Old Town Key West

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 S$365 per night from 13 Oct to 14 Oct
S$365
13 Oct - 14 Oct
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. ...
8.6/10 Excellent! (3,618 reviews)
"The resort itself was nice and most of the staff was super nice! But we paid way too much money for us not to be aware that the big pool was closed for the week and on top of it they ran a power washer for 3 days which sounded like it was inside of or room! It ran from 9-5 only turning off for about ..."

Reviewed on 4 Oct, 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 S$439 per night from 12 Oct to 13 Oct
S$439
12 Oct - 13 Oct
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! (953 reviews)
"Clear room, great views"

Reviewed on 3 Oct, 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 S$183 per night from 7 Oct to 8 Oct
S$183
7 Oct - 8 Oct
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! (1,448 reviews)
"Steep stairs. Not good for seniors No where to put suitcase except on floor No where to hang clothes Not enough towels No towel exchange Trashcan not emptied Spa didn't work No ashtrays in smoking areas Outrageous parking fees to park"

Reviewed on 5 Oct, 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 S$395 per night from 6 Oct to 7 Oct
S$395
6 Oct - 7 Oct
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! (1,439 reviews)
"This was a great property! Not expensive but with all the amenities. Close to Duvall. The only drawback were the roosters! But I think that’s everywhere in Key West."

Reviewed on 5 Oct, 2026

Winslow's Bungalows - Key West Historic Inns
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 S$423 per night from 6 Oct to 7 Oct
S$423
6 Oct - 7 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. ...
Opal Key Resort & Marina, Key West
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is S$243 per night from 6 Oct to 7 Oct
S$243
6 Oct - 7 Oct
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. ...
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