Name: Havana Cabana at Key West
Price range: ฿4,072
Rating: 9

Top hotels in Midtown

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

฿4,094

฿6,446 total

7 Jun - 8 Jun

includes taxes & fees

Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...

8.4/10 Very Good! (2,322 reviews)

"The outdoor pool and atmosphere were amazing ! I enjoyed my stay there snd would highly recommend it."

Reviewed on 3 Jun 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

฿6,602

฿9,820 total

8 Jun - 9 Jun

includes taxes & fees

Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...

8.8/10 Excellent! (3,356 reviews)

"Proximity to things, walkability, friendly bartenders at Pineapple Pool. Great conceriage."

Reviewed on 3 Jun 2026

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Key West FL

฿8,135

฿11,229 total

21 Jun - 22 Jun

includes taxes & fees

Stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the pool and the restaurant in ...

8.8/10 Excellent! (1,813 reviews)

"Room was very clean , pool bar area was excellent."

Reviewed on 3 Jun 2026

Hilton Garden Inn Key West / The Keys Collection

3850 N Roosevelt Blvd Key West FL

฿3,754

฿5,144 total

21 Jun - 22 Jun

includes taxes & fees

Stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge) and a free local area shuttle. Our guests praise the pool and the ...

8/10 Very Good! (1,230 reviews)

"Great Stay with Excellent Shuttle Service! We recently stayed for 1 night during our Key West vacation and had a very pleasant experience overall. Location – The hotel is conveniently located close to the Key West downtown area. What really stood out was the complimentary shuttle service that runs ..."

Reviewed on 1 Jun 2026

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL

฿4,072

฿6,719 total

5 Jul - 6 Jul

includes taxes & fees

Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the helpful staff ...

9/10 Wonderful! (1,792 reviews)

"Everything was amazing we had a great time."

Reviewed on 2 Jun 2026

Hyatt Centric Key West Resort and Spa

601 Front St Key West FL

฿8,475

฿11,817 total

21 Jun - 22 Jun

includes taxes & fees

Stay at this beach resort in Key West. Enjoy free Wi-Fi, a full-service spa and a marina. Our guests praise the pool and the helpful staff in their reviews. ...

9/10 Wonderful! (1,003 reviews)

"While the property was clean & well maintained, the pool was closed for three of the five days we were there (bummer). However, staff were quick to let us know that the pool of an adjacent property could be utilized instead. Everyone was cheerful, friendly & quick to assist. Our room was comfortable, ..."

Reviewed on 1 Jun 2026

See all 2,744 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 for the activities you enjoy most.

Old Town Key West

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

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.

Downtown Key West

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

Key West Style Three Bay House is a common style on the Keys. Photo taken on Key West, Florida, USA

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.