Midtown

Key West

Photo by Graciela Arena
Photo by Graciela Arena
Photo by Graciela Arena
Photo by Graciela Arena
Photo by Ronald Wilson
Photo by Ronald Wilson
Photo by Renee Shipley
Photo by Renee Shipley
Photo by Kevin Pauletti
Photo by Kevin Pauletti

Top hotels in Midtown

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is €164 per night from 25 Aug to 26 Aug
€164
25 Aug - 26 Aug
includes taxes & fees
Stay at this 3.5-star 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. ...
8.4/10 Very Good! (1,469 reviews)
gorgeous view
"It was so nice—we ended up with a gorgeous view."

Reviewed on 18 Aug 2025

Beachside Resort & Residences
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
The price is €122 per night from 1 Sept to 2 Sept
€122
1 Sept - 2 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.8/10 Good! (1,075 reviews)
"Most excellent facility with very accommodating staff."

Reviewed on 18 Aug 2025

Hilton Garden Inn Key West / The Keys Collection
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is €163 per night from 21 Sept to 22 Sept
€163
21 Sept - 22 Sept
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,553 reviews)
"Super clean quiet friendly staff and great atmosphere all around"

Reviewed on 18 Aug 2025

Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is €227 per night from 4 Sept to 5 Sept
€227
4 Sept - 5 Sept
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,775 reviews)
"The staff at the front desk were very nice. The pool staff and wait staff seemed as if they were not happy being there ."

Reviewed on 19 Aug 2025

Margaritaville Beach House Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
The price is €212 per night from 7 Sept to 8 Sept
€212
7 Sept - 8 Sept
includes taxes & fees
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,716 reviews)
"I loved everything about this resort. So clean and easy to navigate our way around. Transportation offered worked well for us."

Reviewed on 18 Aug 2025

Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
The price is €222 per night from 4 Sept to 5 Sept
€222
4 Sept - 5 Sept
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,696 reviews)
Great location and fun vibe
"This resort has the perfect location, located at the southern most tip and end of Duval. Check in was easy and our room overlooked the Pineapple pool and bar, which made for fun evenings sitting on our balcony. The only downside to this resort was I felt the room was a little outdated and the bathroom ..."

Reviewed on 20 Aug 2025

Southernmost Beach Resort and Guesthouses
See all 2,779 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.

Other neighbourhoods around Midtown

Smathers Beach showing a bay or harbour, windsurfing and tropical scenes

Beachside

If you're spending some time in Beachside, Smathers Beach and Florida Keys Beaches are top sights worth seeing.

Beachside
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White Street Gallery District

If you're looking for some top things to see and do in White Street Gallery District and surrounding area, you can visit Duval Street and Saint Mary Star of the Sea.

White Street Gallery District
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White St. Gallery

If you're looking for some top things to see and do in White St. Gallery and surrounding area, you can visit Duval Street and Saint Mary Star of the Sea.

White St. Gallery
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Casa Marina

While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Florida Keys Beaches.

Casa Marina
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The Meadows

While The Meadows isn't home to many top sights, Duval Street and Saint Mary Star of the Sea are some notable places to visit nearby.

The Meadows
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Meadows

Meadows might not have many top sights, but Duval Street and Saint Mary Star of the Sea are two attractions nearby that you can check out.

Meadows

Midtown

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