Saint Mary Star of the Sea which includes a church or cathedral

Explore beach hotels in Key West Historic District, FL from $162

Name: The Southernmost Inn - Adults Only
Price range: $168 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

$369 nightly

$415 total

Dec 15 - Dec 16

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! (578 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

Every thing was awsome clean room great people great room

Reviewed on Nov 18, 2025

Pier House Resort & Spa

1 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$407 nightly

$458 total

Dec 7 - Dec 8

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! (1,000 reviews)

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

Travelers say...

Lovely hotel, great room and ideal location.

Reviewed on Nov 30, 2025

Heron House Court - Adult Only

412 Frances St Key West FL

$144 nightly

$162 total

Dec 8 - Dec 9

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! (1,020 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

Everything was great

Reviewed on Dec 1, 2025

Heron House - Adult Only

512 Simonton St Key West FL

$174 nightly

$196 total

Dec 7 - Dec 8

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! (1,137 reviews)

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

Travelers say...

Nice place

Reviewed on Dec 1, 2025

La Concha Key West, Autograph Collection

430 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$259 nightly

$291 total

Dec 14 - Dec 15

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 ...

9/10 Wonderful! (276 reviews)

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

Travelers say...

Hotel staff was amazing. Room was spotless! Excellent place to stay! Will definitely stay here again in the future!

Reviewed on Nov 30, 2025

Hyatt Centric Key West Resort and Spa

601 Front St Key West FL

Fully refundableReserve now, pay when you stay

$314 nightly

$353 total

Dec 9 - Dec 10

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 ...

8.8/10 Excellent! (1,010 reviews)

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

Travelers say...

Smooth easy check in. Staff was very friendly

Reviewed on Dec 1, 2025

Duval Inn

511 Angela Street Key West FL

$245 nightly

$276 total

Dec 8 - Dec 9

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! (713 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

Everything was great

Reviewed on Nov 26, 2025

The Southernmost Inn - Adults Only

525 United Street Key West FL

Fully refundableReserve now, pay when you stay

$149 nightly

$168 total

Dec 16 - Dec 17

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! (1,192 reviews)

Travelers like: close to beach, outdoor pools

Travelers say...

The entire property is impressively clean from the room and dining area to the swimming pool. The bathroom is small, but has new and spotless fixtures. The surrounding area is calm and quiet, and the hotel’s close proximity to the beach makes the stay even better.

Reviewed on Dec 3, 2025

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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

Duval Delight | Recently Remodeled Condo on Duval!

Key West FL

$651 nightly

$716 total

Dec 8 - Dec 9

Total with taxes and fees

9.8/10 Exceptional! (35 reviews)

Beach Villas in Key West Historic District

Two Bedroom Two Bath Poolside Villa Steps from Duval!

Key West FL

$570 nightly

$632 total

Dec 8 - Dec 9

Total with taxes and fees

10/10 Exceptional! (47 reviews)

More Beachfront Hotels in Key West Historic District

Silver Palms Inn

830 Truman Ave Key West FL

$176 nightly

$198 total

Dec 8 - Dec 9

Total with taxes and fees

9.2/10 Wonderful! (1,015 reviews)

Popular Beach Stays in Key West Historic District

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Recent Key West Historic District Hotel Reviews By Fellow Wanderers

Southernmost Beach Resort and Guesthouses

5 out of 5

Posted 23 hours ago

Travelocity Verified Review

"Resort was fantastic and grounds were kept beautiful and clean. Staff was friendly and helpful. We ate at onsite restaurant and food was delicious. "

A verified traveler stayed at Southernmost Beach Resort and Guesthouses

The Southernmost Inn - Adults Only

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"The entire property is impressively clean from the room and dining area to the swimming pool. The bathroom is small, but has new and spotless fixtures. The surrounding area is calm and quiet, and the hotel’s close proximity to the beach makes the stay even better."

A verified traveler stayed at The Southernmost Inn - Adults Only