Florida Keys Romantic Vacations

Book a Romantic Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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
  • 36 min drive from Florida Keys Beaches
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 ...
8.8/10 Excellent! (3,481 reviews)

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

Travelers say...
"There were ants all over the room. When I notified the front desk, she said she would have housekeeping come right away. They never showed up, ever. Beware of the multiple hidden fees including the $65 daily "amenity" fee which included use of the private beach (that you really couldn't use because ..."

Reviewed on Jul 26, 2026

Southernmost Beach Resort and Guesthouses
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
  • 32 min drive from Florida Keys Beaches
In-room massages, a garden, and poolside dining await couples visiting this romantic hotel. The property also offers luxury bedding, a terrace, and a waterfront ...
9/10 Wonderful! (1,429 reviews)
"All was a 10"

Reviewed on Jul 26, 2026

Parrot Key Hotel & Villas
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
  • 37 min drive from Florida Keys Beaches
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 ...
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.

Things to do

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