1. Southernmost Beach Resort and Guesthouses

- Location: Old Town Key West
- Guest rating: 8.6/10 (Excellent, 3664 reviews)
- Price: CA $301, CA $448 total, includes taxes & fees, Nov 30 - Dec 1
- Review: Beautiful hotel, loved our stay, by Damian
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Check prices for these dates, December 13–14, 2026




















Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Southernmost Beach Resort and GuesthousesOld Town Key West View |
Blue Flamingo Resort Key WestNew Town View |
Casa Marina Key West, Curio Collection by HiltonOld Town Key West View |
Margaritaville Beach House Key WestKey West View |
Havana Cabana at Key WestNew Town View |
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| 8.6Excellent3,664 reviews | 8.6Excellent2,796 reviews | 8.4Very good1,026 reviews | 8.8Excellent1,817 reviews | 9.0Wonderful1,905 reviews |
| CA $301 CA $448 totalincludes taxes & feesNov 30 - Dec 1 | CA $166 CA $267 totalincludes taxes & feesNov 16 - Nov 17 | CA $318 CA $454 totalincludes taxes & feesNov 23 - Nov 24 | CA $326 CA $457 totalincludes taxes & feesNov 29 - Nov 30 | CA $169 CA $280 totalincludes taxes & feesNov 29 - Nov 30 |
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Find the best Key West areas and neighborhoods for the activities you enjoy most. Learn more about Key West





View properties in map for Old Town Key West
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.





Photo by Ronaldo Esteves
View properties in map for New Town
Key West's New Town area offers a refreshing glimpse into local island living. Here residential streets create a peaceful retreat from tourist crowds. Find budget-friendly hotels and everyday conveniences like shopping plazas and grocery stores. Smathers Beach is just a short drive away for sun seekers. The area's suburban character makes it perfect for travellers who want authentic experiences with practical amenities. Most locals choose New Town for its relaxed pace and affordable dining options.





View properties in map for Downtown Key West
Historic Downtown Key West captivates with its colourful charm and rich maritime legacy. Stroll along iconic Duval Street where Victorian architecture meets lively bars and shops. Ernest Hemingway's former home welcomes visitors with its famous six-toed cats and literary history. Join the nightly Sunset Celebration at Mallory Square where street performers entertain against breathtaking Gulf views. The Historic Seaport offers boat tours and waterfront dining options. Most attractions sit within easy walking distance, making Downtown Key West perfect for exploring on foot.





View properties in map for Key West Historic District
Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.



Photo by David Lindsey

Photo by Monica Ferro

View properties in map for Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

Rating: 9.2/10 (20,928 reviews)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Rating: 9.2/10 (15,939 reviews)
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

Rating: 8.8/10 (17,214 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.

Rating: 8.4/10 (8,320 reviews)
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

Rating: 8.8/10 (2,184 reviews)
Separated from the mainland and encased by golden beaches and colorful coral reefs, this is a national park of fascinating ocean scenery.

Rating: 9.2/10 (8,543 reviews)
Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.

Rating: 8.4/10 (5,461 reviews)
The southernmost beach in the continental United States is a convenient sandy enclave, just minutes from the center of town.

Rating: 9.0/10 (4,544 reviews)
The displays of old weapons and interpretive panels in a fort at the heart of the southernmost state park in the continental U.S. provide information about the Civil War.
Stroll Duval Street's colourful shops and bars before catching the sunset celebration at Mallory Square with local performers. Explore Hemingway's historic home where six-toed cats roam freely, then snorkel the vibrant coral reefs just offshore.













