Florida Keys Romantic Vacations
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Top Romantic vacation packages in Florida Keys
Price found within the past 48 hours. Click for updated prices.
La Concha Key West, Autograph Collection
Key West Historic District
₩1,112,696
per person
Oct 11 - Oct 14
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9/10 Wonderful! (476 reviews)
Love the history of La Concha, the vibe, bar, size and the location, almost mid-way on Duval Street, the hub of activity. It’s also one of the stops on the “hop-on hop-off “(every 30min) Old Town Trolley Key West Tours, which is a really big deal. There are no doubt other excellent properties in Key West, but La Concha was a great fit for me. I will definitely stay there on my next trip to the island.
Reviewed on Sep 11, 2026
The Gardens Hotel
Old Town Key West
₩1,375,682
per person
Oct 11 - Oct 14
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
This was our first time at the Garden House and we LOVED it! Everything about the place was outstanding. So much, that we booked again to stay there in October, 2026. The staff, drinks, food, grounds....Everything is just wonderful.l
Reviewed on Sep 8, 2026
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View all trips3 Night Romantic vacations in Florida Keys
Price found within the past 48 hours. Click for updated prices.
The Gardens Hotel
Old Town Key West
₩1,375,682
per person
Oct 11 - Oct 14
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.8/10 Exceptional! (1,003 reviews)
This was our first time at the Garden House and we LOVED it! Everything about the place was outstanding. So much, that we booked again to stay there in October, 2026. The staff, drinks, food, grounds....Everything is just wonderful.l
Reviewed on Sep 8, 2026
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View all tripsTop Romantic Florida Keys Hotels
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
- 10 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 ...
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
- 5 min drive from Duval Street
In-room massages, al fresco dining, and a garden await couples visiting this romantic hotel. The property also offers luxury bedding, a terrace, and a waterfront ...
9/10 Wonderful! (1,460 reviews)
"Clean"
Reviewed on Sep 10, 2026
Pier House Resort & Spa
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! (1,319 reviews)
Couples like: full-service spa, beachfront dining, hot tub, on the beach
Travelers say...
"What a great resort! Everything you need from a beach resort and more. The beautiful beach with NO sargassum. Clean, well maintained pool and common areas. Friendly staff. Delicious food and drinks. One of the best places I've ever stayed."
Reviewed on Sep 11, 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.
