Midtown Travel Guide
Key West
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Top hotels in Midtown
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ฿4,381 per night from 14 Jun to 15 Jun
฿4,381
฿6,767 total
14 Jun - 15 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! (2,331 reviews)
"The resort staff were very nice and accommodating the only issue we had was with the bartender"
Reviewed on 5 Jun 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is ฿6,617 per night from 29 Jun to 30 Jun
฿6,617
฿9,842 total
29 Jun - 30 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! (3,362 reviews)
"Look, we had a nice time. I put "OK" for your survey questions which may seem like we didn't enjoy. But, it would be hard to put "Good" for your survey answers. The beach was unusable due to dead, smelly seaweed that permeated the main pool, overall exterior (stairs, pool area, etc.) rooster poop, ..."
Reviewed on 5 Jun 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
The price is ฿8,166 per night from 5 Jul to 6 Jul
฿8,166
฿11,271 total
5 Jul - 6 Jul
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! (1,818 reviews)
"Our stay was great! Easy to get around with the shuttle."
Reviewed on 6 Jun 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ฿4,567 per night from 21 Jun to 22 Jun
฿4,567
฿7,295 total
21 Jun - 22 Jun
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! (1,797 reviews)
"Dirty room, loud guests, and my pregnant wife almost fell down in the hotel room due to a leaky A/C"
Reviewed on 5 Jun 2026
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
The price is ฿8,494 per night from 21 Jun to 22 Jun
฿8,494
฿11,843 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! (1,004 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
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is ฿8,418 per night from 23 Jun to 24 Jun
฿8,418
฿11,684 total
23 Jun - 24 Jun
includes taxes & fees
Stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa and a private beach. Popular attractions Duval Street and South Beach are located ...
8.4/10 Very Good! (691 reviews)
"Plan for rain! Don't forget sunscreen - the pool was amazing"
Reviewed on 5 Jun 2026
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.
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.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Southernmost Point and Duval Street are top sights worth seeing.
