
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.
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

Turtle Cove Views at Venture Out

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

Colony Sunset- Bright and airy cottage

Hidden Oasis @ the Colony ~ Great location

Stay at Hidden Treasure for a relaxing vacation!

Cottage on Bayfront Estate – Pool, Beach, & Dock

Osprey @ Colony

NEW! - The Jolly Rooster Cottage - Walk to Duval

Cute 1B/1B Lofted Cottage

Tropical Cottages - Cottage # 10
Private cottage rentals

Waterfront Cozy Cottage with Boat Ramp & Dock!

Pete's West Cottage steps from Duval

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

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

Colony Calypso - A quaint 1 Bedroom Cottage

NEW! - The Jolly Rooster Cottage - Walk to Duval

Namaste: A blissful one bedroom cottage

2br/1ba w heated pool, 1 mile to robbies marina
Quick stats about cottage rentals in Key West
Total rentals
30 properties
Nightly prices starting at
$108 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
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