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

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is $350 total per night from Jan 7 to Jan 8
$350 total
per night
Jan 7 - Jan 8
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! (1,835 reviews)
Pool and hot tub were very nice,chicken walk was excellent! Great staff!!!!

Reviewed on Dec 26, 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is $318 total per night from Jan 11 to Jan 12
$318 total
per night
Jan 11 - Jan 12
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 ...
8/10 Very Good! (1,803 reviews)
The room was very clean and comfortable. The $15.00 for parking your car was a little of the top tho! You should really give discounts for Florida Residence too, we drove 350 miles to come see Key West and to have to pay all the fees & parking fee is a bit much!

Reviewed on Dec 26, 2025

Blue Flamingo Resort 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 $325 total per night from Jan 4 to Jan 5
$325 total
per night
Jan 4 - Jan 5
Book a stay at this 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! (1,763 reviews)
So many activities and amazing staff and service. The shuttle was very convenient. I would stay here again! Perfect for families. I felt safe. Very laid back environment.

Reviewed on Dec 26, 2025

Oceans Edge Key West Resort, Hotel & Marina
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
The price is $312 total per night from Jan 4 to Jan 5
$312 total
per night
Jan 4 - Jan 5
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,006 reviews)
Yes we loved the room and everything that went with it. I would stay there again.

Reviewed on Dec 29, 2025

DoubleTree Resort by Hilton Grand Key - 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 $452 total per night from Jan 14 to Jan 15
$452 total
per night
Jan 14 - Jan 15
Book a stay at this beach 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! (2,948 reviews)
Great up-graded room. Clean and cozy. Service excellent!

Reviewed on Dec 24, 2025

Southernmost Beach Resort and Guesthouses
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is $329 total per night from Jan 4 to Jan 5
$329 total
per night
Jan 4 - Jan 5
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 ...
8.8/10 Excellent! (1,708 reviews)
What a super fun place. Definitely going back.

Reviewed on Dec 26, 2025

Havana Cabana at Key West
See all 2,848 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

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 Clarence S. Higgs Memorial Beach Park.

White St. Gallery
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 Clarence S. Higgs Memorial Beach Park, some noteworthy sights in the nearby area.

White Street Gallery District
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
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
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 Key West Cemetery are two attractions nearby that you can check out.

Meadows
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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 Key West Cemetery.

The Meadows
See our Where To Stay guide

Midtown, FL

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