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Top Trending Hotels Near Old Town Key West, Key West

Opal Key Resort & Marina, Key West
4.0 star property
9.2 out of 10, Wonderful, (1000)
"Great place"
United States
Jeff
The price is Rp4.384.512
Rp5.586.599 total
includes taxes & fees
11 Nov - 12 Nov
Opal Key Resort & Marina, Key West
Winslow's Bungalows - Key West Historic Inns
4.0 star property
9.2 out of 10, Wonderful, (1027)
"Great place. 2nd time here and will definitely go back."
United States
Cynthia
The price is Rp3.308.314
Rp4.562.634 total
includes taxes & fees
3 Nov - 4 Nov
Winslow's Bungalows - Key West Historic Inns
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (193)
"Absolute awesome place to stay"
United States
Dennis
The price is Rp2.856.802
Rp3.326.390 total
includes taxes & fees
3 Nov - 4 Nov
Douglas House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1032)
"Great location, excellent breakfast and amazing customer service!! Definitely i would recommend!👍Aliyah very attentive and makes our staying wonderful!"
United States
Alejandro
The price is Rp2.952.194
Rp3.678.484 total
includes taxes & fees
2 Nov - 3 Nov
Duval House
The Palms Hotel
3.0 star property
8.8 out of 10, Excellent, (1021)
"Great stay, comfortable room and beds, perfect location! "
United States
Kristen
The Palms Hotel
Lighthouse Hotel - Key West Historic Inns
3.5 star property
9.0 out of 10, Wonderful, (817)
"Great spot"
United States
Christopher
The price is Rp3.803.631
Rp5.120.321 total
includes taxes & fees
17 Nov - 18 Nov
Lighthouse Hotel - Key West Historic Inns
Casa Marina Key West, Curio Collection by Hilton
4.0 star property
8.4 out of 10, Very good, (412)
"Yes property is in an excellent location and the rooms and common areas were very good. "
United States
Dale
The price is Rp4.735.845
Rp6.324.846 total
includes taxes & fees
31 Oct - 1 Nov
Casa Marina Key West, Curio Collection by Hilton
Authors of Key West Guest House
3.0 star property
9.0 out of 10, Wonderful, (1007)
"Great place! "
United States
Trisha
Authors of Key West Guest House
Southwinds Motel
2.0 star property
8.8 out of 10, Excellent, (1219)
"Great location, staff was super friendly and always helpful. "
United States
Jonathan
The price is Rp2.885.210
Rp3.713.297 total
includes taxes & fees
17 Nov - 18 Nov
Southwinds Motel
The Southernmost Inn - Adults Only
3.0 star property
8.2 out of 10, Very good, (1169)
"Great area, amenities are great"
United States
Luis Armando
The price is Rp2.345.055
Rp3.385.786 total
includes taxes & fees
2 Nov - 3 Nov
The Southernmost Inn - Adults Only
Southernmost Beach Resort and Guesthouses
4.0 star property
8.6 out of 10, Excellent, (2834)
"A great place to stay!"
United States
Jerri
The price is Rp2.780.024
Rp4.342.728 total
includes taxes & fees
30 Nov - 1 Dec
Southernmost Beach Resort and Guesthouses
The Reach Key West, Curio Collection by Hilton
4.0 star property
8.4 out of 10, Very good, (1009)
"Great staff, view and food!"
United States
Gregory
The price is Rp4.082.132
Rp5.589.419 total
includes taxes & fees
18 Nov - 19 Nov
The Reach Key West, Curio Collection by Hilton
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0 out of 10, Exceptional, (1020)
"Great place to stay. "
United States
Bettina
The price is Rp4.115.462
Rp4.629.895 total
includes taxes & fees
2 Nov - 3 Nov
Almond Tree Inn Hotel - Adults Only
Ella's Cottages - Key West Historic Inns
3.5 star property
9.4 out of 10, Exceptional, (384)
"Friendly staff, Beautiful property "
United States
Ishta
The price is Rp3.803.631
Rp5.120.319 total
includes taxes & fees
30 Nov - 1 Dec
Ella's Cottages - Key West Historic Inns
Ambrosia Key West
3.5 star property
9.4 out of 10, Exceptional, (1003)
"Loved staying here, such a cute place and the location was close to Duval St."
United States
jodi
Ambrosia Key West
Wicker Guesthouse
3.5 star property
8.6 out of 10, Excellent, (1000)
"It was a great place and location to stay in Key West. One recommendation would be to get a room in the back due to music from the bar next door. "
United States
CAREY
Wicker Guesthouse
Colors on White
3.0 star property
8.0 out of 10, Very good, (369)
"Very nice place to be at. Close walking and biking distance "
United States
brad
Colors on White
Pegasus International Hotel
2.5 star property
8.2 out of 10, Very good, (1013)
"awesome location on Duval, convenient to bars, restaurants, shops, great nightlife, room was clean. location is prime, hotel is small, we would stay again, easy free parking."
United States
elizabeth
Pegasus International Hotel
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1008)
"Great place to stay "
United States
Noel
Paradise Inn Key West - Adults Only
Alexander Palms Court
2.5 star property
9.2 out of 10, Wonderful, (1006)
"It was a great place for the price. "
United States
Kim
The price is Rp3.123.965
Rp3.514.585 total
includes taxes & fees
2 Nov - 3 Nov
Alexander Palms Court
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.

