Search Hotels in Old Town Key West, Key West

For hotels in Old Town Key West that consistently receive high recommendations from travellers, consider The Gardens Hotel, Southernmost House, and Southernmost Beach Resort and Guesthouses.

The 4-star The Gardens Hotel, with an outstanding 9.8 rating, is frequently praised for its beautiful and clean rooms, as well as its friendly and kind staff. Guests also highlight the wonderful breakfast and the beautiful garden. Amenities include champagne service, a garden view restaurant, rainfall showerheads, and a poolside bar. It's conveniently located near Simonton Beach, the MLK Community Pool & Community Centre, and the Key West Butterfly and Nature Conservatory.

Another highly recommended option is the 4-star Southernmost House, boasting a 9.4 rating. Travellers consistently praise the amazing and helpful staff, the beautiful and clean rooms, and the great private pool. Its location is often described as superb and beautiful. This hotel offers a private pool, premium bedding, and champagne service. It is very close to the Key West Butterfly and Nature Conservatory and the MLK Community Pool & Community Centre.

The 4-star Southernmost Beach Resort and Guesthouses, rated 8.6, is a popular choice. Guests appreciate the friendly and helpful staff, the nice and clean rooms, and the excellent service. The food is often described as delicious. This resort features a private pool, a poolside restaurant, and premium bedding. It is exceptionally close to the Key West Butterfly and Nature Conservatory and within easy reach of Simonton Beach.

For families travelling to Old Town Key West, excellent choices include the Casa Marina Key West, Curio Collection by Hilton, The Reach Key West, Curio Collection by Hilton, Santa Maria Suites, Southernmost Beach Resort and Guesthouses, and Southwinds Motel.

The 4-star Casa Marina Key West, Curio Collection by Hilton, rated 8.4, offers connecting rooms and complimentary cribs, with babysitting services available on-site. Guests appreciate the beautiful, large rooms and the great pool. It is conveniently located near Simonton Beach, just 0.3 km away, and the Key West Butterfly and Nature Conservatory is 0.7 km away.

Another highly-rated 4-star option is The Reach Key West, Curio Collection by Hilton, also with an 8.4 rating. This hotel provides sofa beds, connecting rooms, and free cribs. It is very close to Simonton Beach, only 0.1 km away, and the Key West Butterfly and Nature Conservatory is 0.3 km from the hotel. Guests frequently mention the excellent location and wonderful pool.

The 4-star Santa Maria Suites, boasting an impressive 9.6 rating, features spacious and beautiful rooms, along with a sofa bed and free cribs. Families can enjoy the outdoor pool, sun loungers, and a poolside bar. It is just 0.2 km from Simonton Beach and 0.2 km from the Key West Butterfly and Nature Conservatory.

The 4-star Southernmost Beach Resort and Guesthouses, rated 8.6, offers complimentary cribs and has child-friendly window designs. Many rooms provide ocean or beach views, and the hotel is very close to the ocean. It is exceptionally located, with the Key West Butterfly and Nature Conservatory just 0.0 km away and Simonton Beach 0.3 km away.

As another option, the Southwinds Motel, rated 8.8, provides sofa beds, highchairs for children, and complimentary cribs. Guests also benefit from a free continental breakfast. It is conveniently situated 0.2 km from Simonton Beach and 0.2 km from the Key West Butterfly and Nature Conservatory.

For exceptional spa hotels in Old Town Key West, consider the Casa Marina Key West, Curio Collection by Hilton, the Southernmost Beach Resort and Guesthouses, and The Reach Key West, Curio Collection by Hilton.

The 4-star Casa Marina Key West, Curio Collection by Hilton, with an 8.4 rating, offers an extensive spa experience with onsite facilities including treatment rooms for massages, body wraps, and facials. Guests can enjoy couples' treatments, deep tissue massages, and even Ayurvedic and aromatherapy treatments. They also offer massages right on the beach, which is a lovely touch. The hotel is conveniently located just 1.1 km from the Ernest Hemingway Home and Museum.

