Top Midtown Hotels

A street with a historic building, parked bicycles, and a clear blue sky.

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Our top choices for Midtown hotels

Outdoor pool, open 7:00 AM to 10:00 PM, free cabanas, sun loungers

Fairfield Inn and Suites by Marriott Key West

New Town, 1.1 km from Midtown

Kendall

₩281,523 total

includes taxes & fees

Aug 11 - Aug 12

Ibis Bay Beach Resort

Northside Resort, 2.1 km from Midtown

Jamie

₩328,562 total

includes taxes & fees

Jul 22 - Jul 23

The Southernmost Inn - Adults Only

Uptown - Upper Duval, 1.5 km from Midtown

Clarice

₩255,383 total

includes taxes & fees

Jul 19 - Jul 20

Hyatt Vacation Club at Windward Pointe, Key West

3.2 km from Midtown

Mukunda

₩467,796 total

includes taxes & fees

Aug 15 - Aug 16

Margaritaville Beach House Key West

1.1 km from Midtown

Tasnova I

₩444,209 total

includes taxes & fees

Jul 22 - Jul 23

Southwinds Motel

Uptown - Upper Duval, 1.4 km from Midtown

Michele

₩276,204 total

includes taxes & fees

Aug 3 - Aug 4

Outdoor pool, open 7:00 AM to 9:00 PM, cabanas (surcharge), sun loungers

DoubleTree Resort by Hilton Grand Key - Key West

3.4 km from Midtown

Carol

₩310,799 total

includes taxes & fees

Aug 9 - Aug 10

4 outdoor pools, pool umbrellas, sun loungers

Parrot Key Hotel & Villas

Northside Resort, 1.6 km from Midtown

Wilhelmina

₩383,154 total

includes taxes & fees

Aug 11 - Aug 12

Duval Inn

Downtown Key West, 1.8 km from Midtown

Andrew

₩293,245 total

includes taxes & fees

Jul 19 - Jul 20

Outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas, sun loungers

Tranquility Guest House

Bahama Village, 2.1 km from Midtown

"We liked the clean room, access to pool was easy and so beautiful. Everything is so close by. Food, souvenir stores, beach. Parking the rental was dependent on finding a spot but luckily we would find one near. Most places in the area have limited parking. Management checked on us almost daily to make sure we had what we needed which was really nice. The chickens,roosters, iguanas were and added bonus."

Deborah

₩257,654 total

includes taxes & fees

Jul 16 - Jul 17

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

New Town, 3.5 km from Midtown

Fernando

₩291,563 total

includes taxes & fees

Jul 16 - Jul 17

2 outdoor pools, open 7:00 AM to 10:00 PM, cabanas (surcharge)

Blue Flamingo Resort Key West

New Town, 3.4 km from Midtown

Robert

₩308,494 total

includes taxes & fees

Aug 12 - Aug 13

The Grand Guesthouse

Old Town Key West, 0.9 km from Midtown

Elizabeth

₩284,598 total

includes taxes & fees

Jul 16 - Jul 17

Beach nearby, white sand, beach cabanas, sun loungers

Amsterdam's Curry Mansion Inn

Historic Seaport, 2.2 km from Midtown

Curtis

₩388,760 total

includes taxes & fees

Jul 22 - Jul 23

Paradise Inn Key West - Adults Only

Downtown Key West, 1.6 km from Midtown

Nicholas

₩314,538 total

includes taxes & fees

Jul 27 - Jul 28

Pegasus International Hotel

Downtown Key West, 1.9 km from Midtown

Otto

₩308,327 total

includes taxes & fees

Jul 19 - Jul 20

Ocean View 3BR Condo with Rooftop Balcony | Balcony

Beachside Resort & Residences

3.6 km from Midtown

Rebecca

₩387,046 total

includes taxes & fees

Aug 9 - Aug 10

Hyatt Centric Key West Resort and Spa

Historic Seaport, 2.3 km from Midtown

Giuseppa

₩496,004 total

includes taxes & fees

Aug 11 - Aug 12

Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

3.4 km from Midtown

Carlos Rafael

₩283,191 total

includes taxes & fees

Jul 16 - Jul 17

Silver Palms Inn & Historic Homes

Old Town Key West, 1.2 km from Midtown

Jennifer

₩251,859 total

includes taxes & fees

Aug 2 - Aug 3

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Where to stay in Midtown

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

A white lighthouse with a small adjacent building, surrounded by lush green trees and a clear blue sky.

