Cottages in Key West
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The best cottages in Key West
Check out our selection of great cottages in Key West
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Key West Villas
Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided.
Andros - Spacious 2x2 Waterfront Condo
Just a 16-minute walk from Rest Beach and 1.1 miles from Ernest Hemingway Home and Museum, Andros - Spacious 2x2 Waterfront Condo features accommodations in Key West with a garden.
The Cozy Little Cottage
Just a 18-minute walk from Key West Aquarium and one mile from Mallory Dock, The Cozy Little Cottage features accommodations in Key West with a terrace.
St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock
St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock is located in Key West, just 1.3 miles from Southernmost Point and 1.5 miles from Key West Aquarium.
St Croix - Downtown 4x4 Waterfront Penthouse Pool Dock Pet
St Croix - Downtown 4x4 Waterfront Penthouse Pool Dock Pet is located in Key West, just 1.3 miles from Southernmost Point and 1.5 miles from Key West Aquarium.
Eleuthera - 2x2 Fully Updated Old Town Waterfront Corner Condo
Eleuthera - 2x2 Fully Updated Old Town Waterfront Corner Condo offers accommodations in Key West, 1.3 miles from Southernmost Point and 1.6 miles from Key West Aquarium.
Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly
Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly is located in Key West, just 1.3 miles from Southernmost Point and 1.5 miles from Key West Aquarium.
Evershore House -Pool, Parking, Dock!
Evershore House -Pool, Parking, Dock! is located in Key West, just 5.3 miles from Ernest Hemingway Home and Museum and 5.3 miles from Duval Street.
Keys Please!
Keys Please! is located in Key West, just 1.1 miles from Key West Aquarium and 1.1 miles from Mallory Dock. This vacation home offers air-conditioned accommodations with free Wifi.
The St Martin -Hot Tub & Pool
The St Martin -Hot Tub & Pool offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.
Looking for a cottage?
Most booked cottages in Key West and surrounding area in the past month
Popular with guests booking cottages in Key West
Scored out of 10, guest rating 9.5Exceptional - What previous guests thought, 2 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 9.2Wonderful - What previous guests thought, 6 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 7.9Good - What previous guests thought, 18 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 9.0Wonderful - What previous guests thought, 16 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 8.7Excellent - What previous guests thought, 24 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 354 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 9.2Wonderful - What previous guests thought, 16 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 8.0Very Good - What previous guests thought, 52 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 8.9Excellent - What previous guests thought, 124 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 8.4Very Good - What previous guests thought, 299 reviews
Enjoy breakfast in Key West and nearby
Charmayne's Cottages - Truman @ Duval
Downtown Key West, Key WestBreakfast optionsCharmayne's Cottages - Truman @ Duval is located in Key West, just a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. This vacation home offers accommodations with a balcony.
Scott's Cottage - Truman @ Duval Unit F
Downtown Key West, Key WestBreakfast optionsScott's Cottage - Truman @ Duval Unit F offers accommodations in Key West, a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock.
From $357.08 per nightThe Lighthouse Penthouse Suite
Downtown Key West, Key WestBreakfast optionsThe Lighthouse Penthouse Suite offers accommodations in Key West, a 16-minute walk from Mallory Square and 0.8 miles from Key West Aquarium.
From $1,451.46 per nightSombrero Reef Light Suite
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewSombrero Reef Light Suite offers accommodations in Key West, a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. Featuring sea views, this vacation home also comes with free Wifi.
From $716.14 per nightKey West Light Suite
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 9.5Exceptional - What previous guests thought, 2 reviewsKey West Light Suite is located in Key West, just a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. Featuring sea views, this vacation home also comes with free Wifi.
Paradise Suite
Downtown Key West, Key WestBreakfast optionsParadise Suite offers accommodations in Key West, a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. This vacation home features accommodations with a patio.
- Scored out of 10, guest rating 8.2Very Good - What previous guests thought, 13 reviews
Just a 1-minute walk from Ernest Hemingway Home and Museum and 500 yards from Duval Street, Just steps to Duval- Sleeps 10- Heated Pool House features accommodations in Key West with a garden.
