Cottages in Key West
Find the cottages that appeal to you the most
Cottages for every style
Find the right cottage for you in Key West
Top picks for Key West hotels
Explore our most popular hotels in Key West
- Scored out of 10, guest rating 8.5Very good - What previous guests thought, 296 reviewsFromUS$3141 night, 2 adults
- Scored out of 10, guest rating 8.7Fabulous - What previous guests thought, 27 reviewsFromUS$3141 night, 2 adults
- Scored out of 10, guest rating 7.0Good - What previous guests thought, 7 reviewsFromUS$2481 night, 2 adults
- Scored out of 10, guest rating 9.7Exceptional - What previous guests thought, 318 reviewsFromUS$4491 night, 2 adults
- Scored out of 10, guest rating 8.7Fabulous - What previous guests thought, 134 reviewsFromUS$3841 night, 2 adults
- Scored out of 10, guest rating 9.2Superb - What previous guests thought, 17 reviewsFromUS$3531 night, 2 adults
- Scored out of 10, guest rating 8.2Very good - What previous guests thought, 50 reviewsFromUS$2611 night, 2 adults
- Scored out of 10, guest rating 9.3Superb - What previous guests thought, 29 reviewsFromUS$3231 night, 2 adults
- FromUS$3071 night, 2 adults
- Scored out of 10, guest rating 7.4Good - What previous guests thought, 16 reviewsFromUS$6981 night, 2 adults
- Scored out of 10, guest rating 7.9Good - What previous guests thought, 14 reviewsFromUS$5691 night, 2 adults
- Scored out of 10, guest rating 7.5Good - What previous guests thought, 31 reviewsFromUS$2271 night, 2 adults
- Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 7 reviewsFromUS$7751 night, 2 adults
- Scored out of 10, guest rating 7.0Good - What previous guests thought, 2 reviewsFromUS$6141 night, 2 adults
- Scored out of 10, guest rating 7.2Good - What previous guests thought, 6 reviewsFromUS$8271 night, 2 adults
- FromUS$2371 night, 2 adults
- Scored out of 10, guest rating 8.8Fabulous - What previous guests thought, 6 reviewsFromUS$3121 night, 2 adults
- Scored out of 10, guest rating 7.8Good - What previous guests thought, 28 reviewsFromUS$6251 night, 2 adults
- Scored out of 10, guest rating 5.6Passable - What previous guests thought, 9 reviewsFromUS$2401 night, 2 adults
- FromUS$4171 night, 2 adults
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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.
Prime Downtown Key West Spot - The Cozy Little Cottage
Situated in Key West, 600 metres from Duval Street and 500 metres from Ernest Hemingway Home and Museum, Prime Downtown Key West Spot - The Cozy Little Cottage provides accommodation with amenities...
St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock
Set in Key West, 1.4 km from Rest Beach and 1.7 km from Ernest Hemingway Home and Museum, St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock offers a garden and air conditioning.
Aquaria House -Pool & Boat Dock
Boasting air-conditioned accommodation with a private pool, Aquaria House -Pool & Boat Dock is situated in Key West.
Evershore House -Pool, Parking, Dock!
Featuring air-conditioned accommodation with a private pool, Evershore House -Pool, Parking, Dock! is located in Key West.
Sky Loft in Key West
In the centre of Key West, located within a short distance of Simonton Street Beach and Duval Street, Sky Loft in Key West offers free WiFi, air conditioning and household amenities such as a...
Grand Marina Suite -Waterfront Condo
Located in Key West, 9.1 km from Ernest Hemingway Home and Museum and 9.2 km from Duval Street, Grand Marina Suite -Waterfront Condo offers a garden and air conditioning.
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 1.8 km from the Southernmost Point.
Ibis Suite - Southernmost Sanctuary
Set in Key West, 300 metres from Southernmost Point, less than 1 km from Ernest Hemingway Home and Museum and a 12-minute walk from Duval Street, Ibis Suite - Southernmost Sanctuary offers...
New The Cottage at James House
Situated in the centre of Key West, 500 metres from Simonton Street Beach and 400 metres from Key West Aquarium, New The Cottage at James House offers free WiFi, a garden and air conditioning.
The best cottages in Key West
Check out our pick of great cottages in Key West
Filter by:
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.
Prime Downtown Key West Spot - The Cozy Little Cottage
Situated in Key West, 600 metres from Duval Street and 500 metres from Ernest Hemingway Home and Museum, Prime Downtown Key West Spot - The Cozy Little Cottage provides accommodation with amenities...
St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock
Set in Key West, 1.4 km from Rest Beach and 1.7 km from Ernest Hemingway Home and Museum, St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock offers a garden and air conditioning.
Aquaria House -Pool & Boat Dock
Boasting air-conditioned accommodation with a private pool, Aquaria House -Pool & Boat Dock is situated in Key West.
Evershore House -Pool, Parking, Dock!
Featuring air-conditioned accommodation with a private pool, Evershore House -Pool, Parking, Dock! is located in Key West.
Sky Loft in Key West
In the centre of Key West, located within a short distance of Simonton Street Beach and Duval Street, Sky Loft in Key West offers free WiFi, air conditioning and household amenities such as a...
Grand Marina Suite -Waterfront Condo
Located in Key West, 9.1 km from Ernest Hemingway Home and Museum and 9.2 km from Duval Street, Grand Marina Suite -Waterfront Condo offers a garden and air conditioning.
