Hotels in Old Town Key West

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Mar 24 - Mar 25
Tonight
Check prices in Old Town Key West for tonight, Mar 24 - Mar 25
Mar 25 - Mar 26
Tomorrow night
Check prices in Old Town Key West for tomorrow night, Mar 25 - Mar 26

Featured Hotels in Old Town Key West

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
Free Cancellation
Reserve now, pay when you stay
0.52 mi from Old Town Key West
$544 nightly
The price is $612 total per night
$612 total
Apr 5 - Apr 6
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton features a private beach, a full-service spa, and 2 outdoor pools. Valet parking is offered for USD 50 per day. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, luggage storage, and securing valuables. Other amenities at this beach resort include a gym, free WiFi in public areas, and conference space.
On private beach
Pool
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
Free Cancellation
Reserve now, pay when you stay
0.75 mi from Old Town Key West
$414 nightly
The price is $466 total per night
$466 total
Apr 19 - Apr 20
Total with taxes and fees
At Opal Key Resort & Marina, Key West, guests enjoy a marina, an outdoor pool, and a 24-hour gym. Valet parking is offered for USD 40 per night. The front desk is staffed 24/7 to help with luggage storage, concierge services, and dry cleaning/laundry. Additional amenities include a hot tub, a 24-hour business center, and a terrace.
Pool
Hot Tub
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
Free Cancellation
Reserve now, pay when you stay
0.35 mi from Old Town Key West
$467 nightly
The price is $526 total per night
$526 total
Apr 5 - Apr 6
Total with taxes and fees
Guests of The Reach Key West, Curio Collection by Hilton have access to a private beach, a full-service spa, and an outdoor pool. Valet parking is offered for USD 50 per day. Multilingual staff at the 24-hour front desk can assist with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this beach resort include a gym, WiFi in public areas, and meeting rooms.
On private beach
Pool
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
Free Cancellation
Reserve now, pay when you stay
0.1 mi from Old Town Key West
$444 nightly
The price is $500 total per night
$500 total
Apr 19 - Apr 20
Total with taxes and fees
Guests of Winslow's Bungalows - Key West Historic Inns enjoy features like 3 outdoor pools, free WiFi in public areas, and coffee in a common area. Self parking is available for USD 30 per day. Front-desk staff can assist with concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a microwave in a common area, a garden, and a water dispenser.
Pool
Breakfast included
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
0.27 mi from Old Town Key West
$320 nightly
The price is $360 total per night
$360 total
Apr 13 - Apr 14
Total with taxes and fees
Guests of Southwinds Motel enjoy access to 2 outdoor pools, coffee in a common area, and free newspapers. Self parking is offered for USD 22.50 per day. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. Additional amenities include laundry facilities, a picnic area, and a vending machine.
Pool
Breakfast included
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
0.2 mi from Old Town Key West
$351 nightly
The price is $392 total per night
$392 total
Mar 26 - Mar 27
Total with taxes and fees
Guests of Duval House enjoy features like microwave in a common area, express check-in and express check-out. Self parking is available for USD 32.25 per night. The front desk has multilingual staff that can help with securing valuables, concierge services, and luggage storage. Other amenities at this adults-only bed & breakfast include free newspapers, a terrace, and a picnic area.
Air conditioning
Parking available
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
Free Cancellation
Reserve now, pay when you stay
0.22 mi from Old Town Key West
$309 nightly
The price is $348 total per night
$348 total
Mar 25 - Mar 26
Total with taxes and fees
Guests of The Southernmost Inn - Adults Only enjoy features like 2 outdoor pools, a hot tub, and coffee in a common area. Self parking is available for USD 32.25 per day. The front desk has multilingual staff that can help with luggage storage and tours/tickets. Other amenities at this adults-only hotel include a microwave in a common area, express check-out, and a terrace.
Pool
Hot Tub
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

3 out of 5
413 Applerouth Lane Key West FL
Free Cancellation
Reserve now, pay when you stay
0.43 mi from Old Town Key West
$439 nightly
The price is $494 total per night
$494 total
Mar 25 - Mar 26
Total with taxes and fees
Guests of The Cabana Inn Key West - Adults Only enjoy an outdoor pool, a hot tub, and coffee in a common area. Self parking is offered for USD 32.25 per night. The front desk has multilingual staff that can help with luggage storage and concierge services. Other amenities at this adults-only guesthouse include express check-out, a terrace, and laundry facilities.
Pool
Hot Tub
Bishop Hotel Key West

Bishop Hotel Key West

4 out of 5
822 Fleming St Key West FL
0.47 mi from Old Town Key West
2 outdoor pools, free WiFi in public areas, and a hot tub are featured at Bishop Hotel Key West. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. This adults-only guesthouse also has an ATM.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Old Town Key West
View all properties
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 hotels essential information

Accommodation
1,297 hotels
Lowest Price
$348
Highest Price
$612
Popular hotels
Casa Marina Key West, Curio Collection by Hilton, Opal Key Resort & Marina, Key West, The Reach Key West, Curio Collection by Hilton, Winslow's Bungalows - Key West Historic Inns, Southwinds Motel, Duval House, The Southernmost Inn - Adults Only, The Cabana Inn Key West - Adults Only, Bishop Hotel Key West

Popular places to visit

Southernmost Point featuring signage as well as a large group of people

Southernmost Point

4.5/5(3,187 reviews)

You can find out about the history of Key West with a stop at Southernmost Point. Discover the area's lively bars and its lively festivals.

See properties in Southernmost Point
Southernmost Point
South Beach featuring a sandy beach and general coastal views as well as a small group of people

South Beach

4/5(981 reviews)

If a restful vacation is part of your travel plans, South Beach might be the perfect place to seek out during your trip to Key West. Stroll along the seaside or discover the area's sunsets.

See properties in South Beach
South Beach
Ernest Hemingway Home and Museum featuring heritage elements and a house

Ernest Hemingway Home and Museum

4.5/5(1,710 reviews)

You can spend time studying the exhibits at Ernest Hemingway Home and Museum in Key West. Wander the area's seaside or simply enjoy one of its lively bars.

See properties in Ernest Hemingway Home and Museum
Ernest Hemingway Home and Museum

Recent Reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

5/5 Excellent
"Very clean. Convenient location, staff was very courteous."
A verified traveler stayed at Winslow's Bungalows - Key West Historic Inns
Posted 6 hours ago
Winslow's Bungalows - Key West Historic Inns

More to Explore