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Top Romantic Florida Keys Hotels

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 ...

9/10 Wonderful! (1,326 reviews)

No the shuttle wasn't easy to find, we took a taxi.

Reviewed on 19 Mar 2026

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! (1,067 reviews)

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

Travellers say...

Great staff

Reviewed on 20 Mar 2026

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

3 hours drive from Duval Street

Stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their ...

See all 8,312 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.