Another excellent choice is the 4-star Southernmost Beach Resort and Guesthouses, rated 8.6. This resort features an accessible full-service spa with onsite availability daily, offering massages, including advanced notice options, and facial treatments. Couples' treatment rooms are also available. This resort is particularly close to the Ernest Hemingway Home and Museum, just 0.6 km away.

The 4-star The Reach Key West, Curio Collection by Hilton, also rated 8.4, provides a full-service spa with daily onsite availability. Guests can indulge in hot stone massages, deep tissue massages, and a variety of other treatments in their dedicated treatment rooms. It is situated 0.8 km from the Ernest Hemingway Home and Museum.

For highly-rated beach resorts in Old Town Key West, travellers consistently recommend Casa Marina Key West, Curio Collection by Hilton, The Reach Key West, Curio Collection by Hilton, and Coconut Beach Resort.

The 4-star Casa Marina Key West, Curio Collection by Hilton, with an 8.4 rating, offers a private beach, ocean views, and a full-service spa with various treatments including deep tissue massage and aromatherapy. Guests frequently praise the friendly staff, great location, beautiful rooms, and excellent amenities. Simonton Beach is just 0.3 km away, and the Key West Butterfly and Nature Conservatory is 0.7 km from the resort.

Another excellent choice is The Reach Key West, Curio Collection by Hilton, a 4-star resort also rated 8.4. This resort also features a private beach and ocean views, along with an outdoor pool and a poolside bar. Travellers often highlight the friendly staff, clean rooms, and beautiful location. Simonton Beach is a mere 0.1 km away, and the Key West Butterfly and Nature Conservatory is 0.3 km from the hotel.

Coconut Beach Resort, with a strong 9.0 rating, also offers a private beach, ocean views, and an outdoor pool with pool toys and umbrellas. Guests appreciate the nice pool and friendly staff. It is conveniently located just 0.1 km from Simonton Beach.

In Old Town Key West, several highly-rated hotels offer complimentary breakfast, including the Almond Tree Inn Hotel - Adults Only, The Gardens Hotel, Orchid Key Inn - Adults Only, Key West Villas, and The Conch House Heritage Inn.

The 3.5-star Almond Tree Inn Hotel - Adults Only, with a great 10.0 rating, provides a free continental breakfast daily. Guests consistently praise the friendly and helpful staff, comfortable and clean rooms, and the excellent breakfast. The hotel also features an outdoor pool with sun loungers and a poolside bar. It's conveniently located, with Simonton Beach just 0.7 km away and the Key West Butterfly and Nature Conservatory 0.5 km distant.

The 4-star Gardens Hotel, rated 9.8, offers a free cooked breakfast. This hotel is known for its beautiful and clean rooms, as well as its friendly staff. It features a garden-view restaurant, a poolside bar, and private pools in some areas. Simonton Beach is 1.1 km away, and Mallory Square is 1.0 km from the hotel.

Orchid Key Inn - Adults Only, a 3.5-star establishment with a 9.8 rating, also includes free breakfast. Guests frequently praise the amazing staff, beautiful and clean rooms, and the great breakfast. The hotel offers an outdoor pool and a poolside bar, making it a pleasant place to relax. It's centrally located, with the Key West Butterfly and Nature Conservatory just 0.4 km away.

Key West Villas, a 3.5-star option with a 9.8 rating, provides a free continental breakfast daily. It features rooms with kitchens and free WiFi. Guests appreciate the friendly and professional staff and the great facilities, including a hot tub. The hotel is 1.1 km from Simonton Beach and 1.0 km from Mallory Square.

The 3.5-star Conch House Heritage Inn, rated 9.8, offers a free continental breakfast. This hotel features a private outdoor pool and free WiFi. Guests highlight the great location and wonderful service from the always friendly staff. Simonton Beach is 0.7 km away, and Mallory Square is 1.3 km from the inn.

For top pet-friendly hotels in Old Town Key West, consider The Gardens Hotel, Winslow's Bungalows - Key West Historic Inns, Ella's Cottages - Key West Historic Inns, Lighthouse Hotel - Key West Historic Inns, and Opal Key Resort & Marina, Key West.

