Florida Keys Romantic Vacations

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    Better together
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Romantic Florida Keys Hotels

Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
  • 11 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 ...
8.6/10 Excellent! (2,558 reviews)

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

Travelers say...
"Away from craziness makes this locating nice to enjoy."

Reviewed on Jun 25, 2025

Southernmost Beach Resort and Guesthouses
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4 out of 5
2801 N Roosevelt Blvd, Key West, FL
  • 5 min drive from Duval Street
In-room massages, a garden, and poolside dining await couples looking for a romantic getaway at this eco-certified hotel. The property also offers luxury bedding, ...
9/10 Wonderful! (1,012 reviews)
"Thought it was a wonderful place to stay. Only had a couple of issues. Need high rise toilets because there were very hard for tall or older people to use. Extremely low toilets. Didn’t have knowledge of the shuttle system and we rented a car which was not worth it. I would advise against it because ..."

Reviewed on Jun 27, 2025

Parrot Key Hotel & Villas
Pier House Resort & Spa
Pier House Resort & Spa
4 out of 5
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! (1,004 reviews)

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

Travelers say...
"Everyone was great."

Reviewed on Jun 25, 2025

Pier House Resort & Spa
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.