
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

OCEANIA... water front cottage retreat ~

Ocean Breeze at Venture Out 537

ATLANTIS...Ocean Front Cottage Retreat!

NAUTILUS...ocean front cottage retreat ~

2BR dog-friendly water view stay, resort amenities

Conch Cabana in Paradise 23 miles outside Key West
Pet-friendly cottage rentals

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

Spacious cottage - the Calusa campground-keylargo

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

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON

Coming July 1! - The Jolly Rooster - Walk to Duval

Tropical Cottages - Cottage # 10

Prime Location 1B/1B Home

Cottage w/ FREE Sailboat, Kayak, Bikes & More
Private cottage rentals

Cottage w/ Full Kitchen FREE sailboats and kayaks

Colony Poolside: A charming bungalow near Duval

Waterfront cottage w/ MotherInLaw suite&boat slip

Pete's East Cottage: Cypress east cottage steps

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

Colony Calypso - A quaint 1 Bedroom Cottage

Kampground Escape /w Kayaks, Heated Pool And More

Serene Cozy Cottage in Islamorada with Heated Pool
Quick stats about cottage rentals in Key West
Total rentals
40 properties
Nightly prices starting at
€ 70 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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