The 4-star Gardens Hotel, with an outstanding 9.8 rating, warmly welcomes pets and even provides food and water bowls for your companions. Guests frequently praise its beautiful, clean rooms, the friendly and kind staff, and its central location. It's also conveniently located near Simonton Beach and Mallory Square.

Another excellent choice is the 4-star Winslow's Bungalows - Key West Historic Inns, rated 9.2. This hotel permits pets and offers food and water bowls, alongside a refreshing outdoor pool with a poolside bar and sun loungers. Reviewers highlight the friendly and helpful staff, delicious breakfast, and comfortable, clean rooms. Simonton Beach and Key West Butterfly and Nature Conservatory are easily accessible from here.

Ella's Cottages - Key West Historic Inns, a 3.5-star hotel with a 9.4 rating, is also pet-friendly and includes free continental breakfast. Guests appreciate the friendly staff, comfortable and clean rooms, and its central location. Simonton Beach and Mallory Square are just a short distance away.

The 3.5-star Lighthouse Hotel - Key West Historic Inns, rated 9.0, is another welcoming option for pets, offering free continental breakfast. Travellers often praise the friendly and helpful staff, great and clean rooms, and great breakfast. It is conveniently situated near the MLK Community Pool & Community Centre and Key West Butterfly and Nature Conservatory.

Finally, the 4-star Opal Key Resort & Marina, Key West, with a 9.0 rating, is a pet-friendly hotel that specifically welcomes dogs. It features an outdoor pool with a poolside bar. Guests consistently mention its great location, wonderful staff, and spacious, beautiful rooms. It's particularly close to Mallory Square.

For top boutique hotels in Old Town Key West, consider the Almond Tree Inn Hotel - Adults Only, Orchid Key Inn - Adults Only, and Pegasus International Hotel.

The 3.5-star Almond Tree Inn Hotel - Adults Only, boasting a superb 10.0 rating, offers a delightful stay with complimentary breakfast, an outdoor pool with sun loungers, and a convenient poolside bar. Guests frequently praise the friendly and helpful staff, comfortable and clean rooms, and the excellent breakfast. Its location is perfect, being only 0.2 km from the Ernest Hemingway Home and Museum.

Another excellent choice is the 3.5-star Orchid Key Inn - Adults Only, which has an outstanding 9.8 rating. This hotel provides free breakfast, an outdoor pool, and a poolside bar. Reviewers consistently praise the friendly and amazing staff, beautiful and clean rooms, and the great breakfast. Like the Almond Tree Inn, it is also just 0.2 km from the Ernest Hemingway Home and Museum.

The Pegasus International Hotel, with an 8.2 rating, is another great option, offering free breakfast and complimentary self-parking. Guests appreciate its convenient location, clean and spacious rooms, and the extremely helpful staff. It is situated 0.4 km from the Ernest Hemingway Home and Museum and 0.5 km from the Harry S. Truman Little White House.

For excellent budget hotels in Old Town Key West, consider the Weatherstation Inn, Pegasus International Hotel, Southwinds Motel, Seascape Tropical Inn - Adult Exclusive, and Caribbean House.

The Weatherstation Inn, with an outstanding 9.4 rating, offers amenities such as free WiFi, complimentary toiletries, and free continental breakfast. Guests frequently praise its superb location, beautiful and spacious rooms, and the helpful staff. It is located in a quiet neighbourhood and offers free and easy parking. Simonton Beach is just 1.6 km away, and Mallory Square is a mere 0.5 km.

Another great option is the Pegasus International Hotel, rated 8.2. It provides complimentary breakfast and free self-parking. Guests appreciate its convenient location, clean and spacious rooms, and the extremely helpful staff. The hotel is situated in a historical district, making it a great base for exploring. Simonton Beach is 1.2 km away, and Mallory Square is 0.8 km.

The Southwinds Motel, with an 8.8 rating, offers free cribs, complimentary toiletries, and free continental breakfast. Guests consistently mention the comfortable and clean rooms, friendly and helpful staff, and the convenient location. Free and easy parking is also a highlight. It is located very close to the beach, with Simonton Beach just 0.2 km away, and Key West Butterfly and Nature Conservatory is also 0.2 km from the property.

