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


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 4.199.625 ₫ per night from 10 Aug to 11 Aug
4.199.625 ₫
6.645.630 ₫ total
10 Aug - 11 Aug
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! (3,448 reviews)
"Everything was excellent. The only bad thing; which is beyond the resorts control; the seaweed. The beach was unusable for swimmers and "oh" the smell. Other than this, the location, amenities, service, and property were great."

Reviewed on 12 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 5.227.531 ₫ per night from 16 Jul to 17 Jul
5.227.531 ₫
7.654.129 ₫ total
16 Jul - 17 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! (757 reviews)
"Small, outdated rooms. Very noisy we couldn’t sleep the whole night ! The stuff was nice though especially Tim who helped me very much with the check in process. The price is way too high for this kind of hotel and will not come back"

Reviewed on 12 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 5.040.496 ₫ per night from 11 Aug to 12 Aug
5.040.496 ₫
7.443.715 ₫ total
11 Aug - 12 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 ...
8.6/10 Excellent! (1,015 reviews)
"The room was spacious,clean and cold we had no issues. The outside upkeep should be improved. The cleaning schedule can be better. One of the days the cleaning lady knocked at 5pm, we grabbed the things from her and picked up ourselves. What I feel was the biggest turn down was the hotel fee, valet, ..."

Reviewed on 12 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 3.029.804 ₫ per night from 10 Aug to 11 Aug
3.029.804 ₫
4.295.109 ₫ total
10 Aug - 11 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! (1,362 reviews)
"We spent a long weekend at this hotel for my birthday. The room was nice and cold and the location was great. We especially liked the bar next-door and the Cuban restaurant across the street."

Reviewed on 11 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 3.207.609 ₫ per night from 16 Jul to 17 Jul
3.207.609 ₫
4.790.402 ₫ total
16 Jul - 17 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! (1,412 reviews)
"Our overall stay was amazing! Peaceful and friendly staff! Highly recommended’"

Reviewed on 10 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 3.064.622 ₫ per night from 20 Jul to 21 Jul
3.064.622 ₫
3.792.471 ₫ 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! (446 reviews)
"Very nice hotel just steps from the "quiet" end of Duval Street. We stayed in the Sugar Palm suite. Large bedroom with 2 queen beds. Living room area with couch and a chair along with a 60 inch flat-screen. Large bathroom with huge walk in shower."

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

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