Find hotels in Old Town Key West, Key West from CA $221

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Discover 1,404 Old Town Key West hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2398)
"The resorts "
The price is CA $388
CA $530 total
includes taxes & fees
May 11 - May 12
Southernmost Beach Resort and Guesthouses

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very good, (1046)
"Breakfast was awesome "
The price is CA $304
CA $404 total
includes taxes & fees
Apr 16 - Apr 17
The Southernmost Inn - Adults Only

Douglas House

3.0 star property
9.4 out of 10, Exceptional, (65)
"Exceeded expectations close to attractions and amenities "
The price is CA $316
CA $367 total
includes taxes & fees
Apr 29 - Apr 30
Douglas House

Heron House - Adult Only

3.5 star property
9.0 out of 10, Wonderful, (1110)
"It was a nice place to stay in Key West. Rooms were all unique and comfortable as we had several friends staying in different rooms. There were nice common areas to hang out and the breakfast was good. only complaint was the noisy air conditioner that cycled all night long. "
The price is CA $221
CA $289 total
includes taxes & fees
Apr 20 - Apr 21
Heron House - Adult Only

The Palms Hotel

3.0 star property
8.6 out of 10, Excellent, (1001)
"Super cute property! Our room was tiny and could use a little updating. Breakfast was served right outside our door which was great to open your door and grab coffee, but not amazing if you want to sleep in. The pool could use some attention - we were there for 3 nights and it was never cleaned. Staff were super friendly and helpful!"
The price is CA $281
CA $344 total
includes taxes & fees
Apr 23 - Apr 24
The Palms Hotel

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (916)
"This property is a gem. A historic weather station in Key West. Only two blocks from Duvall St, yet tucked a way is a quiet peaceful setting Even though there is stairways to get to our room - it's a great workout. My legs left stronger. Perfect "
The price is CA $304
CA $342 total
includes taxes & fees
Apr 27 - Apr 28
Weatherstation Inn

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1001)
"It was perfect to like it always is"
The price is CA $262
CA $325 total
includes taxes & fees
Apr 20 - Apr 21
Duval House

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1096)
"Great motel! Loved the location and the staff. Would stay here again."
The price is CA $309
CA $386 total
includes taxes & fees
Apr 28 - Apr 29
Southwinds Motel

Paradise Inn Key West - Adults Only

3.5 star property
9.2 out of 10, Wonderful, (1000)
"What a nice place at a reasonable price. Easy walk to Duvall Street. Very friendly and helpful staff. "
The price is CA $498
CA $623 total
includes taxes & fees
Apr 17 - Apr 18
Paradise Inn Key West - Adults Only

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Bathroom ceiling was falling down shower was not very clean property needs help beds very uncomfortable "
The price is CA $248
CA $311 total
includes taxes & fees
Apr 20 - Apr 21
Authors of Key West Guest House

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1006)
"Quiet and nice location. "
The price is CA $304
CA $436 total
includes taxes & fees
Apr 16 - Apr 17
Silver Palms Inn

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1004)
"The property was undergoing construction, so we got complimentary breakfast everyday. The air conditioner in the room was loud and the hall on the second floor smelt musty. The tiki bar was under construction so the pool area was not as appealing as our past visits. Overall it was ok."
The price is CA $457
CA $568 total
includes taxes & fees
May 4 - May 5
Opal Key Resort & Marina, Key West

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.0 out of 10, Wonderful, (1000)
"I loved our room. Sitting on the porch in the evening was very relaxing after a busy day about town. "
The price is CA $427
CA $550 total
includes taxes & fees
May 12 - May 13
Winslow's Bungalows - Key West Historic Inns

The Mansion on the Sea - Southernmost House in the USA

3.0 star property
9.4 out of 10, Exceptional, (1000)
"Its great"
The price is CA $387
CA $478 total
includes taxes & fees
Apr 20 - Apr 21
The Mansion on the Sea - Southernmost House in the USA

The Reach Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (926)
"Great location and beach "
The price is CA $499
CA $645 total
includes taxes & fees
May 4 - May 5
The Reach Key West, Curio Collection by Hilton

Lighthouse Hotel - Key West Historic Inns

3.5 star property
9.0 out of 10, Wonderful, (715)
"It was very convenient to all that was happening but not loud and crazy light Duval st. "
The price is CA $374
CA $491 total
includes taxes & fees
May 6 - May 7
Lighthouse Hotel - Key West Historic Inns

The Cabana Inn Key West - Adults Only

3.0 star property
8.8 out of 10, Excellent, (1001)
"Nice laid back atmosphere. Hung out by the pool for a bit. "
The price is CA $275
CA $372 total
includes taxes & fees
Apr 16 - Apr 17
The Cabana Inn Key West - Adults Only

