Where to Stay in Key West: Best Areas and Hotels

Where to Stay in Key West: Best Areas and Hotels

Turquoise waters, white sandy beaches and vibrant culture define this paradise.  This charming island city offers a variety of accommodations for tourists to choose from.  Luxurious resorts, cosy bed and breakfasts, or budget-friendly hostels, whatever accommodation you’re looking for, is here. The best areas and hotels to stay in while visiting Key West will be explored in this article. From the lively streets of Duval to the serene beaches of Higgs, Key West is a hub for both relaxation and entertainment. Each neighbourhood offers a range of activities and attractions for tourists to explore and has a unique vibe.  Key West has it all whether you’re looking to party until dawn, indulge in delicious local cuisine, or simply bask in the sunshine.

 You can walk or bike, and taxis are readily available so it is easy to navigate the city. For those looking to explore beyond the immediate vicinity, there’s also a reliable public transportation system. For first-time visitors to seasoned travellers, Key West offers a variety of accommodation options and activities that will make your stay comfortable and unforgettable. One of the main attractions that visitors shouldn’t miss is the famous Mallory Square Sunset Celebration, located in the heart of Old Town. This nightly event brings together locals and tourists alike to watch the sunset over the ocean while enjoying live music and street performances. Key West is generally a safe place for tourists. When travelling alone or at night as with any popular tourist destination stay alert and aware of your surroundings.

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Old Town

Wondering where to stay in Key West? Look no further than Old Town!  This historic neighbourhood is the heart and soul of Key West. From here you can set up the perfect base for exploring everything the island has to offer. The charming streets, colourful houses and laid-back vibe make Old Town a favourite among travellers looking for a unique and authentic experience. Nightlife in Old Town is vibrant and diverse. Duval Street is lined with bars and clubs that stay open late into the night. Choose what you like from cosy wine bars to live music venues. Dance the night away at Aqua Nightclub, a popular spot known for its drag shows. Safety starts with you, it’s important to be aware of safety concerns. Old Town is generally a safe neighbourhood. Be cautious of tourist scams and keep an eye on your belongings, especially in crowded areas.

Foodies will love Old Town, where you can find everything from classic Key West cuisine to international flavours. Some of the must-try dishes include conch fritters, Cuban sandwiches, and key lime pie. For a casual meal, stop by El Siboney, a family-owned Cuban restaurant that’s been serving up delicious food for decades. Or,  head to the Half Shell Raw Bar if you’re in the mood for seafood, it’s a local favourite known for its fresh oysters and lobster bisque.

Hang out with locals at Mallory Square, where you can watch the sunset with a drink in hand and enjoy street performers and vendors. Or, if you’re feeling adventurous, take a bike tour around the neighbourhood with Key Lime Bike Tours. They’ll take you to all the hidden gems and share stories about the area’s rich history. Old Town is easy to get around whether you prefer walking, biking or taking a trolley. It is possible to walk to most attractions. Furthermore, there are plenty of bike rental shops and trolley tours available. If you’re driving, be prepared for limited parking options and narrow streets.

Shopping in Old Town is a delight, with plenty of unique boutiques and galleries to explore. Some of the top spots include Besame Mucho, a charming gift shop with handmade jewellery and home goods and Key West Island Books, a cosy bookstore with a great selection of local literature. Learn about the island’s history and see exhibits by local artists at the Key West Art and Historical Society. Old Town is great for travellers looking for a unique and authentic experience. 

Best Hotels in Old Town

The Marquesa Hotel is the perfect choice for travellers looking for a romantic getaway. This beautiful boutique hotel boasts lush gardens, a sparkling pool and elegant rooms with plush bedding and luxurious amenities. It offers elegant and spacious rooms. Lush tropical gardens where the hotel is set offer a peaceful, secluded retreat from the hustle and bustle of the city. Guests can enjoy the beautiful outdoor pool, luxurious amenities, and the hotel’s on-site restaurant, Café Marquesa, which serves up delicious, locally sourced cuisine.

