Hotels in Old Town Key West
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Featured Hotels in Old Town Key West

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
0.26 mi from Old Town Key West
The price is $319 total per night
$319 total
per night
May 25 - May 26
Guests of Southernmost Beach Resort and Guesthouses have access to a full-service spa, 3 outdoor pools, and a gym. Self parking is offered for USD 53.75 per day. Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this beach hotel include conference space, coffee/tea in a common area, and a computer station.
Pool
Spa

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
The price is $368 total per night
$368 total
per night
May 27 - May 28
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, securing valuables, and luggage storage. 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
The price is $331 total per night
$331 total
per night
May 25 - May 26
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 tours or tickets, luggage storage, 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
The price is $301 total per night
$301 total
per night
May 25 - May 26
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 dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this beach resort include a gym, WiFi in public areas, and meeting rooms.
On private beach
Pool

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
The price is $240 total per night
$240 total
per night
May 10 - May 11
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 concierge services and luggage storage. Other amenities at this adults-only hotel include a microwave in a common area, express check-out, and a terrace.
Pool
Hot Tub

Southwinds Motel
1321 Simonton Street Key West FL
0.27 mi from Old Town Key West
The price is $218 total per night
$218 total
per night
Jun 2 - Jun 3
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 tours/tickets and luggage storage. Additional amenities include laundry facilities, a picnic area, and a vending machine.
Pool
Breakfast included

Heron House - Adult Only
512 Simonton St Key West FL
0.39 mi from Old Town Key West
The price is $190 total per night
$190 total
per night
May 10 - May 11
Heron House - Adult Only offers an outdoor pool, a rooftop terrace, and free WiFi in public areas. Front-desk staff can assist with luggage storage and concierge services. Other amenities at this adults-only bed & breakfast include free newspapers and a garden.
Pool
Breakfast included

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
The price is $237 total per night
$237 total
per night
May 27 - May 28
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 tours/tickets. Other amenities at this adults-only guesthouse include express check-out, a terrace, and laundry facilities.
Pool
Hot Tub

Pegasus International Hotel
501 Southard Street Key West FL
0.37 mi from Old Town Key West
The price is $248 total per night
$248 total
per night
May 10 - May 11
At Pegasus International Hotel, guests have access to an outdoor pool, a rooftop terrace, and free WiFi in public areas. If you drive, take advantage of free parking. The front desk has multilingual staff that can help with concierge services, and offer advice about sights and eateries nearby. Additional amenities include a hot tub, coffee/tea in a common area, and a terrace.
Pool
Hot Tub
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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 | 1,303 hotels |
|---|---|
Lowest Price | $190 |
Highest Price | $368 |
Popular hotels | Southernmost Beach Resort and Guesthouses, Casa Marina Key West, Curio Collection by Hilton, Opal Key Resort & Marina, Key West, The Reach Key West, Curio Collection by Hilton, The Southernmost Inn - Adults Only, Southwinds Motel, Heron House - Adult Only, The Cabana Inn Key West - Adults Only, Pegasus International Hotel |
Popular places to visit

Southernmost Point
4.5/5(3,246 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.

Ernest Hemingway Home and Museum
4.5/5(1,744 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.

South Beach
4/5(999 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.
Recent Reviews

The Reach Key West, Curio Collection by Hilton
5/5 Excellent
"The property has a very nice beach for guests. It was not crowded. The location was very convenient to Duval at without being in the busiest area. The cleaning staff could have been more friendly."
A verified traveler stayed at The Reach Key West, Curio Collection by Hilton
Posted 1 hour ago
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