Old Town Key West Travel Guide

Tourist Guide

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

Popular places to visit

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$488 per night from 4 Aug to 5 Aug
NZ$488
per night
4 Aug - 5 Aug
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,615 reviews)
"The property location was ideal. The room was comfortable and clean. The elevators weren’t working during our stay, so that was a bummer. Otherwise, the staff was great and the property was beautiful. I would stay here again."

Reviewed on 19 Jul. 2025

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$509 per night from 6 Aug to 7 Aug
NZ$509
per night
6 Aug - 7 Aug
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.4/10 Very Good! (241 reviews)
"I wish the food was inclusive."

Reviewed on 19 Jul. 2025

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$549 per night from 23 July to 24 July
NZ$549
per night
23 July - 24 July
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,006 reviews)
"Great spot"

Reviewed on 19 Jul. 2025

The Reach 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
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (1,131 reviews)
"We stayed with a large group of family/friends. The Inn was the perfect place! We enjoyed the close proximity to the dining, shopping and bars on Duval. Also loved that the pools were open all the time. It was great to cool off after walking around town in the evening. We will definitely stay ..."

Reviewed on 17 Jul. 2025

The Southernmost Inn - Adults Only
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
The price is NZ$267 per night from 27 July to 28 July
NZ$267
per night
27 July - 28 July
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,122 reviews)
"Seven years between visits, and I still love it!"

Reviewed on 19 Jul. 2025

Southwinds Motel
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 NZ$457 per night from 23 July to 24 July
NZ$457
per night
23 July - 24 July
Stay at this 4-star hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular ...
9/10 Wonderful! (1,003 reviews)
"The hotel was very quiet and peaceful. Everything was well-maintained, clean, and thoughtfully arranged. A truly pleasant stay – I would definitely come back."

Reviewed on 18 Jul. 2025

Winslow's Bungalows - Key West Historic Inns
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.

Old Town Key West Travel Guide

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