Key West offers a diverse selection of accommodations, from luxurious resorts to charming hotels, perfect for every type of traveller. Whether you seek adventure, a family getaway, or a relaxing beach vacation, you'll find the ideal lodging to match your needs. Explore the best hotels in Key West and discover the perfect base for your unforgettable Floridian experience.
Key West, Florida, is a tropical paradise perfect for families and couples alike. This vibrant island city offers a unique blend of excursions and relaxation, with top hotels providing comfort and luxury. Explore nearby neighborhoods that embody a romantic atmosphere, or enjoy the lively city vibes. With easy access for Canadian travellers, Key West promises unforgettable experiences and memorable island getaways, making it a top pick for your next vacation.
Key West offers a delightful mix of activities for families and business travellers alike. Explore vibrant shopping areas and malls, unwind at resorts, and discover top attractions. Don't miss the exhilarating kayak tours, lively bars, and the annual Fantasy Fest celebration. For relaxation, indulge in a soothing day spa experience. This charming destination promises a memorable vacation filled with diverse experiences.
Shopping
For unique souvenirs, explore local shops like Islander Watersports and the Key West Butterfly & Nature Conservatory gift shop. If you're up for a drive, visit the nearby Mallory Square for vibrant local vendors and outdoor markets showcasing handcrafted goods and art.
Recreation
At The Southernmost Wellness Centre, enjoy rejuvenating yoga classes and soothing massages. Explore the tranquil gardens for meditation or join a guided nature walk to connect with the serene surroundings. Don't miss the calming sound of waves at nearby beaches for a perfect relaxation spot.
Adventure
Explore the vibrant underwater world while snorkelling at the stunning Dry Tortugas National Park, known for its crystal-clear waters and rich marine life. For a thrilling experience, try parasailing above the turquoise waters, enjoying breathtaking views of the island and beyond.
Nightlife
Key West's nightlife is vibrant and lively, with spots like the iconic Sloppy Joe's for live music and a lively crowd. For a more laid-back vibe, check out the sunset celebrations at Mallory Square, where street performers and local artists create a festive atmosphere.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.
Key West is an ideal destination for family vacations and offers a blend of culture and outdoor experiences. Visitors can explore beautiful beaches, the historic Key West Lighthouse, and the charm of the Florida Keys. With attractions like national parks and historic houses, there's something for everyone, from cultural enthusiasts to beach lovers. Enjoy the unique allure of Key West while taking in its rich history and stunning natural beauty.
When visiting Key West, Florida, the primary airport is Key West International Airport (EYW), situated 4.8km from the city. Nearby accommodations include the 5-star Casa Marina Key West, Curio Collection by Hilton, 3.2km away, and the 4-star Parrot Key Hotel & Villas, only 1.6km from the airport. The DoubleTree Resort by Hilton Grand Key is conveniently located just 966m from EYW. Additionally, you can consider Marathon Airport (MTH), located 78.9km away, with hotel options such as the 4.5-star Isla Bella Beach Resort & Spa, 6.4km from MTH, and the 4-star Tranquility Bay Beachfront Hotel and Resort, 4.8km away.
Two of the best hotels in Key West that receive consistently high recommendations from travellers are The Gardens Hotel and Southernmost House.
The Gardens Hotel is a 4-star property with an outstanding 9.8 rating. Guests frequently compliment the beautiful and clean rooms, the friendly and kind staff, and the wonderful breakfast. The hotel has a beautiful garden view restaurant, a poolside bar, and private pools. It is centrally located, within 1.1 km of Simonton Beach and 1 km of Mallory Square.
Another highly recommended option is the 4-star Southernmost House, which has a 9.4 rating. This hotel is praised for its helpful and amazing staff, beautiful and clean rooms, and a great private pool. It is perfectly located, being within 0.3 km of Simonton Beach and 0.1 km of the Key West Butterfly and Nature Conservatory.
Both hotels are known for providing an excellent guest experience and are ideal for travellers seeking luxury accommodation in Key West.
For an excellent family stay in Key West, consider the Margaritaville Beach House Key West, Hyatt Centric Key West Resort and Spa, or the Casa Marina Key West, Curio Collection by Hilton.
