Old Town Key West

Key West

A large red brick building with arched windows and a prominent entrance.
A lighthouse, a white building with green shutters, and a small white structure with a wooden roof.
A white lighthouse with a black top, a white building with green shutters, and a palm tree.
A white lighthouse, a white building with green shutters, and a white picket fence.
A white lighthouse with a black top, surrounded by lush green trees and a white picket fence.

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 P13,345 per night from Nov 30 to Dec 1
P13,345
P19,852 total
Nov 30 - Dec 1
includes taxes & fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
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 P14,127 per night from Nov 23 to Nov 24
P14,127
P20,163 total
Nov 23 - Nov 24
includes taxes & fees
Book a 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 ...
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 P10,760 per night from Nov 18 to Nov 19
P10,760
P14,951 total
Nov 18 - Nov 19
includes taxes & fees
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 our reviews. ...
8.4/10 Very Good! (1,461 reviews)
"Great location for the price"

Reviewed on Nov 13, 2026

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 P12,737 per night from Nov 17 to Nov 18
P12,737
P17,553 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...
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 P14,561 per night from Dec 13 to Dec 14
P14,561
P20,680 total
Dec 13 - Dec 14
includes taxes & fees
Book a 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 ...
The Reach Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
Fully refundable
The price is P9,822 per night from Dec 1 to Dec 2
P9,822
P13,199 total
Dec 1 - Dec 2
includes taxes & fees
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 our reviews. ...
8.6/10 Excellent! (1,408 reviews)
"Staff very nice. Location good. Room clean, needs updated."

Reviewed on Nov 12, 2026

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 and neighborhoods for the activities you enjoy most.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

Key West Historic District

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

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions 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