Top Romantic Florida Keys Hotels

Southernmost Beach Resort and Guesthouses

1319 Duval Street, Key West, FL

11 min walk from Duval Street

Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...

8.6/10 Excellent! (2,675 reviews)

"Best resort!! My boyfriend just said “ I would say there 100 more times”. The staff was great, upgraded our rooms since it was a big family trip. Walkable distance to everything. Special shoutout the the restaurant chef on the property who cooked us the most unforgettable meal after we brought her ..."

Reviewed on 12 Aug. 2025

Parrot Key Hotel & Villas

2801 N Roosevelt Blvd, Key West, FL

5 min drive from Duval Street

Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...

9/10 Wonderful! (1,045 reviews)

"Súper buenas experiencias"

Reviewed on 11 Aug. 2025

Pier House Resort & Spa

1 Duval St, Key West, FL

11 min walk from Duval Street

Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...

9/10 Wonderful! (1,001 reviews)

"Property is very nice and well maintained. We stayed in a double queen room with a lanai. To our disappointment it was very small. There were two of us and there was no room to move around. The bathroom is small also no room to put your toiletries around the sink. For the price of the room it was ..."

Reviewed on 12 Aug. 2025

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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.