The 4-star Margaritaville Beach House Key West, with an 8.8 rating, is ideal for families, offering amenities such as highchairs, games, books, toys for children, and complimentary cots. It is conveniently located just 0.3 km from Smathers Beach, making beach days incredibly easy. Guests frequently praise the friendly and helpful staff, as well as the delicious food and beautiful pool.
Another highly-rated option is the 4-star Hyatt Centric Key West Resort and Spa, boasting a 9.0 rating. This resort provides kids' meals, complimentary cots, a pool, and connecting rooms for larger families. Its location is a real highlight, being only 0.4 km from Mallory Square and 1.7 km from the Key West Butterfly and Nature Conservatory.
The 4-star Casa Marina Key West, Curio Collection by Hilton, rated 8.4, offers connecting rooms, complimentary cots, on-site babysitting, and a pool. It is well-situated, just 0.3 km from Simonton Beach and 1.6 km from Smathers Beach. Guests often praise the amazing staff and the great amenities available. Find more child-friendly accommodations in Key West
For an excellent spa hotel experience in Key West, consider the Hyatt Centric Key West Resort and Spa, the Pier House Resort & Spa, or the Ocean Key Resort - A Noble House Resort.
The 4-star Hyatt Centric Key West Resort and Spa, with a 9.0 rating, offers an extensive spa experience including deep tissue massages, body scrubs, aromatherapy treatments, and facials. Couples treatment rooms are available, and the spa is fully accessible. It is conveniently located near attractions such as the Ernest Hemingway Home and Museum, just 1.2 km away, and the Harry S. Truman Little White House, 0.6 km away. Guests frequently praise the friendly staff and convenient location.
Another fantastic option is the 4-star Pier House Resort & Spa, also rated 9.0. This resort provides a wide range of spa services, from hot stone and deep tissue massages to body wraps and Thai massages. The full-service spa is located on-site and offers daily treatments. It is situated very close to the Harry S. Truman Little White House, only 0.5 km away, and the Ernest Hemingway Home and Museum, at 1.2 km. Customers consistently highlight the excellent location and friendly staff.
The 4-star Ocean Key Resort - A Noble House Resort, boasting an impressive 9.2 rating, is another top choice for a spa hotel. Its full-service spa offers a variety of treatments, including Thai massages, deep tissue massages, body scrubs, and manicures and pedicures, with daily availability. The resort is well-located, with the Harry S. Truman Little White House just 0.5 km away and the Ernest Hemingway Home and Museum 1.2 km away. Guests often comment on the excellent staff and superb location. See all spa hotels in Key West
For top pet-friendly hotels in Key West, consider The Gardens Hotel, The Perry Hotel & Marina Key West, Artist House Key West, The Garden House, and Pier House Resort & Spa.
The 4-star Gardens Hotel, with an outstanding 9.8 rating, is a fantastic option where pets are permitted, and they even provide food and water bowls. Guests frequently praise its beautiful and clean rooms, friendly and kind staff, and its central, great location. The wonderful breakfast and beautiful garden are also frequently mentioned. Simonton Beach is just 1.1 km away, and Mallory Square is 1.0 km away.
Another excellent choice is the 4-star Perry Hotel & Marina Key West, rated 9.4. This hotel permits dogs and provides food and water bowls, and even has a dog exercise area. Reviews often highlight the friendly and great staff, clean and great rooms, and amazing food. It is conveniently located 0.6 km from Robbie's.
Artist House Key West, a 3.5-star hotel with a superb 9.8 rating, also welcomes pets and offers food and water bowls for dogs. Guests consistently mention the excellent and friendly staff, good breakfast, and exceptional rooms. Mallory Square is a mere 0.6 km away.
The 3-star Garden House, rated 9.2, is another great pet-friendly option, providing food and water bowls for dogs. Travellers appreciate its easy to find and great location, great and great breakfast, and comfortable and quiet rooms. The helpful and amazing staff and comfortable pool are also frequently noted. Mallory Square is 0.7 km from the hotel.
Finally, the 4-star Pier House Resort & Spa, with a 9.0 rating, also permits dogs and provides food and water bowls. This hotel receives high marks for its excellent and great location, friendly and helpful staff, and comfortable and clean rooms. The excellent food and great pool are also often praised. It is very close to Mallory Square, just 0.2 km away. See more pet-friendly hotels in Key West
