Cottage vacation rentals in Key West
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Key West
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 Key West cottage rentals
Cottage rentals with a hot tub
Cottage in Cudjoe Key
4.57 out of 5 average rating, 7 reviewsWalk to the Pool - Venture Out Unit 333
Cottage in Cudjoe Key
4.9 out of 5 average rating, 60 reviewsTurtle Cove Views at Venture Out
Cottage in Cudjoe Key
New place to stayCozy, Perfect Conch Cottage! - VO315
Cottage in Cudjoe Key
4.84 out of 5 average rating, 93 reviewsOCEANIA... water front cottage retreat ~
Cottage in Cudjoe Key
4.64 out of 5 average rating, 105 reviewsVO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
Cottage in Cudjoe Key
4.71 out of 5 average rating, 131 reviewsCalypso Cottage
Cottage in Cudjoe Key
4.89 out of 5 average rating, 142 reviewsATLANTIS...Ocean Front Cottage Retreat!
Cottage in Key West
4.78 out of 5 average rating, 27 reviewsDarling of Duval at Old Town
Pet-friendly cottage rentals
Cottage in Key West
4.83 out of 5 average rating, 18 reviewsColony Sunset- Bright and airy cottage
Cottage in Key West
5 out of 5 average rating, 7 reviewsA Touch of Bermuda in Key West
Cottage in Key Largo
5 out of 5 average rating, 3 reviews1 Bedroom Home in Key Largo
Cottage in Key West
4.69 out of 5 average rating, 85 reviewsStay at Hidden Treasure for a relaxing vacation!
Cottage in Key West
4.84 out of 5 average rating, 77 reviewsHidden Oasis @ the Colony ~ Great location
Cottage in Key West
4.66 out of 5 average rating, 82 reviewsRoyal Poinciana Cottage @ Conch Cottages
Cottage in Key Colony Beach
5 out of 5 average rating, 10 reviewsLuxurious Oasis: 2BR w/Pool, Tiki, Dock & Beach
Cottage in Marathon
5 out of 5 average rating, 8 reviewsWaterview 1B/1B Tiny Home
Private cottage rentals
Cottage in Key West
5 out of 5 average rating, 21 reviewsPete's West Cottage steps from Duval
Cottage in Islamorada
5 out of 5 average rating, 12 reviewsAnglers Reef Islamorada
Cottage in Islamorada
5 out of 5 average rating, 19 reviewsFloating 2 BD, 1 BATH Private Villa Pirates Lair
Cottage in Key West
4.72 out of 5 average rating, 353 reviews1 bedroom Cottage
Cottage in Islamorada
4.82 out of 5 average rating, 162 reviewsFLOATING 1BD 1BA PRIVATE COTTAGE - MAKO
Cottage in Key West
4.62 out of 5 average rating, 68 reviewsMargarita Cottage @ the Conch Cottages
Cottage in Key Largo
Holiday home just steps from the open sea
Cottage in Islamorada
4.84 out of 5 average rating, 146 reviews1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON
Quick stats about cottage rentals in Key West
Total rentals
40 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
20 properties have a pool
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