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! (1,902 reviews)
All very nice

Reviewed on 13 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 €334 per night from 19 Jan to 20 Jan
€334
19 Jan - 20 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! (1,854 reviews)
The resort was beautiful and had many options for entertainment and dining. The rooms were clean and nicely decorated. The free shuttle to/from Duval Street area was a nice perk - however it stunk that we had to pay $15/day just to park our car at the resort during our stay on top of the daily $50 ...

Reviewed on 14 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 €512 per night from 26 Jan to 27 Jan
€512
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! (3,015 reviews)
Perfect location

Reviewed on 13 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 €317 per night from 19 Jan to 20 Jan
€317
19 Jan - 20 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! (1,772 reviews)
Although not a lot of amenities you didn't need to pay for, we enjoyed the option to be away from the craziness of Key West and still be able to enjoy it via the very convenient shuttle. Gorgeous resort - we will be back!

Reviewed on 13 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
Fully refundableReserve now, pay when you stay
The price is €553 per night from 8 Feb to 9 Feb
€553
8 Feb - 9 Feb
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 €328 per night from 19 Jan to 20 Jan
€328
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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