Find hotels in Old Town Key West, Key West from CA $318

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Mar 31 - Apr 1
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Discover 1,354 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
3 outdoor pools, pool umbrellas, sun loungers

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2603)
"Excellent "
The price is CA $630
CA $805 total
includes taxes & fees
Apr 1 - Apr 2
Southernmost Beach Resort and Guesthouses
The Reach Key West, Curio Collection by Hilton
Outdoor pool, pool umbrellas, sun loungers

The Reach Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (907)
"Convenient location to local attractions. Property was clean and staff was very friendly. The beach access was nice with drink/food service. The only downside was thin walls…. you could hear your neighbors talking. Otherwise The Reach is a good place to stay while in KW. "
The price is CA $571
CA $728 total
includes taxes & fees
Apr 2 - Apr 3
The Reach Key West, Curio Collection by Hilton
Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (50)
"Very nice. No negatives."
The price is CA $377
CA $439 total
includes taxes & fees
Apr 2 - Apr 3
Douglas House
Opal Key Resort & Marina, Key West
Front of property - evening/night

Opal Key Resort & Marina, Key West

4.0 star property
9.0 out of 10, Wonderful, (1157)
"Great location! I was very impressed with how clean the hotel was, and the room service was exceptional. The staff even came by later in the day to check if we needed extra towels, coffee, or any other room services. The room was also very spacious. I highly recommend this hotel!"
The price is CA $657
CA $795 total
includes taxes & fees
Apr 1 - Apr 2
Opal Key Resort & Marina, Key West
Casa Marina Key West, Curio Collection by Hilton
Fireplace

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
7.0 out of 10, Good, (1145)
"Great place to stay in Key West One of the few properties with a beach and a super friendly staff. Rooms were nice and clean "
The price is CA $693
CA $865 total
includes taxes & fees
Apr 6 - Apr 7
Casa Marina Key West, Curio Collection by Hilton
Suite Dreams Inn by the Beach
Deluxe Apartment, Ensuite, Pool View (Hemingway Retreat) | Exterior

Suite Dreams Inn by the Beach

3.0 star property
8.4 out of 10, Very good, (51)
"Outside environment is lovely and very comfortable. "
The price is CA $1,511
CA $1,699 total
includes taxes & fees
Apr 1 - Apr 2
Suite Dreams Inn by the Beach
Caribbean House
Terrace/patio

Caribbean House

3.0 star property
9.0 out of 10, Wonderful, (208)
"Our stay in the Cuba room was lovely for a first time Key West visit. The location is great, very near the iconic Blue Heaven and tucked away in a great neighborhood. The room was very nice but know that it is very small. It’s great there is parking but ask about destination fees that add up. All in all, we had a great experience here! "
The price is CA $445
CA $536 total
includes taxes & fees
Apr 1 - Apr 2
Caribbean House
Santa Maria Suites
Courtyard

Santa Maria Suites

4.0 star property
9.6 out of 10, Exceptional, (1046)
"We took my dad here for his 90th birthday. The trip was all about him and he loved the resort. We were able to borrow a wheelchair from the hotel, and the accessible room worked out perfectly. They also had a lift chair to get him in the pool, but we didn’t take advantage. The staff were very accommodating, and the resort is quiet but close enough to the riff raff on duval st. Highly recommend this resort!"
The price is CA $714
CA $868 total
includes taxes & fees
Apr 29 - Apr 30
Santa Maria Suites
Southwinds Motel
Exterior

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1245)
"Check in was easy. Staff very friendly. Bed comfortable. Only negative is the small bathroom. "
The price is CA $318
CA $398 total
includes taxes & fees
Apr 1 - Apr 2
Southwinds Motel
The Southernmost Inn - Adults Only
Courtyard

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very good, (1263)
"I thought the property overall was nice, the pools were well kept. I did feel that the rooms were a lot smaller than they looked online; however, the staff was very helpful! My stay was great!"
The price is CA $371
CA $481 total
includes taxes & fees
Apr 1 - Apr 2
The Southernmost Inn - Adults Only
Coconut Beach Resort
Standard Suite | Resort view

Coconut Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (112)
"Loved the pool and beach side area away from the crowd!"
The price is CA $619
CA $697 total
includes taxes & fees
Apr 7 - Apr 8
Coconut Beach Resort
Weatherstation Inn
Front of property

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (909)
"Absolutely fab location. Only a short walk to the centre of town and in a very quiet residential ready. Unfortunately however our room was on the ground floor and opposite the air con unit, which sounded as if you were sitting next to a tumble dryer. Although on the surface the room was clean, a ‘deep’ clean would not have gone a miss. Saying that the location was so good, if we were ever back in Key West we might consider staying there again - but in a different room."
The price is CA $399
CA $449 total
includes taxes & fees
Apr 2 - Apr 3
Weatherstation Inn
The Porch on Frances Inn
Front of property

