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Top hotels in Midtown
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is P9,096 per night from Sep 14 to Sep 15
P9,096
P14,812 total
Sep 14 - Sep 15
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! (3,589 reviews)
"Great property and friendly staff. Will continue to stay at this resort."
Reviewed on Sep 8, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is P5,658 per night from Sep 21 to Sep 22
P5,658
P12,353 total
Sep 21 - Sep 22
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. ...
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
The price is P11,145 per night from Sep 22 to Sep 23
P11,145
P16,468 total
Sep 22 - Sep 23
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,804 reviews)
"We stayed at Margaritaville Beach House Key West to celebrate my daughter’s birthday after having a great experience at Margaritaville Hollywood Beach last year. Unfortunately, the difference was huge. The room was okay, but it was at the back of the property, making it a long walk to the pool and ..."
Reviewed on Sep 7, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is P6,866 per night from Sep 9 to Sep 10
P6,866
P11,246 total
Sep 9 - Sep 10
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! (2,662 reviews)
"Everything was great! Clean andultiple amenities"
Reviewed on Sep 8, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is P6,387 per night from Sep 23 to Sep 24
P6,387
P11,131 total
Sep 23 - Sep 24
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 ...
Pier House Resort & Spa
1 Duval St Key West FL
The price is P18,154 per night from Sep 15 to Sep 16
P18,154
P24,791 total
Sep 15 - Sep 16
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 ...
9/10 Wonderful! (1,320 reviews)
"We loved this place and would stay here again. The staff were amazing. The rooms were clean. The shower was fantastic! The private beach was a plus. I only knocked off one star because there’s not really a good place to get coffee in the morning at the resort and the coffee fixings in the room were ..."
Reviewed on Sep 7, 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 and neighborhoods for the activities you enjoy most.
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 Fort East Martello Museum and Gallery.
