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 Rp3.527.394 per night from 22 Jul to 23 Jul
Rp3.527.394
Rp5.281.952 total
22 Jul - 23 Jul
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! (3,411 reviews)
"This is our second year back at the southernmost. The first year, the room was a lot bigger, and looked a little more updated. However, this time we were on the side by the lobby, which are older rooms it appears. The room was pretty small, but was enough for just us 2. However, ANTS! During our ..."

Reviewed on 4 Jul 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 Rp4.203.342 per night from 9 Jul to 10 Jul
Rp4.203.342
Rp5.941.263 total
9 Jul - 10 Jul
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 Southernmost Point and Duval Street ...
8.6/10 Excellent! (737 reviews)
"Beautiful property and great location! We had a great time and would definitely come back!"

Reviewed on 3 Jul 2026

Casa Marina Key West, Curio Collection by Hilton
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 Rp3.772.230 per night from 14 Jul to 15 Jul
Rp3.772.230
Rp5.456.261 total
14 Jul - 15 Jul
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! (1,003 reviews)
"We checked into a room that the a/c did not work. They tried to tell us that it was when it wouldn’t cool below 79 when it was sat on 68 with the curtains closed for 4 hours. Asked us to go check out another room that was in the same situation. Finally found a room that would hold at 70. This rooms ..."

Reviewed on 2 Jul 2026

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 Rp2.496.857 per night from 4 Aug to 5 Aug
Rp2.496.857
Rp3.415.214 total
4 Aug - 5 Aug
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! (1,346 reviews)
"The room was clean, the staff was nice and very efficient. Breakfast was good, outdoor pool was nice. The only thing that could be improved is the air conditioner and having a ceiling fan."

Reviewed on 3 Jul 2026

Southwinds Motel
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
The price is Rp2.156.829 per night from 15 Jul to 16 Jul
Rp2.156.829
Rp3.234.588 total
15 Jul - 16 Jul
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. ...
8.4/10 Very good! (1,398 reviews)
"We were told we would have housecleaning every other day, we did not get it even one day. We had to keep going to the desk to get new towels, toilet paper soap. We even hung the sign on the door stating that we wanted it cleaned, and it was never cleaned. They messed up our parking and when we returned ..."

Reviewed on 3 Jul 2026

The Southernmost Inn - Adults Only
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
The price is Rp4.652.417 per night from 13 Jul to 14 Jul
Rp4.652.417
Rp5.941.442 total
13 Jul - 14 Jul
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! (1,152 reviews)
"Damir and Andre were fabulous"

Reviewed on 3 Jul 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.

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.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

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, Southernmost Point and Duval Street are top sights worth seeing.



Old Town Key West Travel Guide