Hotels in Old Town Key West

Discover the Enchantment of Old Town Key West: A Tapestry of Sunlit Streets and Ocean Breezes

Old Town Key West, a vibrant jewel of the Florida Keys, enchants visitors with its rich history and laid-back charm. Stroll along the picturesque streets lined with colourful Victorian houses, and discover the iconic Key West Lighthouse. The historic seaport beckons with its lively atmosphere, perfect for indulging in fresh seafood and local art. Enjoy breathtaking sunsets at Mallory Square, where street performers captivate crowds. With its blend of cultural heritage, stunning beaches, and romantic hideaways, Old Town Key West is an idyllic escape for families, couples, and adventure seekers alike.

Discover great hotels in Old Town Key West

Old Town Key West offers a delightful array of accommodations, from charming guesthouses and historic hotels to luxurious resorts. Many options feature lush gardens and easy access to vibrant downtown attractions, making it an ideal base for exploring the island’s unique character and beauty. Here are some of the best hotels in Old Town Key West that our travelers love:

1. The Marquesa HotelOpens in a new window: This 3.5-star hotel offers a delightful blend of comfort and adventure for leisure travellers. With direct access to the beach, guests can immerse themselves in various exciting activities like parasailing and boat tours. The property boasts an array of recreation options, ensuring an invigorating experience. The atmosphere is enhanced by its inviting design and amenities, making it a perfect choice for those seeking a memorable getaway in a vibrant location.
2. NYAH Key West - Adults OnlyOpens in a new window: This 3.0-star guesthouse is tailored for adventure enthusiasts looking to unwind by the beach. With an array of water sports such as fishing, snorkeling, and kayaking available nearby, it offers a refreshing escape. The welcoming environment and charming accommodations provide a unique experience, perfect for travellers who appreciate a laid-back yet engaging atmosphere. Guests can easily indulge in curated experiences that highlight the local charm and beauty of Key West.
3. Island City House HotelOpens in a new window: This 3.0-star hotel is an ideal retreat for adventure seekers. With a focus on providing thrilling experiences like sailing and boat tours, it ensures that every stay is filled with excitement. The hotel’s engaging atmosphere and well-thought-out amenities cater specifically to those looking to explore the adventurous side of Key West. Its design invites relaxation while being perfectly situated to enjoy the vibrant local culture and activities.

Top locations to stay in Old Town Key West

Staying near Duval Street, Southernmost Point, and South Beach offers a vibrant experience in Old Town Key West, Florida. Duval Street boasts lively nightlife and unique shopping, while Southernmost Point provides iconic landmarks and easy access to attractions. South Beach is perfect for relaxation and scenic views. For first-time visitors, staying near Duval Street is ideal for its central location and diverse activities.

1. Near Duval StreetOpens in a new window: Staying near Duval Street places you in the vibrant heart of Key West. This lively area is famous for its bustling atmosphere and is dotted with an array of shops and cultural attractions. You can easily explore must-see places like the Ernest Hemingway Home and Museum and the Harry S. Truman Little White House. Plus, the cultural venues add a unique flair to your evenings, ensuring there's always something entertaining to enjoy.
2. Near Southernmost PointOpens in a new window: If you want to soak up the sun and enjoy stunning views, staying near Southernmost Point is a fantastic choice. This iconic landmark offers a great spot for photos and is close to picturesque beaches. You’ll find an inviting atmosphere with easy access to attractions like South BeachOpens in a new window, making it perfect for relaxation and enjoyment. The nearby cultural venues provide a delightful mix of arts and performance to explore.
3. Near South Beach: For a laid-back beach vibe, choose to stay near South Beach. This area is renowned for its soft sands and clear waters, making it perfect for sunbathing and leisurely strolls. You'll appreciate the proximity to local shops and wellness facilities. Plus, being near Duval Street means you're just a short walk away from the vibrant energy and cultural experiences that Key West has to offer.

Things to do near Old Town Key West

Old Town Key West is a vibrant haven for travellers, featuring sun-kissed beaches and lush parks perfect for relaxation. Explore lively shopping areas and indulge in waterfront dining, or dive into thrilling water sports and scenic boating excursions. The charming streets invite leisurely strolls, offering a delightful blend of history and recreation.

• Duval StreetOpens in a new window – Stroll along the vibrant Duval Street, the heartbeat of Key West, where colourful shops, lively bars, and diverse restaurants line the way. This bustling thoroughfare is perfect for people-watching, grabbing a bite to eat, or simply soaking up the laid-back atmosphere of the island.
• Mallory SquareOpens in a new window – Head to Mallory Square for the iconic sunset celebration. Gather with locals and fellow visitors as street performers, musicians, and artisans share their talents in this lively square. The picturesque views of the sunset over the Gulf of Mexico are truly unforgettable.
• Southernmost PointOpens in a new window – Don’t miss the Southernmost Point buoy, a famous landmark marking the southernmost tip of the continental United States. Snap a photo with this iconic marker, and enjoy the surrounding park area, which offers stunning views of the ocean.
• Smathers BeachOpens in a new window – Relax on Smathers Beach, the largest public beach in Key West, where you can sunbathe on the soft sand or partake in water sports. Rent a kayak or paddleboard for an adventurous day on the water, or simply unwind with a good book.
• South BeachOpens in a new window – For a quieter beach experience, visit South Beach. This serene spot is ideal for families and offers a peaceful atmosphere with gentle waves, perfect for swimming or building sandcastles. Enjoy a picnic on the shore as you soak in the sun.

4 tips for savvy savings when booking a hotel in Old Town Key West

1. Book for the cheapest times: The most budget-friendly time to visit Old Town Key West is between August and October, when hotel prices tend to be lower. For a fulfilling experience that allows you to discover the key historical landmarks and cultural attractions, a stay of at least 3 to 4 days is recommended. During your visit, you can explore the area's historic sites, such as charming churches, museums, and the iconic historic fort, while also enjoying the local flavour at pubs and restaurants. With the right planning, you can enjoy a great value for money trip to this vibrant locale.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Old Town Key West, visit the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. By enabling email alerts or push notifications, you could receive updates on flash sales and special offers, helping you secure savings. Additionally, the Smart Shopping tool available via the app allows you to compare hotel prices and amenities, so you're more likely to catch price drops or room availability before booking your spontaneous getaway.
3. Be flexible with dates: Prices can fluctuate depending on factors such as the hotel’s location, star rating, and time of year, so being flexible with your travel dates could help you save on your stay at a hotel in Old Town Key West. For those seeking a distinctive experience, boutique hotels often provide a more personalised touch and may offer better value. When you book through Hotels.com, we will inform you if the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll suggest alternative dates that may lead to a more affordable stay, helping you secure a better deal.
4. Consider your location: Opting for accommodation nearer to major attractions or city centres may provide greater convenience, but it often comes with a steeper price tag. For those seeking more affordable options, it may be worth considering hotels in less central areas or neighbourhoods, striking a balance between cost and accessibility to the sites you wish to visit. You might also look into independent hotels situated further afield, which are usually more likely to be affordable and can offer a more authentic experience.

Best time to go to Old Town Key West

Old Town Key West has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. If you’re looking to soak up the lively atmosphere in Old Town Key West, March, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with little to no rainfall. However, if you prefer a more relaxed experience, September to November are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.