Practical Information

Address: 800 Washington St, Key West, FL 33040, United States

Telephone: +1 305-296-6531

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For those seeking a more budget-friendly option, the Old Town Manor is a charming bed and breakfast that offers a great location and friendly staff. This historic property is housed in a beautiful Victorian mansion and features comfortable rooms with modern amenities. Guests can enjoy a complimentary breakfast each morning in the lush garden courtyard, and there’s even a pool for a refreshing dip on a hot day.

Practical Information

Address: 511 Eaton St, Key West, FL 33040, United States

Telephone: +1 305-292-2170

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For travellers looking for the ultimate in luxury, the iconic Casa Marina Resort is a top pick. This Waldorf Astoria Resort boasts a beachfront location, elegant decor, and luxurious amenities. The resort features two oceanfront pools and a private beach. After a long day, the sushi bar and a beachside grill will fill your belly and spirits up.

Practical Information

Address: 1500 Reynolds St, Key West, FL 33040, United States

Telephone: +1 305-296-3535

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Truman Annex Neighbourhood

This charming neighbourhood offers the perfect blend of historic architecture, beautiful scenery, and modern amenities.  Truman Annex is the ideal area to stay in if you want to be in the heart of the action while still having a peaceful place to relax. One of the best things about Truman Annex is its location. You can easily walk to some of the best attractions in Key West, including the Ernest Hemingway Home and Museum and the Southernmost Point Buoy.  For a taste of local culture, be sure to visit the Key West Butterfly and Nature Conservatory. View over 50 species of butterflies and birds, as well as a stunning collection of exotic plants.  Another must-see attraction is the Key West Lighthouse and Keeper’s Quarters Museum, which offers incredible views of the island and its surroundings.

Related Read: All About Ernest Hemingways Life in Paris.

Truman Annex is a walkable neighbourhood. But to explore further afield, there are plenty of options. You can rent a bike and ride around the island, or hop on the Old Town Trolley and take a guided tour. Take a ferry to nearby islands like Dry Tortugas National Park. Alternatively, explore the underwater world on a snorkelling excursion. Visit Truman Annex during the winter months, it is the best time because the weather is mild and dry. Key West can be visited any time of the year if you don’t mind the heat and humidity. During the summer months be prepared for occasional rain showers. Key West is generally safe. Avoid walking alone late at night and be mindful of your belongings in crowded areas. Remember personal safety starts with you.

Best Hotels in Truman Annex

If you’re looking for luxury, The Truman Hotel is a top choice. This boutique hotel features beautiful guest rooms and suites with elegant decor and modern amenities. Guests can enjoy a heated outdoor pool, a fitness centre, and a rooftop bar with stunning views of the island. The hotel’s prime location in the heart of the Truman Annex makes it easy to explore the best attractions in Key West.

Practical Information

Address: 611 Truman Ave, Key West, FL 33040, United States

Telephone: +1 305-296-6700

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Key West Vacation Rentals offers a home-away-from-home experience.  The beautiful properties range from charming cottages to spacious villas. These rentals offer all the comforts of home.  Fully equipped kitchens, comfortable living areas and private outdoor spaces come with the rooms.

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Practical Information

Address: 1001 Whitehead St Ste C 22 Key West, FL 33040

Telephone: (305) 394-2224

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Key West Bight

From breathtaking beaches to landmarks, this thriving and active city provides a plethora of experiences.  Nonetheless, one area prevails over the others when it comes to finding absolute accommodation: Key West Bight. Let us tell you why.

Key West Bight is the heart of the city’s historic seaport district. From shopping to dining to partying, a plethora of activities await you in this area.  This spot offers great opportunities for watching sunsets or leisurely strolling in the harbour area. But what really sets Key West Bight apart is its unique blend of old-world charm and modern amenities. When it comes to dining, Key West Bight caters for everyone. Seafood lovers will want to check out Half Shell Raw Bar, a local institution known for its fresh oysters and Key West pink shrimp. For a more upscale experience, head to Latitudes, located on a private island just a short boat ride away. Stop by the Conch Republic Seafood Company, where you can dine on the waterfront and enjoy live music if you’re in the mood for something more casual.

