Old Town Key West Travel Guide

Key West

Old Town Key West
Old Town Key West
Old Town Key West
Old Town Key West
Old Town Key West

Popular places to visit

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
Fully refundable
The price is ฿6,617 per night from 29 Jun to 30 Jun
฿6,617
฿9,842 total
29 Jun - 30 Jun
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! (3,362 reviews)
"Look, we had a nice time. I put "OK" for your survey questions which may seem like we didn't enjoy. But, it would be hard to put "Good" for your survey answers. The beach was unusable due to dead, smelly seaweed that permeated the main pool, overall exterior (stairs, pool area, etc.) rooster poop, ..."

Reviewed on 5 Jun 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 ฿9,150 per night from 22 Jun to 23 Jun
฿9,150
฿12,508 total
22 Jun - 23 Jun
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! (692 reviews)
"Plan for rain! Don't forget sunscreen - the pool was amazing"

Reviewed on 5 Jun 2026

Casa Marina Key West, Curio Collection by Hilton
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 ฿8,494 per night from 23 Jun to 24 Jun
฿8,494
฿10,848 total
23 Jun - 24 Jun
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! (1,123 reviews)
"Cleanness and helpfulness of staff members alongside with the location makes it a very pleasurable and worry free stay in Key West."

Reviewed on 5 Jun 2026

Opal Key Resort & Marina, Key West
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 ฿7,182 per night from 16 Jun to 17 Jun
฿7,182
฿10,294 total
16 Jun - 17 Jun
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! (1,010 reviews)
"Great resort. Clean. Would stay again. Only complaint is they were hosting a prom the week we stayed. Our room was close to the prom and we heard quite a bit of noise which made it difficult to sleep."

Reviewed on 4 Jun 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 ฿4,381 per night from 17 Jun to 18 Jun
฿4,381
฿6,032 total
17 Jun - 18 Jun
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! (1,347 reviews)
"Older but remodeled inside hotel. Very clean and fresh. A bit noisy AC. Decent breakfast. Sweet spot. Extremely close to everything. Will book again"

Reviewed on 6 Jun 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 ฿4,005 per night from 15 Jun to 16 Jun
฿4,005
฿5,981 total
15 Jun - 16 Jun
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! (1,379 reviews)
"Nice quiet Inn, it is very deceiving from the outside. It looks very smalls but it is very open and large once you walk thru front. Nice, clean room; couldn’t ask for anything better."

Reviewed on 5 Jun 2026

The Southernmost Inn - 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.

Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Florida Keys Beaches are top sights worth seeing.



Old Town Key West Travel Guide