For top boutique hotels in Key West, consider the Almond Tree Inn Hotel - Adults Only, the Orchid Key Inn - Adults Only, and Eden House.
The 3.5-star Almond Tree Inn Hotel - Adults Only, with a great 10.0 rating, is highly praised for its excellent location, being just 0.2 km from the Ernest Hemingway Home and Museum. Guests appreciate the complimentary continental breakfast and the pleasant outdoor pool area with sun loungers and a poolside bar. The staff are frequently described as friendly and helpful.
Another excellent option is the 3.5-star Orchid Key Inn - Adults Only, which boasts a 9.8 rating. This hotel also offers a complimentary continental breakfast and features a lovely outdoor pool with a poolside bar and sun loungers. Its convenient location places it only 0.2 km from the Ernest Hemingway Home and Museum, making it ideal for exploring local attractions.
The 3.5-star Eden House, rated 9.0, provides a relaxing stay with its outdoor pool, sun loungers, and poolside bar. The hotel also has a heated pool, which can be reserved. It is located 1.1 km from the Ernest Hemingway Home and Museum and 0.5 km from Schooner Western Union, offering good access to local sights. See all boutique hotels in Key West
For budget-friendly hotels in Key West that come highly recommended, consider the Hampton Inn Key West FL, Weatherstation Inn, Fairfield Inn and Suites by Marriott Key West, Pegasus International Hotel, and the Southwinds Motel.
The Hampton Inn Key West FL, with an excellent 9.0 rating, offers spacious and clean rooms, free buffet breakfast, and complimentary WiFi. Guests frequently praise the friendly and helpful staff, and the hotel's location is considered great. It is conveniently located near Smathers Beach, Fort East Martello Museum and Gallery, and the Key West Art and Historical Society.
Another top choice is the Weatherstation Inn, boasting an impressive 9.4 rating. This inn provides beautiful and big rooms, free continental breakfast, and complimentary WiFi. The location is described as perfect, and the staff are noted for being helpful. It is situated in a quiet neighbourhood close to Mallory Square, Simonton Beach, and the Key West Butterfly and Nature Conservatory. Free parking is also available.
The 3-star Fairfield Inn and Suites by Marriott Key West, rated 7.8, offers free continental breakfast and complimentary WiFi. Guests appreciate the nice and clean pool and the friendly staff. The hotel is close to Smathers Beach and Clarence S. Higgs Memorial Beach Park.
The Pegasus International Hotel, with an 8.2 rating, provides free continental breakfast and complimentary self-parking. Its location is considered convenient, and the rooms are clean and spacious. The staff are frequently described as extremely helpful. It is well-situated near Simonton Beach and Mallory Square.
Finally, the Southwinds Motel, rated 8.8, offers comfortable and clean rooms, free continental breakfast, and complimentary toiletries. Guests often mention the friendly and helpful staff, and the convenient location. It is very close to Simonton Beach and the Key West Butterfly and Nature Conservatory, with free and easy parking available. View all budget hotels in Key West
For a romantic getaway in Key West, consider the Almond Tree Inn Hotel - Adults Only, Orchid Key Inn - Adults Only, The Marquesa Hotel, The Gardens Hotel, or H2O Suites - Adults Only.
The 3.5-star Almond Tree Inn Hotel - Adults Only, with a superb 10.0 rating, offers a delightful experience for couples. Guests frequently praise the friendly staff, comfortable rooms, and excellent breakfast. It features a poolside bar and an outdoor pool with sun loungers, and is conveniently located just 0.2 km from the Ernest Hemingway Home and Museum.
Another excellent choice is the 3.5-star Orchid Key Inn - Adults Only, rated 9.8. This hotel provides a complimentary breakfast and features a poolside bar and an outdoor pool. Its rooms are described as beautiful and clean, and the service is exceptional. Like the Almond Tree Inn, it is also just 0.2 km from the Ernest Hemingway Home and Museum.
The 3.5-star Marquesa Hotel, rated 9.8, is much-loved for its beautiful rooms and attentive staff. Many rooms offer a furnished balcony or patio, superb for enjoying a quiet moment together. It is situated in a nice neighbourhood and is 0.6 km from the Ernest Hemingway Home and Museum.
For a touch of luxury, the 4-star The Gardens Hotel, with a 9.8 rating, is an ideal option. This hotel offers couples dining, champagne service, and a garden view restaurant. Rooms boast premium bedding, Egyptian cotton sheets, and rainfall showerheads. Some rooms also feature a private pool or a furnished balcony. It is located 0.3 km from the Ernest Hemingway Home and Museum.
