A white building with shutters, palm trees, and a lawn.

Find hotels in Old Town Key West, Key West

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Old Town Key West hotels

1. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
5.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,220 reviews)
"Great hotel will definitely stay again"
United States
Ann
The price is ₩342,680
₩437,625 total
includes taxes & fees
Nov 4 - Nov 5
Opal Key Resort & Marina, Key West

2. 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, (1,004 reviews)
"Great stay Enjoyed the open kitchen area and breakfast offerings. The room and grounds were clean and staff was courteous."
United States
Jill
The price is ₩264,618
₩364,683 total
includes taxes & fees
Oct 28 - Oct 29
Lighthouse Hotel - Key West Historic Inns

3. 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, (1,473 reviews)
"We always love staying here"
United States
Elizabeth
The price is ₩264,618
₩364,683 total
includes taxes & fees
Nov 1 - Nov 2
Winslow's Bungalows - Key West Historic Inns

4. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,003 reviews)
"Stayed there for a week for our honeymoon, could not have had a better stay."
United States
ben
The price is ₩316,550
₩356,119 total
includes taxes & fees
Oct 28 - Oct 29
Orchid Key Inn - Adults Only

5. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,035 reviews)
"Overall great location and stay,ty!"
United States
sam
The price is ₩159,865
₩269,332 total
includes taxes & fees
Oct 28 - Oct 29
Silver Palms Inn & Historic Homes

6. 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, (1,009 reviews)
"We really enjoyed our stay! The staff were amazing and the room was perfect!"
United States
Teresa
The price is ₩317,145
₩356,789 total
includes taxes & fees
Nov 2 - Nov 3
Almond Tree Inn Hotel - Adults Only

7. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,654 reviews)
"Easy check in, huge property, great location and beautiful grounds."
United States
Charles
The price is ₩202,830
₩329,401 total
includes taxes & fees
Oct 28 - Oct 29
Southernmost Beach Resort and Guesthouses

8. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (670 reviews)
"Amazing stay! Loved the private pool!"
United States
Kimberly
The price is ₩396,133
₩534,958 total
includes taxes & fees
Oct 28 - Oct 29
H2O Suites - Adults Only

9. Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (517 reviews)
"Clean room, comfortable bed, friendly staff, good amenities!"
United States
Lisa and David
The price is ₩330,773
₩439,107 total
includes taxes & fees
Oct 28 - Oct 29
Ella's Cottages - Key West Historic Inns

10. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,128 reviews)
"Great stay!"
United States
Emily
The price is ₩171,000
₩220,874 total
includes taxes & fees
Oct 29 - Oct 30
Duval House

11. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,063 reviews)
"The property was well maintained, and the staff was very friendly"
United States
Brett
The price is ₩273,069
₩396,680 total
includes taxes & fees
Oct 28 - Oct 29
The Reach Key West, Curio Collection by Hilton

12. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,005 reviews)
"Great place for families"
United States
Anthony
The price is ₩395,604
₩534,364 total
includes taxes & fees
Oct 28 - Oct 29
Santa Maria Suites

13. 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, (990 reviews)
"Great location on the water"
United States
Jaime
The price is ₩325,321
₩455,295 total
includes taxes & fees
Nov 3 - Nov 4
Casa Marina Key West, Curio Collection by Hilton

14. The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,000 reviews)
"Really nice place, We strongly recommend!"
United States
Gisele
The price is ₩296,207
₩333,232 total
includes taxes & fees
Oct 28 - Oct 29
The Gardens Hotel

15. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,004 reviews)
"Convenient location"
United States
William
The price is ₩193,592
₩283,964 total
includes taxes & fees
Oct 29 - Oct 30
Paradise Inn Key West - Adults Only

16. The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (195 reviews)
"We really enjoyed getting to know the staff. The breakfast was excellent and everything was in walking distance."
United States
Jennifer
The price is ₩409,629
₩460,833 total
includes taxes & fees
Oct 28 - Oct 29
The Conch House Heritage Inn

17. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,142 reviews)
"Great location!"
United States
Meilyn
The price is ₩166,957
₩232,300 total
includes taxes & fees
Oct 28 - Oct 29
Heron House - Adult Only

18. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (569 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is ₩187,316
₩231,804 total
includes taxes & fees
Oct 29 - Oct 30
Douglas House - Adults Only

19. Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,005 reviews)
"Great location beautiful property we enjoyed our stay !"
United States
daniela
The price is ₩220,600
₩248,175 total
includes taxes & fees
Oct 28 - Oct 29
Ambrosia Key West

20. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,003 reviews)
"Fun apartment style living in Key West…fun little patio with coffee and continental breakfast. Make sure you look at the check in hours :) great spot makes you feel local"
United States
Justyn
The price is ₩275,711
₩343,252 total
includes taxes & fees
Nov 15 - Nov 16
The Grand Guesthouse
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.

