
Key West Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Romantic Key West Hotels

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
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! (3,264 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, on the beach
Travelers say...
We traveled with two children. The description said the room was for four. In reality, there is very little space for four. The lighting in the room is terrible. Everything is very old. The towels are washed out. The biggest advantage of this hotel is that it is on the beach. However, this hotel ...
Reviewed on May 1, 2026

Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
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! (1,369 reviews)
Overall, I would rate my 3-day stay at Parrot Key Hotel & Villas as just okay. There were definitely some highlights—valet service and the Excursion Desk staff were both incredibly helpful and friendly, which made parts of the stay more enjoyable. Unfortunately, there were a few issues that impacted ...
Reviewed on May 1, 2026

Pier House Resort & Spa
1 Duval St Key West FL
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! (1,099 reviews)
Couples like: full-service spa, beachfront dining, hot tub, on the beach
Travelers say...
We have stayed here several times. Always clean and walking distance to lots of shops, restaurants, and bars.
Reviewed on May 1, 2026
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.