As for nightlife, Key West Bight has plenty of options. Head to Schooner Wharf Bar for a laid-back bar with a local vibe. For something a bit more upscale, check out the Sunset Pier at Ocean Key Resort & Spa, where you can enjoy live music and stunning views of the sunset. When it comes to getting around, Key West Bight is easy to navigate on foot. Consider renting a scooter or bicycle to heighten the adventure. Plan ahead because the streets can be crowded and parking can be a challenge. In terms of safety, Key West Bight is generally a safe area.  So when is the best time to visit Key West Bight?  If you want to avoid the crowds, consider visiting in the fall or spring. If you’re looking for a lively atmosphere and plenty of events and festivals, visit during the winter months.

Best Hotels in Key West Bight

The Marker Waterfront Resort – This upscale resort offers spacious rooms, stunning waterfront views, and easy access to all the best attractions in Key West Bight. Relax in the private marina and do laps in the two swimming pools. It’s the perfect place to relax and unwind after a long day of exploring. This waterfront hotel offers stunning views of the marina and ocean. Dine at the popular on-site restaurant, Cero Bodega. Participate in the fitness centre schedule, yoga classes and water sports offered. The rooms have flat-screen TVs, a mini-bar tray of goodies to purchase from lotion to tequila, and coffee makers. Little touches add a Key West touch like a small stack of books.

Practical Information

Address: 200 William St, Key West, FL 33040, United States

Telephone:  +1 855-485-9291

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Margaritaville Key West Resort & Marina – As the name suggests, this resort is all about fun and relaxation. Located in the heart of Key West Bight, it offers a variety of amenities. You’ll feel like you’re on a tropical vacation with the colourful, island-inspired decor. The rooms offer Wi-Fi, cable channels and TV. Certain units have views of the oceanfront. Self-catering facilities include a washing machine, a microwave and coffee and tea-making facilities.

Practical Information

Address: 2001 South Roosevelt Boulevard, Key West, FL 33040

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The Banyan Resort – This historic property dates back to the 1800s and is one of the oldest in Key West Bight. But don’t let its age fool you – the rooms are modern and comfortable. The grounds are beautifully landscaped. The property is well-kept and emerged with lush exotic plants and trees. It’s close to Duvall Street yet on a quieter street/area. Quick walk to Mallory Square for sunsets.

Practical Information

Address: 323 Whitehead St, Key West, FL 33040, United States

Telephone:  +1 305-296-7786

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Bahama Village

Just a stone’s throw away from the bustling downtown area is this charming neighbourhood.  Experience a unique blend of history, culture, and laid-back island living. One of the best things about Bahama Village is its lively nightlife. From cosy bars to buzzing nightclubs, there’s something for everyone here.  Head to Blue Heaven for a taste of local flavour, a favourite among locals and visitors alike. Pulsating live music, fresh seafood and fruity cocktails flow. Pop in and unwind after a long day of exploring.

What is not to love of the diverse culinary scene in Bahama Village? There are plenty of options to suit every taste and budget from Caribbean-inspired cuisine to classic American fare. For a true taste of the island, be sure to try the conch fritters at Caroline’s Cafe. These crispy, golden nuggets are a Bahama Village staple and not to be missed. Getting around Bahama Village is easy and convenient. The neighbourhood is compact, so you can easily walk or bike to most attractions.  There are plenty of rental car options available if you prefer to explore on four wheels. Finding a parking spot can be a challenge during peak tourist season.

Bahama Village is the perfect place to mingle with locals. The locals are friendly and welcoming and will make you feel like part of the community in no time. For a truly authentic experience, stop by the Bahama Village Market. This celebration of local food, music, and art is a weekly event, held on Thursdays. You’ll have the chance to sample fresh produce, handmade crafts, and delicious street food, all while soaking up the lively atmosphere and meeting some friendly locals. Bahama Village is the perfect area to stay in Key West for anyone looking for a lively, welcoming neighbourhood with plenty of history, culture, and island charm. The vibrant nightlife, diverse dining scene, and friendly locals are the ingredients for a trip to remember. Finally, safety is always a concern when travelling. While Bahama Village is generally a safe neighbourhood, it’s always a good idea to take precautions.