BachelorPARTY HQ for 16-Feet to Duval-Pool-Hot tub is located in Key West, just a 15-minute walk from Key West Aquarium and 0.8 miles from Mallory Dock.
Traveling by car? These cottages in Key West and nearby offer free parking
- Scored out of 10, guest rating 7.5Good - What previous guests thought, 16 reviews
Casa Key West-Pool & Free Parking offers accommodations in Key West, a 19-minute walk from Key West Aquarium and one mile from Mallory Dock.
From $1,206.17 per night NEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking
Downtown Key West, Key WestFree parkingScored out of 10, guest rating 5.0Fair - What previous guests thought, 2 reviewsNEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking is located in Key West, just a 18-minute walk from Key West Aquarium and one mile from Mallory Dock.
- Scored out of 10, guest rating 8.7Excellent - What previous guests thought, 24 reviews
Sea Breeze -Great Location! is located in Key West, just a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock.
From $697.89 per night Duval Street Retreat
Downtown Key West, Key WestFree parkingScored out of 10, guest rating 9.7Exceptional - What previous guests thought, 3 reviewsDuval Street Retreat offers accommodations in Key West, a 18-minute walk from Key West Aquarium and one mile from Mallory Dock.
Duval Hideaway
Downtown Key West, Key WestFree parkingScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 2 reviewsDuval Hideaway is located in Key West, just a 18-minute walk from Key West Aquarium and one mile from Mallory Dock. This property offers access to a balcony, free private parking, and free Wifi.
Conch Cove
Downtown Key West, Key WestFree parkingJust a 3-minute walk from Duval Street and 600 yards from Ernest Hemingway Home and Museum, Conch Cove features accommodations in Key West with massage services.
New Rose Retreat - Pool & Parking offers accommodations in Key West, a 7-minute walk from Mallory Square and 0.7 miles from Ernest Hemingway Home and Museum.
From $1,243.41 per nightSweet Caroline
Downtown Key West, Key WestFree parkingScored out of 10, guest rating 7.2Good - What previous guests thought, 9 reviewsSweet Caroline offers accommodations in Key West, a 8-minute walk from Duval Street and 0.7 miles from Ernest Hemingway Home and Museum.
From $862.14 per night
These cottages in Key West and nearby have options with free cancellation
Tortugas Harbor Light Suite
Downtown Key West, Key WestFree cancellation options availableTortugas Harbor Light Suite offers accommodations in Key West, a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. Featuring sea views, this vacation home also offers free Wifi.
From $653.90 per nightAmerican Shoal Light Suite
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewAmerican Shoal Light Suite offers accommodations in Key West, a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock.
Alligator Reef Light Suite
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewAlligator Reef Light Suite is located in Key West, just a 15-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock. Featuring sea views, this vacation home also comes with free Wifi.
From $789.21 per nightCarysfort Reef Light Suite
Downtown Key West, Key WestFree cancellation options availableCarysfort Reef Light Suite offers accommodations in Key West, a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock.
Coconut Palm
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 5.3Fair - What previous guests thought, 3 reviewsCoconut Palm offers accommodations in Key West, a 11-minute walk from Key West Aquarium and 0.6 miles from Mallory Dock. This property offers a private pool and free Wifi.
Curry House - Room 9
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 5.6Fair - What previous guests thought, 15 reviewsCurry House - Room 9 is located in Key West, just a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. Guests staying at this vacation home have access to free Wifi and a patio.
From $320.96 per nightKey Lime Cottage
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 4.0Disappointing - What previous guests thought, 1 reviewWell set in the center of Key West, Key Lime Cottage provides air-conditioned rooms, a garden and free WiFi.
From $466.31 per nightThe Mesa House-Close to Duval!
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 7.0Good - What previous guests thought, 2 reviewsThe Mesa House-Close to Duval! offers accommodations in Key West, a 9-minute walk from Duval Street and 0.7 miles from Ernest Hemingway Home and Museum.
From $1,042.49 per night
