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Top Romantic Florida Keys Hotels

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

11 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 ...

8.6/10 Excellent! (2,918 reviews)

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

Travelers say...

Beautiful beach property. Great pools, fun activities, lovely pier to sun bask on. Clean rooms. Avalon house all decked out for Christmas. Second time here, highly recommend!

Reviewed on 2025/12/11

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 ...

8.8/10 Excellent! (1,189 reviews)

Absolutely wonderful stay! The property and the room were beautiful! The staff was so helpful and welcoming. Highly recommend this property!

Reviewed on 2025/12/15

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! (1,003 reviews)

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

Travelers say...

Our stay at Pier House Resort was truly amazing. The ambiance throughout created a genuine “Don’t Worry, Be Happy” atmosphere that made our getaway unforgettable. Every staff member we interacted with was courteous, professional, and friendly — they took wonderful care of us from start to finish. ...

Reviewed on 2025/12/10

See all 8,415 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.