The Best Hotels in Midtown, Key West - 2026 Updated Prices

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Where to stay in Midtown

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

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

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Southernmost Point.

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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

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 Florida Keys Beaches.

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

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

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

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.

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Top Midtown Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Outdoor bar need more staff."

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?

Travellers to the Midtown neighbourhood 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 neighbourhood.

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 52 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?

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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Our top choices for Midtown hotels

Hyatt Vacation Club at Windward Pointe, Key West

Margaritaville Beach House Key West

Hyatt Vacation Club at Beach House, Key West

Pier House Resort & Spa

Casa Marina Key West, Curio Collection by Hilton

Santa Maria Suites

The Reach Key West, Curio Collection by Hilton

Hyatt Centric Key West Resort and Spa

Hampton Inn Key West FL

DoubleTree Resort by Hilton Grand Key - Key West

Fairfield Inn and Suites by Marriott Key West

Southernmost Beach Resort and Guesthouses

Ocean Key Resort - A Noble House Resort

Parrot Key Hotel & Villas

The Laureate Key West

Courtyard by Marriott Key West Waterfront

Southwinds Motel

The Palms Hotel

Beachside Resort & Residences

Havana Cabana at Key West

Where to stay in Midtown

Old Town Key West

Stock Island

Key West Historic District

Downtown Key West

New Town

Top Midtown Hotel Reviews

DoubleTree Resort by Hilton Grand Key - Key West

Frequently asked questions

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