Best Hotels in Bahama Village

One great choice is The Marquesa Hotel, which offers elegant and spacious rooms in the heart of Bahama Village. Lush tropical gardens where the hotel is set offer a peaceful, secluded retreat from the hustle and bustle of the city. Guests can enjoy the beautiful outdoor pool, luxurious amenities, and the hotel’s on-site restaurant, Café Marquesa, which serves up delicious, locally sourced cuisine. The Marquesa Hotel is the perfect choice for travellers looking for a romantic getaway.

Practical Information

Address: 600 Fleming St, Key West, FL 33040, United States

Telephone:  +1 305-292-1919

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Casa Marina

Key West is a breathtaking island in Florida that has always been a popular tourist destination. Many people flock to this tropical paradise every year.  They come for the vibrant culture, beautiful beaches, and lively nightlife. Where should one stay with so many neighbourhoods to choose from? Look no further than the stunning Casa Marina area. Casa Marina is considered the best area to stay in Key West because it offers a little something for everyone. From beaches to nightlife, Casa Marina has it all. One of the best things about Casa Marina is its beach. Soak up the sun on a private beach that’s only accessible to guests of the neighbourhood’s hotels. Enjoy the clean beach, crystal clear water and white soft sand. After a day of exploring the island, retreat here for R and R.

Casa Marina is also a great location for sightseeing. The neighbourhood is just a short walk or bike ride from some of Key West’s most famous attractions, like the Ernest Hemingway Home and Museum and the Southernmost Point marker. Stroll down Duval Street, which is known for its vibrant nightlife and great restaurants. From fresh seafood to Caribbean-inspired cuisine, there is no shortage of delicious options in this neighbourhood. For a taste of local flavours, be sure to try some conch fritters or a Key West pink shrimp cocktail. Head to Better Than Sex, a dessert-only restaurant that’s sure to satisfy your sweet tooth.

When it comes to safety, Key West is generally a very safe destination. However, always take precautions to keep yourself and your belongings safe. Avoid venturing to unfamiliar areas at night, and keep an eye on your belongings at all times. The best time to visit Casa Marina,  really depends on what you’re looking for. The summer months are a great time to visit if you want to enjoy the beaches and warm weather. However, if you want to avoid the crowds and enjoy more moderate temperatures, consider visiting in the spring or fall. Overall, Casa Marina is the perfect neighbourhood to stay in for your Key West vacation.

Best Hotels in Casa Marina

The Casa Marina Resort and Beach Club is a popular choice for visitors looking for a luxurious stay. This historic hotel serves stunning ocean views all day. A private beach, and a range of amenities to make your stay comfortable and enjoyable. The rooms and suites are elegantly decorated, and many offer balconies with breathtaking views of the ocean. The hotel also has a spa, as well as a restaurant and bar serving up delicious cuisine and refreshing cocktails.

Practical information

Address: 1500 Reynolds St, Key West, FL 33040, United States

Telephone:  +1 305-296-3535

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Another great option in Casa Marina is The Reach Key West, Curio Collection by Hilton. This upscale hotel is geared towards making your stay unforgettable. The rooms and suites are spacious and beautifully decorated, with many offering balconies with ocean views. The concierge desk to help you plan your activities on the island.

Practical Information

Address: 1435 Simonton St, Key West, FL 33040, United States

Telephone: +1 305-296-5000

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For those on a budget, the El Patio Motel is a charming and affordable option in Casa Marina. The range of rooms and suites to suit different group sizes and budgets. The rooms are clean and comfortable. Relax and unwind in the courtyard after a day of exploring the island. Feel the sand between your toes just a few steps from the hotel. Vacay close to the water without breaking the bank.

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Practical Information

Address: 800 Washington St, Key West, FL 33040, United States

Telephone: +1 305-296-6531

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 Stock Island

While there are many options available, we highly recommend considering Stock Island as your base. Stock Island is an island in the Florida Keys that’s located just east of Key West. it packs a punch when it comes to things to see and despite being a small island.  Stock Island has plenty of options to satisfy any craving when it comes to food. Check out Hogfish Bar & Grill, a local favourite if you’re in the mood for seafood. For a taste of the Caribbean, head to The Stoned Crab, which serves up delicious dishes like conch fritters and jerk chicken. And if you’re in the mood for some classic American fare, look no further than Roostica Wood-Fire Pizzeria. Explore the island’s culinary offerings as there are plenty of other options available as well.

