
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

Turtle Cove Views at Venture Out

Ocean Breeze at Venture Out 537

OCEANIA... water front cottage retreat ~

Calypso Cottage

ATLANTIS...Ocean Front Cottage Retreat!

Darling of Duval at Old Town

NAUTILUS...ocean front cottage retreat ~
Pet-friendly cottage rentals

Colony Sunset- Bright and airy cottage

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

Cottage w/ Private Yard, Free Kayaks, Boats, Etc

Tropical House By The Shore at Largo Resort

Osprey @ Colony

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON

Tropical Cottages - Cottage # 10

Prime Location 1B/1B Home
Private cottage rentals

Cottage w/ Full Kitchen FREE sailboats and kayaks

Islamorada bungalow 2 bed & pool

Coral Reef Cottage

Colony Poolside: A charming bungalow near Duval

Kampground Paradise w/Kayaks, Heated Pool & Marina

Pete's East Cottage: Cypress east cottage steps

Luxurious Oasis: 2BR w/Pool, Tiki, Dock & Beach

Colony Calypso - A quaint 1 Bedroom Cottage
Quick stats about cottage rentals in Key West
Total rentals
40 properties
Nightly prices starting at
€ 71 before taxes and fees
Total number of reviews
1.1K 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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