Find a Hotel in Old Town Key West

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Top hotels in Old Town Key West

Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$369 nightly
The price is $413 total per night from Jan 26 to Jan 27
$413 total
Jan 26 - Jan 27
Total with taxes and fees
This bed & breakfast features a terrace, concierge services, and self parking. A garden, a picnic area, and express check-in are also on offer.
The staff is amazing friendly, communicative and accommodating. I will only stay at The Duval House while in Key West.

Reviewed on Jan 20, 2026

Opens in a new windowDuval House
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
Fully refundableReserve now, pay when you stay
$505 nightly
The price is $568 total per night from Jan 26 to Jan 27
$568 total
Jan 26 - Jan 27
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public ...
Outstanding place. Great location minutes from Duval Street, walkable to everything. Room was safe, clean, updated, great shower and three pools all heated! Breakfast was a feast of so many options you have to limit yourself or you won't eat again that day. We didn't have a car but they had two big ...

Reviewed on Jan 19, 2026

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
$457 nightly
The price is $514 total per night from Jan 26 to Jan 27
$514 total
Jan 26 - Jan 27
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for ...
Love this hotel! It’s in a great location. All staff were welcoming and helpful. We only had breakfast at the restaurant but it was great! Look forward to staying here again in the future!

Reviewed on Jan 20, 2026

Opens in a new windowOpal Key Resort & Marina, Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$473 nightly
The price is $532 total per night from Jan 26 to Jan 27
$532 total
Jan 26 - Jan 27
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
Loved everything about it! Absolutely beautiful sunsets!!! We had a wonderful time!

Reviewed on Jan 22, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
The Palms Hotel

The Palms Hotel

3 out of 5
820 White St Key West FL
$405 nightly
The price is $456 total per night from Feb 24 to Feb 25
$456 total
Feb 24 - Feb 25
Total with taxes and fees
This guesthouse features a bar/lounge, a poolside bar, and an outdoor pool. Guests will appreciate free perks like continental breakfast and WiFi in public areas. ...
Ac was great, didnt get to have the breakfast so i cant comment on that but it was a nice place to stay and we enjoyed the pool and the bar adjacent to it

Reviewed on Jan 19, 2026

Opens in a new windowThe Palms Hotel
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$374 nightly
The price is $421 total per night from Feb 2 to Feb 3
$421 total
Feb 2 - Feb 3
Total with taxes and fees
This hotel features 2 outdoor pools and a bar/lounge. Enjoy the free continental breakfast each morning. Self parking, a picnic area, and luggage storage are ...
Everyone was nice and courteous. Quiet place. Really enjoyed our weekend

Reviewed on Jan 20, 2026

Opens in a new windowSouthwinds Motel
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
$544 nightly
The price is $612 total per night from Jan 26 to Jan 27
$612 total
Jan 26 - Jan 27
Total with taxes and fees
This resort features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, ...
Fantastic beach resort stay. My kids loved the pool, and the restaurant was very good (though expensive). The suite was ideal for our family -- once the kids were asleep the grownups could enjoy drinks on the balcony.

Reviewed on Jan 15, 2026

Opens in a new windowThe Reach Key West, Curio Collection by Hilton
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
Fully refundableReserve now, pay when you stay
$507 nightly
The price is $571 total per night from Feb 8 to Feb 9
$571 total
Feb 8 - Feb 9
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
Beautiful historic hotel, room was spacious, lots of amenities, friendly staff, terrific views, can walk to town.

Reviewed on Jan 20, 2026

Opens in a new windowCasa 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
Fully refundableReserve now, pay when you stay
$369 nightly
The price is $415 total per night from Feb 2 to Feb 3
$415 total
Feb 2 - Feb 3
Total with taxes and fees
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Enjoy the free continental breakfast each morning. Self parking, a coffee shop, and ...
The location was ideal, very close to the beach and a block away from Duvall Street (the quieter end of the street). The room was spacious and we really enjoyed the balcony area. The bathroom was a bit outdated but overall clean. The breakfast spread had good choices every morning and there is also ...

Reviewed on Jan 18, 2026

Opens in a new windowThe Southernmost Inn - Adults Only
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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 Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Old Town Key West area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Old Town Key West to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Old Town Key West are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

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