Find a Hotel in Key West Historic District

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Top hotels in Key West Historic District

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $241 total per night from Oct 27 to Oct 28
$241 total
Oct 27 - Oct 28
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public ...
"Our room was clean and comfortable. The AC kept us cool. The staff was very friendly and helpful."

Reviewed on Oct 15, 2025

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $258 total per night from Oct 26 to Oct 27
$258 total
Oct 26 - Oct 27
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...
"."

Reviewed on Oct 17, 2025

Opens in a new windowLa Concha Key West, Autograph Collection
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St, Key West, FL
Fully refundableReserve now, pay when you stay
$557 nightly
The price is $627 total per night from Oct 22 to Oct 23
$627 total
Oct 22 - Oct 23
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
"Enjoyed the stay. Property and proximity both very good. Staff friendly. Beautiful views"

Reviewed on Oct 17, 2025

Opens in a new windowPier House Resort & Spa
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street, Key West, FL
Fully refundableReserve now, pay when you stay
$284 nightly
The price is $320 total per night from Oct 26 to Oct 27
$320 total
Oct 26 - Oct 27
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for ...
NTLT
"Wide assortment of healthy and traditional food at breakfast and well priced. Room was clean but some areas in need of updating. AirCon worked well. Staff were very pleasant and attentive. Had certain issues with a double booking which eluded admin staff and that was ‘somewhat’ irksome but apart ..."

Reviewed on Oct 16, 2025

Opens in a new windowOpal Key Resort & Marina, Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
$242 nightly
The price is $272 total per night from Oct 26 to Oct 27
$272 total
Oct 26 - Oct 27
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...
"👍"

Reviewed on Oct 19, 2025

Opens in a new windowHyatt Centric Key West Resort and Spa
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
$211 nightly
The price is $238 total per night from Oct 30 to Oct 31
$238 total
Oct 30 - Oct 31
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
"A great place to stay!"

Reviewed on Oct 18, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
$241 nightly
The price is $271 total per night from Oct 30 to Oct 31
$271 total
Oct 30 - Oct 31
Total with taxes and fees
This resort features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, ...
"Decent property, kept up, clean and excellent walk ability to Duval Street"

Reviewed on Oct 15, 2025

Opens in a new windowThe Reach Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
$263 nightly
The price is $295 total per night from Oct 29 to Oct 30
$295 total
Oct 29 - Oct 30
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
"This hotel is beautiful. Great view from the room. Staff is amazing"

Reviewed on Oct 19, 2025

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $155 total per night from Oct 27 to Oct 28
$155 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Enjoy the free continental breakfast each morning. Self parking, a coffee shop, and ...
"Room was cool and clean."

Reviewed on Oct 16, 2025

Opens in a new windowThe Southernmost Inn - Adults Only
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Key West Historic District Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Key West Historic District area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Key West Historic District to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Key West Historic District are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

Top reasons for your vacation to Key West Historic District

  • Stunning Sunsets: Key West Historic District offers breathtaking sunset views over the Gulf of Mexico, creating a magical experience for visitors.
  • Tropical Drinks at Tiki Bars: Relax and unwind at the vibrant tiki bars in the area, sipping on delicious tropical drinks and immersing yourself in the island atmosphere.
  • Vibrant Art Galleries: Explore the vibrant art galleries in Key West Historic District, showcasing a diverse range of artwork from local and international artists.
  • Scenic Biking Routes: Take a leisurely bike ride along the picturesque coastline, enjoying the tropical scenery and the refreshing ocean breeze.
  • Live Music and Street Performers: Experience the lively entertainment scene in Mallory Square, where you can enjoy live music performances and be entertained by talented street performers.

Find your favorite hotels in Key West Historic District

If you're planning a vacation in Key West Historic District, you'll find a range of hotel accommodations to suit your needs. From luxurious beachfront hotels to cozy boutique options, there's something for everyone in Key West. With its charming architecture and proximity to popular attractions, staying in this district provides a convenient and enjoyable experience for travelers. Whether you're looking for the best hotels or beachfront accommodations, Key West Historic District has plenty of options to choose from.