Where to stay in Old Town Key West

Find the best Old Town Key West areas for the activities you enjoy most.

Beachside

If you're spending some time in Beachside, Smathers Beach and Florida Keys Beaches are top sights worth seeing.

Key West Historic District

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Saint Mary Star of the Sea.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Audubon House and Tropical Gardens are top sights worth seeing.

Top Old Town Key West Hotel Reviews

Find out more about Old Town Key West

Top reasons to visit Old Town Key West

  • Charming Architecture: Stroll through the streets of Old Town Key West, admiring the unique architectural styles that embody the island's historical charm.
  • Vibrant Culture: Experience the lively atmosphere with local boutiques, galleries, and cultural attractions that showcase the rich heritage of the area.
  • Picturesque Beaches: Enjoy stunning beach views and a variety of beach activities, perfect for relaxation and adventure.
  • Diverse Accommodations: Choose from charming hotels, romantic getaways, and cosy bed and breakfasts to suit every traveller's needs.
  • Exciting Excursions: Explore nearby attractions and embark on excursions that highlight the excitement and beauty of this unique destination.

Find great hotels in and around Old Town Key West

Discover a variety of charming hotel accommodations in Old Town Key West, perfect for every type of traveller. Whether you seek a romantic getaway, an adventurous beach holiday, or a cosy bed and breakfast, you'll find options that cater to your needs. Many establishments offer accessible facilities, free Wi-Fi, and convenient parking, ensuring a comfortable stay while you explore the vibrant culture and stunning scenery of this unique destination.

  • Southernmost Beach Resort and Guesthouses: Embracing the spirit of adventure, Southernmost Beach Resort and Guesthouses is a vibrant 4-star hotel located in the heart of Old Town Key West. This LGBTQIA-friendly property is perfect for travellers looking to engage in a variety of outdoor activities. Guests can enjoy thrilling experiences such as sailing, snorkelling, and parasailing, all available nearby. The resort boasts a welcoming atmosphere with well-appointed accommodations, making it an ideal choice for both leisure and business travellers seeking a lively yet comfortable stay.
  • NYAH Key West - Adults Only: Nestled half 1.6km away from Old Town, NYAH Key West offers a unique adults-only experience with a city-themed vibe. This 3-star guesthouse caters to adventurous souls, providing easy access to activities like kayaking, skydiving, and parasailing. The vibrant atmosphere and central location make it a fantastic base for exploring the colourful surroundings. Guests appreciate the friendly service and the opportunity to unwind in a lively environment tailored for adults, perfect for those seeking a getaway filled with excitement and relaxation.
  • Orchid Key Inn - Adults Only: A charming 3.5-star hotel located in the lively Old Town Key West, Orchid Key Inn provides a perfect blend of comfort and adventure. This LGBTQIA-friendly property is ideal for those looking to explore the city while enjoying activities such as snorkelling, fishing, and waterskiing. With its central location, guests can easily access local attractions and vibrant nightlife. The inn’s welcoming ambiance, coupled with its excellent amenities, ensures a memorable stay for adult travellers seeking both relaxation and adventure in the heart of Key West.

