Cottages in Key West
Find the cottages that appeal to you the most
The best cottages in Key West
Check out our pick of great cottages in Key West
Filter by:
The Cozy Little Cottage
Situated in Key West, 600 metres from Duval Street and 500 metres from Ernest Hemingway Home and Museum, The Cozy Little Cottage provides accommodation with amenities such as free WiFi and a...
Evershore House -Pool, Parking, Dock!
Featuring air-conditioned accommodation with a private pool, Evershore House -Pool, Parking, Dock! is located in Key West.
Keys Please!
Set in the centre of Key West, 300 metres from South Beach and 400 metres from Southernmost Point, Keys Please! offers free WiFi, a garden and air conditioning.
The St Martin -Hot Tub & Pool
Boasting air-conditioned accommodation with a patio, The St Martin -Hot Tub & Pool is situated in Key West. Both free WiFi and parking on-site are accessible at the holiday home free of charge.
The Exuma Cay -Pool View & Parking
Boasting air-conditioned accommodation with a patio, The Exuma Cay -Pool View & Parking is situated in Key West. Featuring a lift, this property also provides guests with an outdoor pool.
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.
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...
The Barbados -Bright Condo w Pool
Set in Key West, 6.5 km from Southernmost Point and 7.3 km from Ernest Hemingway Home and Museum, The Barbados -Bright Condo w Pool offers air conditioning.
Looking for a cottage?
Most booked cottages in Key West and surroundings in the past month
Popular with guests booking cottages in Key West
Scored out of 10, guest rating 8.3Very good - What previous guests thought, 49 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 8.0Very good - What previous guests thought, 1 reviewPopular with guests booking cottages in Key West
Scored out of 10, guest rating 9.3Superb - What previous guests thought, 26 reviewsPopular with guests booking cottages in Key West
Popular with guests booking cottages in Key West
Scored out of 10, guest rating 9.0Superb - What previous guests thought, 16 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 9.3Superb - 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, 50 reviewsPopular with guests booking cottages in Key West
Scored out of 10, guest rating 8.9Fabulous - What previous guests thought, 123 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 9.7Exceptional - What previous guests thought, 350 reviews
These cottages in Key West and nearby have options with free cancellation
American Shoal Light Suite
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewLocated in the centre of Key West, just 600 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, American Shoal Light Suite provides accommodation with sea views and free WiFi...
From US$853.90 per nightAlligator Reef Light Suite
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewSituated in the centre of Key West, just 600 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, Alligator Reef Light Suite features accommodation with sea views and free...
From US$853.90 per nightKey West Light Suite
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 9.5Exceptional - What previous guests thought, 2 reviewsOffering 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...
Casa Key West-Pool & Free Parking
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 7.5Good - What previous guests thought, 17 reviewsRight in the heart of Key West, situated within a short distance of South Beach and Ernest Hemingway Home and Museum, Casa Key West-Pool & Free Parking offers free WiFi, air conditioning and household...
From US$1,216.52 per nightNew Casa Caribe by Brightwild- Two-Story Condo Rooftop Pool
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 8.0Very good - What previous guests thought, 14 reviewsLocated 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...
From US$903.83 per nightNEW! Villa Positano - Duval Square Condo, Pool, Hot Tub & Parking
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 5.0Passable - What previous guests thought, 2 reviewsSet in the centre of Key West, 600 metres from South Beach and 500 metres from Ernest Hemingway Home and Museum, NEW!
From US$958.16 per nightSea Breeze -Great Location!
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 8.6Fabulous - What previous guests thought, 25 reviewsIn the heart of Key West, set within a short distance of South Beach and Ernest Hemingway Home and Museum, Sea Breeze -Great Location!
From US$638.38 per nightCoconut Palm
Downtown Key West, Key WestFree cancellation options availableScored out of 10, guest rating 5.3Passable - What previous guests thought, 3 reviewsRight 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...
From US$1,305.06 per night
Enjoy breakfast in Key West and nearby
Charmayne's Cottages - Truman @ Duval
Downtown Key West, Key WestBreakfast optionsBoasting air-conditioned accommodation with a balcony, Charmayne's Cottages - Truman @ Duval is set in Key West.
Scott's Cottage - Truman @ Duval Unit F
Downtown Key West, Key WestBreakfast optionsScott'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...
The Lighthouse Penthouse Suite
Downtown Key West, Key WestBreakfast optionsLocated in the centre of Key West, 600 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, The Lighthouse Penthouse Suite offers free WiFi, a garden and air conditioning.
Sombrero Reef Light Suite
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 reviewSituated in the centre of Key West, just 600 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, Sombrero Reef Light Suite features accommodation with sea views and free WiFi...
Tortugas Harbor Light Suite
Downtown Key West, Key WestBreakfast optionsLocated in the centre of Key West, 600 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, Tortugas Harbor Light Suite offers free WiFi, a garden and air conditioning.
From US$780.83 per nightCarysfort Reef Light Suite
Downtown Key West, Key WestBreakfast optionsLocated in the centre of Key West, just 700 metres from South Beach and 200 metres from Ernest Hemingway Home and Museum, Carysfort Reef Light Suite provides accommodation with sea views and free WiFi...
From US$1,051.46 per nightParadise Suite
Downtown Key West, Key WestBreakfast optionsParadise 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
Downtown Key West, Key WestBreakfast optionsScored out of 10, guest rating 7.9Good - What previous guests thought, 26 reviewsBoasting 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.
Travelling by car? These cottages in Key West and nearby offer free parking
Duval Delight
Downtown Key West, Key WestFree parkingScored out of 10, guest rating 10.0Exceptional - What previous guests thought, 2 reviewsSituated 400 metres from South Beach and 400 metres from Ernest Hemingway Home and Museum in the centre of Key West, Duval Delight features accommodation with free WiFi and free private parking.
Southern Palms
Downtown Key West, Key WestFree parkingIn 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...
- Scored out of 10, guest rating 10.0Exceptional - What previous guests thought, 1 review
Located in the centre of Key West, less than 1 km from South Beach and a 3-minute walk from Duval Street, Contra House -Luxury Home With Pool offers free WiFi, a casino and air conditioning.
From US$1,798.71 per night Conch Cove
Downtown Key West, Key WestFree parkingSituated 1.1 km from South Beach and 300 metres from Duval Street in the centre of Key West, Conch Cove features accommodation with free WiFi and free private parking.
From US$1,841.84 per nightFeaturing air-conditioned accommodation with a private pool, city view and a patio, New Rose Retreat - Pool & Parking is located in Key West.
From US$1,185.19 per nightSweet Caroline
Downtown Key West, Key WestFree parkingScored out of 10, guest rating 7.2Good - What previous guests thought, 8 reviewsLocated in a central area of Key West, 400 metres from Simonton Street Beach, Sweet Caroline provides air-conditioned accommodation with free WiFi and a TV.
From US$1,041.98 per nightKey Lime Cottage
Downtown Key West, Key WestFree parkingScored out of 10, guest rating 4.0Disappointing - What previous guests thought, 1 reviewIn a prime location in the centre of Key West, Key Lime Cottage offers air-conditioned rooms, a garden and free WiFi.
From US$494.78 per nightRight 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...
From US$3,281.91 per night
FAQ about cottages in Key West
Research, refine and make plans for your whole trip
