Midtown, FL
Key West





Visit Midtown
Things to do

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
¥6,661
per adult
94% of travellers recommend

Key West Sunset Cruise & Glass Bottom Eco Tour
¥10,974
per adult
76% of travellers recommend

Historic Key West Old Town Trolley Hop-On Hop-Off Tour
¥8,723
per adult
88% of travellers recommend

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
¥10,661
per traveler
92% of travellers recommend

Sunset Sail in Key West with Beverages Included
¥12,394
per adult
98% of travellers recommend
Midtown Hotel Deals

Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
The price is ¥30,830 per night from Oct 29 to Oct 30
¥30,830
¥44,636 total
Oct 29 - Oct 30
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! (1,793 reviews)
"It is such a convenient location and beautiful place to stay. Beds are comfy! Wish they had a little more to offer on their menu though."
Reviewed on Oct 15, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ¥19,776 per night from Oct 25 to Oct 26
¥19,776
¥31,140 total
Oct 25 - Oct 26
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 ...

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is ¥18,492 per night from Oct 28 to Oct 29
¥18,492
¥35,921 total
Oct 28 - Oct 29
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. ...
8.6/10 Excellent! (2,617 reviews)
"We were very happy with how nice, clean and comfortable our 1 bedroom was. The staff was very helpful via text messages for anything we needed like coffee. The pool was clean and well kept. The shuttle bus to Duval street was a very pleasant surprise and the drivers were really prompt."
Reviewed on Oct 15, 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundable
The price is ¥22,922 per night from Nov 1 to Nov 2
¥22,922
¥35,827 total
Nov 1 - Nov 2
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 ...
9/10 Wonderful! (1,878 reviews)
"pool was the best with food and bar right next. shuttle service to town was excellent can't wait to go back!"
Reviewed on Oct 15, 2026

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
The price is ¥21,511 per night from Oct 18 to Oct 19
¥21,511
¥29,300 total
Oct 18 - Oct 19
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. ...

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is ¥34,129 per night from Oct 25 to Oct 26
¥34,129
¥49,066 total
Oct 25 - Oct 26
includes taxes & fees
Book a 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 Southernmost ...
8.4/10 Very Good! (971 reviews)
"Great property"
Reviewed on Oct 15, 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. 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 Fort East Martello Museum and Gallery.
Midtown, FL
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