Shuttle To Town, Stay For The Party, Poolside Fun | Key Wests New Hot Spot
1 4
hotel , Key West
This Key West apartment, situated in New Town, offers complimentary shuttle access to Old Town, Smathers Beach, and attractions such as the Ernest Hemingway Home and Museum, all within a short distance. The 575 sq ft (53.5 sq m) one-bedroom, one-bathroom dwelling sleeps four, boasting resort amenities including a pool, Rum Row tiki bar, The Backyard restaurant, a fitness centre, and daily cleaning; pet-friendly (50lb weight limit, fees apply).
10 2 reviews
Key West
12/29 – 12/31
HK$7311/nighttotal: HK$14622 (2 )
Sun, Sip, & Socialize | Island Stay With 2 Pools & Lawn Games
1 2
hotel , Key West
This beachfront Key West property, situated in New Town, is a 1.9km stroll from the Key West Tropical Forest and Botanical Garden and a 2.3km walk from Regal Key West. This one-bedroom, one-bathroom apartment sleeps three guests and offers a swimming pool, air conditioning, Wi-Fi, and on-site parking, with easy access to water sports and nearby attractions including the Ernest Hemingway Home and Museum.
8.0 1 review
Key West
06/27 – 06/28
HK$11614/nightfor 1 night
Blue Flamingo Resort L 4 Rooms, Pool, Cabanas, Karaoke & Old Town Shuttle
4 7
hotel , Key West
Blue Flamingo Resort, situated in Key West's New Town, offers convenient access to beaches, restaurants, and attractions such as the Ernest Hemingway Home and Museum and the Southernmost Point. The Blue Flamingo Resort L 4 Rooms, Pool, Cabanas, Karaoke & Old Town Shuttle offers 4 ensuite bedrooms totalling 120 square metres, accommodating up to 16 guests, and includes a pool, fitness centre, daily housekeeping, and pet-friendly options (up to 50lb, £40/pet/day).
This Key West bungalow is situated in Old Town, a short walk from the Ernest Hemingway Home and Museum and Duval Street. The 24-square-metre (270 sq ft) self-catering unit sleeps two, features a king-size bed, flat-screen TV, and refrigerator, and includes daily housekeeping and complimentary breakfast and afternoon refreshments.
9.4 1898 reviews
Key West
07/24 – 07/25
HK$3214/nightfor 1 night
Island City House
1 4
hotel , Key West
Island City House, a 3-star hotel in Key West's Island City district, is a short walk from the Key West seaport, 0.75 km from the Key West Aquarium, and 0.96 km from Mallory Square. This adults-only (25+) establishment offers guest rooms with kitchens, an outdoor pool, garden, terrace, and on-site amenities including luggage storage, laundry facilities, and car/bicycle hire; free WiFi and cable TV are provided.
9.0 8896 reviews
Key West
12/29 – 01/27
HK$3701/nighttotal: HK$107329 (29 )
Silver Palms Inn
1 2
hotel , Key West
The Silver Palms Inn is a 3-star hotel situated in historic Key West, a short walk from the Ernest Hemingway Museum and close to the Harry S. Truman Little White House. It has received very good user ratings for its cleanliness and location. The rooms in this hotel are spacious, each offering 34 square metres of floor space. Guests can enjoy a range of amenities, including a swimming pool, a terrace, and a continental breakfast, as well as convenient features like a fitness centre and room service.
8.2 47 reviews
Key West
12/30 – 01/10
HK$14476/nighttotal: HK$159236 (11 )
King Suite Balcony - At James House
2 5
hotel , Key West
The King Suite Balcony at James House enjoys a central Key West location, within a short walk of the Key West Aquarium, Mallory Dock, and Duval Street, offering easy access to many attractions. This 26-square-metre suite features one bedroom, one bathroom, accommodates up to four guests, and includes a private patio with city views, air conditioning, free Wi-Fi, and pet-friendly options.
Key West
09/05 – 09/19
HK$4712/nighttotal: HK$65968 (14 )
Tropical Island Retreat Near Florida Beaches With Pool & Views!
1 4
hotel , Key West
This Key West hotel, situated in the Historic District, is close to Duval Street and within easy walking distance of the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park. The 39-square-metre (420 square feet) boutique hotel room offers two queen-sized beds, accommodating up to four guests, and includes amenities such as a mini-refrigerator, daily breakfast credit for Old Town Bakery, and access to a shared pool and bicycles.
9.1 4702 reviews
Key West
09/13 – 09/27
HK$2360/nighttotal: HK$33040 (14 )
The Capitana Key West
1 2
hotel , Key West
The Capitana Key West is a beachfront hotel situated just over a mile from Smathers Beach, offering easy access to the beautiful southern beaches of Key West. This 4-star hotel has received excellent user ratings, indicating a high level of satisfaction from previous guests. The hotel provides a range of facilities for a relaxing and enjoyable stay, including a swimming pool, a hot tub, and a fitness centre. Guests can also enjoy a continental breakfast, dine at the on-site restaurant, and unwind at the bar, all within the comfortable and modern accommodation.
