Audubon House and Tropical Gardens featuring a house

Explore beach hotels in Key West Historic District, FL from $250

Name: The Southernmost Inn - Adults Only
Price range: $449 total
Rating: 8.2

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Top Key West Historic District Beach Resorts & Hotels

H2O Suites - Adults Only

1212 Simonton Street Key West FL

$659 nightly

$741 total

Apr 19 - Apr 20

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 ...

9.8/10 Exceptional! (589 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

Very nice, very clean with great staff and convenient parking. The "private" pools are all in a courtyard so you can make awkward eye contact with the

Reviewed on Mar 3, 2026

Pier House Resort & Spa

1 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$602 nightly

$678 total

Mar 29 - Mar 30

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! (1,064 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach umbrellas

Travelers say...

Excellent property and service. Friendly & helpful staff at checkin and the young man that took our luggage to our room. We visited all on property restaurants, bars, the gym, the pool and the beach! It was really all great! Can’t wait to return!

Reviewed on Mar 19, 2026

Hyatt Centric Key West Resort and Spa

601 Front St Key West FL

Fully refundableReserve now, pay when you stay

$491 nightly

$552 total

Apr 12 - Apr 13

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 ...

9/10 Wonderful! (1,004 reviews)

Travelers like: close to beach, beach towels, outdoor pool

Travelers say...

The ocean and beach were visible from the room.

Reviewed on Mar 14, 2026

Heron House Court - Adult Only

412 Frances St Key West FL

$223 nightly

$250 total

Mar 29 - Mar 30

Total with taxes and fees

This guesthouse features an outdoor pool and a rooftop terrace. WiFi in public areas is free. A terrace, a garden, and luggage storage are also on offer.

9/10 Wonderful! (1,005 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

Roman was very friendly and had great recommendations for nearby restaurants. The continental breakfast was a greatly appreciated.

Reviewed on Mar 19, 2026

Heron House - Adult Only

512 Simonton St Key West FL

$286 nightly

$322 total

Mar 25 - Mar 26

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 ...

9/10 Wonderful! (1,127 reviews)

Travelers like: close to beach, beach towels, outdoor pool

Travelers say...

Loved our stay - will definitely come back when we can stay awhile longer. Walkable to Duval Street and very nice location.

Reviewed on Mar 18, 2026

La Concha Key West, Autograph Collection

430 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$454 nightly

$511 total

Apr 5 - Apr 6

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! (359 reviews)

Travelers like: close to beach, beach towels, outdoor pool

Travelers say...

Close to just about everything Key West has to offer!!!!

Reviewed on Mar 11, 2026

Duval Inn

511 Angela Street Key West FL

$358 nightly

$402 total

Mar 22 - Mar 23

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, ...

8.6/10 Excellent! (757 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

Our room was clean and bed was comfortable . The property was clean, comfortable and cozy. Breakfast was a snack to start the day. We were able to walk to all our activities and the car was parked close by if we needed it. Only issue was the bar across the street on Sat night got louder as the night ...

Reviewed on Mar 19, 2026

The Southernmost Inn - Adults Only

525 United Street Key West FL

Fully refundableReserve now, pay when you stay

$399 nightly

$449 total

Mar 23 - Mar 24

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 ...

8.2/10 Very Good! (1,276 reviews)

Travelers like: close to beach, outdoor pools

Travelers say...

Pros - it was a room for the night at the south end of Duval St. Cons - shower was broken and didn’t work, jagged porcelain left behind from broken towel rack, AC looked moldy and most likely gave me a sinus infection. Parking was 2 blocks away.

Reviewed on Mar 20, 2026

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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.

Beach Condos in Key West Historic District

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

Key West FL

$410 nightly

$455 total

Mar 22 - Mar 23

Total with taxes and fees

9.8/10 Exceptional! (124 reviews)

Beach Villas in Key West Historic District

Secret Villa II @ Old Town: with Private Pool, close to Duval!

Key West FL

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10/10 Exceptional! (155 reviews)

More Beachfront Hotels in Key West Historic District

Ocean Key Resort - A Noble House Resort

Zero Duval St. Key West FL

$519 nightly

$583 total

Apr 12 - Apr 13

Total with taxes and fees

9.2/10 Wonderful! (1,000 reviews)

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Recent Key West Historic District Hotel Reviews By Fellow Wanderers

Winslow's Bungalows - Key West Historic Inns

5 out of 5

Posted 11 hours ago

Travelocity Verified Review

"Staff was awesome "

A verified traveler stayed at Winslow's Bungalows - Key West Historic Inns

Pier House Resort & Spa

5 out of 5

Posted 19 hours ago

Travelocity Verified Review

"Excellent property and service. Friendly & helpful staff at checkin and the young man that took our luggage to our room. We visited all on property restaurants, bars, the gym, the pool and the beach! It was really all great! Can’t wait to return! "

A verified traveler stayed at Pier House Resort & Spa