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
Fully refundableReserve now, pay when you stay
$284 nightly
The price is $320 total per night from Sep 28 to Sep 29
$320 total
Sep 28 - Sep 29
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 ...
"Location, clean"

Reviewed on Sep 21, 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
$196 nightly
The price is $220 total per night from Oct 1 to Oct 2
$220 total
Oct 1 - Oct 2
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 ...
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Reviewed on Sep 22, 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
$197 nightly
The price is $222 total per night from Oct 1 to Oct 2
$222 total
Oct 1 - Oct 2
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, ...
"Second mother / daughter trip to Key West - first time staying at Lighthouse Hotel. We loved it! The hotel is charming and the location is perfect. The staff was super friendly and answered all of our questions. Pool area and bar is great and we enjoyed a nice breakfast every morning before venturing ..."

Reviewed on Sep 22, 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
$237 nightly
The price is $266 total per night from Oct 13 to Oct 14
$266 total
Oct 13 - Oct 14
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 ...
"I love that everything is at arms reach. The pool, beach, restaurants, stores. Everything is a hop skip & a jump."

Reviewed on Sep 21, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
$144 nightly
The price is $163 total per night from Oct 1 to Oct 2
$163 total
Oct 1 - Oct 2
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 ...
"Excellent for the prize"

Reviewed on Sep 19, 2025

Opens in a new windowSouthwinds Motel
The Palms Hotel

The Palms Hotel

3 out of 5
820 White St, Key West, FL
$134 nightly
The price is $150 total per night from Sep 28 to Sep 29
$150 total
Sep 28 - Sep 29
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 place to stay, friendly, clean, economical."

Reviewed on Sep 22, 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
$257 nightly
The price is $289 total per night from Oct 5 to Oct 6
$289 total
Oct 5 - Oct 6
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, ...
"We had a great time the staff was so kind and helpful we would definitely go back"

Reviewed on Sep 20, 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
$233 nightly
The price is $262 total per night from Oct 14 to Oct 15
$262 total
Oct 14 - Oct 15
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 ...
"This was a wonderful property. Staff was incredibly gracious, grounds were beautiful and the room was very nice!"

Reviewed on Sep 24, 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
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $145 total per night from Sep 28 to Sep 29
$145 total
Sep 28 - Sep 29
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 ...
"Handy for popular local area"

Reviewed on Sep 20, 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