Midtown Travel Guide

Tourist Guide

Photo by Graciela Arena
Photo by Graciela Arena
Photo by Graciela Arena
Photo by Graciela Arena
Photo by Ronald Wilson
Photo by Ronald Wilson
Photo by Renee Shipley
Photo by Renee Shipley
Photo by Kevin Pauletti
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
The price is NZ$336 per night from 19 Nov to 20 Nov
NZ$336
19 Nov - 20 Nov
includes taxes & fees
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. ...
8.6/10 Excellent! (1,669 reviews)
Clain for one of the nicest places in Key West

Reviewed on 9 Nov 2025

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 NZ$284 per night from 17 Nov to 18 Nov
NZ$284
17 Nov - 18 Nov
includes taxes & fees
Stay at this 4-star family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (1,670 reviews)
The star was outstanding and the experience was overall great. Only caveat is the resort fees and taxes not being very crystal clear with Expedia pricing and what they hold at the resort and charge.

Reviewed on 8 Nov 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$425 per night from 16 Nov to 17 Nov
NZ$425
16 Nov - 17 Nov
includes taxes & fees
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! (1,732 reviews)
Excellent

Reviewed on 7 Nov 2025

Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is NZ$481 per night from 30 Nov to 1 Dec
NZ$481
30 Nov - 1 Dec
includes taxes & fees
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! (2,841 reviews)
Excellent amenities, good location. Friendly staff. Very good bar staff and pool side kitchen fare.

Reviewed on 9 Nov 2025

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 NZ$223 per night from 1 Dec to 2 Dec
NZ$223
1 Dec - 2 Dec
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.8/10 Good! (1,114 reviews)
Clean rooms. Reasonable rates. Great location.

Reviewed on 7 Nov 2025

Hilton Garden Inn Key West / The Keys Collection
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$467 per night from 2 Dec to 3 Dec
NZ$467
2 Dec - 3 Dec
includes taxes & fees
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! (1,772 reviews)
The room was fantastic! It smelled like a beach paradise.

Reviewed on 8 Nov 2025

Margaritaville Beach House Key West
See all 2,836 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

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
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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 Saint Mary Star of the Sea.

White Street Gallery District
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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 Saint Mary Star of the Sea.

White St. Gallery
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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
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The Meadows

While The Meadows isn't home to many top sights, Duval Street and Saint Mary Star of the Sea are some notable places to visit nearby.

The Meadows
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Meadows

Meadows might not have many top sights, but Duval Street and Saint Mary Star of the Sea are two attractions nearby that you can check out.

Meadows

Midtown Travel Guide

Choose two or more items and save on your trip: