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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

Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...

8.8/10 Excellent! (3,238 reviews)

Great resort

Reviewed on 26 Apr 2026

Parrot Key Hotel & Villas

2801 N Roosevelt Blvd Key West FL

5 min drive from Duval Street

Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 4 outdoor pools and breakfast (surcharge). Our guests praise the pool and the bar in their reviews. Popular ...

9/10 Wonderful! (1,356 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 26 Apr 2026

Pier House Resort & Spa

1 Duval St Key West FL

11 min walk from Duval Street

Stay at this beach resort in Key West. Enjoy a full-service spa, a private beach and 2 bars/lounges. Our guests praise the pool and the helpful staff in their ...

9/10 Wonderful! (1,093 reviews)

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 24 Apr 2026

See all 8,292 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.