Find a Hotel in Old Town Key West

Start date: Check-in selected.
To Date
End date: Check-out

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

Douglas House

Douglas House

3 out of 5
419 Amelia St Key West FL
$449 nightly
The price is $505 total per night from Mar 10 to Mar 11
$505 total
Mar 10 - Mar 11
Total with taxes and fees
An outdoor pool, self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A terrace, a garden, and a picnic area are ...
Unique. Cozy. Great staff. Great location. Clean enough.

Reviewed on Feb 5, 2026

Opens in a new windowDouglas House
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
$371 nightly
The price is $414 total per night from Feb 10 to Feb 11
$414 total
Feb 10 - Feb 11
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.
We stayed for 3 nights. The room was clean and we were able to rent bikes from Duval house that got us around with ease. It was fun to people watch on Duval street from the front of the hotel.

Reviewed on Feb 5, 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
$574 nightly
The price is $645 total per night from Feb 10 to Feb 11
$645 total
Feb 10 - Feb 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 ...
The staff was great, especially Sonya. It was clear that everyone wanted us to be happy. There were a few room issues — a clogged-up sink, badly discolored bathroom tile, a room phone that didn’t work well when we called the front desk. We found the continental breakfast unremarkable — especially ...

Reviewed on Feb 6, 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
$564 nightly
The price is $635 total per night from Feb 10 to Feb 11
$635 total
Feb 10 - Feb 11
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 ...
Staff was great, very helpful. Their restaurant Lolita’s was fantastic too. Only thing we didn’t care for were the cruise ships that came every day and completely obstructed our very expensive view.

Reviewed on Feb 7, 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
$549 nightly
The price is $617 total per night from Feb 10 to Feb 11
$617 total
Feb 10 - Feb 11
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 ...
Clean room, friendly staff, good food, good accommodations

Reviewed on Feb 9, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$411 nightly
The price is $463 total per night from Feb 16 to Feb 17
$463 total
Feb 16 - Feb 17
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 ...
Rooms were clean. The bed need replaced. The area was great.

Reviewed on Feb 4, 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
$419 nightly
The price is $471 total per night from Feb 10 to Feb 11
$471 total
Feb 10 - Feb 11
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, ...
Hotel was very nice in all respects, but its location on the beach was the best.

Reviewed on Feb 4, 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
$534 nightly
The price is $601 total per night from Feb 10 to Feb 11
$601 total
Feb 10 - Feb 11
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 ...
Great atmosphere. Perfect location. Beautiful beach area.

Reviewed on Feb 8, 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
$399 nightly
The price is $449 total per night from Feb 10 to Feb 11
$449 total
Feb 10 - Feb 11
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 ...
Check in was ok. Clerk was a little frosty at first but warmed up. Smallish room for the price, but balcony was great, good music playing poolside is nice (and nicely heated pool-weather was cold). Good shower. Didn’t use the A/C cause it was so cold. Comfy bed. Breakfast was typical ...

Reviewed on Feb 6, 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