Finally, the 3.5-star H2O Suites - Adults Only, rated 9.8, provides beautiful and always clean rooms. It features a resort-inclusive pool, a poolside bar, and an outdoor pool with sun loungers. Several rooms also include a balcony. It is located 0.5 km from the Ernest Hemingway Home and Museum. See all romantic hotels in Key West
For excellent hotels in Key West near Key West Historic Seaport, consider The Gardens Hotel, The Marquesa Hotel, and Simonton Court Historic Inn & Cottages.
The 4-star Gardens Hotel, with an outstanding 9.8 rating, is praised for its central location and beautiful garden. Guests can enjoy amenities such as a pool with an age requirement, rainfall showerheads, premium bedding, and a poolside bar. The hotel also features a garden view restaurant and offers champagne service. It is located 1.0 km from Mallory Square.
Another highly-rated option is the 3.5-star The Marquesa Hotel, also rated 9.8. This hotel is known for its superb and quiet location. Rooms come with a variety of outdoor spaces, including terraces, furnished balconies, patios, and furnished patios. It is located 0.7 km from Mallory Square.
Simonton Court Historic Inn & Cottages, with a 9.8 rating, is another fantastic choice. Guests frequently comment on the amazing and friendly staff, superb location, and beautiful, clean rooms. The inn offers complimentary continental breakfast and free WiFi, along with an outdoor pool and sun loungers. It is located 0.5 km from Mallory Square.
For hotels near Key West, FL (EYW-Key West Intl.), consider the Hyatt Vacation Club at Windward Pointe, Key West, the Hampton Inn Key West FL, and the DoubleTree Resort by Hilton Grand Key - Key West.
The 3.5-star Hyatt Vacation Club at Windward Pointe, Key West, with an impressive 9.6 rating, is exceptionally close to the airport, just 0.4 km away. This hotel is ideal for families, offering spacious and clean suites with kitchens, sofa beds, and free cots. Babysitting services are available on-site, and Smathers Beach is conveniently nearby. Guests consistently praise the amazing and big pool.
Another excellent choice is the Hampton Inn Key West FL, rated 9.0. Located only 0.6 km from the airport, it provides complimentary buffet breakfast and free WiFi. The rooms are spacious and clean, and the staff are friendly and helpful. Families will appreciate the kids' meals and the nice pool.
The 4-star DoubleTree Resort by Hilton Grand Key - Key West, with an 8.0 rating, is situated 0.9 km from the airport. It features a lovely outdoor resort-inclusive pool with cabanas and a poolside bar, superb for relaxation. The rooms are absolutely amazing and clean, and staff are friendly and helpful.
The 4-star Margaritaville Beach House Key West, rated 8.8, is 1.7 km from the airport and is directly opposite Smathers Beach, just 0.3 km away. This hotel is well-suited for families, offering highchairs, children's games, and toys. Guests praise the friendly staff, clean rooms, and delicious food.
Finally, the 3.5-star Fairfield Inn & Suites by Marriott Key West at the Keys Collection, rated 8.6, is 1.8 km from the airport. It offers a complimentary buffet breakfast and a relaxing pool. Guests frequently mention the comfortable and clean rooms, as well as the friendly and amazing staff.
The best time to go to Key West is during the dry season, from November to April, when the weather is consistently pleasant and ideal for outdoor activities.
During these months, you can expect warm, sunny days with lower humidity and very little rain. Temperatures typically range from the low 20s to high 20s Celsius, making it great for exploring the island, enjoying water sports, or simply relaxing by the sea. This period avoids the hurricane season and the intense heat and humidity of summer.
Couples looking for a romantic escape will find these months particularly appealing. The comfortable weather allows for leisurely strolls through Old Town, sunset cruises from Mallory Square, and dining al fresco without concerns about the heat or sudden downpours. Many of the island's popular events, such as the Key West Literary Seminar and the Key West Food & Wine Festival, also take place during this time.
For those planning to enjoy the island's many water activities, such as snorkelling, diving, or fishing, the calmer seas and clear skies of the dry season offer the best conditions.
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Key West.
Prices for hotels in Key West often vary, but you can find a great deal from CA $158 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.