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 ฿6,052 per night from 20 Jul to 21 Jul
฿6,052
฿9,243 total
20 Jul - 21 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! (3,455 reviews)
"Absolutely great experience. Wish restaurant evening shift was more friendly than the morning shift."

Reviewed on 13 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 ฿8,623 per night from 10 Aug to 11 Aug
฿8,623
฿11,948 total
10 Aug - 11 Aug
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 ...
8.4/10 Very good! (759 reviews)
"The resort is lovely. Unfortunately southern Florida beaches are currently covered in sargassum. That includes the Casa Marina resort. Therefore you cannot so swimming and the smell is horrible."

Reviewed on 13 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 ฿7,042 per night from 10 Aug to 11 Aug
฿7,042
฿10,169 total
10 Aug - 11 Aug
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 ...
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 ฿4,329 per night from 27 Jul to 28 Jul
฿4,329
฿5,993 total
27 Jul - 28 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. ...
8.6/10 Excellent! (1,364 reviews)
"great location!"

Reviewed on 13 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 ฿4,295 per night from 14 Jul to 15 Jul
฿4,295
฿6,330 total
14 Jul - 15 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! (1,413 reviews)
"Nice staff , good pools"

Reviewed on 13 Jul 2026

The Southernmost Inn - Adults Only
Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
The price is ฿3,884 per night from 20 Jul to 21 Jul
฿3,884
฿4,807 total
20 Jul - 21 Jul
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free Wi-Fi, daily housekeeping and a garden. Popular attractions Southernmost Point and Duval Street are located ...
9.6/10 Exceptional! (447 reviews)
"Literally a few meters from Duval Street - the centre of activity in Key West - the hotel was ideally situated. The staff were very helpful and courteous. The room was excellent too, just be aware that there are a couple of flights of stairs to access it, so wouldn’t suit the infirm. Would happily ..."

Reviewed on 12 Jul 2026

Douglas House - Adults Only
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