Photo by Abbas Ali

Midtown Hotels near Key West

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Midtown, Key West

Opal Key Resort & Marina, Key West

4.0 star property
Old Town Key West, 2.4 km from Midtown
9.0 out of 10, Wonderful, (1002)
"Great view, staff was friendly and helpful "
United States
Meaghan
The price is P14,705
P18,869 total
includes taxes & fees
Nov 30 - Dec 1
Opal Key Resort & Marina, Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
3.4 km from Midtown
8.0 out of 10, Very Good, (1002)
"Very very nice stay! "
United States
Chloe
The price is P7,984
P10,975 total
includes taxes & fees
Dec 1 - Dec 2
DoubleTree Resort by Hilton Grand Key - Key West

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
New Town, 3.5 km from Midtown
8.0 out of 10, Very Good, (1126)
"Awesome room, soft bed, hot shower! "
United States
Leia
The price is P5,150
P7,455 total
includes taxes & fees
Dec 1 - Dec 2
Hilton Garden Inn Key West / The Keys Collection

The Perry Hotel & Marina Key West

4.0 star property
Stock Island, 4.6 km from Midtown
9.4 out of 10, Exceptional, (1152)
"Will be staying here every single time we visit! "
United States
Rebecca
The price is P8,835
P13,361 total
includes taxes & fees
Dec 15 - Dec 16
The Perry Hotel & Marina Key West

Sugar Loaf Lodge

2.5 star property
24.2 km from Midtown
8.2 out of 10, Very Good, (1001)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
The price is P5,846
P6,578 total
includes taxes & fees
Nov 30 - Dec 1
Sugar Loaf Lodge

NYAH Key West - Adults Only

3.0 star property
Historic Seaport, 1.6 km from Midtown
7.8 out of 10, Good, (1003)
"Clean great staff and perfect pool!! "
United States
Kristy
NYAH Key West - Adults Only

Winslow's Bungalows - Key West Historic Inns

4.0 star property
Old Town Key West, 1.3 km from Midtown
9.2 out of 10, Wonderful, (1045)
"Friendly staff, and great location. Plenty of parking. Our stay was wonderful! Close to everything, amazing breakfast! We would 100%stay here again! "
United States
Doris
The price is P12,360
P16,895 total
includes taxes & fees
Nov 30 - Dec 1
Winslow's Bungalows - Key West Historic Inns

Parrot Key Hotel & Villas

4.0 star property
Northside Resort, 1.6 km from Midtown
9.0 out of 10, Wonderful, (1164)
"Great staff, clean rooms"
United States
Andrew
The price is P7,981
P12,368 total
includes taxes & fees
Nov 30 - Dec 1
Parrot Key Hotel & Villas

The Laureate Key West

3.5 star property
New Town, 3 km from Midtown
9.0 out of 10, Wonderful, (1003)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is P9,390
P12,225 total
includes taxes & fees
Dec 1 - Dec 2
The Laureate Key West

Douglas House

3.0 star property
Uptown - Upper Duval, 1.7 km from Midtown
9.6 out of 10, Exceptional, (206)
"Spotless room, great location and free parking"
United States
Patricia
The price is P9,118
P10,617 total
includes taxes & fees
Nov 19 - Nov 20
Douglas House

Havana Cabana at Key West

4.0 star property
New Town, 2.8 km from Midtown
8.8 out of 10, Excellent, (1749)
"Great place to stay!"
United States
Maria
The price is P7,435
P12,224 total
includes taxes & fees
Dec 15 - Dec 16
Havana Cabana at Key West

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 star property
New Town, 3.5 km from Midtown
8.6 out of 10, Excellent, (1008)
"Very nice. !"
United States
Kerry J
The price is P6,319
P8,766 total
includes taxes & fees
Dec 1 - Dec 2
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Duval House

3.0 star property
Downtown Key West, 1.8 km from Midtown
9.4 out of 10, Exceptional, (1003)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
The price is P7,618
P9,840 total
includes taxes & fees
Nov 17 - Nov 18
Duval House

