rating, 109 reviewsTropical Cottages - Cottage # 10
Cottage in Marathon
Waterview 1B/1B Tiny Home
Cottage in Marathon
Waterfront 1B/1B Tiny Home
Cottage in Marathon
4.43 out of 5 average rating, 213 reviewsTropical Cottages - Cottage # 03
Room in Marathon
4.38 out of 5 average rating, 108 reviewsTropical Cottages - Room # 11
Private cottage rentals
Cottage in Islamorada
4.76 out of 5 average rating, 70 reviewsSerene Cozy Cottage in Islamorada with Heated Pool
Cottage in Marathon
4.27 out of 5 average rating, 11 reviewsOcean Cottage on Unique Private Island
Cottage in Key West
4.67 out of 5 average rating, 12 reviewsBali Hideaway: A studio cottage that's perfect
Cottage in Key West
4.71 out of 5 average rating, 7 reviewsAnn Street Cottage
Cottage in Key West
4.73 out of 5 average rating, 11 reviewsColony Calypso - A quaint 1 Bedroom Cottage
Cottage in Marathon
4.77 out of 5 average rating, 13 reviewsCute 1B/1B Lofted Cottage
Cottage in Marathon
4.22 out of 5 average rating, 9 reviewsSun Cottage on Unique Private Island!
Cottage in Marathon
3.94 out of 5 average rating, 16 reviewsBeach Cottage on a Unique Private Island!
Quick stats about cottage rentals in Key West
Total rentals
30 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
990 reviews
Nightly prices starting at
$149 SGD before taxes and fees
Destinations to explore
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