
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 Key West cottage rentals
Cottage rentals with a hot tub

OCEANIA... water front cottage retreat ~

Calypso Cottage

Tidewater Views at Venture Out

Cozy, Perfect Conch Cottage! - VO315

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

Casa Bonita

Waterfront 1B/1B Tiny Home

Waterview 1B/1B Tiny Home

Cute 1B/1B Lofted Cottage

NEW! - The Jolly Rooster Cottage - Walk to Duval

Prime Location 1B/1B Home

Tropical Cottages - Cottage # 03

Ocean Front Cottage w/Pool & Free Parking
Private cottage rentals

Waterfront Cozy Cottage with Boat Ramp & Dock!

Waterfront Cottage Walk to World Famous Lorelei

Colony Poolside: A charming bungalow near Duval

Pete's West Cottage steps from Duval

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks

Colony Calypso - A quaint 1 Bedroom Cottage

NEW! - The Jolly Rooster Cottage - Walk to Duval

Namaste: A blissful one bedroom cottage
Quick stats about cottage rentals in Key West
Total rentals
30 properties
Nightly prices starting at
$107 AUD before taxes and fees
Total number of reviews
780 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
Destinations to explore
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