Midtown

Key West

A street with a historic building, parked bicycles, and a clear blue sky.
An aerial view of a mangrove forest with a winding waterway.
A colorful house with a porch, a person sitting on a bench, and a dog on the ground.
A white building with a green window and a sign that reads "Old Town Bakery".
A tree-lined street with buildings on either side, a bicycle, and a red car in the distance.

Things to do


Top hotels in Midtown

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is P8,984 per night from Aug 25 to Aug 26
P8,984
P14,630 total
Aug 25 - Aug 26
includes taxes & fees
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 ...
Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is P7,220 per night from Aug 23 to Aug 24
P7,220
P14,029 total
Aug 23 - Aug 24
includes taxes & fees
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! (2,370 reviews)
"Very nice pool with pool service."

Reviewed on Jul 25, 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 P7,464 per night from Aug 24 to Aug 25
P7,464
P11,876 total
Aug 24 - Aug 25
includes taxes & fees
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 ...
8.4/10 Very Good! (2,574 reviews)
"We had a wonderful stay at Blue Flamingo. Our rooms were clean and well stocked with a Keurig and pods and clean towels. Shampoo, conditioner, hand soap, body soap, and lotion dispensers. The grounds were great! Three pools, three bars, and food trucks. The food choices were very limited after 4pm. ..."

Reviewed on Jul 24, 2026

Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
The price is P11,565 per night from Aug 24 to Aug 25
P11,565
P16,898 total
Aug 24 - Aug 25
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
Margaritaville Beach House Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
The price is P9,766 per night from Aug 24 to Aug 25
P9,766
P14,535 total
Aug 24 - Aug 25
includes taxes & 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! (1,427 reviews)
"I experienced a stressful booking error where a reservation was accidentally made for the wrong date. Within moments of realizing the mistake, I attempted to resolve it by contacting support and reaching out directly to Parrot Key Hotel & Villas. When I finally managed to speak with someone in reservations, ..."

Reviewed on Jul 24, 2026

Parrot Key Hotel & Villas
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is P7,013 per night from Jul 27 to Jul 28
P7,013
P9,885 total
Jul 27 - Jul 28
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (2,303 reviews)
"In the pool people drinkink and 😔 and nobothy said nothing."

Reviewed on Jul 24, 2026

Ibis Bay Beach Resort
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.

Where to stay in Midtown

Find the best Midtown areas and neighborhoods for the activities you enjoy most.

Old Town Key West

If you're spending some time in Old Town Key West, Duval Street and Southernmost Point are top sights worth seeing.

Key West Historic District

Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.



Midtown