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (532)
"Very nice hotel and staff"
The price is CA $652
CA $796 total
includes taxes & fees
May 11 - May 12
H2O Suites - Adults Only

Pegasus International Hotel

2.5 star property
8.0 out of 10, Very good, (1000)
"What a very cool place to stay. Defiantly a front row seat to Duvall st"
The price is CA $272
CA $361 total
includes taxes & fees
Apr 16 - Apr 17
Pegasus International Hotel

Santa Maria Suites

4.0 star property
9.6 out of 10, Exceptional, (1001)
"Great place for the family. Enjoyed our stay and the accommodations. "
The price is CA $680
CA $827 total
includes taxes & fees
May 11 - May 12
Santa Maria Suites
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.
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Find out more about Old Town Key West

Find out more about Old Town Key West

Top reasons to visit Old Town Key West

  • Historic Landmarks: Explore iconic sites like the Ernest Hemingway Home and Museum, showcasing the rich literary history of the area.
  • Vibrant Atmosphere: Stroll through charming streets filled with lively shops, cafes, and local culture, creating an inviting environment.
  • Water Activities: Enjoy thrilling adventures such as jet skiing and snorkeling in the stunning surrounding waters.
  • Delicious Seafood: Indulge in fresh, local seafood at various waterfront restaurants, enhancing your culinary experience.
  • Unique Accommodations: Choose from a diverse range of lodging options, from cozy inns to luxury resorts, catering to every traveller's needs.

Find great hotels near Old Town Key West

Discover a variety of hotel accommodations in Old Town Key West, where you can choose from budget-friendly inns to luxurious resorts, all ranging from 1.5 to 4.5 stars. Whether you're looking for a quaint bed and breakfast or a modern hotel, you'll find options that cater to adventure seekers, beach lovers, and pet owners alike. Experience the charm of downtown Key West while enjoying the best hotels this vibrant area has to offer.

  • Southernmost Beach Resort: Nestled in the heart of Old Town Key West, the Southernmost Beach Resort is a 4-star hotel that embodies the spirit of relaxation and adventure. With direct beach access, guests can indulge in a variety of water activities, including snorkelling, kayaking, and boat tours. The resort also features a full-service spa offering rejuvenating treatments, perfect for unwinding after a day of adventure. Enjoy the pool with shaded cabanas and umbrellas, making it an ideal getaway for beach lovers seeking a blend of leisure and excitement.
  • Casa Marina Key West, Curio Collection by Hilton: This 5-star resort is a luxurious haven for families and adventure seekers alike. Located on the stunning shores of Old Town Key West, Casa Marina offers a plethora of onsite activities, from kayaking to motorboating, ensuring fun for all ages. Families will appreciate the thoughtful amenities for children, such as free cribs and babysitting services. With its historic charm and beachfront luxury, this resort provides a perfect backdrop for unforgettable family vacations.
  • Opal Key Resort & Marina, Key West: A chic 4-star hotel, Opal Key Resort & Marina welcomes both adventure enthusiasts and pet lovers. Situated in Old Town Key West, it offers thrilling onsite activities like snorkelling and parasailing. The hotel’s pet-friendly policy allows guests to bring their furry companions along, ensuring no family member is left behind. Guests can enjoy a vibrant marina atmosphere while indulging in luxurious comfort, making this resort a fantastic choice for those looking to explore Key West with their pets.

Where to stay near Old Town Key West

Old Town Key West offers a vibrant blend of history, tropical charm, and adventure. Wander through its lively streets, where you can explore historical sites like the Ernest Hemingway Home and Museum, indulge in fresh seafood, and soak up the laid-back atmosphere at local cafes. With its unique neighbourhoods and proximity to downtown, Old Town Key West is perfect for families and business travellers alike, promising unforgettable experiences in this sun-soaked paradise.

  • Key West: Positioned as an enchanting island city, Key West boasts a vibrant atmosphere and an array of experiences for travellers. Visitors flock year-round, but peak periods occur in January, March, and September. This destination is ideal for families, business trips, and city exploration. Notable highlights include exciting shopping areas, delightful resorts, and stunning beaches that invite relaxation. The lively streets are perfect for leisurely strolls, where you can soak in the island's unique charm and culture.
  • Key West Historic District: Located a mere 483m from Old Town Key West, the Key West Historic District is a treasure trove of rich history and picturesque architecture. With travel peaks in March, July, and December, this neighbourhood is a must-visit for those interested in city life, family activities, and business opportunities. Enjoy shopping in local boutiques, dining at charming cafés, and unwinding at nearby beaches. The historic streets are lined with stories of the past, making every step an exploration of culture and heritage.
  • Downtown Key West: Just 322m from Old Town Key West, Downtown Key West offers a dynamic blend of urban charm and tropical relaxation. This bustling neighbourhood attracts visitors throughout the year, particularly in March, July, and December. It's a great spot for families, business travellers, and city enthusiasts. Experience the vibrant shopping scene, indulge in local cuisine, and relax at the nearby beaches. The area is alive with activity, making it the perfect base for your Key West adventures.

