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
Featured Hotels in Old Town Key West

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Free Cancellation
Reserve now, pay when you stay
0.52 mi from Old Town Key West
$547 nightly
The price is $615 total per night
$615 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
245 Front Street Key West FL
Free Cancellation
Reserve now, pay when you stay
0.75 mi from Old Town Key West
$534 nightly
The price is $601 total per night
$601 total
Apr 5 - Apr 6
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
1435 Simonton Street Key West FL
Free Cancellation
Reserve now, pay when you stay
0.35 mi from Old Town Key West
$548 nightly
The price is $617 total per night
$617 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
725 Truman Avenue Key West FL
Free Cancellation
Reserve now, pay when you stay
0.1 mi from Old Town Key West
$464 nightly
The price is $522 total per night
$522 total
Apr 13 - Apr 14
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
1321 Simonton Street Key West FL
0.27 mi from Old Town Key West
$321 nightly
The price is $362 total per night
$362 total
Apr 5 - Apr 6
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
815 Duval St Key West FL
0.2 mi from Old Town Key West
$321 nightly
The price is $358 total per night
$358 total
Mar 24 - Mar 25
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
525 United Street Key West FL
Free Cancellation
Reserve now, pay when you stay
0.22 mi from Old Town Key West
$439 nightly
The price is $494 total per night
$494 total
Mar 19 - Mar 20
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
413 Applerouth Lane Key West FL
Free Cancellation
Reserve now, pay when you stay
0.43 mi from Old Town Key West
$375 nightly
The price is $422 total per night
$422 total
Mar 22 - Mar 23
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
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 propertiesLowest 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 | $358 |
Highest Price | $617 |
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
4.5/5(3,182 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.

South Beach
4/5(980 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.

Ernest Hemingway Home and Museum
4.5/5(1,708 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.
Recent Reviews

Winslow's Bungalows - Key West Historic Inns
4/5 Good
"We stayed 2 nights. Our first room was #61 which is a small windowless room that should be a storage closet w a bathroom. And we paid over $500. For it!!! We went back to front desk to change rooms and complain but of course they were all sold out. We had no choice but it was clostrophobic feeling!
They did switch us rooms to a much nicer, larger room w windows(!! )The next night. But i can't believe what we paid for the first night. It was not right and not in the description of the room when i made the reservation! "
A verified traveler stayed at Winslow's Bungalows - Key West Historic Inns
Posted 4 hours ago
More to Explore
- Hotels near Red Barn Theater
- Hotels near South Beach
- Hotels near Key West Lighthouse and Keeper's Quarters Museum
- White Street Gallery District Hotels
- Hotels near Florida Keys National Marine Sanctuary
- Hotels near Southernmost Point
- Hotels near Audubon House and Tropical Gardens
- Hotels near MLK Community Pool & Community Center
- Hotels near Clarence S. Higgs Memorial Beach Park
- Historic Seaport Hotels
- Key West Historic District Hotels
- Hotels near Mallory Square
- Hotels near Curry Mansion Museum
- Hotels near Duval Street
- Hotels near Fort Zachary Taylor Historic State Park
- Hotels near St. Paul's Episcopal Church
- Bahama Village Hotels
- Meadows Hotels
- Hotels near Key West Cemetery
- Apartments in Key West
- B&B in Key West
- Cabin Rentals in Key West
- Condo Rentals in Key West
- Cottages in Key West
- Hostels in Key West
- All Inclusive Resorts & in Key West
- Beach Resorts & in Key West
- Cheap Hotels in Key West
- Kid Friendly Hotels in Key West
- Gay Friendly Hotels in Key West
- Hotels with Hot Tubs in Key West
- Key West Hotels
- Houseboats in Key West
- Vacation Homes in Key West
- Villas in Key West
- Hotels near Papa's Pilar Rum Distillery Hemingway Rum Company
- Hotels near Jackson Square
- Hotels near Simonton Beach
- Hotels near Oldest House Museum and Garden
- Hotels near Donkey Milk House
- Hotels near Ernest Hemingway Home and Museum
- Hotels near Key West Butterfly and Nature Conservatory
- Hotels near Tennessee Williams Key West Exhibit
- Hotels near Harry S. Truman Little White House
- Hotels near Florida Keys Eco - Discovery Center
- Flights from Key West Intl.
- Flights to Key West
- Flights from Atlanta to Key West
- Flights from Austin to Key West
- Flights from Baltimore to Key West
- Flights from Boston to Key West
- Flights from Charlotte to Key West
- Flights from Chicago to Key West
- Flights from Cincinnati to Key West
- Flights from Cleveland to Key West
- Flights from Columbus to Key West
- Flights from Dallas to Key West
- Flights from Denver to Key West
- Flights from Detroit to Key West
- Flights from Houston to Key West
- Flights from Indianapolis to Key West
- Flights from Los Angeles to Key West
- Flights from Miami to Key West
- Flights from Minneapolis - St. Paul to Key West
- Flights from Nashville to Key West
- Flights from New Orleans to Key West
- Flights from New York to Key West
- Flights from Orlando to Key West
- Flights from Philadelphia to Key West
- Flights from Raleigh to Key West
- Flights from St. Louis to Key West
- Flights from St. Petersburg - Clearwater to Key West
- Flights from Washington to Key West
- Flights from Charleston to Key West
- Flights from Providence to Key West
- Flights from Sanford to Key West
- Flights from Melbourne to Key West
- Flights from Pittsburgh to Key West
- Flights from Fort Lauderdale to Key West
- Flights from Newark to Key West
- Flights from Richmond to Key West
- Flights from Pensacola to Key West
- Flights from Fort Walton Beach - Destin to Key West
- Flights from Vero Beach to Key West
- Flights from Daytona Beach to Key West
- Flights from Milwaukee to Key West
- Flights from Buffalo to Key West
- Flights from Sarasota to Key West
- Flights from Naples to Key West
- Flights from Fort Myers to Key West
- Flights from Norfolk - Virginia Beach to Key West
- Flights from Tampa to Key West
- Flights from Jacksonville to Key West
- Flights from Louisville to Key West
- Flights from Grand Rapids to Key West
- Flights from Asheville to Key West
- Flights from Gainesville to Key West
- Flights from Palm Beach to Key West
- All-inclusive Resorts in Key West
- Beach Hotels in Key West
- Key West vacation rentals
- Hotels near Mallory Square
- Car rentals in Key West
- Key West vacations
- Oceanfront Hotels in Key West
- Condos in Key West
- Houseboats in Key West
- Hotels near Duval Street
- Romantic Hotels in Key West
- Visit Ernest Hemingway Home and Museum
- Family Hotels in Key West
- Hotels in Key West
- Hotels in Key West Historic District
- Cheap Hotels in Key West
- Visit Duval Street
- Flights to Key West
- Pet-friendly Hotels in Key West


