Hotels in Old Town Key West

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Hotels in Old Town Key West

Bishop Hotel Key West

Bishop Hotel Key West

4 out of 5
822 Fleming St, Key West, FL
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 ...
9.8/10 Exceptional! (137 reviews)
"It’s a quiet hotel that’s within walking distance to restaurants and convenient stores. No need to rent a car when you can order a Lyft everywhere you go!"

Reviewed on May 28, 2025

Bishop Hotel Key West
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
$364 nightly
The price is $410 total per night from Jun 3 to Jun 4
$410 total
Jun 3 - Jun 4
Total includes 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 ...
9/10 Wonderful! (1,003 reviews)
"Great Service & Location. Will be back."

Reviewed on May 28, 2025

Opal Key Resort & Marina, Key West
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
$275 nightly
The price is $309 total per night from Jun 9 to Jun 10
$309 total
Jun 9 - Jun 10
Total includes 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 ...
9/10 Wonderful! (1,001 reviews)
"Wow! This was a great place to stay in Key West. The grounds are gorgeous, and the rooms are quaint. It’s the perfect key west experience- the pools are also a nice touch- they aren’t huge, but there are 3!"

Reviewed on May 28, 2025

Winslow's Bungalows - Key West Historic Inns
Heron House - Adult Only

Heron House - Adult Only

3.5 out of 5
512 Simonton St, Key West, FL
$164 nightly
The price is $181 total per night from Jun 3 to Jun 4
$181 total
Jun 3 - Jun 4
Total includes 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 tours/tickets. ...
9/10 Wonderful! (1,138 reviews)
Phelps
"We got lucky with parking; nice location; liked the pool and the room location."

Reviewed on May 30, 2025

Heron House - Adult Only
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

3 out of 5
413 Applerouth Lane, Key West, FL
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $269 total per night from Jun 19 to Jun 20
$269 total
Jun 19 - Jun 20
Total includes 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. ...
8.8/10 Excellent! (1,004 reviews)
"Loved the location! This property is the true Key West experience."

Reviewed on May 30, 2025

The Cabana Inn Key West - Adults Only
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
$283 nightly
The price is $319 total per night from Jun 8 to Jun 9
$319 total
Jun 8 - Jun 9
Total includes 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 47 per day. ...
8.6/10 Excellent! (2,485 reviews)
"Good area. Nice and clean"

Reviewed on Jun 1, 2025

Southernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
$189 nightly
The price is $213 total per night from Jun 4 to Jun 5
$213 total
Jun 4 - Jun 5
Total includes taxes and fees
Guests of Southwinds Motel enjoy access to 2 outdoor pools, coffee in a common area, and free newspapers. You'll find limited parking. The 24-hour front desk ...
8.6/10 Excellent! (1,105 reviews)
"Good place to stay"

Reviewed on May 30, 2025

Southwinds Motel
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
$350 nightly
The price is $394 total per night from Jun 22 to Jun 23
$394 total
Jun 22 - Jun 23
Total includes 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 ...
8.2/10 Very Good! (968 reviews)
"Everything was perfect except that it's seagrass season, I wasn't aware of how much it accumulates, but everything else was fine. We still got in the beach regardless of the seagrass."

Reviewed on May 29, 2025

The 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
$357 nightly
The price is $402 total per night from Jun 11 to Jun 12
$402 total
Jun 11 - Jun 12
Total includes 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 48 per day. ...
8/10 Very Good! (158 reviews)
"The beach here is the best ."

Reviewed on May 29, 2025

Casa 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
$146 nightly
The price is $165 total per night from Jun 9 to Jun 10
$165 total
Jun 9 - Jun 10
Total includes 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 ...
8/10 Very Good! (1,085 reviews)
"Everything was nice. Thank you"

Reviewed on May 29, 2025

The Southernmost Inn - Adults Only
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.

Hotels in Old Town Key West

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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.
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