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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 ...
"Our stay was amazing. We had everything we needed on property and in our room. The bed was cozy and our room has ice cold ac."

Reviewed on Jun 30, 2026

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
$148 nightly
The price is $166 total per night from Jul 5 to Jul 6
$166 total
Jul 5 - Jul 6
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 ...
"Very nice older hotel. Room was clean and very spacious. Bed was quite comfy. Grounds were well maintained. Beautiful trees and Koy pond as well as a pool. Very nice location - close to lots of shops and restaurants. Only downer was the parking. None on site (opposed to what was stated on booking ..."

Reviewed on Jul 1, 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
$176 nightly
The price is $198 total per night from Jul 7 to Jul 8
$198 total
Jul 7 - Jul 8
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 ...
"Very clean ,good breakfast , parking lot at location"

Reviewed on Jul 2, 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 6 to Jul 7
$331 total
Jul 6 - Jul 7
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 ...
"Everything about the property and service was great! In room dining was quick for breakfast. The location was near everything."

Reviewed on Jul 1, 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
$239 nightly
The price is $269 total per night from Jul 14 to Jul 15
$269 total
Jul 14 - Jul 15
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 ...
"Beautiful resort ! Very clean ! The staff was amazing , everyone on the property was very friendly They always reached out from the front desk ( not a virtual assistant) to make sure you had all that you needed and to let you know about fun events they were having that day , thank you Frank ,Marilyn ..."

Reviewed on Jul 1, 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
$229 nightly
The price is $257 total per night from Jul 14 to Jul 15
$257 total
Jul 14 - Jul 15
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, ...
"Great little property with access to the other Hilton."

Reviewed on Jul 1, 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
$165 nightly
The price is $185 total per night from Aug 2 to Aug 3
$185 total
Aug 2 - Aug 3
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 ...
"There were ants in the room. Just a few to start but then we had a late night pizza and next morning pizza was invaded and all over the place. The staff was friendly and helpful. Pool was nice but there were leaves from trees in section that could have been taken care of better. A/C was working ..."

Reviewed on Jun 29, 2026

Opens in a new windowSouthwinds Motel
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
$151 nightly
The price is $170 total per night from Jul 8 to Jul 9
$170 total
Jul 8 - Jul 9
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 ...
"I have stayed here MANY times and ALWAYS have a lovely experience.. from the rooms being clean and welcoming, to the friendly smiling staff, the GREAT snacks and coffee, the pool and spa are always clean, I always feel safe as a sometimes solo traveler - it is a TREAT every time I stay! Thank you ..."

Reviewed on Jun 30, 2026

Opens in a new windowThe Southernmost Inn - Adults Only
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
$229 nightly
The price is $258 total per night from Jul 9 to Jul 10
$258 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 ...
Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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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

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