Midtown Travel Guide

Tourist Guide

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.

Activities


Our pick of the best Midtown Hotel Deals

Luxury High End, 2 Bikes,  Highspeed Wi-Fi, Work station,  Pool, Hot Tub, Gym

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

Key West FL
Stay at this beach condo in Key West. Enjoy free Wi-Fi, private pools and a beach locale. Our guests praise the pool and the helpful staff in their reviews. ...
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is NZ$388 per night from 1 Sept to 2 Sept
NZ$388
1 Sept - 2 Sept
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! (3,508 reviews)
"No where did I see when booking the resort you would have to pay $50 a day for parking!!! Also there was no beach that could be swam in or used at the resort. Loved the bartender at the pool by south beach. The housekeeper for room 8216 was amazing!!"

Reviewed on 11 Aug 2026

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 NZ$367 per night from 12 Aug to 13 Aug
NZ$367
12 Aug - 13 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. ...
Beachside Resort & Residences
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is NZ$272 per night from 12 Aug to 13 Aug
NZ$272
12 Aug - 13 Aug
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free breakfast, free Wi-Fi and a private beach. Our guests praise the breakfast and the pool in their reviews. Popular ...
Ibis Bay Beach Resort
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
The price is NZ$365 per night from 30 Aug to 31 Aug
NZ$365
30 Aug - 31 Aug
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 4 outdoor pools and breakfast (surcharge). Our guests praise the pool and the bar in their reviews. Popular ...
9/10 Wonderful! (1,454 reviews)
"Do not even think about it, get it!"

Reviewed on 11 Aug 2026

Parrot Key Hotel & Villas
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is NZ$383 per night from 26 Aug to 27 Aug
NZ$383
26 Aug - 27 Aug
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,860 reviews)
"Great service"

Reviewed on 11 Aug 2026

Havana Cabana at 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.

Our guide on where to stay in Midtown

Find the best Midtown areas for the activities you enjoy most. Learn more about Midtown
Learn more about Midtown

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like 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.

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.

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

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