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 1.8 km from the Southernmost Point.
Ibis Suite - Southernmost Sanctuary
Set in Key West, 300 metres from Southernmost Point, less than 1 km from Ernest Hemingway Home and Museum and a 12-minute walk from Duval Street, Ibis Suite - Southernmost Sanctuary offers...
New The Cottage at James House
Situated in the centre of Key West, 500 metres from Simonton Street Beach and 400 metres from Key West Aquarium, New The Cottage at James House offers free WiFi, a garden and air conditioning.
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Most booked cottages in Key West and surroundings 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
Popular with guests booking cottages in Key West
Popular with guests booking cottages in Key West
Popular with guests booking cottages in Key West
Popular with guests booking cottages in Key West
Popular with guests booking cottages in Key West
Popular with guests booking cottages in Key West
Popular with guests booking cottages in Key West
These cottages in Key West and nearby have options with free cancellation
NEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking
Set in the centre of Key West, 600 metres from South Beach and 500 metres from Ernest Hemingway Home and Museum, NEW!
New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
Located in the centre of Key West, 600 metres from South Beach and 500 metres from Ernest Hemingway Home and Museum, New Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool offers free WiFi and...
Coconut Palm
Right in the heart of Key West, situated within a short distance of South Beach and Ernest Hemingway Home and Museum, Coconut Palm offers free WiFi, air conditioning and household amenities such as a...
Sweet Caroline
Located in the centre of Key West, 400 metres from Simonton Street Beach and 500 metres from Key West Aquarium, Sweet Caroline offers free WiFi, a garden and air conditioning.
Key Lime Cottage
In a prime location in the centre of Key West, Key Lime Cottage offers air-conditioned rooms, a garden and free WiFi.
Rigby House - Brand New with Private Pool
Right in the heart of Key West, situated within a short distance of Simonton Street Beach and Key West Aquarium, Rigby House - Brand New with Private Pool offers free WiFi, air conditioning and...
The Trinidad -Pool & Parking
Boasting air-conditioned accommodation with a patio, The Trinidad -Pool & Parking is situated in Key West. Featuring a lift, this property also provides guests with an outdoor pool.
Brand New Catchlight House with Private Pool
Boasting air-conditioned accommodation with a private pool, Brand New Catchlight House with Private Pool is situated in Key West. Guests staying at this holiday home have access to a patio.
Travelling by car? These cottages in Key West and nearby offer free parking
Casa De Cuba
Situated in the centre of Key West, 500 metres from South Beach and 400 metres from Ernest Hemingway Home and Museum, Casa De Cuba offers free WiFi, a spa and wellness centre and air conditioning.
Duval Street Retreat
Located 400 metres from South Beach and 400 metres from Southernmost Point in the centre of Key West, Duval Street Retreat provides accommodation with free WiFi and free private parking.
Southern Palms
In the heart of Key West, set within a short distance of South Beach and Ernest Hemingway Home and Museum, Southern Palms offers free WiFi, air conditioning and household amenities such as a microwave...
Situated in the centre of Key West, less than 1 km from Simonton Street Beach and a 3-minute walk from Duval Street, Mansion The Watson House offers free WiFi, a spa and wellness centre and air...
New The Windrose House - Pool & Pets
Featuring air-conditioned accommodation with a private pool, New The Windrose House - Pool & Pets is located in Key West. Guests staying at this holiday home have access to a patio.
Featuring air-conditioned accommodation with a private pool, New The Altair House - Fire Pit Pool & Hot Tub is located in Key West. Guests staying at this holiday home have access to a patio.
Waterlane House -Pool & Boat Dock
Boasting air-conditioned accommodation with a private pool, Waterlane House -Pool & Boat Dock is set in Stock Island.
Capmar House -Huge Home & Pool
Boasting air-conditioned accommodation with a private pool, Capmar House -Huge Home & Pool is situated in Stock Island.
Enjoy breakfast in Key West and nearby
Charmayne's Cottages - Truman @ Duval
Set in Key West, 200 metres from Ernest Hemingway Home and Museum and 400 metres from Duval Street, Charmayne's Cottages - Truman @ Duval offers air conditioning.
Scott's Cottage - Truman @ Duval Unit F
Scott's Cottage - Truman @ Duval Unit F is located in the Downtown Key West district of Key West, 200 metres from Ernest Hemingway Home and Museum, 400 metres from Duval Street and 600 metres from...
Lighthouse Suites Collection
Offering free WiFi and sea views, Lighthouse Suites Collection is an accommodation set in the heart of Key West, just 600 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum.
Key West Light Suite
Offering free WiFi and sea views, Key West Light Suite is an accommodation situated right in the heart of Key West, just 700 metres from South Beach and 200 metres from Ernest Hemingway Home and...
Paradise Suite
Paradise Suite has a patio and is situated in Key West, within just 400 metres of Duval Street and 300 metres of Ernest Hemingway Home and Museum.
Hemingway's View
Boasting air-conditioned accommodation with a patio, Hemingway's View is situated in Key West. Located in the Downtown Key West district, the property provides guests with access to a hot tub.
Set in the centre of Key West, 700 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, BachelorPARTY HQ for 16-Feet to Duval-Pool-Hot tub offers free WiFi, a garden and air...
Crawl to Duval w/ Hot tub
Featuring air-conditioned accommodation with a balcony, Crawl to Duval w/ Hot tub is located in Key West. This property offers access to a terrace and free private parking.