Hyatt Vacation Club at Beach House, Key West

3.5 star property
3.8 km from Midtown
9.4 out of 10, Exceptional, (1002)
"Nice resort, great location. "
United States
Joey Max
The price is P14,504
P18,974 total
includes taxes & fees
Dec 16 - Dec 17
Hyatt Vacation Club at Beach House, Key West

Lighthouse Hotel - Key West Historic Inns

3.5 star property
Bahama Village, 1.9 km from Midtown
9.0 out of 10, Wonderful, (832)
"great stay! Clean rooms and friendly staff, great location."
United States
Stephen
The price is P11,740
P16,198 total
includes taxes & fees
Dec 1 - Dec 2
Lighthouse Hotel - Key West Historic Inns

Courtyard by Marriott Key West Waterfront

3.0 star property
Northside Resort, 2 km from Midtown
9.0 out of 10, Wonderful, (1002)
"Excellent accommodations: very clean. "
Canada
John
The price is P9,980
P11,228 total
includes taxes & fees
Nov 18 - Nov 19
Courtyard by Marriott Key West Waterfront

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
Stock Island, 5.6 km from Midtown
9.0 out of 10, Wonderful, (1738)
"Staff was wonderful, helpful, happy to help!"
United States
Billy Osburn
The price is P7,928
P12,463 total
includes taxes & fees
Dec 7 - Dec 8
Oceans Edge Key West Resort, Hotel & Marina

Ibis Bay Beach Resort

2.5 star property
Northside Resort, 2.1 km from Midtown
8.2 out of 10, Very Good, (2000)
"Great place to stay, clean and accommodating. Lots of amenities. Good breakfast! overall good experience at this resort"
United States
David
The price is P7,852
P10,421 total
includes taxes & fees
Nov 18 - Nov 19
Ibis Bay Beach Resort

Margaritaville Beach House Key West

4.0 star property
1.1 km from Midtown
8.8 out of 10, Excellent, (1779)
"Was a very nice place, room was pretty, and clean, would stay here again "
United States
Sandra
The price is P10,571
P15,599 total
includes taxes & fees
Dec 2 - Dec 3
Margaritaville Beach House Key West

Southwinds Motel

2.0 star property
Uptown - Upper Duval, 1.4 km from Midtown
8.8 out of 10, Excellent, (1218)
"Everything about this place was perfect!"
United States
Jeanne
The price is P8,535
P11,595 total
includes taxes & fees
Nov 17 - Nov 18
Southwinds Motel
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.

Hotels in Midtown with a pool

Top guest rated hotels in Midtown

Where to stay in Midtown

Find the best Midtown areas and neighborhoods for the activities you enjoy most.

Old Town Key West

If you're spending some time in Old Town Key West, Duval Street and Saint Mary Star of the Sea are top sights worth seeing.

Beachside

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

Key West Historic District

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

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.

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 Key West Tropical Forest and Botanical Garden.

Top Midtown Hotel Reviews

Find out more about Midtown

Top reasons to visit Midtown

  • Vibrant Shopping and Dining: Midtown boasts lively shopping centres and charming retail areas, perfect for indulging in local cuisine and unique finds.
  • Beautiful Beaches: Enjoy leisurely walks along stunning coastal shores, soaking in the picturesque scenery of Key West.
  • Rich Historical Culture: Explore the Key West Museum and historic Old Town, immersing yourself in the area's intriguing past.
  • Family-Friendly Activities: Midtown offers a variety of recreational activities suitable for families, ensuring fun for all ages.
  • Diverse Accommodation Options: Choose from comfortable hotels, inviting vacation rentals, and holiday condos to suit your travel needs.

Find great hotels near Midtown

Midtown Key West offers a delightful array of accommodation options, perfect for any traveller seeking adventure or a relaxing beach getaway. From comfortable hotels to inviting vacation rentals and holiday condos, you’ll find a variety of lodgings that cater to families and those seeking a memorable experience. Enjoy the vibrant surroundings while having easy access to local attractions and the stunning coastline.

