Photo by Abbas Ali

Midtown Hotels, 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

2809 Cheap Hotels in Midtown - Specials, Reviews, & Last Minute Deals

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 NZ$562
includes taxes & fees
30 Nov - 1 Dec
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, (1003)
"Very very nice stay! "
United States
Chloe
The price is NZ$327
includes taxes & fees
1 Dec - 2 Dec
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 NZ$222
includes taxes & fees
1 Dec - 2 Dec
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, (1153)
"Will be staying here every single time we visit! "
United States
Rebecca
The price is NZ$396
includes taxes & fees
15 Dec - 16 Dec
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 NZ$196
includes taxes & fees
30 Nov - 1 Dec
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 NZ$503
includes taxes & fees
30 Nov - 1 Dec
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 NZ$369
includes taxes & fees
30 Nov - 1 Dec
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 NZ$364
includes taxes & fees
19 Nov - 20 Nov
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 NZ$316
includes taxes & fees
19 Nov - 20 Nov
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 NZ$364
includes taxes & fees
15 Dec - 16 Dec
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 NZ$261
includes taxes & fees
1 Dec - 2 Dec
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 NZ$286
includes taxes & fees
17 Nov - 18 Nov
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 NZ$565
includes taxes & fees
16 Dec - 17 Dec
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 NZ$483
includes taxes & fees
1 Dec - 2 Dec
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 NZ$335
includes taxes & fees
17 Nov - 18 Nov
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 NZ$371
includes taxes & fees
7 Dec - 8 Dec
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 NZ$303
includes taxes & fees
17 Nov - 18 Nov
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 NZ$465
includes taxes & fees
2 Dec - 3 Dec
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 NZ$311
includes taxes & fees
17 Nov - 18 Nov
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 free breakfast

Hotels in Midtown with a pool

Top guest rated hotels in Midtown

Our guide on where to stay in Midtown

Find the best Midtown areas for the activities you enjoy most. Learn more about Midtown
Learn more about Midtown

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Saint Mary Star of the Sea.

Beachside

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

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 Saint Mary Star of the Sea.

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.

Top Midtown Hotel Reviews

Find out more about Midtown

Top reasons to visit Midtown

  • Family-Friendly Activities: Midtown offers a variety of activities suitable for families, ensuring everyone has a great time.
  • Cultural Experiences: Explore local museums and historic houses to immerse yourself in the rich culture of the area.
  • Vibrant Shopping Scene: Enjoy retail therapy at nearby shopping malls and unique local shops.
  • Scenic Beaches: Relax at local beaches that provide a perfect blend of sun and sea.
  • Diverse Accommodation Options: Choose from luxurious resorts to family-friendly hotels for a comfortable stay.

Find great hotels near Midtown

Explore the vibrant accommodation options in Midtown, Key West, where adventure meets relaxation. From luxurious resorts to family-friendly hotels, you'll find the perfect base for your beach getaway. Whether you're seeking the best midtown hotels or unique lodgings for an unforgettable family vacation, Midtown offers a diverse range of choices to suit every traveller's needs.

  • Southernmost Beach Resort and Guesthouses: Nestled just 1.6km from Midtown, Southernmost Beach Resort and Guesthouses is a 4-star haven that celebrates an LGBTQIA-friendly atmosphere. This spa-themed retreat caters to both leisure and business travellers, boasting a full-service spa with treatment rooms and a poolside bar for ultimate relaxation. Business amenities include a 24-hour accessible business centre and conference spaces, ensuring productivity even on holiday. Immerse yourself in a tranquil environment where comfort meets a commitment to inclusivity.
  • Margaritaville Beach House Key West: Located a mere 966m from Midtown, Margaritaville Beach House Key West is a vibrant 4-star property perfect for those seeking a city-themed escape with a welcoming vibe for LGBTQIA travellers. This hotel places you in the heart of the action, while still providing essential business facilities like an accessible business centre and meeting rooms. The lively atmosphere makes it an ideal choice for guests wanting to enjoy the bustling energy of Key West while having the comforts of home at their fingertips.
  • Casa Marina Key West, Curio Collection by Hilton: This luxurious 5-star resort, situated just 1.1km from Midtown, offers a breathtaking beach-themed experience perfect for families and nature lovers alike. With direct beach access, Casa Marina ensures you can indulge in sun-soaked days by the ocean. Family-friendly amenities, including onsite childcare services and complimentary cribs, make it a thoughtful choice for those travelling with children. Experience the ultimate in relaxation and adventure at this stunning beachfront location.

Where to stay near Midtown

Midtown Key West offers a vibrant blend of tropical charm and historical intrigue, perfect for family adventures or business retreats. Explore the lively streets of nearby Midtown Manhattan, where iconic landmarks and bustling city life await. Immerse yourself in the rich culture of New York, or enjoy the relaxed atmosphere of Key West’s historic sites and scenic excursions. This central location is ideal for those seeking both excitement and tranquillity in their travels.

