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Top Romantic Key West 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! (3,143 reviews)

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

Travelers say...

After our stay we received a bill for $634.00 for various charges like parking (we did not have a car). Amenities fee for each day. When we booked through Expedia we thought our stay was all inclusive. Please send us what was and was not inclusive. Thanks, Larry White

Reviewed on Mar 12, 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! (1,321 reviews)

I would rate the property of three star. It could be better. The one thing I didn’t notice on my first Barr bill when I walked in as they automatically give you on the bill at 18% tip, but you don’t realize drinks are pretty expensive all over Key West but when you have $100 bill you don’t know there’s ...

Reviewed on Mar 12, 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! (1,051 reviews)

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

Travelers say...

Amazing location, Clean and spacious rooms, Relaxing, Amenities are great

Reviewed on Mar 12, 2026

See all 2,707 properties in Key West

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.