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
Property amenities
Property 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 ...
"Just a couple blocks from Duval, but seemed miles away. Quiet, private, delicious pre-breakfast & such a relaxing courtyard."

Reviewed on Jun 28, 2026

Get rates
Opens in a new windowBishop Hotel Key West
Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
$105 nightly
The price is $118 total per night from Jul 20 to Jul 21
$118 total
Jul 20 - Jul 21
Total with taxes and fees
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a terrace. A garden, a picnic area, and luggage storage are also on ...
"Everything"

Reviewed on Jun 28, 2026

Opens in a new windowDouglas House - Adults Only
Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes

3.5 out of 5
830 Truman Ave Key West FL
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $188 total per night from Jul 9 to Jul 10
$188 total
Jul 9 - Jul 10
Total with taxes and fees
An outdoor pool is featured at this hotel, along with free WiFi in public areas and luggage storage. Enjoy the free continental breakfast each morning. There's ...
"From checking in to the check out process, friendly helpful staff."

Reviewed on Jun 25, 2026

Opens in a new windowSilver Palms Inn & Historic Homes
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
$294 nightly
The price is $331 total per night from Jul 1 to Jul 2
$331 total
Jul 1 - Jul 2
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 ...
"The staff is very helpful and responsive. We were treated with respect and made to feel very welcomed. The grounds were nicely maintained, however, the carpet in the hotel hallways needs to be cleaned and deodorized as it smelled of mildew due to the humid conditions on the island. The air conditioning ..."

Reviewed on Jun 28, 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 refundableReserve now, pay when you stay
$254 nightly
The price is $286 total per night from Jul 6 to Jul 7
$286 total
Jul 6 - Jul 7
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 ...
"Perfect trip"

Reviewed on Jun 28, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$227 nightly
The price is $256 total per night from Jul 6 to Jul 7
$256 total
Jul 6 - Jul 7
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, ...
"Staff and hotel were great."

Reviewed on Jun 21, 2026

Opens in a new windowThe Reach Key West, Curio Collection by Hilton
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$160 nightly
The price is $180 total per night from Jul 27 to Jul 28
$180 total
Jul 27 - Jul 28
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 ...
"The breakfast was nice, items like bagels, yogurt cereal, muffins, bananas and oranges. Juices and coffee. The pool was really warm, not sure if it had a heater or if it was from the sun because it has been very hot. But the pool was clean and there were always fresh towels. The AC units are not ..."

Reviewed on Jun 28, 2026

Opens in a new windowSouthwinds Motel
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
$248 nightly
The price is $279 total per night from Jul 9 to Jul 10
$279 total
Jul 9 - Jul 10
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 ...
"Clean room, good staff."

Reviewed on Jun 28, 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
$137 nightly
The price is $154 total per night from Jun 29 to Jun 30
$154 total
Jun 29 - Jun 30
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 ...
"Perfect location. Close to everything we wanted. Always nice and cool room to come back for rest and back out again."

Reviewed on Jun 28, 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

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Clean room, good staff."
A verified traveler stayed at Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton

Explore More Ways to Travel with Travelocity