Midtown Travel Guide

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

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is ฿4,894 per night from 9 Aug to 10 Aug
฿4,894
฿8,689 total
9 Aug - 10 Aug
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! (2,338 reviews)
"Elevator was down. All of them. My dad is handicap and their only solution was to give him “waived parking fee”. Not really a solution… in the meantime, I’m Hauling everything up 4 flights of stairs. They should’ve waived the parking fee for everyone. We’ve stayed here before. And came back an again. ..."

Reviewed on 10 Jul 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 ฿4,465 per night from 11 Aug to 12 Aug
฿4,465
฿6,895 total
11 Aug - 12 Aug
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 ...
8.4/10 Very good! (2,519 reviews)
"The floor in our room was filthy dirty!! Shower and sink was clean. When I went to take a shower and closed the shower door the soap dispenser fell off the wall. You could tell it had fallen off before. Really disappointed that we were charged a resort fee for $50 per day. That is on top of your ..."

Reviewed on 10 Jul 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 ฿6,262 per night from 11 Aug to 12 Aug
฿6,262
฿9,480 total
11 Aug - 12 Aug
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. ...
8.8/10 Excellent! (3,440 reviews)
"I didn't like that fact that they made it look like if the beach was accessible when it wasn't and the smell of that sea weed was horrible and not to mention the rooster crowing at 5:00am they have chickens all over the property those things should be mention on your website like that the customer ..."

Reviewed on 10 Jul 2026

Southernmost Beach Resort and Guesthouses
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
The price is ฿5,181 per night from 9 Aug to 10 Aug
฿5,181
฿6,765 total
9 Aug - 10 Aug
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge) and a free local area shuttle. Our guests praise the pool and the ...
8/10 Very good! (1,273 reviews)
"The listing stated that there was a restaurant on site. There wasn’t! The listing stated that there were 2 bars open. There was only one. To us, that’s false advertisement!"

Reviewed on 9 Jul 2026

Hilton Garden Inn Key West / The Keys Collection
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
The price is ฿9,653 per night from 9 Aug to 10 Aug
฿9,653
฿13,182 total
9 Aug - 10 Aug
includes taxes & fees
Stay at this beach resort in Key West. Enjoy a full-service spa, a private beach and 2 bars/lounges. Our guests praise the pool and the helpful staff in their ...
9/10 Wonderful! (1,222 reviews)
"The private beach was 1000% the best part of the resort"

Reviewed on 10 Jul 2026

Pier House Resort & Spa
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
The price is ฿6,958 per night from 19 Jul to 20 Jul
฿6,958
฿9,929 total
19 Jul - 20 Jul
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 ...
8.8/10 Excellent! (1,821 reviews)
"Exceptional hospitality. Food was excellent. Great location, would definitely recommend and also stay here again!"

Reviewed on 10 Jul 2026

Margaritaville Beach House Key West
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 for the activities you enjoy most.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Southernmost Point.

Key West Historic District

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

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.



Midtown Travel Guide