For an adult-exclusive experience, the 3-star Seascape Tropical Inn - Adult Exclusive, rated 9.0, provides free continental breakfast and complimentary toiletries. Parking is available nearby for free, and the hotel features Victorian property design within a historical district. Simonton Beach is 0.9 km away, and Key West Butterfly and Nature Conservatory is 0.6 km.

Finally, the 3-star Caribbean House, with a 9.2 rating, offers free local breakfast, complimentary toiletries, and free WiFi. It also provides secured self-parking and bike parking. Guests frequently praise its excellent location, friendly and helpful staff, nice breakfast, and clean rooms. Simonton Beach is 1.1 km away, and Mallory Square is also 1.1 km.

For a romantic stay in Old Town Key West, couples will find excellent options in the Almond Tree Inn Hotel - Adults Only, Orchid Key Inn - Adults Only, The Gardens Hotel, H2O Suites - Adults Only, and Key West Villas.

The 3.5-star Almond Tree Inn Hotel - Adults Only, with a superb 10.0 rating, offers a delightful experience. Guests frequently praise the friendly and helpful staff, comfortable and clean rooms, and the superb location. Free continental breakfast is provided, and the hotel features an inviting outdoor pool with sun loungers and a poolside bar, along with a relaxing hot tub. It is conveniently located just 0.2 km from the Ernest Hemingway Home and Museum.

Another highly-rated 3.5-star option is the Orchid Key Inn - Adults Only, boasting a 9.8 rating. This inn is celebrated for its amazing and friendly staff, beautiful and clean rooms, and convenient location. Guests can enjoy a free continental breakfast, an outdoor pool with sun loungers, and a poolside bar. It also features a private hot tub, adding to the romantic appeal. The Ernest Hemingway Home and Museum is a mere 0.2 km away.

The Gardens Hotel, a 4-star establishment with a 9.8 rating, provides a luxurious and romantic escape. It offers amenities such as couples dining, champagne service, and a garden-view restaurant. Rooms are equipped with rainfall showerheads, premium bedding, Egyptian cotton sheets, and bathrobes, with some featuring a fireplace or a furnished balcony. The hotel also boasts a private pool and a winery with a tasting room. Guests consistently highlight the beautiful and clean rooms, friendly staff, and central location. It is situated 0.3 km from the Ernest Hemingway Home and Museum.

For those seeking a private and luxurious experience, the 3.5-star H2O Suites - Adults Only, rated 9.8, is an excellent choice. Guests praise the beautiful and consistently clean rooms, excellent staff, and wonderful amenities. Each suite includes a private pool, and the hotel offers a resort-inclusive pool with sun loungers and a poolside bar. Some rooms also feature a balcony. It is located 0.5 km from the Ernest Hemingway Home and Museum.

Finally, the 3.5-star Key West Villas, with a 9.8 rating, is another fantastic option for couples. Guests appreciate the friendly and professional staff, great amenities, and superb location. The villas offer free continental breakfast, as well as a kitchen in each room for added convenience. Some villas include a furnished balcony or a balcony. It is just 0.3 km from the Ernest Hemingway Home and Museum.

The best time to visit Old Town Key West is generally from November to April, as this period offers the most pleasant weather conditions.

During these months, the weather is typically warm and sunny with lower humidity, making it ideal for exploring the island's outdoor attractions and enjoying activities comfortably. You'll find average temperatures ranging from the low 20s to high 20s Celsius. This avoids the intense heat and higher chance of rain that characterise the summer months.

Couples often find this period great for a romantic getaway. The cooler, drier air makes strolls along Duval Street more enjoyable, and dining al fresco is a delight. You can comfortably explore Mallory Square for the sunset celebration or take a leisurely bike ride through the historic streets without feeling overwhelmed by the heat.

For those looking for a relaxing escape, the period just before or after the peak winter season (late November/early December or April) can offer slightly fewer crowds while still maintaining excellent weather.

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 Old Town Key West.

Hotel prices in Old Town Key West often vary, but you can find a great deal from £139 on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.