Things to do near Old Town Key West

Old Town Key West is perfect for city-themed, family, and business vacations, offering a vibrant shopping area and resorts. Visitors can explore the charming streets, enjoy the best sightseeing, and discover attractions like Dry Tortugas. For those seeking adventure, jet skiing is a popular activity. With its friendly atmosphere, Old Town Key West provides a delightful experience for all travellers.

Shopping

In Old Town Key West, visit The Kite House for unique gifts or We Cycle Key West for bike rentals and accessories. If you're up for a drive, check out the Big Pine Key Flea Market, 46.7km away, where you can experience a vibrant local market atmosphere.

Recreation

At Key West Golf Club, enjoy a round of golf surrounded by lush landscapes and a vibrant outdoor atmosphere, perfect for relaxation and recreation. Alternatively, the MLK Community Pool & Community Center offers a family-friendly environment, ideal for swimming and social activities in the heart of Old Town Key West.

Nightlife

Experience the vibrant nightlife of Old Town Key West! Enjoy captivating performances at the Key West Burlesque Theater, or catch a show at the nearby Waterfront Playhouse and Red Barn Theater, both offering a blend of culture and entertainment just a short stroll away.

Booking tips and Expedia advantages for Old Town Key West

To save money on your trip to Old Town Key West, consider visiting between August and October when prices are lower compared to the peak months of February to April. Booking your hotel about a month in advance or checking last-minute deals on Expedia can yield better rates, especially if you stay on a Tuesday. Explore free attractions like Duval Street, Mallory Square, and the Southernmost Point. Additionally, save by combining your hotel, flights, and activities into a package for the best deals. Remember to filter your accommodation search by price to find the most affordable options.

  • 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: Booking a hotel around Old Town Key West about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • 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: Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and special offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some money by combining your Old Town Key West hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Old Town Key West

Old Town Key West is an ideal destination for city, family, and business-themed vacations, offering a blend of culture, beaches, and family experiences. Key attractions include the historic Old Town, the picturesque Key West Paradise, and the lively Key West Historic Seaport. Visitors can explore numerous local points of interest, making it a perfect spot for those seeking a vibrant and enriching getaway.

  • Duval Street: Experience the vibrant energy of Duval Street, a bustling thoroughfare located 483m from Old Town Key West. Known for its lively atmosphere, this street is lined with eclectic shops, lively bars, and delicious restaurants, making it the perfect spot to soak in the local culture and enjoy some people-watching.
  • Southernmost Point: Visit the iconic Southernmost Point buoy, a symbolic landmark situated within Old Town Key West. This colourful marker not only signifies the southernmost tip of the continental United States but also embodies the rich cultural heritage of the area, offering a fantastic photo opportunity.
  • Ernest Hemingway Home and Museum: Step into literary history at the Ernest Hemingway Home and Museum, a historic house located in Old Town Key West. Explore the beautifully preserved property and gardens, gaining insight into the life and works of one of America’s most celebrated authors.

Best time to go to Old Town Key West

Visitor numbers around Old Town Key West is generally unchanged in popularity throughout the year. The best time to visit Old Town Key West is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 Rain (Dry)Mostly SunnyAverageAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnyAverageSlightly High
March73.4°F (23.0°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnySlightly LowAverage
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 SunnyAverageAverage
December73.9°F (23.3°C)No Rain (Dry)Mostly SunnySlightly HighAverage

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

When visiting Old Town Key West, you have convenient access to two major airports. Key West International Airport (EYW) is situated 4.8km away, with excellent nearby accommodations such as Casa Marina Key West, a 5-star resort 3.2km from the airport, and Margaritaville Beach House, a 4-star hotel just 1.6km away. Both hotels offer easy access to EYW. Alternatively, you can consider Marathon Airport (MTH), located 77.2km away, where Isla Bella Beach Resort & Spa, a 4.5-star hotel 6.4km from the airport, and Tranquility Bay Beachfront Hotel, a 4-star option 4.8km away, provide comfortable stays and transportation services.

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. 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 neighborhood.

What's a favorite 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 favorite options in the area include Alexander's Gay and Lesbian Guesthouse - Adults Only and Santa Maria Suites.

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 1381 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?

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 neighborhood. 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.