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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
$401 nightly
The price is $448 total per night from Mar 8 to Mar 9
$448 total
Mar 8 - Mar 9
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.
My stay at Duval House felt personal in the best way. From the moment I arrived, I was welcomed with genuine warmth that made me feel less like a guest and more like I belonged there. The room was spotless, peaceful, and so comfortable — the kind of place you can truly unwind in. What really made ...

Reviewed on Feb 24, 2026

Opens in a new windowDuval House
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
$609 nightly
The price is $685 total per night from Mar 22 to Mar 23
$685 total
Mar 22 - Mar 23
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 ...
Clean room; wonderful staff including housekeeping; and a great and relaxing pool!

Reviewed on Feb 22, 2026

Opens in a new windowOpal 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
Fully refundableReserve now, pay when you stay
$472 nightly
The price is $531 total per night from Mar 10 to Mar 11
$531 total
Mar 10 - Mar 11
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 ...
Staff and location are great

Reviewed on Feb 24, 2026

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$530 nightly
The price is $596 total per night from Mar 5 to Mar 6
$596 total
Mar 5 - Mar 6
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 ...
Everything was great!

Reviewed on Feb 24, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

3 out of 5
413 Applerouth Lane Key West FL
$392 nightly
The price is $442 total per night from Mar 12 to Mar 13
$442 total
Mar 12 - Mar 13
Total with taxes and fees
This guesthouse features an outdoor pool and a hot tub. Enjoy the free continental breakfast each morning. Self parking, a terrace, and a garden are also ...
No it was not spotless

Reviewed on Feb 23, 2026

Opens in a new windowThe Cabana Inn Key West - Adults Only
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$402 nightly
The price is $453 total per night from Mar 4 to Mar 5
$453 total
Mar 4 - Mar 5
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 ...
Love this place the people Everytgong

Reviewed on Feb 23, 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
$635 nightly
The price is $714 total per night from Mar 5 to Mar 6
$714 total
Mar 5 - Mar 6
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, ...
Clean room great staff

Reviewed on Feb 24, 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
$778 nightly
The price is $876 total per night from Mar 8 to Mar 9
$876 total
Mar 8 - Mar 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 ...
Wonderful trip- from the front desk service, to the pool, everything was perfect. Our large room overlooking the ocean was spectacular! We have referred a few friends, and they have enjoyed it as well. We will be back in 2026!

Reviewed on Feb 19, 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
$439 nightly
The price is $494 total per night from Mar 1 to Mar 2
$494 total
Mar 1 - Mar 2
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 ...
Very comfortable and accessible to everything. Really enjoyed our trip.

Reviewed on Feb 24, 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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