Hotel nameTypeStarsDescription
Winslow's Bungalows - Key West Historic Inns:This 4.0-star rated hotel is a great option for your City vacation. It is located in the Key West Historic District, offering close proximity to entertainment, friendly people, outdoor pool, museums, golf, and walking. The hotel also provides concierge services and is both urban and secluded, giving you the best of both worlds.
NYAH Key West - Adults Only:If you're looking for a more adult-oriented experience, this 3.0-star rated guesthouse is the ideal choice. It is located near museums, skydiving, and historical sites. The hotel is for adults only and offers activities like kayaking, waterskiing, and snorkeling. It is also conveniently located near the airport, making your travel easier.
Pier House Resort & Spa:This 4.0-star rated resort is perfect for those who want a luxurious experience. It is located near museums, the beach, and historical sites. The hotel offers entertainment options like rafting and skydiving, as well as stunning views and beautiful sunsets. Enjoy the poolside bar and relax in style during your City vacation.

Explore the best activities and sights in Key West Historic District

Key West Historic District offers a range of activities suitable for a family vacation. Enjoy the stunning sunset views over the Gulf of Mexico, relax at a tiki bar while sipping tropical drinks, and explore the vibrant art galleries in the area. Engage in family-friendly activities such as biking along the scenic coastline, dancing to live music, and taking entertaining excursions. Don't miss the opportunity to experience the lively marina scene in Key West. With its abundance of festivals, boating opportunities, and entertainment options, the Key West Historic District is the perfect destination for a memorable family vacation.

  1. Duval Street: Duval Street is a vibrant and lively street that offers a unique city experience. Explore the street filled with colorful festivals, bustling bars, and energetic dancing. As the sun sets, immerse yourself in the breathtaking view of the sea and join exciting excursions. Enjoy the lively atmosphere with live music and entertainment. Duval Street is also known for its nearby islands, offering a chance to escape and explore the stunning natural beauty. Whether you're biking along the street or simply soaking in the vibrant ambiance, Duval Street promises a memorable and exhilarating city experience.
  2. Mallory Square: Mallory Square is a modern square that provides a city experience like no other. Witness the captivating sunsets over the sea and indulge in the excitement of various excursions. Relax on the sandy beach and immerse yourself in the festive atmosphere of lively festivals. Enjoy a refreshing drink at the bar or embark on a boating adventure to explore the surrounding islands. Mallory Square is the perfect destination for biking enthusiasts, offering scenic routes and breathtaking views. With its vibrant energy and modern charm, Mallory Square promises an unforgettable city experience.
  3. Southernmost Point: Southernmost Point is a symbolic landmark that offers a cultural experience. Marvel at the stunning sunsets over the sea and relax on the sandy beach. Join exciting excursions and immerse yourself in the vibrant atmosphere of festivals. Enjoy a refreshing drink at the bar or embark on a boating adventure to explore the nearby islands. Southernmost Point is the perfect destination for biking enthusiasts, with its tropical surroundings and scenic routes. Take in the rich culture and history of the area, as you explore this iconic landmark. Southernmost Point promises a cultural experience like no other.

Where to stay near Key West Historic District

Get ready to immerse yourself in the vibrant and lively atmosphere of Key West Historic District. This charming neighborhood, also known as Old Town, offers a plethora of experiences for your city vacation. Start your day by strolling down the iconic Duval Street, where you'll find numerous shops, restaurants, and bars. As the sun sets, head to Mallory Square to witness breathtaking sunsets accompanied by live music and street performers. Don't miss the opportunity to explore the area on a bike, taking in the tropical scenery and enjoying the laid-back vibes. Key West Historic District will surely provide unforgettable memories for your family vacation.

