Cottages in Key West
Find the cottages that appeal to you the most
The best cottages in Key West
Check out our selection of great cottages in Key West
Filter by:
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.
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.
The Exuma Cay -Pool View & Parking
The Exuma Cay -Pool View & Parking offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.
Sky Loft in Key West
Sky Loft in Key West offers accommodations in Key West, a 13-minute walk from Mallory Dock and 0.7 miles from Mallory Square. This vacation home provides accommodations with a patio and free Wifi.
Grand Marina Suite -Waterfront Condo
5.7 miles from Ernest Hemingway Home and Museum in Key West, Grand Marina Suite -Waterfront Condo provides accommodations with access to a fitness center.
Rose Lane Villas
Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.1 mi from the Southernmost Point.
New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers accommodations in Key West, a 18-minute walk from Key West Aquarium and one mile from Mallory Dock.
The Barbados -Bright Condo w Pool
The Barbados -Bright Condo w Pool is located in Key West, just 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
Popular with guests booking cottages in Key West
Popular with guests booking cottages in Key West
Scored out of 10, guest rating 8.0Very Good - What previous guests thought, 14 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 9.3Wonderful - What previous guests thought, 16 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 9.3Wonderful - What previous guests thought, 27 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 8.0Very Good - What previous guests thought, 50 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 8.4Very Good - What previous guests thought, 302 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 9.7Exceptional - What previous guests thought, 349 reviews
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, 17 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 XOF 1,139,876 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.
From XOF 870,699 per nightSweet Caroline
Downtown Key West, Key WestFree parkingScored out of 10, guest rating 7.2Good - What previous guests thought, 8 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 XOF 960,340 per nightKey Lime Cottage
Downtown Key West, Key WestFree parkingScored 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 XOF 455,157 per night- Scored out of 10, guest rating 7.1Good - What previous guests thought, 7 reviews
NEW Grenada Suite - Parking Pool & Pets 209 is located in Key West, just 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.
From XOF 326,822 per night The Grand Turk -Sunset View & Pool
Key WestFree parkingScored out of 10, guest rating 7.9Good - What previous guests thought, 18 reviewsThe Grand Turk -Sunset View & Pool offers accommodations in Key West, 4 miles from Southernmost Point and 4.6 miles from Ernest Hemingway Home and Museum.
- 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.
These cottages in Key West and nearby have options with free cancellation
The Fleming Suite
Key WestFree cancellation options availableScored out of 10, guest rating 2.0Very Poor - What previous guests thought, 1 reviewThe Fleming Suite offers accommodations in Key West, 1.6 miles from Key West Aquarium and 1.6 miles from Mallory Dock. The air-conditioned accommodation is a 16-minute walk from Rest Beach.
From XOF 446,126 per nightCharmayne's Cottages - Truman @ Duval
Downtown Key West, Key WestFree cancellation options availableCharmayne'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 WestFree cancellation options availableScott'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 XOF 313,975 per nightThe Lighthouse Penthouse Suite
Downtown Key West, Key WestFree cancellation options availableThe Lighthouse Penthouse Suite in Key West offers accommodations with free Wifi, a 2-minute walk from Ernest Hemingway Home and Museum, 500 yards from Duval Street, and a 7-minute walk from...
Sombrero Reef Light Suite
Downtown Key West, Key WestFree cancellation options availableScored 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 XOF 440,633 per nightTortugas 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.
American Shoal Light Suite
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewJust a 2-minute walk from Ernest Hemingway Home and Museum and 500 yards from Duval Street, American Shoal Light Suite features accommodations in Key West with a garden.
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.
Enjoy breakfast in Key West and nearby
Key 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.
Carysfort Reef Light Suite
Downtown Key West, Key WestBreakfast optionsCarysfort Reef Light Suite offers accommodations in Key West, a 16-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock.
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.
Hemingway's View
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 7.9Good - What previous guests thought, 26 reviewsA 4-minute walk from Duval Street in Key West, Hemingway's View provides accommodations with access to a hot tub. This vacation home features air-conditioned accommodations with a patio.
Crawl to Duval w/ Hot tub
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 8.2Very Good - What previous guests thought, 8 reviewsA few steps from Ernest Hemingway Home and Museum in Key West, Crawl to Duval w/ Hot tub provides accommodations with access to a hot tub.
Tobago House
Downtown Key West, Key WestBreakfast optionsA 4-minute walk from Duval Street in Key West, Tobago House provides accommodations with access to a hot tub and spa center. This vacation home features air-conditioned accommodations with a balcony.
Esperanza Suite
Downtown Key West, Key WestBreakfast optionsA 4-minute walk from Ernest Hemingway Home and Museum in Key West, Esperanza Suite provides accommodations with access to a hot tub and spa center.
Nassau Suite Key West
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 5.0Fair - What previous guests thought, 3 reviewsNassau Suite Key West offers accommodations in Key West, a 17-minute walk from Key West Aquarium and 0.9 miles from Mallory Dock.