Where to stay near Old Town Key West

Old Town Key West offers a vibrant blend of historical charm and tropical allure, making it an ideal destination for families and adventure seekers alike. Wander through its streets adorned with stunning architectural styles that reflect the authentic island atmosphere. Explore nearby attractions that promise excursions filled with excitement and a taste of the rich history that defines this unique part of Florida. Experience the captivating beauty and warm hospitality that Old Town Key West has to offer.

  • Key West: Nestled on a tropical island, Key West is renowned for its vibrant atmosphere and laid-back charm. This city serves as the gateway to Old Town Key West, where visitors can immerse themselves in a unique blend of cultural heritage and natural beauty. The island boasts a steady flow of tourists year-round, with peak seasons in January, March, and September. Visitors flock here for family-friendly activities, city-themed adventures, and business retreats. Key West offers an array of shopping centres, resorts, and picturesque beaches, making it an ideal base for exploration.
  • Key West Historic District: Located a mere 483m from Old Town, the Key West Historic District invites guests to wander through its storied streets filled with colourful architecture and rich history. This neighbourhood attracts visitors throughout the year, peaking in March and during the summer months. The allure of family-friendly outings, urban exploration, and business events draws many to this charming area. With its array of shopping areas and resorts, as well as local beaches, the Historic District provides a perfect blend of relaxation and activity.
  • Downtown Key West: Just 322m from Old Town, Downtown Key West buzzes with energy and excitement. This vibrant neighbourhood sees consistent visitor traffic, particularly in March and during the summer. Offering a blend of city-themed experiences, family fun, and business opportunities, Downtown is a hub for shopping malls and resorts. Visitors can enjoy nearby beaches and iconic landmarks that highlight the district’s unique character. It's the perfect place to soak in the lively atmosphere and experience the essence of Key West.

Things to do in and around Old Town Key West

Old Town Key West offers a vibrant array of activities perfect for family and business-themed holidays. Visitors can enjoy shopping in local boutiques and malls, while adventurous getaways abound with exciting attractions packages. The stunning beach activities and picturesque beach views provide an ideal backdrop for relaxation and exploration, making it a delightful destination for all types of travellers.

Shopping

In Old Town Key West, discover unique treasures at We Cycle Key West and The Kite House. For a broader selection, venture 46.7km to the Big Pine Key Flea Market, where you can explore a vibrant atmosphere filled with eclectic finds and local crafts.

Recreation

At Key West Golf Club, enjoy a round of golf surrounded by lush landscapes and vibrant outdoor vibes, just a short drive from Old Town. For families, the MLK Community Pool & Community Center offers a refreshing escape with its inviting pool, perfect for relaxation and fun in the sun.

Adventure

Explore the vibrant streets of Old Town Key West, filled with eclectic shops and lively street performers. Venture onto the azure waters for thrilling water sports, or visit the historic Ernest Hemingway Home and Museum to immerse yourself in literary history. The sunsets at Mallory Square are a must-see.

Nightlife

In Old Town Key West, the Red Barn Theater offers a charming blend of romance and culture just 966m away, while the Waterfront Playhouse, located 1.3km away, provides an enchanting entertainment experience. For a family-friendly outing, Regal Key West cinema is a delightful choice 3.2km from the heart of the action.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Old Town Key West

To save money during your visit to Old Town Key West, consider travelling between August and October when hotel prices are lower. Booking a month in advance can secure better rates, and exploring last-minute deals on platforms like Expedia may yield further savings. Tuesdays are the cheapest days to stay, while Fridays tend to be pricier. Use Expedia's search tool to filter your preferences and look for eco-friendly options. Combining your hotel, flights, and activities into a package can also lead to additional discounts, ensuring a budget-friendly holiday experience.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Old Town Key West are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: The cheapest time to book a hotel around Old Town Key West is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Old Town Key West is Tuesday. The most expensive day to stay around Old Town Key West is Friday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, preferred location, and the type of accommodation you desire. For instance, selecting the Eco-certified option will showcase sustainable and eco-friendly hotels currently available. To find the most affordable prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Old Town Key West with your flights and activities by opting for an Expedia package.