While Stock Island might not be known for its nightlife, there are places to hang out after the sun goes down. For a laid-back atmosphere and live music, check out Hogfish Bar & Grill, which we mentioned earlier. Head to the Salty Oyster Dockside Bar & Grill, which overlooks the marina if you’re in the mood for a drink with a view. And for a truly unique experience, check out the on-site brewery at The Perry Hotel. Staying on Stock Island you’ll get to experience the local culture up close.  Check out some of the local galleries and shops as the island is home to many artists and artisans. Visit Stock Island Marina Village, which is home to a variety of businesses, including a fish market, a bookstore, and a coffee shop.

Getting around Stock Island is easy, thanks to the island’s small size. Many visitors choose to rent bikes or scooters to explore the area. Taxis and ride-sharing services are also available if you need them. Some hotels or resorts offer shuttle services to Key West as well. While Stock Island is generally a safe area, it’s always important to exercise caution when travelling. Be sure to keep an eye on your belongings. If you’re unsure about a particular area or activity, ask a local or your hotel staff for advice. Between March and May when the weather is warm but not too hot and the crowds are thinner is the best time to visit Stock Island.  The summer months can be a great time to visit as well if you don’t mind the crowds and higher prices.

Best Hotels in/or Near Stock Island

One of the top accommodation options in Stock Island is The Perry Hotel. This luxurious hotel is known for its stunning marina views and top-notch amenities. To ensure that your stay is comfortable and enjoyable, it boasts spacious rooms, an on-site restaurant and bar, and a variety of other facilities. You’ll also enjoy easy access to some of the area’s top attractions, including Key West Harbour, just minutes away.

Practical Information

Address: 7001 Shrimp Rd, Naval Air Station Key West, FL 33040, United States

Telephone: +1 877-496-8712

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Another great option is the Oceans Edge Key West Hotel & Marina, which is situated right on the water and offers breathtaking waterfront views. This hotel is perfect for those who love being close to the ocean. Lovers of water-based activities such as fishing and boating will appreciate this property more. There is a private beach, a pool, and multiple restaurants and bars to cater to all your needs.

Practical Information

Address: 5950 Peninsular Ave, Key West, FL 33040, United States

Telephone: +1 877-935-0862

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For those looking for a more budget-friendly option, The Laureate Key West is a great choice. The property is situated just opposite the Gulf of Mexico and conveniently only 3 miles away from the charming Old Town Key West. All rooms are furnished with premium cable channels, complimentary high-speed wireless internet, a coffee maker, and a work desk. Every morning, guests are served a free continental breakfast. Additionally, a trolley service is provided to nearby attractions.

Practical Information

Address: 3444 North Rooselvelt Blvd., Key West, FL 33040

Telephone: +1-800-760-7718

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Traveller Tips for Key West

Here are some insider tips for visiting Key West:

• Must-see attractions: The Ernest Hemingway Home and Museum, Mallory Square Sunset Celebration, Southernmost Point, and Key West Butterfly and Nature Conservatory
• Food and drink: Try the conch fritters, Key Lime pie, and a frozen drink from a local bar
• Nightlife: Duval Street is the main hub for bars, clubs, and live music
• Local events: Fantasy Fest in October and the Hemingway Days Festival in July are popular annual events
• Budget-friendly tips: Check out the free attractions like the Key West Cemetery and the historic Fort Zachary Taylor State Park, and look for happy hour specials at local bars and restaurants.

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There is always a Key West neighbourhood and hotel that’s perfect for you whether you’re seeking a romantic escape, a family-friendly vacation, or a lively party scene. Uniqueness is area specific from the historic charm of Old Town to the laid-back vibe of the Lower Keys.  Soak up the sun, savour the delicious cuisine and explore the rich history and culture of this island paradise. For seasoned travellers or first-time visitor, this enchanting destination captivates the heart and inspire your spirit. Plan your visit in wintertime when the weather is cooler and less humid.  Don’t forget to check out the lively nightlife on Duval Street, take a sunset sail, and indulge in some of the island’s famous Key Lime pie. Happy travels! So, what are you waiting for? Book your Key West adventure today, and get ready to discover the magic of this tropical paradise.