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

A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

Southernmost Point

8.8/10 (17,214 reviews)
You can find out about the history of Key West with a stop at Southernmost Point. Discover the area's lively bars and its lively festivals.
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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 4.154.542 ₫ per night from 11 Oct to 12 Oct
4.154.542 ₫
6.574.289 ₫ total
11 Oct - 12 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! (3,617 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 6.383.707 ₫ per night from 12 Oct to 13 Oct
6.383.707 ₫
8.935.793 ₫ total
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 2.266.067 ₫ per night from 7 Oct to 8 Oct
2.266.067 ₫
3.718.480 ₫ total
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! (1,446 reviews)
"This place was great quiet and close to everything"

Reviewed on 4 Oct 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 6.730.633 ₫ per night from 5 Oct to 6 Oct
6.730.633 ₫
8.595.460 ₫ total
5 Oct - 6 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
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 5.977.010 ₫ per night from 5 Oct to 6 Oct
5.977.010 ₫
8.039.858 ₫ total
5 Oct - 6 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! (1,436 reviews)
"I felt we got the feel of Key West by staying here. Located about two blocks off Duval Street, but so many trees and plants around the property, it seems so private. We stayed in a bungalow with our own private patio. There were 3 pools, free continental breakfast and the cutest bar area that we ..."

Reviewed on 4 Oct 2026

Winslow's Bungalows - Key West Historic Inns
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is 3.612.193 ₫ per night from 5 Oct to 6 Oct
3.612.193 ₫
4.940.778 ₫ total
5 Oct - 6 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. ...
8.6/10 Excellent! (1,384 reviews)
"Great location. Third stay here. Will return again Rooms are small but clean fresh coffee every morning."

Reviewed on 3 Oct 2026

Southwinds Motel
See all 1,281 properties in Old Town 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.
The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

A white lighthouse surrounded by lush greenery and a white picket fence.

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.

A row of pastel-colored houses with white railings and a clear blue sky.

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.

A street with a pharmacy, a theater, and a yellow building.

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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