Find a Hotel in Old Town Key West

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Top hotels in Old Town Key West

Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
$141 nightly
The price is $155 total per night from Nov 4 to Nov 5
$155 total
Nov 4 - Nov 5
Total with taxes and fees
This bed & breakfast features a terrace, concierge services, and self parking. A garden, a picnic area, and express check-in are also on offer.
Great location, excellent breakfast and amazing customer service!! Definitely i would recommend!👍Aliyah very attentive and makes our staying wonderful!

Reviewed on Oct 27, 2025

Opens in a new windowDuval House
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
$254 nightly
The price is $286 total per night from Nov 17 to Nov 18
$286 total
Nov 17 - Nov 18
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 ...
Great location

Reviewed on Oct 28, 2025

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
811 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $266 total per night from Nov 5 to Nov 6
$266 total
Nov 5 - Nov 6
Total with taxes and fees
An outdoor pool, self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public ...
Everything was A+++

Reviewed on Oct 28, 2025

Opens in a new windowElla's Cottages - Key West Historic Inns
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
$299 nightly
The price is $336 total per night from Nov 11 to Nov 12
$336 total
Nov 11 - Nov 12
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 ...
We’ve stayed at many places in Key West. Of the hotels, Opal was the best! The location is great! Our marina view room was clean with a beautiful view and it had a fridge and a Keurig! They have free bottled water in the lobbies - huge plus! Would DEFINITELY stay at Opal again!

Reviewed on Oct 28, 2025

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 refundable
$242 nightly
The price is $272 total per night from Nov 30 to Dec 1
$272 total
Nov 30 - Dec 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 ...
The lady who checked us in was a fast talker. She seemed in charge and wore a flower in her hair but it was obvious she was only going through the motions.. while she was training a new associate. I’m not sure she likes the hospitality business anymore.

Reviewed on Nov 3, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
$159 nightly
The price is $179 total per night from Nov 18 to Nov 19
$179 total
Nov 18 - Nov 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 ...
I loved that you could get a daily pass to the beach for towels and chairs, they had laundry(free of charge) onsite that included the soap.

Reviewed on Oct 27, 2025

Opens in a new windowSouthwinds Motel
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
$313 nightly
The price is $353 total per night from Nov 17 to Nov 18
$353 total
Nov 17 - Nov 18
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, ...
Room was great, people were awesome. Couldn’t say more about the staff, beach is really nice.

Reviewed on Oct 29, 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
$337 nightly
The price is $379 total per night from Dec 1 to Dec 2
$379 total
Dec 1 - Dec 2
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 ...
Will stay again

Reviewed on Oct 31, 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
$159 nightly
The price is $179 total per night from Nov 4 to Nov 5
$179 total
Nov 4 - Nov 5
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 ...
Parking is a problem

Reviewed on Oct 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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

5 out of 5
Posted 21 hours ago
Travelocity Verified Review
"Excellent time "
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses

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