Midtown, FL

Key West

A street with a historic building, parked bicycles, and a clear blue sky.
An aerial view of a mangrove forest with a winding waterway.
A colorful house with a porch, a person sitting on a bench, and a dog on the ground.
A white building with a green window and a sign that reads "Old Town Bakery".
A tree-lined street with buildings on either side, a bicycle, and a red car in the distance.

Midtown Hotel Deals

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is ₩159,983 per night from Sep 30 to Oct 1
₩159,983
₩256,149 total
Sep 30 - Oct 1
includes taxes & fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (2,690 reviews)
"Love staying here when can I come to Key West"

Reviewed on Sep 26, 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is ₩222,406 per night from Sep 30 to Oct 1
₩222,406
₩349,230 total
Sep 30 - Oct 1
includes taxes & fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (3,623 reviews)
"Ok so it would have been nice to know the beach front at the resort was being worked on and the resorts water front was buried in sea weed. Also the ocean side pool was closed until September 25th. Stayed in the Avalon bed and breakfast, our windows were frosted to block the view of the neighboring ..."

Reviewed on Sep 26, 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
The price is ₩283,001 per night from Sep 28 to Sep 29
₩283,001
₩403,820 total
Sep 28 - Sep 29
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,802 reviews)
"Food and Drinks were excellent. Some things on the property were a bit run down. However, place was clean. Really nice pool and bar facilities. Beautiful beach."

Reviewed on Sep 26, 2026

Margaritaville Beach House Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is ₩137,303 per night from Sep 27 to Sep 28
₩137,303
₩198,147 total
Sep 27 - Sep 28
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (2,389 reviews)
"If your looking for an a good resort for a value price this is your place. It is full of character!! The staff is friendly, even let us check in early. Beautiful location on the water with lots of outdoor space, just to lounge around. Loved all the hammocks. Do yourself a favor and pay a little extra ..."

Reviewed on Sep 25, 2026

Ibis Bay Beach Resort
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is ₩150,302 per night from Sep 30 to Oct 1
₩150,302
₩254,559 total
Sep 30 - Oct 1
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Havana Cabana at Key West
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
The price is ₩278,647 per night from Oct 4 to Oct 5
₩278,647
₩407,924 total
Oct 4 - Oct 5
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
Pier House Resort & Spa
See all 2,691 properties in Midtown
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.

Where to stay in Midtown

Find the best Midtown areas and neighborhoods for the activities you enjoy most. Learn more about Midtown
Learn more about Midtown
A large red brick building with arched windows and a prominent entrance.

Old Town Key West

If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.

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.

A white lighthouse surrounded by lush greenery and a white picket fence.

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 Florida Keys Beaches.

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 Fort East Martello Museum and Gallery.

Midtown, FL