  • Key West: Nestled in the southernmost part of the United States, Key West is a vibrant island city known for its laid-back atmosphere and rich history. With a mix of stunning beaches, bustling shopping areas, and a variety of family-friendly activities, it's no surprise that this destination attracts visitors year-round. Key West is perfect for those seeking a blend of city life and tropical relaxation, with landmarks like the famous Southernmost Point buoy and lively Duval Street just waiting to be explored.
  • Beachside: Just 161m from Midtown, Beachside is a charming neighbourhood that captures the essence of Key West's coastal lifestyle. It offers an inviting atmosphere for families and beach lovers alike, with easy access to beautiful sandy shores and recreational areas. Whether you’re looking to indulge in local shops or simply relax by the beach, Beachside provides a perfect escape. The vibrant community hosts an array of activities and events, ensuring that there's always something to enjoy.
  • Old Town Key West: Located 1.4km from Midtown, Old Town Key West is a historic neighbourhood brimming with character and charm. This area is renowned for its colourful architecture, quaint streets, and lively atmosphere, making it a must-visit for any traveller. Visitors can explore the iconic landmarks, enjoy shopping at local boutiques, and savour delicious cuisine at nearby restaurants. Whether you’re seeking a family adventure or a relaxing getaway, Old Town Key West offers an unforgettable experience steeped in history and culture.

Things to do near Midtown

Midtown, Key West, offers a vibrant mix of family-friendly activities and urban experiences. Visitors can explore nearby shopping malls and areas, perfect for indulging in retail therapy. Don't miss the chance to visit local museums for a taste of culture. This lively spot is ideal for city-themed vacations, making it a great base for discovering the charm of the area while enjoying various recreational options.

Shopping

For shopping in Midtown, visit We Cycle Key West and The Kite House, both 1.6km away, offering unique local finds. If you're keen on a road trip, the Big Pine Key Flea Market, 45.1km away, showcases a vibrant mix of goods in a lively atmosphere.

Recreation

At Key West Golf Club, immerse yourself in a picturesque golfing experience surrounded by lush landscapes, just 4.8km from Midtown. For a refreshing family outing, the MLK Community Pool & Community Center offers a vibrant atmosphere, perfect for swimming and relaxation, located 1.6km away from Midtown.

Adventure

In Midtown, Key West, explore the vibrant streets on a thrilling bike tour, discovering colourful architecture and local art. Dive into the crystal-clear waters for snorkelling adventures at nearby coral reefs, or enjoy kayaking through the mangroves, immersing yourself in the region's stunning natural beauty.

Nightlife

Experience the vibrant nightlife in Midtown by visiting the Waterfront Playhouse for captivating performances or the Regal Key West for a romantic movie night. Don’t miss the Key West Burlesque Theater for an entertaining show that combines culture and family-friendly vibes, all within a short distance.

*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 on your holiday in Midtown, Key West, consider visiting between August and October for lower accommodation rates. Book your hotel about a month in advance or look for last-minute deals on Expedia for potential savings. Tuesdays are typically the cheapest days to stay, while Fridays are the priciest. Use Expedia's filters to find eco-friendly options and sort by price for the best deals. Lastly, combine your hotel, flights, and activities in a package deal for extra savings. Enjoy exploring the area on foot to save on transport costs.

  • 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. 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 Midtown is Tuesday. The most expensive day to stay around Midtown is Friday.
  • Find cheap hotels on Expedia: Make use of Expedia's search tool to fine-tune your options based on your budget, preferred location, and the type of accommodation you’re after. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save some dollars by combining your Midtown hotel stay with your flights and activities through an Expedia package deal.

Find the best attractions near Midtown

Midtown, Key West, offers a delightful blend of city-themed and family-friendly activities, perfect for those after culture, beach vibes, and outdoor experiences. Explore popular attractions like historic houses and local beaches, while enjoying the vibrant street life. For convenience, consider picking up a city map and staying at hotels near these highlights to make the most of your visit.

  • Duval Street: This lively street, a mile from Midtown, is the heartbeat of Key West, filled with vibrant shops, eclectic bars, and diverse dining options. You'll experience the lively atmosphere, especially during sunset when the street comes alive with music and festivities.
  • Southernmost Point: Located a mile from Midtown, this iconic landmark marks the southernmost tip of the continental US. The colourful buoy is a must-see for its cultural significance and stunning photo opportunities, embodying the spirit of Key West.
  • Smathers Beach: Just half a mile from Midtown, Smathers Beach offers a picturesque setting for relaxation. With its soft sands and clear waters, it's perfect for sunbathing, swimming, or enjoying water sports while soaking up the sun.

Best time to go to Midtown

The best time to visit Midtown can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Midtown falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Midtown 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 Midtown

Flying into Midtown, Key West, Florida, is convenient with two major airports nearby. Key West International Airport (EYW) is located 3.2km from Midtown, offering excellent accommodations such as Casa Marina Key West, Margaritaville Beach House Key West, and Havana Cabana at Key West, all within 1-3.2km of the airport. These hotels provide easy access to EYW, ensuring a hassle-free journey. Alternatively, Florida Keys Marathon Airport (MTH) is 75.6km away, with excellent options like Isla Bella Beach Resort & Spa and Tranquility Bay Beachfront Hotel, which are 3-6.4km from MTH, making it a viable choice for visitors looking to explore the area.

Explore a world of travel with Expedia

Frequently asked questions

What is Midtown like?
Travellers to the Midtown neighbourhood 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 can I expect to 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 accommodation options to choose from.
If I need to cancel my hotel reservation in Midtown, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within 24 hours of booking. Add your dates and click on "Search", then filter by "fully refundable" to get the best deals in Midtown.
What is there to do in this Key West neighbourhood?
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.