Florida Keys Romantic Holidays 2026

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Top Romantic Florida Keys Hotels

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

10 min walk from Duval Street

Stay at this spa 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! (3,637 reviews)

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

Travellers say...

"Property was amazing, our second time here. Staff was very accommodating! Pools were clean and the atmosphere at the pools was perfect. We will definitely be returning."

Reviewed on 29 Sept 2026

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 ...

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 ...

See all 8,223 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.