The Porch on Frances Inn

4.5 star property
9.6 out of 10, Exceptional, (81)
"This is a lovely old building converted into about 8 units. Ours was on second floor (no elevator but didn't bother us) and it had a lovely, large covered balcony with comfortable furniture. Our room was large, with nice furniture. There was no built in closet but there were wall hooks and a corner rod. The bath was modern with a large walk-in shower. Towels and linens were plush. Coffee supplies were provided in the room, with a private ice-maker and small fridge. Coffee was also...
The price is CA $411
CA $482 total
includes taxes & fees
Apr 1 - Apr 2
The Porch on Frances Inn
The Grand Guesthouse
Exterior

The Grand Guesthouse

2.5 star property
9.6 out of 10, Exceptional, (1007)
"We really enjoyed our 2 night stay at the Grand Guest Guesthouse . There was plenty of parking either in front of the house, or down the street. Our room located on the side of the house was clean, had a hair dryer, iron, TV, Mini fridge, shampoo, conditioner, & body lotion. All perfect for our 2 night getaway. A light Breakfast in the morning was good to start the day, as well as 24 hr coffee. We rented bikes for a small charge, and that was so convenient to ride to all the local sites. We also...
The price is CA $359
CA $440 total
includes taxes & fees
Apr 2 - Apr 3
The Grand Guesthouse
Alexander's Gay and Lesbian Guesthouse - Adults Only
Signature Apartment, 1 Bedroom, Kitchen, Poolside (Room 17) | Terrace/patio

Alexander's Gay and Lesbian Guesthouse - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (96)
"All of the staff are friendly, welcoming, and helpful (without being intrusive). The building is attractive and very well maintained and furnished. The pool is nice to hang around but not big enough for swimming. My room while not huge was very comfortable and the bathroom seemed renovated recently and was a real highlight - roomy and a nice shower. And the included breakfast was generous. All in all, a very pleasant stay. I would recommend."
The price is CA $693
CA $799 total
includes taxes & fees
Apr 1 - Apr 2
Alexander's Gay and Lesbian Guesthouse - Adults Only
The Palms Hotel
Deluxe King Room (Not Pet Friendly)

The Palms Hotel

3.0 star property
8.6 out of 10, Excellent, (1118)
"Everything was very good,inside of showers were very slippery though"
The price is CA $324
CA $393 total
includes taxes & fees
Apr 1 - Apr 2
The Palms Hotel
Duval s Duet on Duval by Brightwild
Apartment

Duval s Duet on Duval by Brightwild

2.0 star property
The price is CA $1,665
CA $2,954 total
includes taxes & fees
Apr 2 - Apr 3
Duval s Duet on Duval by Brightwild
NEW The Delaney House - Private Pool Remodeled
House

NEW The Delaney House - Private Pool Remodeled

2.0 star property
The price is CA $2,464
CA $3,886 total
includes taxes & fees
Apr 8 - Apr 9
NEW The Delaney House - Private Pool Remodeled
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.0 out of 10, Wonderful, (1070)
"Beautiful bungalow steps away from Duval St! The property was stunning. There are not enough words to describe my love for our chic bungalow. It was the perfect place to stay in Key West! I also really enjoyed the text communication for requests. I do wish there was streaming capabilities on the tv (for background noise when sleeping) as the cable was out during stay. "
The price is CA $643
CA $783 total
includes taxes & fees
Apr 1 - Apr 2
Winslow's Bungalows - Key West Historic Inns
Contra House by Brightwild Luxury Home w Pool
House

Contra House by Brightwild Luxury Home w Pool

2.0 star property
The price is CA $2,427
CA $3,839 total
includes taxes & fees
Apr 1 - Apr 2
Contra House by Brightwild Luxury Home w Pool
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 0.3 miles 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 0.2 miles 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, 29 miles 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 0.3 miles 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 3 miles away, with excellent nearby accommodations such as Casa Marina Key West, a 5-star resort 2 miles from the airport, and Margaritaville Beach House, a 4-star hotel just 1 mile away. Both hotels offer easy access to EYW. Alternatively, you can consider Marathon Airport (MTH), located 48 miles away, where Isla Bella Beach Resort & Spa, a 4.5-star hotel 4 miles from the airport, and Tranquility Bay Beachfront Hotel, a 4-star option 3 miles 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 LA TE DA Hotel - Adults Only and Andrews Inn & Garden Cottages.

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 1406 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.