Midtown, FL

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

Midtown Hotel Deals

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
$189 nightly
The price is $212 total per night from Oct 28 to Oct 29
$212 total
Oct 28 - Oct 29
Total with taxes and 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! (1,728 reviews)
"Exceeded our expectations. Restaurant was amazing, everything was clean and up to date. They kept open communication via text messages daily. I am a night shift health care provider, I cannot tell you how much I needed this mini-vacay."

Reviewed on Oct 9, 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
$234 nightly
The price is $264 total per night from Oct 29 to Oct 30
$264 total
Oct 29 - Oct 30
Total with taxes and 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! (2,787 reviews)
"The balcony was not private it was outside our front door located outside. Other then that it was a great stay!"

Reviewed on Oct 13, 2025

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
$235 nightly
The price is $264 total per night from Oct 27 to Oct 28
$264 total
Oct 27 - Oct 28
Total with taxes and 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! (1,770 reviews)
"Property was fun, inviting and a great place to relax after a day in Old Town Key West. Shuttle to Old Town was great, food at Margaritaville was very good, staff very friendly. Jimmy Buffett tunes playing all the time was perfect!"

Reviewed on Oct 8, 2025

Margaritaville Beach House Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd, Key West, FL
$210 nightly
The price is $236 total per night from Oct 26 to Oct 27
$236 total
Oct 26 - Oct 27
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,120 reviews)
"It was absolutely beautiful and we received one of the best rooms. Everyone was so nice, it was one of the best hotels I’ve stayed at!"

Reviewed on Oct 10, 2025

Parrot Key Hotel & Villas
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd, Key West, FL
$165 nightly
The price is $186 total per night from Oct 27 to Oct 28
$186 total
Oct 27 - Oct 28
Total with taxes and fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,015 reviews)
"The rooms are cleans and actually pretty good size."

Reviewed on Oct 13, 2025

DoubleTree Resort by Hilton Grand Key - Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
$240 nightly
The price is $270 total per night from Oct 14 to Oct 15
$270 total
Oct 14 - Oct 15
Total with taxes and fees
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
8.8/10 Excellent! (1,004 reviews)
"Beautiful hotel rooms are awesome"

Reviewed on Oct 3, 2025

Hyatt Centric Key West Resort and Spa
See all 2,813 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 neighborhoods around Midtown

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

Beachside

When in Beachside, you can plan a visit to Duval Street and Smathers Beach, some noteworthy sights in the nearby area.

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 Key West AIDS Memorial.

Casa Marina
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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

5/5(1 area review)

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
See our Where To Stay guide

Midtown, FL

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