Explore beach hotels in Key West Historic District, FL from $258
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Top Key West Historic District Beach Resorts & Hotels

Pier House Resort & Spa
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$401 nightly
The price is $451 total per night from Nov 22 to Nov 23
$451 total
Nov 22 - Nov 23
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
9/10 Wonderful! (1,382 reviews)
Travelers like: on the beach, sun loungers, beach bars, beach umbrellas
Travelers say...
"The location is perfect. All the staff that we interacted with was very friendly and helpful. The room was great. We will be back!"
Reviewed on Nov 3, 2026

Duval Inn
511 Angela Street Key West FL
$235 nightly
The price is $265 total per night from Nov 29 to Nov 30
$265 total
Nov 29 - Nov 30
Total with taxes and fees
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a terrace. Enjoy the free continental breakfast each morning. A garden, ...
8.8/10 Excellent! (848 reviews)
Travelers like: close to beach, outdoor pool
Travelers say...
"This is a bed and breakfast type in. Really small rooms unless you want to climb stairs. No problem staying a night or two, but was there for five days which I would not recommend that length of a stay there"
Reviewed on Nov 3, 2026

La Concha Key West, Autograph Collection
430 Duval St Key West FL
$293 nightly
The price is $330 total per night from Nov 24 to Nov 25
$330 total
Nov 24 - Nov 25
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...
8.8/10 Excellent! (511 reviews)
Travelers like: close to beach, beach towels, outdoor pool
Travelers say...
"It's in the CENTER OF EVERYTHING, LITERALLY!!! Great staff, good bar and food, and TRULY, it's in the best place to be cuz you can easily walk to everywhere..."
Reviewed on Nov 3, 2026

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
$349 nightly
The price is $393 total per night from Dec 1 to Dec 2
$393 total
Dec 1 - Dec 2
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...

The Southernmost Inn - Adults Only
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $258 total per night from Dec 1 to Dec 2
$258 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Enjoy the free continental breakfast each morning. Self parking, a coffee shop, and ...

H2O Suites - Adults Only
1212 Simonton Street Key West FL
$419 nightly
The price is $471 total per night from Nov 30 to Dec 1
$471 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the laundry service. There's a gym on site, and ...

The Independent Inn-Adults only
412 Frances St Key West FL
$238 nightly
The price is $267 total per night from Nov 10 to Nov 11
$267 total
Nov 10 - Nov 11
Total with taxes and fees
This guesthouse features an outdoor pool and a rooftop terrace. WiFi in public areas is free. Self parking, a terrace, and a garden are also offered.

Heron House - Adult Only
512 Simonton St Key West FL
$249 nightly
The price is $280 total per night from Nov 8 to Nov 9
$280 total
Nov 8 - Nov 9
Total with taxes and fees
This bed & breakfast features an outdoor pool and a rooftop terrace. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A ...
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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.
Beach Condos in Key West Historic District

OLD TOWN STEPS TO DUVAL! LA DOLCE VITA SLEEPS 2-4, 3 BLOCKS TO SOUTHERNMOST
Key West FL
$480 nightly
The price is $536 total per night from Nov 29 to Nov 30
$536 total
Nov 29 - Nov 30
Total with taxes and fees
9.6/10 Exceptional! (158 reviews)
Beach Villas in Key West Historic District

Secret Villa I @ Old Town with Private Pool, close to Duval!
Key West FL
10/10 Exceptional! (189 reviews)
More Beachfront Hotels in Key West Historic District

Silver Palms Inn & Historic Homes
830 Truman Ave Key West FL
$229 nightly
The price is $258 total per night from Dec 1 to Dec 2
$258 total
Dec 1 - Dec 2
Total with taxes and fees
9.4/10 Exceptional! (1,031 reviews)
Popular Beach Stays in Key West Historic District
Recent Key West Historic District Hotel Reviews By Fellow Wanderers

Southernmost Beach Resort and Guesthouses
5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"Beautiful property. Friendly staff and clean. Loved it there. Will stay there again."
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
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