10 2 reviews
Key West
07/08 – 07/09
HK$3062/nightfor 1 night
Deluxe King Room At Southernmost Beach Resort Beach Access & Garden Views!
1 2
hotel , Key West
The Deluxe King Room At Southernmost Beach Resort, located in Key West's Old Town, is steps from Duval Street and offers easy access to other major attractions. This 28-square-metre (301-square-foot) hotel room boasts a king-size bed, private balcony, and access to three swimming pools, a private beach area, and an on-site spa; it sleeps two guests.
Key West
12/29 – 01/27
HK$11320/nighttotal: HK$328280 (29 )
Tranquil Bungalow W/ An Artistic Vibe In Vibrant Key West | Breakfast Included
1 2
hotel , Key West
This Key West Treehouse Suite, located in the Historic District, is a short walk from Duval Street and close to the Ernest Hemingway Home and Museum. The 54-square-metre (581-square-foot) self-catering unit sleeps four, featuring a king-size bed, sofa bed, private balcony, and daily housekeeping, plus access to three pools, a concierge, and a bar.
9.1 1153 reviews
Key West
12/30 – 01/10
HK$15361/nighttotal: HK$168971 (11 )
Ridley House - Key West Historic Inns
2 5
hotel , Key West
The Kimpton Ridley House - adult only, an IHG Hotel, is a 3-star property located just a 10-minute walk from Duval Street, Key West's main nightlife and dining area, and within walking distance of popular attractions like Mallory Square and the Southernmost Point of the USA. This hotel consistently receives excellent user ratings for its location and overall experience. This boutique hotel offers a single bedroom and bathroom, with a continental breakfast included. Guests can enjoy the outdoor pool, a terrace or balcony, and a garden, as well as access to a restaurant, bar, and concierge services.
Best Key West luxury hotels (4 and 5 stars)
Among the 609 accommodations in Key West, here are the 4 best luxury hotels
8.8 485 reviews
Key West
01/06 – 01/08
HK$11121/nighttotal: HK$22242 (2 )
The Saint Hotel Key West, Autograph Collection, Adult Only
2 5
hotel , Key West
The Saint Hotel Key West, Autograph Collection is situated just off Duval Street, a short walk from both Mallory Square and the Key West Aquarium, placing you in the heart of the lively action. This 4-star hotel consistently receives very good user ratings, making it a popular choice for travellers. This hotel offers spacious rooms with modern amenities and a range of facilities, including a swimming pool, spa, restaurant, and bar. You can also enjoy concierge services, free parking, and bicycle rentals to explore the island at your own pace.
8.5 4689 reviews
Key West
10/30 – 11/04
HK$2168/nighttotal: HK$10840 (5 )
Havana Cabana At Key West
1 2
hotel , Key West
Havana Cabana at Key West is a 4-star hotel located just a short drive from Key West's main attractions, including Mallory Square and Duval Street, offering a peaceful retreat from the bustling city centre. It has consistently received very good ratings from guests for its location, cleanliness, and overall experience. The hotel features a range of amenities including a swimming pool, a jacuzzi, a restaurant, a bar, and a fitness centre, providing plenty of opportunities for relaxation and entertainment. Guests can also enjoy the tranquil garden and terrace, or simply unwind in their comfortable rooms, which come equipped with modern amenities like a flat-screen TV and free Wi-Fi.
Key West
06/23 – 06/24
HK$2760/nightfor 1 night
Southernmost House
1 2
hotel , Key West
Hotel listing in a 4 star hotel. Your accommodation will be located in Key West. Facilities and services: a dish washer, a terrace and a coffee place. Take advantage of the garden in this hotel!
8.2 3636 reviews
Key West
12/30 – 01/10
HK$10276/nighttotal: HK$113036 (11 )
Blue Flamingo Resort Key West
2 5
hotel , Key West
The Blue Flamingo Resort Key West, a 4-star hotel, is located at the entrance to Key West, providing convenient access to Old Town via a complimentary daily shuttle service. This resort offers newly renovated island-inspired rooms, multiple dining options including Rum Row and Toasted Coconut, a swimming pool with cabanas, and the Backyard Pool & Social Club featuring lawn games and entertainment, with adult-only (21+) check-in.
