Old Town Key West Travel Guide

Tourist Guide

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

Activities


Our pick of the best Old Town Key West Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is NZ$507 per night from 13 July to 14 July
NZ$507
13 July - 14 July
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! (3,412 reviews)
"We’ve stayed here multiple times over the last few years. We love it here."

Reviewed on 29 June 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 NZ$586 per night from 12 July to 13 July
NZ$586
12 July - 13 July
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! (728 reviews)
"It was a nice resort with a great breakfast."

Reviewed on 28 June 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 NZ$495 per night from 7 July to 8 July
NZ$495
7 July - 8 July
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! (1,000 reviews)
"Staff and hotel were great."

Reviewed on 21 June 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 NZ$348 per night from 6 July to 7 July
NZ$348
6 July - 7 July
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! (1,349 reviews)
"There were ants in the room. Just a few to start but then we had a late night pizza and next morning pizza was invaded and all over the place. The staff was friendly and helpful. Pool was nice but there were leaves from trees in section that could have been taken care of better. A/C was working ..."

Reviewed on 29 June 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 NZ$304 per night from 6 July to 7 July
NZ$304
6 July - 7 July
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! (1,400 reviews)
"Everything was what I expected. Always a good time"

Reviewed on 28 June 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 NZ$586 per night from 6 July to 7 July
NZ$586
6 July - 7 July
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! (1,147 reviews)
"The staff is very helpful and responsive. We were treated with respect and made to feel very welcomed. The grounds were nicely maintained, however, the carpet in the hotel hallways needs to be cleaned and deodorized as it smelled of mildew due to the humid conditions on the island. The air conditioning ..."

Reviewed on 28 June 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.

Our guide on 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, Duval Street and Florida Keys Beaches are top sights worth seeing.



Old Town Key West Travel Guide

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