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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

Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...

8.6/10 Excellent! (2,934 reviews)

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

Travellers say...

The room was very clean. The staff were very pleasant. Constantine, the bartender at the Pineapple pool was amazing!!!

Reviewed on 15 Dec 2025

Parrot Key Hotel & Villas

2801 N Roosevelt Blvd Key West FL

5 min drive from Duval Street

Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 4 outdoor pools and breakfast (surcharge). Our guests praise the pool and the bar in their reviews. Popular ...

8.8/10 Excellent! (1,187 reviews)

Great place to stay 👌 👍

Reviewed on 15 Dec 2025

Pier House Resort & Spa

1 Duval St Key West FL

11 min walk from Duval Street

Stay at this beach resort in Key West. Enjoy a full-service spa, a private beach and 2 bars/lounges. Our guests praise the pool and the helpful staff in their ...

9/10 Wonderful! (1,003 reviews)

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

Travellers 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 10 Dec 2025

See all 8,444 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.