Find the best attractions in and around Old Town Key West

Old Town Key West is perfect for city-themed, family, and business holidays, offering attractions like beaches, streets, and iconic landmarks. Visitors can explore a variety of points of interest that cater to those seeking cultural experiences, beach relaxation, and vibrant city life, making it an ideal destination for diverse travellers.

  • Duval Street: This vibrant street, located 483m from Old Town Key West, is the heart of the city, brimming with lively bars, quaint shops, and eclectic restaurants. Experience the lively atmosphere as you stroll, enjoy street performances, and immerse yourself in the local culture.
  • Southernmost Point: A must-visit symbolic landmark, the Southernmost Point buoy is situated within Old Town Key West. It marks the southernmost tip of the continental USA and offers a perfect photo opportunity while embodying the rich cultural heritage of the island.
  • Key West Lighthouse and Keeper's Quarters Museum: This historic lighthouse, also within Old Town, offers a glimpse into maritime history. Climb to the top for panoramic views and explore the Keeper's Quarters to learn about the lives of those who maintained this essential beacon.

Best time to go to Old Town Key West

The best time to visit Old Town Key West can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Old Town Key West falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Old Town Key West falls in January, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No RainMostly SunnyAverageAverage
February72.1°F (22.3°C)No RainMostly SunnyAverageSlightly High
March73.4°F (23.0°C)No RainMostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No RainMostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnySlightly HighAverage
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnySlightly LowSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.9°F (23.3°C)No RainMostly SunnyAverageAverage

The nearest major airports for your trip to Old Town Key West

Accessing Old Town Key West is convenient via two major airports. Key West International Airport (EYW) is situated 4.8km from Old Town, with nearby hotels such as the 4-star Parrot Key Hotel & Villas, just 1.6km away. Both Southernmost Beach Resort and Pier House Resort & Spa are also located 4.8km from the airport, offering comfortable stays. Alternatively, Marathon Airport (MTH) is located 77.2km away, with excellent accommodation options like Hawks Cay Resort, 16.1km from Marathon, and Banana Bay Resort & Marina, 3.2km away. Both airports provide accessible transport services to these hotels, ensuring a smooth journey for travellers.

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Frequently asked questions

What's it like in Old Town Key West?
Travellers to Key West's Old Town Key West neighbourhood will be sure to enjoy a stay here. Looking for sights you might find in a travel guide about Old Town Key West? Consider a visit to Duval Street while you're in the neighbourhood.
What's a favourite place to stay in Old Town Key West?
Based on Expedia customer reviews, Almond Tree Inn Hotel - Adults Only is the highest ranked property in Old Town Key West. This hotel is steps from Ernest Hemingway Home and Museum, and offers free breakfast and an outdoor pool. Other favourite options in the area include Orchid Key Inn - Adults Only and Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly.
How many hotels are there in Old Town Key West?
If you're searching for places to stay in Key West, Expedia has something to meet your needs with 1331 Old Town Key West hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Old Town Key West, will I receive a refund?
Yes, most hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best deals available in Old Town Key West.
What are the top things to see and do in Old Town Key West?
Saint Mary Star of the Sea, Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum are landmarks that can't be missed during your stay in Old Town Key West. Duval Street and Key West Butterfly and Nature Conservatory are also a couple of places to visit in the neighbourhood. Tennessee Williams Key West Exhibit, City Zoo Gallery and Key West Firehouse Museum are just a few of the places to visit in and around Old Town Key West. While you're out sightseeing, Key West Cemetery and MLK Community Pool & Community Center are a couple of additional sights to visit in Key West.