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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
$331 nightly
The price is $369 total per night from Mar 24 to Mar 25
$369 total
Mar 24 - Mar 25
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.
Perfect location, beautiful gardens and pool area. Staff was excellent and very accommodating.

Reviewed on Mar 12, 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
$534 nightly
The price is $601 total per night from Apr 12 to Apr 13
$601 total
Apr 12 - Apr 13
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 ...
Opal Key is in the heart of the Marina area and just a bit off the top of Duval. The pool and deck bar/lounge are well-cared for and the management, housekeeping and service staff are all very accommodating. Our lunch at the Lolita restaurant was delicious.

Reviewed on Mar 12, 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
$484 nightly
The price is $545 total per night from Apr 12 to Apr 13
$545 total
Apr 12 - Apr 13
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 ...
We enjoyed the resort and the staff was very accommodating. The continental breakfast was excellent, fresh fruit, eggs, waffles, juices, bagels, etc. more than usual!

Reviewed on Mar 11, 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
$502 nightly
The price is $565 total per night from Apr 12 to Apr 13
$565 total
Apr 12 - Apr 13
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 ...
After our stay we received a bill for $634.00 for various charges like parking (we did not have a car). Amenities fee for each day. When we booked through Expedia we thought our stay was all inclusive. Please send us what was and was not inclusive. Thanks, Larry White

Reviewed on Mar 12, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$321 nightly
The price is $362 total per night from Apr 5 to Apr 6
$362 total
Apr 5 - Apr 6
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 ...
Housekeeping was terrible. We came back to our room and saw that housekeeping was in there so we went and sat outside of the lobby so they could do their job. When we went back to our room we found the trash cans still full, the bedding hadn't been changed and the floor wasn't swept. They only come ...

Reviewed on Mar 12, 2026

Opens in a new windowSouthwinds Motel
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

3 out of 5
413 Applerouth Lane Key West FL
Fully refundableReserve now, pay when you stay
$326 nightly
The price is $367 total per night from Mar 24 to Mar 25
$367 total
Mar 24 - Mar 25
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 ...
We had such an amazing time at the cabana inn! Will the new manager has done an amazing job! He was absolutely wonderful!!!! The whole staff was amazing. We will definitely being staying again! Thank you Will!

Reviewed on Mar 12, 2026

Opens in a new windowThe Cabana Inn Key West - Adults Only
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
$507 nightly
The price is $571 total per night from Mar 22 to Mar 23
$571 total
Mar 22 - Mar 23
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, ...
Resort Room was fine. Balcony small with other balcony to left and right akward

Reviewed on Mar 10, 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
$559 nightly
The price is $629 total per night from Mar 22 to Mar 23
$629 total
Mar 22 - Mar 23
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 ...
We had room 108.. which had a private beach walkout to the beach. Great location to sit out and watch the weddings.

Reviewed on Mar 12, 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
$429 nightly
The price is $483 total per night from Mar 15 to Mar 16
$483 total
Mar 15 - Mar 16
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 pool is well kept. The staff was very friendly and competent.

Reviewed on Mar 11, 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.

Recent Old Town Key West hotel reviews by fellow wanderers

Douglas House - Adults Only

Douglas House - Adults Only

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Great place to stay. Close to everything. Staff was really nice and the accomdations were wonderful. "
A verified traveler stayed at Douglas House - Adults Only
Douglas House - Adults Only

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