Hotels in Old Town Key West

Discover the Vibrant Soul of Old Town Key West: Where Every Street Tells a Story

Discover the enchanting Old Town Key West, a vibrant blend of history and tropical charm. Stroll along picturesque streets lined with colourful Victorian architecture, where every corner reveals a slice of the island’s storied past. Visit iconic landmarks like the Ernest Hemingway Home and Museum, and enjoy the lively atmosphere at Mallory Square during sunset celebrations. With its sun-kissed beaches and lush gardens, Old Town is perfect for families and romantics alike. Indulge in fresh seafood, sip cocktails at beachfront bars, and embrace the laid-back island lifestyle that makes Key West a true paradise. For great hotel rates in Old Town Key West, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Top locations to stay in Old Town Key West

Duval Street is the vibrant heart of Key West, perfect for first-time visitors with its lively atmosphere, shops, and restaurants. The Southernmost Point offers a picturesque photo opportunity and a relaxed vibe, while Clarence S. Higgs Memorial Beach Park is ideal for sunbathing and picnics. Accommodation options in these areas range from chic boutique hotels to historic inns, providing diverse choices for any traveller's taste, whether seeking luxury or charming guest rooms. Here are some of the most popular hotels with our guests in Old Town Key West:

1. Near Duval StreetOpens in a new window: This lively area is perfect for those looking to experience the vibrant nightlife and culture of Key West. With its bustling bars, restaurants, and shops, Duval Street is a must-visit. For accommodation, consider Duval InnOpens in a new window, a 3-star guesthouse offering breakfast options and various entertainment amenities, including cable TV. Another option is Key West VillasOpens in a new window, a 3.5-star hotel ideal for adventure seekers, with numerous outdoor activities like kayaking and snorkeling nearby. Lastly, The Gardens HotelOpens in a new window is a 4-star bed and breakfast that welcomes pets and provides exciting adventure sports opportunities, making it perfect for those travelling with furry friends.
2. Near Southernmost PointOpens in a new window: This culturally rich area is home to the famous Southernmost Point buoy, making it a popular spot for tourists. Visitors can enjoy the nearby beaches and water activities. For a stay, Duval Gardens at Southernmost Beach Resort – Adults OnlyOpens in a new window, a 4-star bed and breakfast, offers adventure sports like sailing and fishing. Southernmost Beach ResortOpens in a new window, also a 4-star hotel, combines beach access with business amenities, ideal for both leisure and work. Additionally, The Mansion on the Sea - Southernmost House in the USAOpens in a new window, a 3-star hotel, offers direct beach access and various adventure sports, ensuring a fun-filled stay.
3. Near Clarence S. Higgs Memorial Beach ParkOpens in a new window: This beachside location is perfect for those looking to soak up the sun and enjoy outdoor activities. It features beautiful sandy beaches and picturesque views. Consider staying at Bayview houseOpens in a new window, a 3.5-star guesthouse with local dining options and entertainment amenities like Netflix. Another great choice is The Grand GuesthouseOpens in a new window, a 2.5-star guesthouse with various adventure activities available, ensuring a fun getaway. Lastly, The Palms HotelOpens in a new window is a 3-star guesthouse that allows pets and offers numerous adventure sports, making it an excellent choice for adventurous travellers with pets.

Things to do in Old Town Key West for first times

Old Town Key West offers a vibrant mix of charming streets and sandy beaches, perfect for leisurely strolls and family fun. With opportunities for boating, sea diving, and hiking, plus an array of shopping and recreational areas, this historic district is a delightful paradise worth exploring over three days. Here's a quick itinerary to make the most of your trip to Old Town Key West:

• Day 1: Begin your exploration on the vibrant Duval Street, known for its lively atmosphere, shops, and eateries. Take a leisurely stroll, stopping at local cafés for a refreshing drink. Next, make your way to the Florida Keys Eco-Discovery Center, where you can immerse yourself in the region’s unique marine ecosystems and learn about conservation efforts. Conclude the day with a visit to the Harry S. Truman Little White House, where you can delve into history and see the former presidential retreat that offers fascinating insights into the life of President Truman.
• Day 2: Start your morning by visiting the Southernmost Point buoy, a popular photo spot that marks the southernmost point in the continental United States. From there, stroll to Saint Mary Star of the Sea, an architectural gem with beautiful gardens. Continue your journey to the Key West Lighthouse and Keeper's Quarters Museum, where you can climb to the top for stunning views of the island and learn about its maritime history.
• Day 3: Kick off your day at the Ernest Hemingway Home and Museum, where you can explore the writer's former residence and lush gardens filled with six-toed cats. After soaking in some literary history, head to South Beach for some relaxation on the sandy shores. Finally, wrap up your day at Clarence S. Higgs Memorial Beach Park, where you can enjoy a scenic sunset while taking a leisurely walk along the beach or perhaps even a picnic to end your Key West adventure on a high note.

4 tips to find a great Old Town Key West hotel deal

1. Book for the cheapest times: The most budget-friendly time to visit Old Town Key West is from August to October, when hotel rates are significantly lower. Domestic travellers should aim to book their flights at least two months in advance for the best deals, while international travellers should do so at least three months ahead. A stay of at least two to three days is recommended to fully enjoy the area’s main attractions, such as the beautiful beaches and vibrant streets. With its affordable options, Old Town Key West offers great value for money, making it an excellent choice for those looking to explore while on a budget.
2. Look for last-minute deals on Hotels.com: If you're looking for a spontaneous getaway, consider exploring last-minute deals to Old Town Key West. To uncover these offers on Hotels.com, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section, where you may discover attractive hotel rates as your travel date approaches. Additionally, enabling email alerts or push notifications from Hotels.com can keep you informed about flash sales and exclusive last-minute promotions, helping you seize every chance to save on your trip.
3. Be flexible with dates: Prices can fluctuate depending on factors like the hotel's location, star rating, and the time of year. Therefore, if you're flexible with your travel dates, you may save on hotel expenses in Old Town Key West.
4. Consider your location: When booking on Hotels.com for your holiday, take your location into account. Staying closer to major attractions or city centres can offer convenience, but it usually tends to come at a higher price. For more affordable options, consider hotels in less central areas or neighbourhoods, striking a balance between cost and the ease of reaching the sites you wish to explore.

Best time to go to Old Town Key West

Old Town Key West experiences its lowest average temperature in January, at 71.1°F (21.7°C), while August is the hottest month, with an average temperature of 84.4°F (29.1°C). September is usually the wettest month. March, July, and December are the peak travel months in Old Town Key West, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, with no to light rainfall. On the other hand, September to November tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.