Hotels in Old Town Key West

Uncover the Vibrant Soul of Old Town Key West: A Journey Through Sunlit Streets and Hidden Treasures

Old Town Key West is a vibrant tapestry of history, culture, and laid-back charm nestled in the southernmost point of the continental U.S. Stroll through the historic district's colorful streets lined with charming conch-style homes, and visit iconic attractions like the Key West Lighthouse and the bustling Historic Seaport. Indulge in fresh seafood at waterfront eateries, sip cocktails as the sun sets at Mallory Square, and embrace the island’s artistic spirit in local galleries. With its inviting beaches and lively atmosphere, Old Town Key West promises a delightful escape for families, couples, and solo travelers alike.

Discover great hotels in Old Town Key West

Old Town Key West offers a variety of accommodations, from charming guesthouses and historic hotels to upscale resorts. You’ll find beautifully appointed rooms, lush gardens, and easy access to vibrant downtown, making it an ideal spot for relaxation and exploration in this tropical paradise. 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 beachside experience, perfect for adventure-seeking travelers. With direct access to the beach, guests can partake in a variety of adventure sports such as kayaking, snorkeling, and boat tours. The property features a lively atmosphere and is well-equipped for outdoor enthusiasts. Review sentiments highlight the hotel's vibrant location and the exciting range of activities available, making it an ideal choice for those looking to immerse themselves in adventure while enjoying the comfort of a well-appointed hotel.
2. NYAH Key West - Adults OnlyOpens in a new window: As a charming 3.0-star guesthouse, NYAH Key West - Adults Only provides an inviting environment for travelers eager for beach and adventure pursuits. Guests appreciate the direct beach access and the opportunity to engage in activities like windsurfing and fishing. The guesthouse creates a relaxed and friendly ambiance, making it an excellent option for those who value unique experiences and local flavor. Positive reviews often mention the welcoming atmosphere and the breadth of available recreational activities, making it a favorite for adventure seekers.
3. Island City House HotelOpens in a new window: This delightful 3.0-star hotel is tailored for adventure vacation experiences, featuring a range of activities like sailing and snorkeling. With a focus on providing a vibrant and engaging environment, Island City House Hotel draws in those who thrive on exploration and outdoor pursuits. The hotel is well-regarded for its comfortable accommodations and the ease of access to various adventure options, ensuring a memorable stay for travelers seeking unique experiences and the thrill of adventure.

Top locations to stay in Old Town Key West

When staying near Duval Street, Southernmost Point, and South Beach in Old Town Key West, visitors can enjoy vibrant nightlife, unique shopping, and stunning beaches. Duval Street is perfect for its lively atmosphere and cultural attractions, Southernmost Point offers iconic photo opportunities, and South Beach is ideal for relaxation. First-time visitors will find Duval Street best suited for their stay.

1. Near Duval StreetOpens in a new window: Staying near Duval Street puts you right in the heart of Key West's vibrant atmosphere. This famous thoroughfare is bustling with local shops, art galleries, and a variety of cultural attractions like the Ernest Hemingway Home and Museum and the Harry S. Truman Little White House. Plus, you'll have easy access to exciting cultural venues such as the Key West Burlesque Theater and the Waterfront Playhouse. It's a lively spot that offers something for everyone, from shopping to entertainment.
2. Near Southernmost PointOpens in a new window: If you want to soak up the sun and enjoy scenic ocean views, staying near Southernmost Point is perfect. This iconic landmark is a great starting point for exploring nearby attractions like South BeachOpens in a new window and the fascinating Ernest Hemingway Home and Museum. You'll also find a lovely mix of cultural venues like the Red Barn Theater nearby, making it a great area for both relaxation and entertainment.
3. Near South Beach: For a more laid-back experience, staying near South Beach offers a charming coastal vibe with sandy shores and beautiful sunsets. It's an excellent spot to unwind and enjoy the natural beauty of Key West. While you're here, you can easily access the vibrant Duval Street and its array of shops and cultural attractions. It's a great area to relax after a day of exploring the local sights.

Things to do near Old Town Key West

Old Town Key West is a vibrant blend of sun-kissed beaches and charming streets, inviting families and adventurers alike to explore. Enjoy leisurely strolls through bustling shopping areas, relax at scenic parks, or dive into crystal-clear waters for exhilarating marine experiences. With its warm atmosphere, this area promises unforgettable moments for everyone.

• Duval StreetOpens in a new window – Stroll down Duval Street, the vibrant heart of Key West, where you'll find a mix of lively bars, unique shops, and delightful restaurants. This bustling thoroughfare is perfect for people-watching, grabbing a bite, or enjoying a refreshing drink as you soak up the local atmosphere.
• Southernmost PointOpens in a new window – Snap a photo at the Southernmost Point, a colorful buoy marking the southernmost tip of the continental United States. This iconic landmark is a must-see for every visitor and offers a great backdrop for memorable pictures as you take in the surrounding scenery.
• Mallory SquareOpens in a new window – Head to Mallory Square for the famous sunset celebration. As the sun dips below the horizon, enjoy street performances, local artisans, and a lively atmosphere. It's a perfect spot to unwind and experience the island's vibrant community.
• South BeachOpens in a new window – Relax on the sandy shores of South Beach, where you can soak up the sun, swim in the clear waters, or take a leisurely stroll along the beach. This family-friendly destination is great for a day of fun in the sun.
• Smathers BeachOpens in a new window – Spend some time at Smathers Beach, one of the largest beaches in Key West. With its palm trees, soft sand, and calm waters, it's an ideal spot for sunbathing, picnicking, or enjoying water sports like kayaking and paddleboarding.

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 from August to October, when hotel rates are likely to drop to lower prices. For an enriching experience, plan to stay for at least 3 to 4 days to fully explore the area’s key landmarks, cultural sites, and historic attractions. You can visit the historic fort, art galleries, museums, and iconic streets that reflect the unique heritage of the region. This timeframe is perfect for those looking for great value for money while immersing themselves in the rich history and vibrant culture of Old Town Key West.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals in Old Town Key West, begin by checking the DealsOpens in a new window and Last-Minute Deals sections on Hotels.com, where you may find discounted hotel rates close to your travel dates. Consider enabling email alerts or push notifications to stay updated on flash sales and special promotions, helping you capitalize on opportunities for savings. Additionally, the Smart Shopping feature in the app allows you to compare hotel prices and amenities, ensuring you’re informed about any price drops or availability changes, so you can plan a last-minute escape effectively.
3. Be flexible with dates: Prices can differ based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay at an Old Town Key West hotel. If you're seeking a unique experience, boutique hotels often provide a more personalized touch and can sometimes offer better value. When you book with Hotels.com, we’ll inform you if the price for your chosen dates is higher or lower than average. If it turns out to be on the higher side, we’ll suggest alternative dates that could be more budget-friendly, increasing your chances of finding a great deal.
4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. For more affordable options, you might look into hotels in less central neighborhoods, striking a balance between cost and accessibility to the sites you want to visit. You may also find that independent hotels a bit farther out usually tend to be cheaper, offering a more authentic and budget-friendly 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. March, June, and July 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, accompanied by 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.