Compare popular hotels in Old Town Key West

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,009 reviews
View
A tropical outdoor area with palm trees, hanging plants, and string lights.
Douglas House - Adults Only
3.0 star property
9.8
Exceptional
569 reviews
View
A pool area with lounge chairs and a table, surrounded by palm trees.
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,003 reviews
View
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,000 reviews
View
A modern outdoor area with a pool, lounge chairs, and a bar area.
H2O Suites - Adults Only
3.5 star property
9.8
Exceptional
670 reviews
View

Hotels recommended for families in Old Town Key West

Where to stay in Old Town Key West

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

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches 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

  • Historic Charm: Wander through the historic streets of Old Town, filled with iconic landmarks and quaint shops.
  • Vibrant Arts Scene: Explore numerous art galleries and enjoy live music performances throughout the area.
  • Stunning Sunsets: Experience breathtaking sunsets that make Key West a prime spot for evening relaxation.
  • Family-Friendly Activities: Engage in various excursions, from visiting the Key West Aquarium to exploring the historic seaport.
  • Diverse Accommodations: Choose from charming bed and breakfasts to luxurious resorts, catering to all tastes and budgets.

Find great hotels in and around Old Town Key West

Old Town Key West offers a delightful array of accommodations, from charming bed and breakfasts to luxurious resorts. Perfect for adventure seekers and those looking for a romantic getaway, this vibrant area features historic inns and guest houses that capture the unique spirit of the island. Whether you prefer a beachfront escape or a cozy retreat, you'll find a variety of options to make your stay memorable.

  • Southernmost Beach Resort and Guesthouses: Embrace the vibrant spirit of Old Town Key West at the Southernmost Beach Resort and Guesthouses, a 4-star retreat known for its family-friendly atmosphere. With a guest rating of 8.8 out of 10, this property offers direct beach access, making it ideal for both relaxation and adventure. Guests can enjoy a variety of on-site and nearby activities such as sailing, parasailing, and skydiving. Families traveling with children will appreciate amenities like complimentary cribs and safety features designed for younger guests. This resort not only provides a beach paradise but also a hub for thrilling escapades.
  • Casa Marina Key West, Curio Collection by Hilton: Experience luxury at the 5-star Casa Marina Key West, Curio Collection by Hilton, where elegance meets adventure. Rated 8.4 out of 10, this resort boasts direct beach access and a range of exciting activities including kayaking and snorkeling right on-site. This property is suitable for travelers seeking both relaxation and adventure, with additional options like hiking and biking nearby. Designed for those who appreciate upscale amenities, Casa Marina offers a sophisticated environment where guests can unwind and indulge in the best of Key West.
  • La Concha Key West, Autograph Collection: Just 0.8km from Old Town, La Concha Key West, Autograph Collection is a 4-star hotel that combines historic charm with modern amenities. With a guest rating of 8.8 out of 10, this property features direct access to the beach and a variety of adventure sports, including snorkeling and bicycle rentals. Ideal for travelers who crave a mix of relaxation and excitement, La Concha provides a unique experience in Key West, ensuring guests can explore the vibrant local scene while enjoying comfortable accommodations.

Where to stay near Old Town Key West

Discover the vibrant charm of Old Town Key West, where history and adventure intertwine. Stroll through the historic streets of downtown Key West, soaking in the lively atmosphere and tropical vibes. Explore iconic landmarks in the heart of Key West, from quaint shops to lively bars. Families will enjoy the engaging excursions, while history buffs can delve into the rich past of this enchanting neighborhood, making it an unforgettable destination for every traveler.

  • Key West: Key West is an enchanting island city known for its vibrant atmosphere and rich history. Located at the southernmost point of the continental U.S., it offers a laid-back lifestyle complemented by stunning ocean views. Visitors flock to Key West year-round, with peak travel occurring in January, March, and September. The city caters to families, business travelers, and those looking for a unique urban experience. Popular activities include shopping at local boutiques, enjoying beach outings, and exploring the lively streets filled with art and culture. Don’t miss the iconic sunset celebrations at Mallory Square.
  • Key West Historic District: Just 483m from Old Town, the Key West Historic District is a treasure trove of charming architecture and fascinating stories. This neighborhood attracts visitors year-round, especially during peak months of March, July, and December. With its rich cultural heritage, it’s perfect for family excursions, business trips, or leisurely strolls. You can explore quaint streets lined with shops and cafes, enjoy the nearby beaches, and soak in the local atmosphere. The historic district is also home to several museums that narrate the island's colorful past.
  • Bahama Village: Located 644m from Old Town, Bahama Village is a lively neighborhood that reflects the vibrant Caribbean culture of Key West. It welcomes visitors throughout the year, peaking in March, July, and December. Known for its colorful streets and friendly ambiance, this area is ideal for families and travelers seeking an authentic experience. Enjoy local shops, recreational areas, and delicious eateries that serve up Caribbean flavors. Bahama Village is perfect for those looking to immerse themselves in the lively spirit of the island.

