Midtown

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.

Things to do


Midtown Hotel Deals

Luxury High End, 2 Bikes,  Highspeed Wi-Fi, Work station,  Pool, Hot Tub, Gym

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

Key West FL
Book a stay at this beach condo in Key West. Enjoy free WiFi, private pools, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
9.8/10 Exceptional! (322 reviews)
"Beautifully decorated. It had everything we needed in the kitchen. We were hoping for a pool view but you could still see a little bit of the ocean from the deck. We used the barbecue grill out by the pool one night for dinner. And were in walking distance from a few places to eat. We would definitely ..."

Reviewed on Jul 17, 2026

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is CA $193 per night from Sep 1 to Sep 2
CA $193
CA $320 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this beach 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 ...
8.8/10 Excellent! (3,480 reviews)
"We absolutely loved this resort but the best part about it was the staff! The staff was so friendly and welcoming. They made us feel so special and important. In addition, Key West is gorgeous and this resort is located in the perfect spot."

Reviewed on Aug 5, 2026

Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is CA $142 per night from Aug 16 to Aug 17
CA $142
CA $294 total
Aug 16 - Aug 17
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is CA $163 per night from Aug 16 to Aug 17
CA $163
CA $262 total
Aug 16 - Aug 17
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! (2,602 reviews)
"The back yard/ pool/ and bars areas were AMAZING! The staff were nice and anyways there to help and care for our needs/ wants. I loved the fact the shuttle is so easy to use with the hotel being farther away from old town. The shuttle made it so easy to enjoy our trip without worrying about driving ..."

Reviewed on Aug 6, 2026

Blue Flamingo Resort 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 CA $159 per night from Aug 10 to Aug 11
CA $159
CA $224 total
Aug 10 - Aug 11
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! (2,332 reviews)
"AC is loud. Annoying to sleep with but cannot sleep to have it off. I won’t stay here again. Plus there is extra fee ( resort fee). I was not informed beforehand of it."

Reviewed on Aug 6, 2026

Ibis Bay Beach Resort
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
The price is CA $279 per night from Aug 10 to Aug 11
CA $279
CA $411 total
Aug 10 - Aug 11
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,005 reviews)
"Great location, friendly helpful staff right in historic Key West"

Reviewed on Aug 5, 2026

Hyatt Centric Key West Resort and Spa
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

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.

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.

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.

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.


Midtown

Choose two or more items and save on your trip:

Explore a world of travel with Expedia