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

Southernmost Point

Southernmost Point

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.

Southernmost Point
South Beach

South Beach

If a restful holiday is part of your travel plans, South Beach might be the perfect place to visit during your trip to Key West. Stroll along the seaside or discover the area's sunsets.

South Beach
Ernest Hemingway Home and Museum

Ernest Hemingway Home and Museum

You can spend time studying the exhibits at Ernest Hemingway Home and Museum during your trip to Key West. Wander the area's seaside or simply enjoy one of its lively bars.

Ernest Hemingway Home and Museum
Higgs Beach showing tropical scenes and a beach as well as a large group of people

Clarence S. Higgs Memorial Beach Park

Why not spend a care-free afternoon at Clarence S. Higgs Memorial Beach Park during your travels in Key West? Wander the seaside and gardens while you're in the area.

Clarence S. Higgs Memorial Beach Park
Harry S. Truman Little White House featuring a house

Harry S. Truman Little White House

You can spend an afternoon browsing the exhibits at Harry S. Truman Little White House during your travels in Key West. Discover the area's lively festivals or seek out its cycling trails.

Harry S. Truman Little White House
Key West Butterfly and Nature Conservatory showing animals, food and zoo animals

Key West Butterfly and Nature Conservatory

Enjoy an outing to Key West Butterfly and Nature Conservatory during your stay in Key West. Amble around the area's seaside or seek out the cycling trails.

Key West Butterfly and Nature Conservatory

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 4.661.676 ₫ per night from 14 Sept to 15 Sept
4.661.676 ₫
7.023.550 ₫ total
14 Sept - 15 Sept
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the bar in their reviews. ...
8.6/10 Excellent! (2,696 reviews)
"Its very clean and the staff was friendly. They charge $60 a day extra for "amenities" which is ridiculous because paying $300ish a night for a hotel should include the use of pools and whatever anyway. Plus another $50 to park if you have a vehicle, so keep that in mind when booking. The restaurant ..."

Reviewed on 23 Aug 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 5.814.048 ₫ per night from 2 Sept to 3 Sept
5.814.048 ₫
8.122.284 ₫ total
2 Sept - 3 Sept
includes taxes & fees
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 ...
8.2/10 Very Good! (305 reviews)
"Great Property and Staff. Rooms were very clean and housekeeping did a great job. Lot of rooms with actual view and beach access was amazing. Highly recommend."

Reviewed on 22 Aug 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
Fully refundableReserve now, pay when you stay
The price is 5.906.828 ₫ per night from 15 Sept to 16 Sept
5.906.828 ₫
8.226.662 ₫ total
15 Sept - 16 Sept
includes taxes & fees
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! (1,000 reviews)
Tropical paradise within your Reach
"Staff friendly and so accommodating! My wife somewhat particular about view from room; Phiwe and her colleague guided us to the perfect room overlooking pool and, a few feet beyond, the sandy beach. Lots of extras and you are able to walk over to sister property Casa Marina and hang out there too. ..."

Reviewed on 10 Aug 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
The price is 2.873.022 ₫ per night from 26 Aug to 27 Aug
2.873.022 ₫
4.417.996 ₫ total
26 Aug - 27 Aug
includes taxes & fees
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 their reviews. ...
8.2/10 Very Good! (1,164 reviews)
"Parking is extra. Did not know this. Expensive to park on-site or park on the street, which you have to pay for, as well."

Reviewed on 22 Aug 2025

The Southernmost Inn - Adults Only
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
The price is 3.298.177 ₫ per night from 24 Aug to 25 Aug
3.298.177 ₫
4.451.900 ₫ total
24 Aug - 25 Aug
includes taxes & fees
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 their reviews. ...
8.6/10 Excellent! (1,157 reviews)
"Parking was the only semi issue, it fills up fast on the pool side, do not expect to keep the same spot, but everything about the motel was great and I would recommend it anyone"

Reviewed on 21 Aug 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 5.102.909 ₫ per night from 2 Sept to 3 Sept
5.102.909 ₫
7.075.278 ₫ total
2 Sept - 3 Sept
includes taxes & fees
Stay at this 4-star hotel in Key West. Enjoy free breakfast, free Wi-Fi and 3 outdoor pools. Our guests praise the breakfast and the pool in their reviews. Popular ...
9/10 Wonderful! (1,001 reviews)
"Beautiful property with several private pools. The front desk was very helpful in helping us get bikes delivered. They were always helping people and answering questions.The breakfast is perfect to get your day started. We will definitely return."

Reviewed on 22 Aug 2025

Winslow's Bungalows - Key West Historic Inns
See all 1,326 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.

Other neighbourhoods around Old Town Key West

Key West Butterfly and Nature Conservatory featuring flowers, zoo animals and animals

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing.

Uptown - Upper Duval
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Downtown Key West

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

Downtown Key West
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Key West Historic District

4.5/5(66 area reviews)

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 Saint Mary Star of the Sea.

Key West Historic District
Harry S. Truman Little White House which includes a house and cycling

Bahama Village

5/5(1 area review)

Bahama Village is noteworthy for its historical sites, and you can make a stop at top attractions like Duval Street and Key West Lighthouse and Keeper's Quarters Museum.

Bahama Village
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Casa Marina

While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Florida Keys Beaches.

Casa Marina
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White St. Gallery

If you're looking for some top things to see and do in White St. Gallery and surrounding area, you can visit Duval Street and Saint Mary Star of the Sea.

White St. Gallery

Old Town Key West Travel Guide

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