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 P7,605 per night from Jul 7 to Jul 8
P7,605
P11,408 total
Jul 7 - Jul 8
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! (1,278 reviews)
"Great property. Clean and spacious rooms!"

Reviewed on Jul 1, 2025

Beachside Resort & Residences
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is P12,901 per night from Jul 16 to Jul 17
P12,901
P18,081 total
Jul 16 - Jul 17
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! (1,736 reviews)
"Amazing!"

Reviewed on Jun 27, 2025

Margaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
The price is P12,057 per night from Aug 3 to Aug 4
P12,057
P17,370 total
Aug 3 - Aug 4
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! (2,589 reviews)
"The staff was wonderful helped with anything we asked! So many fun games at the pools! Close to so many things! Really had a great time!"

Reviewed on Jul 1, 2025

Southernmost Beach Resort and Guesthouses
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 P9,464 per night from Jul 9 to Jul 10
P9,464
P13,923 total
Jul 9 - Jul 10
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! (1,666 reviews)
"The Staff at this resort are very nice. Ana was very accommodating and made sure we had a wonderful stay. The rooms were super clean and nice. The amenities were very fun. Overall oceans edge is the best Hotel in Key west!"

Reviewed on Jun 30, 2025

Oceans Edge Key West Resort, Hotel & Marina
Blue Flamingo Resort Key West
Blue Flamingo Resort Key West
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is P7,555 per night from Jul 6 to Jul 7
P7,555
P11,668 total
Jul 6 - Jul 7
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! (1,447 reviews)
"Clean, comfortable well kept property and grounds. Friendly staff."

Reviewed on Jul 1, 2025

Blue Flamingo Resort Key West
Havana Cabana at Key West
Havana Cabana at Key West
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
The price is P7,522 per night from Jul 20 to Jul 21
P7,522
P12,157 total
Jul 20 - Jul 21
includes taxes & fees
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,736 reviews)
"Nice and clean hotel, very Cuban Many amenities available in the hotel like drink and delicious food. A lot of free drinks at the pool area I will definitely be repeating the experience Love it!"

Reviewed on Jun 30, 2025

Havana Cabana at Key West
See all 2,816 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 harbor, tropical scenes and windsurfing

Beachside

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

Beachside
Great location for great pictures, very nice beach

White Street Gallery District

When in White Street Gallery District, you can plan a visit to Duval Street and Saint Mary Star of the Sea, some noteworthy sights in the nearby area.

White Street Gallery District
Great location for great pictures, very nice beach

White St. Gallery

While White St. Gallery might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Duval Street and Saint Mary Star of the Sea.

White St. Gallery
Clarence S. Higgs Memorial Beach Park which includes landscape views, tropical scenes and a sandy beach

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
Default Image

The Meadows

Though The Meadows might not have many top sights, you can venture to the surrounding area to see attractions like Duval Street and Saint Mary Star of the Sea.

The Meadows
If you are looking for good Thai food in Key West, Thai Island is the place to go! Sitting on the porch overlooking the marina is a great place to enjoy a #delicious meal. The red curry chicken is one of my favorite dishes they serve as well as the variety of sushi on the menu!

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