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 Rp2.829.060 per night from 28 Sept to 29 Sept
Rp2.829.060
Rp4.476.800 total
28 Sept - 29 Sept
includes taxes & fees
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. ...
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 Rp3.908.323 per night from 27 Sept to 28 Sept
Rp3.908.323
Rp5.595.191 total
27 Sept - 28 Sept
includes taxes & fees
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! (919 reviews)
"It was a beautiful resort."

Reviewed on 18 Sept 2026

Casa Marina Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is Rp2.204.165 per night from 20 Sept to 21 Sept
Rp2.204.165
Rp3.076.926 total
20 Sept - 21 Sept
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 their reviews. ...
8.6/10 Excellent! (1,380 reviews)
"Excellent stay. Beds en room were very comfortable. Breakfast was great every morning. Very friendly staff."

Reviewed on 18 Sept 2026

Southwinds Motel
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 Rp3.461.835 per night from 21 Sept to 22 Sept
Rp3.461.835
Rp4.793.398 total
21 Sept - 22 Sept
includes taxes & fees
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! (1,418 reviews)
"We thoroughly enjoyed our time here! The grounds are beautiful. The staff was great. The rooms are very clean and housekeeping did a great job each day. I loved the robes that were provided! The buildings are old, yes. And the floor in our room was uneven. Not desirable but not a deal breaker. Bar ..."

Reviewed on 17 Sept 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 Rp3.153.820 per night from 29 Sept to 30 Sept
Rp3.153.820
Rp4.746.375 total
29 Sept - 30 Sept
includes taxes & fees
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 ...
8.6/10 Excellent! (1,024 reviews)
"Lovely stay! Convenient location and the best perk is access to Casa Marina"

Reviewed on 18 Sept 2026

The Reach Key West, Curio Collection by Hilton
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
The price is Rp4.583.264 per night from 1 Oct to 2 Oct
Rp4.583.264
Rp5.853.129 total
1 Oct - 2 Oct
includes taxes & fees
Stay at this hotel in Key West. Enjoy a marina, 3 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their reviews. ...
9.2/10 Wonderful! (1,196 reviews)
"Excellent location&breath taking view from balcony. A short walk to Mallory Square & Duval street."

Reviewed on 18 Sept 2026

Opal Key Resort & Marina, 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.

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 Key West Tropical Forest and Botanical Garden.

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