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
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
$278 nightly
The price is $313 total per night from Jun 16 to Jun 17
$313 total
Jun 16 - Jun 17
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! (1,014 reviews)
"Great location and convenient to shops and restaurants. Rooms are comfortable and clean, but pool area needs an upgrade. Overall, good experience."

Reviewed on May 27, 2025

Winslow's Bungalows - Key West Historic Inns
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 1 to Jun 2
$410 total
Jun 1 - Jun 2
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! (1,002 reviews)
"Great Service & Location. Will be back."

Reviewed on May 28, 2025

Opal Key Resort & Marina, Key West
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 1 to Jun 2
$181 total
Jun 1 - Jun 2
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 concierge services and luggage ...
9/10 Wonderful! (1,132 reviews)
"Great location and staff. Nice property but if you want pristine look elsewhere (and pay a lot more) An older property that shows some wear typical of costal property. Will certainly go back. Fausto’s a small local grocery and The Roost, a small great bar and liquor store just around the corner, ..."

Reviewed on May 27, 2025

Heron House - Adult 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 9 to Jun 10
$319 total
Jun 9 - Jun 10
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! (2,473 reviews)
"A great location with plenty of amenities and ocean access. We loved our room with a partial ocean view balcony in the 700 block. The three pools give you choices between tranquil to party and the cafe has a lovely view of the ocean. The bathroom was large with a wonderful shower and comfortable ..."

Reviewed on May 25, 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 1 to Jun 2
$213 total
Jun 1 - Jun 2
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! (1,111 reviews)
"Pro- Older motel in great location for walking to beach, restaurants and nearby attractions. Front desk staff friendly and hotel offers chairs and towels for the beach. Heated outdoor pool was small, but fabulous. Room clean, but floor tile grout needed some extra attention. Con- Inadequate lighting ..."

Reviewed on May 27, 2025

Southwinds Motel
The Palms Hotel

The Palms Hotel

3 out of 5
820 White St, Key West, FL
$171 nightly
The price is $189 total per night from Jun 16 to Jun 17
$189 total
Jun 16 - Jun 17
Total includes taxes and fees
At The Palms Hotel, guests have access to an outdoor pool, free WiFi in public areas, and coffee in a common area. You'll find limited parking. The front desk ...
8.6/10 Excellent! (1,006 reviews)
"Loved that it was in old historical building Staff person at desk was very helpful!"

Reviewed on May 23, 2025

The Palms Hotel
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
$358 nightly
The price is $402 total per night from Jun 23 to Jun 24
$402 total
Jun 23 - Jun 24
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! (967 reviews)
"Great area, private beach, view from restaurant and food were all excellent! Staff very friendly and helpful, rooms nice and in perfect location. Had a great time at this property!!"

Reviewed on May 24, 2025

The Reach 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
$153 nightly
The price is $172 total per night from Jun 12 to Jun 13
$172 total
Jun 12 - Jun 13
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! (1,084 reviews)
"The main house was cute and charming. They provided free Starbucks coffee which was so nice! The pools were cool and shady. Our room was in the house next door on the 2nd floor and the bad thing was there was no elevator. The room was small but nice and clean. The king bed was very comfy. The tv ..."

Reviewed on May 27, 2025

The Southernmost Inn - Adults Only
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. ...
7.8/10 Good! (155 reviews)
"Have taken the family numerous times. My wife loves the property . Great location large footprint / a lot of space ……valet staff is excellent and very accommodating… took care of charging my golf cart overnight. Has its own beach, and two pools …..only complaint which is more of a criticism is that ..."

Reviewed on May 27, 2025

Casa Marina Key West, Curio Collection by Hilton
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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