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Our top choices for Old Town Key West hotels

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1073)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
The price is Rp3.806.108
Rp5.124.658 total
includes taxes & fees
16 Dec - 17 Dec
Winslow's Bungalows - Key West Historic Inns

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Old Town Key West
8.2 out of 10, Very good, (1211)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is Rp2.480.254
Rp3.539.189 total
includes taxes & fees
18 Dec - 19 Dec
The Southernmost Inn - Adults Only

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2935)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is Rp3.131.113
Rp4.739.824 total
includes taxes & fees
18 Dec - 19 Dec
Southernmost Beach Resort and Guesthouses

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1136)
"Loved the setup of the hotel and great location! "
United States
Rachel
The price is Rp5.446.571
Rp6.780.082 total
includes taxes & fees
4 Jan - 5 Jan 2026
Heron House - Adult Only

Silver Palms Inn

Silver Palms Inn
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1024)
"We had a wonderful stay and it was a convenient location for all the activities along Duval Street. The room was clean & comfortable with a great breakfast."
United States
Susanne
The price is Rp2.232.229
Rp3.634.987 total
includes taxes & fees
18 Dec - 19 Dec
Silver Palms Inn

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1023)
"Our stay was great!"
United States
Richard
The price is Rp4.644.234
Rp5.880.366 total
includes taxes & fees
16 Dec - 17 Dec
Opal Key Resort & Marina, Key West

Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1245)
"Perfect little place, great location! "
United States
Hailey
The price is Rp2.567.313
Rp3.450.031 total
includes taxes & fees
16 Dec - 17 Dec
Southwinds Motel

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1003)
"This guest house was excellent, breakfast was decent, had everything you needed."
Canada
David
Authors of Key West Guest House

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (472)
"Clean, great staff and location."
United States
Vincent
The price is Rp6.025.852
Rp7.777.844 total
includes taxes & fees
17 Dec - 18 Dec
Casa Marina Key West, Curio Collection by Hilton

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1010)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is Rp2.463.608
Rp3.129.448 total
includes taxes & fees
18 Dec - 19 Dec
Duval House

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1002)
"The staff was welcoming, friendly and helpful. The resort itself was well kept."
United States
Erin
The Cabana Inn Key West - Adults Only

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Old Town Key West
10.0 out of 10, Exceptional, (1001)
"Very nice & peaceful with a wonderful staff. Our second time staying here"
United States
Sandra
The price is Rp3.763.661
Rp4.234.118 total
includes taxes & fees
16 Dec - 17 Dec
Almond Tree Inn Hotel - Adults Only

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (1002)
"Great view, amazing room and friendly staff"
United States
Kristine
The price is Rp4.344.606
Rp5.886.441 total
includes taxes & fees
16 Dec - 17 Dec
The Reach Key West, Curio Collection by Hilton

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1002)
"Staff awesome, good breakfast great location"
United States
Carin helen
The price is Rp3.530.617
Rp3.971.944 total
includes taxes & fees
17 Dec - 18 Dec
Orchid Key Inn - Adults Only

The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1001)
"Amazing hotel, the perfect Key West vibe. Clean rooms, delicious breakfast. We will come back again"
United States
Isis
The price is Rp5.599.299
Rp6.299.211 total
includes taxes & fees
16 Dec - 17 Dec
The Gardens Hotel

Southernmost House

Southernmost House
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1002)
"Great place to stay. Staff was very friendly"
United States
Jacob
The price is Rp4.479.439
Rp6.584.326 total
includes taxes & fees
16 Dec - 17 Dec
Southernmost House

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (847)
"Great location. Near great food and entertainment."
United States
David
The price is Rp4.034.282
Rp5.381.354 total
includes taxes & fees
18 Dec - 19 Dec
Lighthouse Hotel - Key West Historic Inns

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1001)
"Awesome place we loved it"
United States
Josh
The price is Rp5.809.454
Rp7.659.241 total
includes taxes & fees
17 Dec - 18 Dec
Santa Maria Suites

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (224)
"We were very pleased with everything and great location."
United States
Lynn
The price is Rp3.673.219
Rp4.545.609 total
includes taxes & fees
19 Dec - 20 Dec
Douglas House

Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (363)
"The place was excellent and the service amazing "
United States
Janae
The price is Rp2.848.131
Rp3.620.505 total
includes taxes & fees
17 Dec - 18 Dec
Tropical Inn
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.

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 Key West Cemetery.

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 Key West Historic Seaport are top sights worth seeing.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory 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 Andrews Inn & Garden Cottages.
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 1354 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?
Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum and Harry S. Truman Little White House are landmarks that can't be missed during your stay in Old Town Key West. Duval Street and Key West Cemetery are also a couple of places to visit in the neighbourhood. Tennessee Williams Key West Exhibit, Saint Mary Star of the Sea and City Zoo Gallery are just a few of the places to visit in and around Old Town Key West. While you're out sightseeing, Key West Firehouse Museum and Key West Butterfly and Nature Conservatory are a couple of additional sights to visit in Key West.