  • Southernmost Beach Resort and Guesthouses: Nestled 1.6km away from Midtown, Southernmost Beach Resort and Guesthouses offers a delightful blend of leisure and inclusivity. This 4-star hotel is perfect for business travellers and those seeking a beach holiday, with a welcoming atmosphere for the LGBTQIA community. Guests can enjoy direct access to the sandy shores, making it ideal for sun-seekers. The resort boasts a variety of amenities designed for relaxation and comfort, ensuring a memorable stay in Key West.
  • Margaritaville Beach House Key West: Located just 966m from Midtown, Margaritaville Beach House Key West embodies a vibrant city-themed experience. This 4-star accommodation is pet-friendly, allowing furry companions to join in on the fun. The hotel's amenities include provisions for dogs, such as food and water bowls, and a welcoming policy for service animals. With its central location, guests can easily explore the lively atmosphere of Key West while returning to a comfortable and accommodating retreat.
  • Casa Marina Key West, Curio Collection by Hilton: For those seeking an upscale getaway, Casa Marina Key West is a luxurious 5-star resort situated 1.1km from Midtown. This property combines a serene spa atmosphere with beachside relaxation, catering to the LGBTQIA community. Guests benefit from direct beach access and an array of spa services, including deep tissue massages and aromatherapy treatments. With its stunning surroundings and top-notch facilities, Casa Marina promises an indulgent escape for all visitors.

Where to stay near Midtown

Midtown, Key West, offers a delightful blend of tropical charm and historical intrigue, perfect for family and business-themed vacations. Explore the vibrant Midtown neighbourhood and nearby areas like Midtown West, where you can immerse yourself in local excursions and adventurous activities. Discover the unique homes in Midtown that reflect the area's rich culture, making it an ideal base for your unforgettable Florida getaway.

  • Key West: Nestled at the southernmost point of the continental United States, Key West is a vibrant city known for its charming island atmosphere. Visitors flock here year-round, with peak seasons in January, March, and September. The city's allure lies in its unique blend of “city themed” experiences and family-friendly activities. Explore the local shopping areas or relax on the picturesque beaches. Key West also offers a rich cultural experience, showcasing its historic streets and landmarks that add to the island’s distinctive charm.
  • Beachside: A delightful neighbourhood located a mere 161m from Midtown, Beachside is a top choice for those seeking sun-kissed shores and family fun. With travel peaks in March and the summer months, this area is perfect for beach lovers and city explorers alike. Enjoy the local shopping centres and resorts that cater to all your holiday needs. The beautiful beaches invite relaxation, while the vibrant streets promise a lively atmosphere, making Beachside an ideal spot for a leisurely getaway.
  • Key West Historic District: Just 1.6km from Midtown, the Key West Historic District is steeped in history and culture, offering a captivating blend of “city themed” and family-friendly experiences. With visitor peaks in March and the summer months, this district is bustling with life. Stroll through its enchanting streets, lined with historic architecture, and indulge in shopping at local boutiques. The nearby beaches provide a perfect escape for sunbathing and swimming, making it a delightful area for both relaxation and exploration.

Things to do near Midtown

Midtown Key West offers a delightful blend of city-themed and family-friendly activities, making it an ideal vacation spot. Visitors can enjoy a lively shopping centre, explore charming retail areas, and partake in recreational activities. A must-do is a leisurely walk along the beach, providing a perfect opportunity to soak in the stunning coastal scenery while indulging in the local culture and atmosphere.

Shopping

Located a mile from Midtown, We Cycle Key West offers an array of cycling gear. The Kite House, also 1.6km away, features vibrant kites and souvenirs. For a more eclectic experience, the Big Pine Key Flea Market, situated 45.1km away, is perfect for unique finds and local crafts.

