Hotels in Old Town Key West

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May 14 - May 15
Tonight
Check prices in Old Town Key West for tonight, May 14 - May 15
May 15 - May 16
Tomorrow night
Check prices in Old Town Key West for tomorrow night, May 15 - May 16

Featured Hotels in Old Town Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free Cancellation
0.26 mi from Old Town Key West
$288 nightly
The price is $324 total per night
$324 total
Jun 14 - Jun 15
Total with taxes and fees
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

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
$323 nightly
The price is $363 total per night
$363 total
May 28 - May 29
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, 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

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
$294 nightly
The price is $331 total per night
$331 total
May 25 - May 26
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 tours or tickets, luggage storage, and dry cleaning/laundry. Additional amenities include a hot tub, a 24-hour business center, and a terrace.
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
$254 nightly
The price is $286 total per night
$286 total
May 27 - May 28
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 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

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
$227 nightly
The price is $256 total per night
$256 total
Jun 14 - Jun 15
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 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.
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
0.27 mi from Old Town Key West
$194 nightly
The price is $218 total per night
$218 total
Jun 2 - Jun 3
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 tours/tickets and luggage storage. Additional amenities include laundry facilities, a picnic area, and a vending machine.
Pool
Breakfast included
Heron House - Adult Only

Heron House - Adult Only

3.5 out of 5
512 Simonton St Key West FL
0.39 mi from Old Town Key West
$169 nightly
The price is $190 total per night
$190 total
May 17 - May 18
Total with taxes and fees
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.
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
$233 nightly
The price is $262 total per night
$262 total
May 25 - May 26
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 tours/tickets 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 water dispenser, and a garden.
Pool
Breakfast included
Douglas House - Adults Only

Douglas House - Adults Only

3 out of 5
419 Amelia St Key West FL
0.19 mi from Old Town Key West
$227 nightly
The price is $255 total per night
$255 total
Jun 2 - Jun 3
Total with taxes and fees
Guests of Douglas House - Adults Only enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. Front-desk staff can assist with luggage storage and tours/tickets. Other amenities at this adults-only guesthouse include a garden and a picnic area.
Pool
Free WiFi
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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 hotels essential information

Accommodation
1,299 hotels
Lowest Price
$190
Highest Price
$363
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, Winslow's Bungalows - Key West Historic Inns, Douglas House - Adults Only

Popular places to visit

Southernmost Point

Southernmost Point

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

South Beach

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

Ernest Hemingway Home and Museum

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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

5/5 Excellent
"Great Atmosphere and friendly staff"
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
Posted 3 hours ago
Southernmost Beach Resort and Guesthouses

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