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
$177 nightly
The price is $196 total per night from Nov 12 to Nov 13
$196 total
Nov 12 - Nov 13
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.
Was awesome! We will be back

Reviewed on Nov 3, 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
$244 nightly
The price is $274 total per night from Nov 30 to Dec 1
$274 total
Nov 30 - Dec 1
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 ...
Room was v clean, staff super friendly, continental breakfast was ok. The balcony was a communal balcony so we did not use it

Reviewed on Nov 3, 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
$254 nightly
The price is $286 total per night from Nov 30 to Dec 1
$286 total
Nov 30 - Dec 1
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 ...
Walking distance to main street

Reviewed on Nov 2, 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
$289 nightly
The price is $325 total per night from Dec 1 to Dec 2
$325 total
Dec 1 - Dec 2
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 ...
Perfect spot to enjoy sunsets. Nice staff. I will return.

Reviewed on Nov 3, 2025

Opens in a new windowOpal Key Resort & Marina, Key West
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
$172 nightly
The price is $194 total per night from Nov 18 to Nov 19
$194 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. Self parking, a picnic area, and luggage storage are ...
The room wasn't spotless but was still clean. The inside of draws could be vaccumed or wiped down more. Staff was courteous. Heated pool wasn't so heated as they said. For the Queen bedroom, the bathroom toiletries wasn't much as far as soap and shampoo.

Reviewed on Nov 3, 2025

Opens in a new windowSouthwinds Motel
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 ...
We loved our stay at Southernmost Beach Resort so much that we added an extra day to our trip! Alan was so helpful in getting us set up initially, and then working out adding another night in the same room. We walked everywhere since the resort is in such a great location and we loved utilizing all ...

Reviewed on Nov 5, 2025

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
$290 nightly
The price is $327 total per night from Nov 19 to Nov 20
$327 total
Nov 19 - Nov 20
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, ...
Out of the way of Duval to be quiet but close enough to walk and enjoy if that’s your vibe.

Reviewed on Nov 4, 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
$307 nightly
The price is $346 total per night from Dec 1 to Dec 2
$346 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 ...
Room was nice and clean, very welcoming and accommodating. Food was delicious!

Reviewed on Nov 7, 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
$149 nightly
The price is $167 total per night from Nov 10 to Nov 11
$167 total
Nov 10 - Nov 11
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 ...
What a cute little place, very clean, breakfast had great variety. 2 pools and a hot tub out back. About a 10 minute walk to duval st. We were able to check in and leave our luggage in a secure spot until the room was ready which epwas very convenient. Will stay there again.

Reviewed on Nov 4, 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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