Recreation

Experience a round of golf at Key West Golf Club, offering lush landscapes and a vibrant outdoor atmosphere, perfect for sports enthusiasts. Alternatively, enjoy a refreshing swim at the MLK Community Pool & Community Center, which is ideal for families and provides a lively, sporty environment.

Adventure

Explore the vibrant waters of Midtown with a kayaking adventure through the mangroves, offering a serene escape while spotting local wildlife. For a thrilling experience, hop on a jet ski and race across the sparkling waters, feeling the exhilarating breeze on your face.

Nightlife

Experience the vibrant nightlife of Midtown with a visit to the Red Barn Theater for captivating performances, or catch a film at Regal Key West with family. For a cultural evening, the Waterfront Playhouse offers enchanting shows, all within a short distance of Midtown's lively atmosphere.

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

Booking tips and Expedia advantages for Midtown

To save money during your trip to Midtown, Key West, consider visiting between August and October, when accommodation prices are lower. Booking a hotel one month in advance is typically most economical, and you can also find last-minute deals on Expedia. Tuesdays are the cheapest days to stay, while Fridays tend to be pricier. Use Expedia’s search tool to filter for budget options and consider bundling your hotel, flights, and activities for additional savings. Don't forget to keep an eye out for weekly discounts to maximise your budget.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Midtown 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 Midtown is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Midtown is Tuesday. The most expensive day to stay around Midtown is Friday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Midtown hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Midtown

Midtown Key West is ideal for city-themed, family, and business vacations, offering a variety of attractions such as beautiful beaches, lively streets, and symbolic landmarks. Visitors can immerse themselves in the local culture while exploring the Florida Keys, the Key West Museum, and the historic Old Town. With its blend of beach and city experiences, Midtown promises an enjoyable getaway for all types of travellers.

  • Duval Street: Immerse yourself in the vibrant atmosphere of Duval Street, a bustling thoroughfare just 1.6km from Midtown. This lively street is famed for its eclectic shops, lively bars, and charming cafés, making it a perfect spot for people-watching and enjoying local nightlife.
  • Smathers Beach: Located just 805m from Midtown, Smathers Beach offers a stunning stretch of sandy shoreline. Enjoy sunbathing, swimming, or participating in water sports while soaking up the sun and the relaxed beach vibes.
  • Key West Historic Seaport: A mile from Midtown, this marina invites adventure seekers with its array of water activities, including sailing and fishing. Experience the charm of the historic area, lined with restaurants and shops, all while enjoying outdoor and beach vibes.

Best time to go to Midtown

The best time to visit Midtown is dependent 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.

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 Midtown

Accessing Midtown, Key West, Florida is convenient with two major airports. Key West International Airport (EYW) is situated 3.2km from Midtown, with excellent nearby hotels such as the 5-star Casa Marina Key West, and the 4-star Margaritaville Beach House, both just 1.6km away. Oceans Edge Key West Resort is also 3.2km from EYW. Alternatively, Florida Keys Marathon Airport (MTH) is located 75.6km away, with notable accommodations like the 4.5-star Isla Bella Beach Resort, 6.4km from MTH, and Tranquility Bay Beachfront Hotel, 4.8km from MTH. Each hotel offers easy access to their respective airports, ensuring a smooth travel experience.

Explore a world of travel with Expedia

Frequently asked questions

What is Midtown like?
Travelers to the Midtown neighborhood in Key West will be sure to enjoy their stay. Consider a visit to Florida Keys Beaches as part of your Midtown travel plans.
How many hotels will I find in Midtown?
If you're searching for places to stay in Key West, Expedia has something to meet your needs with 54 Midtown hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Midtown, will I receive a refund?
Yes, you'll find most hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Add your dates and click on "Search", then you can filter by "fully refundable" to view top deals in Midtown.
What is there to do in this Key West neighborhood?
Florida Keys Beaches is an attraction you might want to check out while you're in Midtown. When you're sightseeing in Key West, Duval Street and Key West AIDS Memorial are also worth a stop.