Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

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! (2,982 reviews)

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

Travelers say...

Fun and safe

Reviewed on Jan 6, 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 ...

8.8/10 Excellent! (1,219 reviews)

Room is beautiful but the Safe, the window blinds have some issues, the hotel response was prompt and repairing were done as promised. The tours recommendation desk is very helpful! Restaurant and food are great. The holiday vibes here are just what we need! The Santa is cute and the staffs in Restaurant ...

Reviewed on Jan 5, 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! (1,022 reviews)

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

Travelers say...

The room was wonderful, especially the Lanai! It allowed us to to enjoy quiet coffee by ourselves every morning and a peaceful night cap before bed. Highly recommend this property to anyone looking for a great location to stay. The close proximity of nightlife and easy access to high end dinning ...

Reviewed on Jan 4, 2026

See all 8,398 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.