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 ฿4,561 per night from 1 Sept to 2 Sept
฿4,561
฿7,549 total
1 Sept - 2 Sept
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! (3,497 reviews)
"Hotel was nice but not worth the nightly rate or the price for the extra daily hotel fee for the amenities. The room was clean and spacious. The beach was inaccessible due to the sargassum. The pools were dirty. There was only 1 attendant at the Pineapple bar who was overworked and in a bad mood. ..."

Reviewed on 10 Aug 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 ฿7,784 per night from 24 Aug to 25 Aug
฿7,784
฿10,989 total
24 Aug - 25 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 Duval Street and South Beach are located ...
8.6/10 Excellent! (838 reviews)
"Beautiful property but beware, late June early July is seaweed season so you won’t be going in the ocean but the pools are very nice."

Reviewed on 10 Aug 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 ฿5,171 per night from 3 Sept to 4 Sept
฿5,171
฿8,049 total
3 Sept - 4 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! (1,012 reviews)
"Todo muy bueno"

Reviewed on 9 Aug 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 ฿4,137 per night from 24 Aug to 25 Aug
฿4,137
฿5,770 total
24 Aug - 25 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! (1,375 reviews)
"Nice spacious room. You get many coupons for nearby bars. You even get 1 free alcoholic drink from their Bar "Tipsy Rooster" :) We also ordered a golf cart through our motel's receptionist - and it was delivered to the motel. Location is a bit far from all the action of Duval St. But about 25 min ..."

Reviewed on 9 Aug 2026

Southwinds Motel
Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
The price is ฿3,339 per night from 13 Aug to 14 Aug
฿3,339
฿4,132 total
13 Aug - 14 Aug
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free Wi-Fi, daily housekeeping and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
9.6/10 Exceptional! (484 reviews)
"Clean spacious rooms, private patio, Key West it self smells like wet dog poop on a hot day. This house is tucked off a street where minimal noise is made from this end of Duvall. The house space was amazing. Their pool is a little small but lots of sitting outdoor patio spaces. Would book here ..."

Reviewed on 9 Aug 2026

Douglas House - 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 ฿8,563 per night from 11 Aug to 12 Aug
฿8,563
฿10,935 total
11 Aug - 12 Aug
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
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