Best Key West hotels with a pool
Among the 609 accommodations in Key West, here are the 4 best hotels with a pool
9.7 1493 reviews
Key West
12/30 – 01/10
HK$19646/nighttotal: HK$216106 (11 )
The Gardens Hotel
2 5
hotel , Key West
The Gardens Hotel is located in Key West, just a minute's walk from lively Duval Street and a short drive from the Key West Butterfly and Nature Conservatory. The hotel is rated 4 stars and has received excellent reviews from previous guests. This adult-only hotel offers a peaceful escape with two outdoor pools and private balconies or patios. Guests can enjoy live jazz music in the gardens, on-site bicycle rentals, massage services, and a range of other amenities including a restaurant, bar, fitness centre and tennis court.
9.9 1316 reviews
Key West
07/31 – 08/02
HK$3531/nighttotal: HK$7062 (2 )
Almond Tree Inn - Adults Only
1 2
hotel , Key West
The Almond Tree Inn - Adults Only is located in Old Town Key West, a short walk from the Ernest Hemingway House and Museum, the Historic Lighthouse, and the Southernmost Point. This 3-star hotel has received excellent user ratings for its location, cleanliness, and overall experience. The inn is a peaceful retreat for adults seeking a quiet getaway. Amenities include a swimming pool, hot tub, a terrace, a garden, a spa, a restaurant, a bar, and free parking. Guests can enjoy a daily continental breakfast and happy hour with complimentary drinks on the deck by the pool.
9.4 1017 reviews
Key West
11/23 – 11/29
HK$20753/nighttotal: HK$124518 (6 )
Southernmost House - Adult Exclusive
3 6
hotel , Key West
The Southernmost House Hotel in Key West, Florida enjoys a prime location near the Southernmost Point buoy, within easy walking distance of Duval Street's shops and restaurants. This 3-star hotel offers guests comfortable rooms with amenities including air conditioning, flat-screen televisions, and some with balconies or terraces; on-site facilities include a swimming pool, garden, and restaurant.
9.8 144 reviews
Key West
01/06 – 01/08
HK$30093/nighttotal: HK$60186 (2 )
Oversized Home For The Whole Family W/private Pool & Dock
5 5
apartment , Key West
This 5-bedroom house is situated in the Meadows district of Key West, just under 2 kilometres from Duval Street and the Ernest Hemingway Home and Museum. It has received excellent ratings for location, cleanliness, and user experience. The property spans 287 square metres and comfortably accommodates up to 12 guests. It features a private pool, a spa tub, a tennis court, a fully equipped kitchen, and a garden, providing plenty of opportunities for relaxation and entertainment.
Frequently asked questions about hotels in Key West
What are the best landmarks to visit in Key West, FL and around?
You absolutely must see the Southernmost Point Buoy, marking the southernmost point of the continental United States. The Hemingway House is also a must-see, with its famous six-toed cats. For a taste of history, visit Fort Zachary Taylor State Park, a preserved Civil War fort.
What are the best hotels with a swimming pool in Key West?
Which area in Key West, FL is a good option for staying in a hotel?
Old Town is a great choice, as it's close to the action, with lots of restaurants, shops, and bars. If you prefer a quieter stay, consider staying in the New Town area, which is further from the main tourist attractions.
What are the most popular 2, 3 and 4-star hotels in Key West?
What are the most affordable attractions in Key West, FL?
The Key West Butterfly and Nature Conservatory is a great way to escape the heat and see beautiful butterflies. You can also walk the historic streets and admire the architecture, and enjoy the free sunset celebrations at Mallory Square.
How can travelers relax during a week in Key West, FL?
Spend some time on the beach at Smathers Beach, or relax by the pool at your hotel. Take a sunset cruise, or rent a boat and explore the surrounding waters. And don't forget to enjoy the laid-back atmosphere of the island.
What are the best family friendly hotels in Key West?
Where can you find the best traditional local cuisine in Key West, FL?
For authentic Key West cuisine, try the Blue Heaven restaurant, known for its fresh seafood and laid-back atmosphere. The Cuban Coffee Queen is a great spot to grab a traditional Cuban coffee and pastries.
What are the best pet friendly hotels in Key West?
Key West has a wide range of hotels, from budget-friendly motels to luxurious resorts. You can find everything from historic inns to modern boutique hotels.
When is the best time to book a hotel in Key West, FL?
The best time to book a hotel is during the shoulder seasons, from April to May and September to October, when the weather is still good but the crowds are smaller.
What amenities do hotel rooms typically offer in Key West, FL?
Most hotel rooms in Key West offer basic amenities like air conditioning, Wi-Fi, and a TV. Many also have swimming pools, restaurants, and bars.
What pet-friendly activities are available in Key West, FL?
You can take your furry friend for a walk on the beach at Dog Beach, or enjoy a meal at one of the many pet-friendly restaurants. Some hotels also offer pet-friendly rooms.
