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

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street, Key West, FL
$284 nightly
The price is $320 total per night from Oct 12 to Oct 13
$320 total
Oct 12 - Oct 13
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 property is quite convenient to many opportunities in the area. The room was wonderful and very spacious(430). The sunset are remarkable. As long as the cruise ships are not in….."

Reviewed on Oct 3, 2025

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
$214 nightly
The price is $241 total per night from Oct 27 to Oct 28
$241 total
Oct 27 - Oct 28
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 ...
"Property and rooms were very nice. Staff was friendly. The only thing that I would want different would be options for breakfast and to extend the time for breakfast. Even leaving coffee out throughout the day would be a nice option."

Reviewed on Oct 4, 2025

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
902 Whitehead St, Key West, FL
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $236 total per night from Oct 27 to Oct 28
$236 total
Oct 27 - Oct 28
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, ...
"Friendly staff members"

Reviewed on Oct 4, 2025

Opens in a new windowLighthouse Hotel - Key West Historic Inns
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
$229 nightly
The price is $258 total per night from Oct 29 to Oct 30
$258 total
Oct 29 - Oct 30
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 ...
"One of the most enjoyable stays. Staff extremely knowledgeable and friendly. Received texts regarding activities daily-this was a nice touch! Property well staffed and maintained. Nice beach area which is a plus in Key West."

Reviewed on Oct 8, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
$146 nightly
The price is $165 total per night from Oct 13 to Oct 14
$165 total
Oct 13 - Oct 14
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 ...
"Great location, staff was super friendly and always helpful."

Reviewed on Oct 2, 2025

Opens in a new windowSouthwinds Motel
The Palms Hotel

The Palms Hotel

3 out of 5
820 White St, Key West, FL
$168 nightly
The price is $190 total per night from Oct 12 to Oct 13
$190 total
Oct 12 - Oct 13
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. ...
"Great stay, comfortable room and beds, perfect location!"

Reviewed on Oct 2, 2025

Opens in a new windowThe Palms Hotel
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
$258 nightly
The price is $290 total per night from Oct 27 to Oct 28
$290 total
Oct 27 - Oct 28
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, ...
"The receptionists were very friendly and helpful and 4 Marlins was food exquisite !"

Reviewed on Oct 3, 2025

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
$272 nightly
The price is $306 total per night from Oct 13 to Oct 14
$306 total
Oct 13 - Oct 14
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 ...
"The property was very pretty. Loved that it is on the beach. There was an elevator that was down so we had to use another one that I think was the staff elevator. It wouldn’t open the one time we used it for several minutes. The inside was very hot as it was not air conditioned. It was kind of scary, ..."

Reviewed on Oct 4, 2025

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
$139 nightly
The price is $156 total per night from Oct 13 to Oct 14
$156 total
Oct 13 - Oct 14
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 area, amenities are great"

Reviewed on Sep 28, 2025

Opens in a new windowThe Southernmost Inn - Adults Only
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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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