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
Walk to the Pool - Venture Out Unit 333
Cottage in Key Colony Beach
2BR dog-friendly water view stay, resort amenities
Cottage in Cudjoe Key
VO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
Cottage in Cudjoe Key
Calypso Cottage
Cottage in Islamorada
Adorable Cottage w/ Dock, Pool & Beach!VR24-0106
Cottage in Cudjoe Key
NAUTILUS...ocean front cottage retreat ~
Cottage in Cudjoe Key
Tidewater Views @ Venture Out - Waterfront
Cottage in Cudjoe Key
OCEANIA... water front cottage retreat ~
Pet-friendly cottage rentals
Cottage in Marathon
Prime Location 1B/1B Home
Cottage in Marathon
Tropical Cottages - Cottage # 8
Cottage in Key Largo
Kayaking, sailing, snorkeling Free w/ Cottage
Cottage in Key West
A Touch of Bermuda in Key West
Cottage in Islamorada
Ocean Front Cottage
Cottage in Key West
Island Style - the only way to vacation!
Cottage in Key West
Colony Sunset- Bright and airy cottage
Cottage in Key West
The Southern Cross
Private cottage rentals
Cottage in Islamorada
Anglers Reef Islamorada
Cottage in Islamorada
Serene Cozy Cottage in Islamorada with Heated Pool
Cottage in Marathon
Ocean Cottage on Unique Private Island
Cottage in Islamorada
FLOATING 1BD 1BA PRIVATE COTTAGE - MAKO
Cottage in Islamorada
FLOATING WATERFRONT 2 BD, 1 BATH COTTAGE MANATEE
Cottage in Key West
Ann Street Tranquility
Cottage in Key West
Bali Hideaway: A studio cottage that's perfect
Cottage in Key West
Osprey @ Colony
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
$150 CAD before taxes and fees
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