Destinations nearby
Best Key West hotels with air conditioning
9.4 2036 reviews
Key West
10/14 – 10/16
HK$1669/nighttotal: HK$3338 (2 )
Simonton Court Historic Inn & Cottages
1 2
hotel , Key West
The Simonton Court Historic Inn & Cottages is situated in Key West, a short distance from Duval Street, the Ernest Hemingway Home and Museum, and Mallory Square. This 4-star hotel receives excellent user ratings for its location, cleanliness, and overall experience. The property offers a range of accommodation options, including rooms and cottages. Guests can enjoy a variety of amenities and activities, such as swimming pools, a fitness centre, a bar, and bicycle hire.
8.8 5322 reviews
Key West
10/30 – 11/04
HK$1966/nighttotal: HK$9830 (5 )
The Laureate Key West
1 2
hotel , Key West
The Laureate Key West is a 3-star hotel situated just a short distance from Key West's attractions, including Duval Street, the Ernest Hemingway Home and Museum, and Southernmost Point. It has consistently received very good user ratings for its location, cleanliness, and overall experience. The hotel offers a range of amenities to suit both leisure and business travellers, including a swimming pool, a jacuzzi, a terrace, a fitness centre, and a restaurant and bar. Guests can also enjoy views of the pool and the sea, and the hotel has a convenient location just 2.5 miles from Key West International Airport.
9.3 363 reviews
Key West
07/08 – 07/09
HK$2997/nightfor 1 night
Charming One Bedroom With See Front
1 2
hotel , Key West
This apartment is located just 0.9 kilometres from the centre of Key West and a 5-minute walk from Higgs Beach, offering a convenient base for exploring the island. The property has received excellent ratings for its cleanliness, location, and overall user experience. The apartment is well-equipped with a kitchen, air conditioning, and a swimming pool, ideal for a comfortable stay. Guests can also enjoy access to a garden, jacuzzi, fitness centre, and a bar, providing plenty of opportunities for relaxation and entertainment.
9.1 2045 reviews
Key West
07/02 – 07/05
HK$8759/nighttotal: HK$26277 (3 )
Paradise Inn - Adult Exclusive
2 4
hotel , Key West
Paradise Inn - Adult Exclusive is located in Key West, within easy reach of Higgs Beach, the Key West Aquarium and the Key West Museum-Art & History. This 3-star hotel has earned excellent user ratings for its location and overall experience. The accommodation features landscaped grounds with a peaceful atmosphere, perfect for couples or groups seeking a quiet getaway. Guests can enjoy a range of amenities including a swimming pool, hot tub, and complimentary continental breakfast, wine and cheese hour, and Wi-Fi.
Best Key West hotels with a balcony
Key West
08/01 – 08/08
HK$23272/nighttotal: HK$162904 (7 )
3 Charming Resort Stays With Private Beach & Spa Treatments - Key West Retreat
3 11
hotel , Key West
This Key West resort, part of the '3 Charming Resort Stays With Private Beach & Spa Treatments - Key West Retreat' offer, is located in the Historic District on Duval Street, a short distance from the Ernest Hemingway Home and Museum and the Southernmost Point buoy. The 84 square metre property features three oceanfront rooms, each with two queen-size beds and private balconies, accommodating up to twelve guests and offering a private beach, full-service spa, and various dining options.
Key West
06/28 – 07/02
HK$5740/nighttotal: HK$22960 (4 )
Relaxing Key West Retreat With Resort Pool, Minutes To Beaches & Attractions
2 4
hotel , Key West
This Key West apartment, situated in the Historic District, offers convenient proximity to the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park. The two-bedroom, two-bathroom flat boasts 800 sq ft of living space, sleeping up to eight guests and includes a swimming pool, parking (US$42 per day), daily housekeeping, and complimentary toiletries, as part of the 'Two Rooms for the Price of One' offer.
8.0 1 review
Key West
06/27 – 07/04
HK$5000/nighttotal: HK$35000 (7 )
Spacious Lanai Suite! Pool, Marina Access, Walk To Dining Spots & Museums
1 2
hotel , Key West
The Spacious Lanai Suite offers direct beach access within the Key West Historic District, placing you within 1 kilometre of the Ernest Hemingway Home and Museum and the Southernmost Point. This one-bedroom, one-bathroom accommodation for two guests includes a terrace, air conditioning, and internet, with pets welcomed for an additional charge, and features access to a shared outdoor pool and nearby water activities.
10 1 review
Key West
12/29 – 12/31
HK$9477/nighttotal: HK$18954 (2 )
Pool & Garden View 2 Queen Room At Marker Key West Harbor - Pet-friendly!
1 2
hotel , Key West
This Key West hotel apartment, located in the Historic District, offers convenient proximity to attractions such as the Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park. The 400 sq ft (37 sq m) self-catering studio sleeps four, includes a 46-inch HDTV, daily housekeeping, a private terrace/balcony, and access to a swimming pool and fitness centre; on-site parking costs £34 per day.