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

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A sunset over a coastal landscape with a small island surrounded by water.

Stock Island

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A two-story house with green shutters and a wooden balcony.

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.

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A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

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.

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A row of pastel-colored houses with white railings and a clear blue sky.

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.

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Top Midtown Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good

"We went on a girls trip and stayed at the villa, the view is beautiful. the rooms are spacious and accommodating. The pool with the view was perfect. But when we walked in the place it was pretty hot, I let the staff know and they sent a technician right away. However at night we noticed that the living room area was cool but the bedrooms were pretty warm. We had two bedrooms and I thought it was only my room so I called the front desk only the security was available but was able to give me a table fan. Next day I found out both of the rooms were hot and called front desk at night again but no one was answering. All four of us really loved this place but couldn’t sleep comfortably because of the room temperature at night."

The Perry Hotel & Marina Key West

10/10 Excellent

"The Perry Hotel is one of a kind in the best ways possible. The hotel staff went above and beyond to exceed our expectations. They were all very professional, friendly, helpful and knowledgeable. The hotel is kept up very well. I highly recommend The Perry Hotel if you’re looking for a peaceful, serene and one of a kind experience in Key West."

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

10/10 Excellent

"If you are looking for a nice quiet part of the island this is the place to be. It’s part of a trip of hotels, where you can pool bounce. If you aren’t opposed to renting a golf cart or a scooter , this is a quick little stroll. We have stayed in the trio now twice and absolutely love the atmosphere."

Blue Flamingo Resort Key West

8/10 Good

"The room was super clean that was great! AC was super cold and that was huge, definitely need cold AC. There are a lot of amenities, which is great. Though the restaurant/bar closes too early, 10pm seems way too early for a hotel/resort in Key West. Also, would have been nice breakfast was more easily accessible. We were on the 3rd floor, and the elevator was not working properly, the button to call it to go down was not working so we called it to go up, and then once inside the elevator, the button for the 1st floor wasn’t working, so we then had to go walk down from the 4th floor with our luggage to get to our truck. When we checked out the staff wrote down our concerns with the elevator, though didn’t even offer to discount our stay for the huge inconvenience. Overall the stay was good but it could have been better."

Oceans Edge Key West Resort, Hotel & Marina

10/10 Excellent

"Staff was very friendly and helpful. Location while away from the “main event” was easily accessible by their hourly shuttle. They just went through a management/onwership change so it’s also the called the Hilton Marina. Construction during the summer months is pretty typical and wasn’t a major distraction. Food at the onsite restaurant was tasty with some other options about 20 mins walking."

Frequently asked questions

What is Midtown like?

Travelers to the Midtown neighborhood in Key West will be sure to enjoy their stay. Looking for sights you might find in a travel guide about Midtown? Consider a visit to Florida Keys Beaches while you're in the neighborhood.

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 52 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.

Where can I learn more about changing or cancelling my trip to Midtown?

To access more information about rescheduling or cancelling your trip to Midtown, head over to our customer service page.

What is there to do in this Key West neighborhood?

Popular attractions in Midtown include Florida Keys Beaches. When you're sightseeing in Key West, Southernmost Point and Duval Street are also worth a stop.

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Find hotels in Midtown, Key West

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Treat yourself

Be picky

Check prices for these dates

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Star rating

Guest rating

Our top choices for Midtown hotels

Fairfield Inn and Suites by Marriott Key West

Ibis Bay Beach Resort

The Southernmost Inn - Adults Only

Hyatt Vacation Club at Windward Pointe, Key West

Margaritaville Beach House Key West

Southwinds Motel

DoubleTree Resort by Hilton Grand Key - Key West

Parrot Key Hotel & Villas

Duval Inn

Tranquility Guest House

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

Blue Flamingo Resort Key West

The Grand Guesthouse

Amsterdam's Curry Mansion Inn

Paradise Inn Key West - Adults Only

Pegasus International Hotel

Beachside Resort & Residences

Hyatt Centric Key West Resort and Spa

Hampton Inn Key West FL

Silver Palms Inn & Historic Homes

Where to stay in Midtown

Old Town Key West

Stock Island

Key West Historic District

Downtown Key West

New Town

Top Midtown Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Frequently asked questions

Explore a world of travel with Expedia