Midtown

Key West

#LifeAtExpedia It's a very popular saying that if you want to enjoy Key West, it's best done either under water or over water. If you happen to visit this place in one of the colder months, I highly recommend taking a helicopter ride to enjoy amazing keys of Florida. They cost around $150 per person but totally worth the money. The views that you see are second to none. #LifeAtExpedia
#LifeAtExpedia It's a very popular saying that if you want to enjoy Key West, it's best done either under water or over water. If you happen to visit this place in one of the colder months, I highly recommend taking a helicopter ride to enjoy amazing keys of Florida. They cost around $150 per person but totally worth the money. The views that you see are second to none. #LifeAtExpedia
Getting lost in Key West, I found great pieces of street art, telling the story of the island. #localgem
Typical construction of the island. This island is great to see it all riding a bike! #localgem
Duval Street in Key West is a wild crazy party at night, but in the early morning hours, it's perfect for a scenic bike ride or walk.

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 €355 per night from 19 Jan to 20 Jan
€355
19 Jan - 20 Jan
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (1,881 reviews)
We arrived on 1/4/25 at 2pm and the young man working the reception desk was phenomenal. He was inviting, friendly, and helpful. Thoroughly enjoyed our time here. Very relaxing!

Reviewed on 8 Jan 2026

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 €330 per night from 15 Jan to 16 Jan
€330
15 Jan - 16 Jan
includes taxes & fees
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
8/10 Very Good! (1,832 reviews)
Great room, great staff

Reviewed on 8 Jan 2026

Blue Flamingo Resort 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 €511 per night from 26 Jan to 27 Jan
€511
26 Jan - 27 Jan
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (2,989 reviews)
The best

Reviewed on 8 Jan 2026

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 €279 per night from 22 Jan to 23 Jan
€279
22 Jan - 23 Jan
includes taxes & fees
Stay at this luxury hotel in Key West. Enjoy free Wi-Fi, 6 outdoor pools and a marina. Our guests praise the pool and the restaurant in their reviews. Popular ...
8.8/10 Excellent! (1,771 reviews)
Friendly staff

Reviewed on 2 Jan 2026

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

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
The price is €474 per night from 28 Jan to 29 Jan
€474
28 Jan - 29 Jan
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the pool and the restaurant in ...
8.6/10 Excellent! (1,784 reviews)
Overall nice. We got locked out of our room safe….not convenient. They opened it, but it didn’t fix the problem.

Reviewed on 12 Jan 2026

Margaritaville Beach House Key West
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 €355 per night from 19 Jan to 20 Jan
€355
19 Jan - 20 Jan
includes taxes & fees
Stay at this business-friendly resort in Key West. Enjoy free Wi-Fi, breakfast (surcharge) and a free airport shuttle. Our guests praise the helpful staff and ...
8/10 Very Good! (1,004 reviews)
did not have one

Reviewed on 10 Jan 2026

DoubleTree Resort by Hilton Grand Key - Key West
See all 2,840 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

Great location for great pictures, very nice beach

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 Clarence S. Higgs Memorial Beach Park.

White St. Gallery
Great location for great pictures, very nice beach

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 Clarence S. Higgs Memorial Beach Park.

White Street Gallery District
Every year we are blessed to go on a family adventure! This year was Key West #AquaTrove #NomadicSoul #TravelinLight #BeachBound #SpringFun #Waterlust #Colorful #Blue

Beachside

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

Beachside
Not a bad beach, just not very big.

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
Meadows

Meadows

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

While The Meadows isn't home to many top sights, Duval Street and Key West Cemetery are some notable places to visit nearby.

The Meadows

Midtown

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