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Top Romantic Florida Keys Hotels

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

10 min walk from Duval Street

A spa, in-room massages, and ocean-view dining await couples visiting this romantic hotel. The property also offers happy hours, premium mattresses, and a waterfront ...

8.8/10 Excellent! (3,238 reviews)

Couples like: full-service spa, couples spa treatments, beachfront dining, on the beach

Travelers say...

Great resort

Reviewed on Apr 26, 2026

Parrot Key Hotel & Villas

2801 N Roosevelt Blvd Key West FL

5 min drive from Duval Street

In-room massages, a garden, and poolside dining await couples visiting this romantic hotel. The property also offers luxury bedding, a terrace, and a waterfront ...

9/10 Wonderful! (1,357 reviews)

We unfortunately did not have a wonderful experience. We had a female waitress serve us at breakfast but after we concluded, the male waiter decided to come over and clear our table. He noticed that we were feeding the chickens during our meal and decided to go into great detail about all the “C*cks” ...

Reviewed on Apr 26, 2026

Pier House Resort & Spa

1 Duval St Key West FL

11 min walk from Duval Street

A spa, in-room massages, and ocean-view dining await couples visiting this romantic resort. The property also offers a garden, a hot tub, and a waterfront ...

9/10 Wonderful! (1,093 reviews)

Couples like: full-service spa, beachfront dining, hot tub, on the beach

Travelers say...

The Pier House has an excellent location to Duval Street and Mallory Square, but there are numerous opportunities for improvement overall. We enjoyed our dinner entrees on our arrival night, and then drinks at the beach bar a couple of afternoons. The seaweed is a problem everywhere, but it was not ...

Reviewed on Apr 24, 2026

See all 8,298 properties in Florida Keys

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.