Midtown Travel Guide

Tourist Guide

Photo by Graciela Arena
Photo by Graciela Arena
Photo by Ronald Wilson
Photo by Renee Shipley
Photo by Kevin Pauletti


Our pick of the best Midtown Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is NZ$336 per night from 29 July to 30 July
NZ$336
per night
29 July - 30 July
Stay at this 3.5-star 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. ...
8.4/10 Very Good! (1,364 reviews)
"."

Reviewed on 21 Jul. 2025

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
The price is NZ$472 per night from 10 Aug to 11 Aug
NZ$472
per night
10 Aug - 11 Aug
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,627 reviews)
"Less then 30 min walk to Sunset pier. Front desk was very friendly"

Reviewed on 21 Jul. 2025

Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is NZ$322 per night from 21 Aug to 22 Aug
NZ$322
per night
21 Aug - 22 Aug
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,478 reviews)
"Love the property. Staff was very attentive. Lots of community areas. 2 pools. Rooms were clean and comfortable. Just learn to share the space with the chickens, cute. Lol"

Reviewed on 19 Jul. 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 NZ$505 per night from 24 July to 25 July
NZ$505
per night
24 July - 25 July
Stay at this 4-star 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! (1,691 reviews)
"The only negative thing I can say; is that the A/C in our room didn’t work to well or it was just that hot!"

Reviewed on 20 Jul. 2025

Oceans Edge Key West Resort, Hotel & Marina
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3 out of 5
2400 N Roosevelt Blvd, Key West, FL
The price is NZ$281 per night from 17 Aug to 18 Aug
NZ$281
per night
17 Aug - 18 Aug
Stay at this 3-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.8/10 Good! (1,126 reviews)
Good location, clean and comfortable
"Very clean, quiet and comfortable. We really enjoyed the pool and swam every evening after being out exploring every day. Shuttle is very convenient, we rented a car but didn't really need one. So well located, 2 grocery stores nearby and we were able to walk to Smather's beach for the sunrise."

Reviewed on 16 Jul. 2025

Fairfield Inn and Suites by Marriott Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is NZ$440 per night from 10 Aug to 11 Aug
NZ$440
per night
10 Aug - 11 Aug
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,744 reviews)
"Ritza who serviced our room during our stay was amazing. The room was nice and set up beautifully. The front desk staff was so friendly and informative. Our dining experince at the bar was great"

Reviewed on 21 Jul. 2025

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.

Other neighbourhoods around Midtown

Smathers Beach which includes windsurfing, tropical scenes and a sandy beach

Beachside

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

Beachside
Default Image

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
Default Image

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
Default Image

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
Default Image

The Meadows

While The Meadows isn't home to many top sights, Duval Street and Ernest Hemingway Home and Museum are some notable places to visit nearby.

The Meadows
Default Image

Meadows

Meadows might not have many top sights, but Duval Street and Ernest Hemingway Home and Museum are two attractions nearby that you can check out.

Meadows

Midtown Travel Guide

Choose two or more items and save on your trip: