Find a Hotel in Old Town Key West

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top hotels in Old Town Key West

Bishop Hotel Key West

Bishop Hotel Key West

4 out of 5
822 Fleming St Key West FL
This guesthouse's 2 outdoor pools and hot tub are among the featured amenities. Unwind with a drink at the poolside bar and enjoy perks like free continental ...
Wonderful

Reviewed on Mar 14, 2026

Opens in a new windowBishop Hotel 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.
Clean & beautiful room/bathroom! VERY friendly staff! Delicious breakfast. Great central location, you could walk to all the best spots! Cant wait to go back!!

Reviewed on Mar 13, 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 5 to Apr 6
$601 total
Apr 5 - Apr 6
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 ...
We were very pleased with our room and the property. We will definitely be staying here again.

Reviewed on Mar 13, 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
$464 nightly
The price is $522 total per night from Apr 13 to Apr 14
$522 total
Apr 13 - Apr 14
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 ...
The main pool was excellent we loved how warm it was. The beautiful tropical tree at the top of the pool is gorgeous! The bathroom has little drain flies and they should take care of that issue. It’s an easy fix with a natural cleaner. It’s a great location & it needs updating. The breakfast was ...

Reviewed on Mar 13, 2026

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$318 nightly
The price is $358 total per night from Apr 5 to Apr 6
$358 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 ...
Very disappointing stay. 86 degree day with no AC. Complained, maintenance came to look at it and never came back. It was absolutely miserable sleeping in such heat! We all woke up sick!

Reviewed on Mar 13, 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
$367 nightly
The price is $413 total per night from Mar 23 to Mar 24
$413 total
Mar 23 - Mar 24
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
$549 nightly
The price is $618 total per night from Mar 16 to Mar 17
$618 total
Mar 16 - Mar 17
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 ...
Staff super helpful

Reviewed on Mar 13, 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
$379 nightly
The price is $426 total per night from Mar 15 to Mar 16
$426 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 ...
Great location. Fair price for the small attic room. Wine and cheese complementary during happy hour. Basic breakfast. Water and coffee at all times. Close to Duval Street. The front desk was frequently unstaffed and less than friendly when staffed.

Reviewed on Mar 13, 2026

Opens in a new windowThe Southernmost Inn - Adults Only
Don't see what you're looking for?
See all available properties in Old Town Key West
View all properties
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

Explore More Ways to Travel with Travelocity