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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! (3,241 reviews)

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

Travelers say...

Love it here. Everything you could want. A little pricey , but you get what you pay for.

Reviewed on Apr 27, 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! (1,359 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! (1,094 reviews)

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

Travelers say...

We enjoyed the beach-pool area with restaurant and bar adjacent. We rented bikes from next door and road to a concert at the island amphitheater. The only minor suggestion would be to change the drawer and cupboard hardware. They were really difficult to open.

Reviewed on Apr 26, 2026

See all 8,305 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.