  1. Key West: Key West is a vibrant city located just 0.2 miles away from Key West Historic District. Known for its stunning sunsets, lively bar scene, and beautiful sea views, Key West offers a unique atmosphere perfect for a family vacation. Families can enjoy dancing to live music, going on exciting excursions, and experiencing the vibrant entertainment scene. Key West is also famous for its festivals, boating opportunities, and biking trails, ensuring there is something for everyone in the family to enjoy.
  2. Summerland Key: Summerland Key is a popular city located 23.4 miles away from Key West Historic District. This charming city offers a relaxed and laid-back atmosphere, making it a great escape from the hustle and bustle of the main traveler areas. Families can enjoy the romantic beaches, indulge in fishing and kayaking adventures, and explore the beautiful nearby islands. With its family-friendly atmosphere and abundance of nature, Summerland Key is the perfect destination for those seeking a peaceful and nature-filled vacation.
  3. Big Pine Key: Big Pine Key is located 29.0 miles away from Key West Historic District and is known for its enchanting islands and stunning beaches. Families can enjoy snorkeling in the crystal-clear waters, go running or hunting in the beautiful nature surroundings, and experience the unique charm of this island city. With its family-friendly atmosphere and abundance of outdoor activities, Big Pine Key is the ideal destination for a memorable family vacation.

Best times to go to Key West Historic District

Key West Historic District has something in store for you whenever you visit. January is the coldest month of the year, while August is hottest, with average temperatures up to 84.4 degrees Fahrenheit. The wettest month in Key West Historic District is September, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January71.1°F (21.7°C)No Rain (Dry)Mostly Sunny
February72.1°F (22.3°C)No Rain (Dry)Mostly Sunny
March73.4°F (23.0°C)No Rain (Dry)Mostly Sunny
April76.8°F (24.9°C)No Rain (Dry)Mostly Sunny
May79.3°F (26.3°C)Light RainMostly Sunny
June82.6°F (28.1°C)Light RainMostly Sunny
July84.0°F (28.9°C)Light RainMostly Sunny
August84.4°F (29.1°C)Light RainMostly Sunny
September83.7°F (28.7°C)Light RainMostly Sunny
October80.8°F (27.1°C)Light RainMostly Sunny
November76.6°F (24.8°C)Light RainMostly Sunny
December73.9°F (23.3°C)No Rain (Dry)Mostly Sunny

Food and dining in Key West Historic District

Key West Historic District is a haven for food lovers, offering a variety of distinctive local cuisines. One must-visit restaurant is Margaritaville, known for its mouthwatering lemon-infused oysters. For an elegant dining experience, Blue Heaven is a top choice, serving delectable North American dishes. Caroline's Cafe is another popular spot, where you can indulge in the flavors of the region. Additionally, the neighborhood offers several oceanfront dining options, where you can enjoy the scenic views while savoring delicious food. Lastly, don't miss out on La Trattoria, a renowned Italian restaurant that will surely satisfy your culinary cravings.

How do I find a great hotel with Travelocity?

Give your entire crew a memorable vacation. When looking for the ideal accommodations, utilize the family-friendly badge to find hotels that offer additional amenities for children. Moreover, our personalized filters assist you in narrowing down hotels that are in close proximity to popular attractions, provide enhanced cleaning, and fit within your budget.

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide stress-free travel every time you and your family book with us, so you can spend less time worrying and more time creating cherished memories. We will assist you in finding and planning your ideal trip, along with offering transparent pricing, reliable reviews, and 24/7 guaranteed customer support before, during, and after your vacation.

How can I save money on my trip to Key West Historic District?

Save money on your trip to Key West Historic District by bundling your flights, hotel, and car bookings together for a discounted price. While exploring the district, take advantage of the inexpensive local affinities including biking, live music, and entertainment. Enjoy a leisurely bike ride around the area, catch a free live music performance, or indulge in the vibrant entertainment scene. These activities will allow you to experience the charm of Key West without breaking the bank.

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