Find a Hotel in Old Town Key West
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Top hotels in Old Town Key West
Opal Key Resort & Marina, Key West
245 Front Street, Key West, FL
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $292 total per night from Sep 16 to Sep 17
$292 total
Sep 16 - Sep 17
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 ...
"Great location but otherwise, not overly impressed compared to various other upscale hotels I've stayed at. The personnel not the greatest. For example, need to get up before 6am for fishing. Put in for wake up call AND I NEVER RCVD. IT. That's not good!"
Reviewed on Sep 8, 2025
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $218 total per night from Sep 16 to Sep 17
$218 total
Sep 16 - Sep 17
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 ...
"Nicely located for walking."
Reviewed on Sep 10, 2025
Lighthouse Hotel - Key West Historic Inns
902 Whitehead St, Key West, FL
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $241 total per night from Sep 16 to Sep 17
$241 total
Sep 16 - Sep 17
Total with taxes and fees
This hotel features an outdoor pool and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, ...
"Pros: We loved the location. It's so easy to walk to any downtown place via Duval Street with tons of restaurant options. Since this is a hotel and no AirBnB, you gotta go eat somewhere. You can also rent a golf cart or take an Uber to Fort Zachary Taylor Historic State Park Beach (best beach in ..."
Reviewed on Sep 8, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
$207 nightly
The price is $233 total per night from Sep 30 to Oct 1
$233 total
Sep 30 - Oct 1
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 ...
"Overall, it was a great experience. However, the bedroom was extremely small, it didn’t have any kind of storage, not even a small closet or dresser. We had to keep our belongings in our luggage the whole stay."
Reviewed on Sep 9, 2025
Southwinds Motel
1321 Simonton Street, Key West, FL
$131 nightly
The price is $148 total per night from Sep 18 to Sep 19
$148 total
Sep 18 - Sep 19
Total with taxes and fees
This hotel features 2 outdoor pools and a bar/lounge. Enjoy the free continental breakfast each morning. A picnic area, luggage storage, and laundry facilities ...
"the staff was so helpful the room was clean my husband met so many people at the local bar and he seen people he met the year before we try to stay in the same place ever year we will be coming back next year"
Reviewed on Sep 9, 2025
The Palms Hotel
820 White St, Key West, FL
$126 nightly
The price is $142 total per night from Sep 30 to Oct 1
$142 total
Sep 30 - Oct 1
Total with taxes and fees
This guesthouse features a bar/lounge, a poolside bar, and an outdoor pool. Guests will appreciate free perks like continental breakfast and WiFi in public areas. ...
"I thought the hotel was clean , and great. Parking was not tooo bad but definitely if you go during a packed time of the season then you most likely will have a really hard time finding parking. In addition, if you a light sleeper I would not book . The walls are paper thin, you hear everything . ..."
Reviewed on Sep 3, 2025
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $282 total per night from Sep 25 to Sep 26
$282 total
Sep 25 - Sep 26
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, ...
"."
Reviewed on Sep 9, 2025
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $232 total per night from Sep 25 to Sep 26
$232 total
Sep 25 - Sep 26
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 ...
"beautiful hotel with hidden expenses"
Reviewed on Sep 9, 2025
The Southernmost Inn - Adults Only
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $156 total per night from Sep 24 to Sep 25
$156 total
Sep 24 - Sep 25
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 ...
"Love this place! The staff is amazing ( especially Kia!!) Very relaxing and calm."
Reviewed on Sep 10, 2025
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See all available properties in Old Town Key West
View all propertiesLowest 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
Heron House - Adult Only
5 out of 5
Posted 4 days ago
Travelocity Verified Review
"The customer service was amazing. We had a great time."
A verified traveler stayed at Heron House - Adult Only
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