Old Town Key West Travel Guide

Key West

A white building with shutters, palm trees, and a lawn.
A beach with palm trees, beach chairs, umbrellas, and people.
A room with wooden floors, arched windows, a chandelier, and a red rope barrier.
A sunny beach with palm trees, lounge chairs, and a building with a blue roof.
A newspaper headline 'Big Three' Proclaim V-E Day.

Stay near popular Old Town Key West attractions

Things to do


Top hotels in Old Town 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 Rp3.565.294 per night from 15 Nov to 16 Nov
Rp3.565.294
per night
15 Nov - 16 Nov
Stay at this spa 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. ...
8.6/10 Excellent! (3,642 reviews)
"Beautiful property. Friendly staff and clean. Loved it there. Will stay there again."

Reviewed on 4 Nov 2026

Southernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
The price is Rp3.819.659 per night from 22 Nov to 23 Nov
Rp3.819.659
per night
22 Nov - 23 Nov
Stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa and a private beach. Popular attractions Duval Street and South Beach are located ...
8.4/10 Very good! (1,007 reviews)
"A beautiful place to stay. Everything was great"

Reviewed on 3 Nov 2026

Casa Marina Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
The price is Rp3.088.336 per night from 1 Dec to 2 Dec
Rp3.088.336
per night
1 Dec - 2 Dec
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools and parking (surcharge). Our guests praise the breakfast and the pool in their reviews. ...
The Southernmost Inn - Adults Only
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
The price is Rp3.631.200 per night from 30 Nov to 1 Dec
Rp3.631.200
per night
30 Nov - 1 Dec
Stay at this hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and breakfast (surcharge). Our guests praise the breakfast and the pool in their reviews. Popular ...
9.2/10 Wonderful! (1,483 reviews)
"Very nice “ Compound”.. n staff!"

Reviewed on 3 Nov 2026

Winslow's Bungalows - Key West Historic Inns
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
The price is Rp3.992.141 per night from 30 Nov to 1 Dec
Rp3.992.141
per night
30 Nov - 1 Dec
Stay at this beach resort in Key West. Enjoy a full-service spa, a private beach and breakfast (surcharge). Our guests praise the helpful staff and the property ...
The Reach Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is Rp2.800.200 per night from 1 Dec to 2 Dec
Rp2.800.200
per night
1 Dec - 2 Dec
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools and parking (surcharge). Our guests praise the breakfast and the pool in their reviews. ...
Southwinds Motel
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 Old Town Key West

Find the best Old Town Key West areas for the activities you enjoy most.

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 Fort East Martello Museum and Gallery.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.



Old Town Key West Travel Guide