Things to do in Old Town Key West

Shopping

In Old Town Key West, visit the bustling Mallory Square for unique souvenirs and local art. Stroll along Duval Street, where shops offer everything from clothing to handcrafted gifts. The Key West Historic Seaport area features charming boutiques perfect for finding that special memento of your trip.

Recreation

Experience tranquility at the Zen Garden Spa, where you can indulge in rejuvenating treatments and massages among lush tropical surroundings. For outdoor activities, take a leisurely stroll through the historic streets, exploring charming boutiques and vibrant art galleries while soaking up the island’s unique atmosphere.

Adventure

Explore the vibrant streets of Old Town Key West, where you can visit historic sites like the Ernest Hemingway Home and Museum. Enjoy thrilling water sports such as snorkeling and jet skiing, or unwind at lively bars on Duval Street, soaking in the island's unique atmosphere and culture.

Nightlife

Explore the vibrant nightlife at The Green Parrot Bar on Whitehead Street, where you can enjoy live music and a lively atmosphere. For a laid-back evening, visit the Rum Bar on Duval Street, offering a wide selection of rums and a cozy vibe to unwind.

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

Find the best attractions in and around Old Town Key West

Old Town Key West is perfect for city-themed, family, and business vacations, offering a mix of cultural experiences and beach activities. Explore iconic sites like the Key West Aquarium, enjoy breathtaking sunsets, and wander through the historic seaport. With its historic charm and vibrant streets, Old Town Key West provides an unforgettable blend of relaxation and adventure for every traveler.

  • Duval Street: A lively thoroughfare known for its vibrant atmosphere, Duval Street is the heart of Key West's entertainment scene. Stretching for 483m, it boasts an array of bars, restaurants, and shops, making it an ideal spot to soak in the local culture and enjoy live music as you stroll.
  • Southernmost Point: This iconic landmark marks the southernmost point in the continental United States. Located within Old Town Key West, it offers a fantastic photo opportunity and a glimpse into the area's rich history and culture, surrounded by the stunning ocean views.
  • Ernest Hemingway Home and Museum: Once the residence of the famous author, this historic house showcases Hemingway's life and work. Visitors can explore lush gardens, unique architecture, and the intriguing stories behind his writing, offering a deep dive into literary history.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 SunnyAverageAverage
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 SunnySlightly HighAverage

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

Traveling to Old Town Key West is easy with Key West International Airport (EYW) located 5km away. Nearby hotels include the luxurious Casa Marina Key West, a 5-star resort just 3km from the airport, and two 4-star options: Blue Flamingo Resort and Margaritaville Beach House, both only 2km from EYW. For those considering Marathon Airport (MTH), situated 77km from Old Town, Isla Bella Beach Resort & Spa is a 4.5-star hotel 6km from MTH, while Tranquility Bay Beachfront Hotel and Resort is 5km away. Hawks Cay Resort is another option, located 16km from the airport.

Frequently asked questions

What's it like in Old Town Key West?
Travelers to Key West's Old Town Key West neighborhood will be sure to enjoy a stay in this neighborhood. Experience the best of Old Town Key West with a visit to Duval Street and Florida Keys Beaches during your trip.
What's a favorite place to stay in Old Town Key West?
Based on our traveler data, Southernmost Beach Resort and Guesthouses is one of the top choices for your stay in Old Town Key West. This hotel is a short 1-minute walk from Duval Street, and it offers 3 outdoor pools and a full-service spa. Other good options for your stay in the area include Casa Marina Key West, Curio Collection by Hilton and Southwinds Motel.
How many hotels will I be able to find in Old Town Key West?
If you're searching for places to stay in Key West, Expedia has something to meet your needs with 1278 Old Town Key West hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Old Town Key West, will I receive a refund?
Yes, you'll find most hotel bookings are refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Add your dates and click on "Search", then filter by "fully refundable" to view the top deals on offer in Old Town Key West.
Where can I learn more about changing or cancelling my trip to Old Town Key West?
To find more details about updating your trip to Old Town Key West or cancelling it, click here.
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 Florida Keys Beaches are also a couple of places to visit in the neighborhood. 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 Cemetery are a couple of additional sights to visit in Key West.