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Top Romantic vacation packages in Florida Keys

Price found within the past 48 hours. Click for updated prices.

Southernmost Beach Resort and Guesthouses

Old Town Key West

￥3,297,782

per person

Dec 10 - Dec 17

found 1 hour ago

Roundtrip flight included

Fukuoka (FUK) to Key West (EYW)

8.6/10 Excellent! (2,750 reviews)

The property and staff was great

Reviewed on Sep 26, 2025

The Gardens Hotel

Old Town Key West

￥3,394,517

per person

Dec 10 - Dec 17

found 1 hour ago

Roundtrip flight included

Fukuoka (FUK) to Key West (EYW)

9.8/10 Exceptional! (1,001 reviews)

My boyfriend and I absolutely loved our stay! We were able to walk all over Key West, enjoy a few bars and restaurants on Duval Street, and then come back to our quaint little place to relax. Perfect location!

Reviewed on Sep 18, 2025

Pier House Resort & Spa

Key West Historic District

￥3,357,574

per person

Dec 10 - Dec 17

found 1 hour ago

Roundtrip flight included

Fukuoka (FUK) to Key West (EYW)

9/10 Wonderful! (1,005 reviews)

Loved the property and location! Will definitely stay again!

Reviewed on Sep 24, 2025

The Reach Key West, Curio Collection by Hilton

Old Town Key West

￥3,346,797

per person

Dec 10 - Dec 17

found 1 hour ago

Roundtrip flight included

Fukuoka (FUK) to Key West (EYW)

8.4/10 Very Good! (1,005 reviews)

Beach was a little disappointing

Reviewed on Sep 26, 2025

Southernmost House

Old Town Key West

￥3,356,593

per person

Dec 10 - Dec 17

found 1 hour ago

Roundtrip flight included

Fukuoka (FUK) to Key West (EYW)

9.4/10 Exceptional! (1,003 reviews)

Very beautiful place to stay in Key West. Will stay here again if we return.

Reviewed on Sep 26, 2025

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Top Romantic Florida Keys Hotels

Southernmost Beach Resort and Guesthouses

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! (2,771 reviews)

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

Travelers say...

"Good location"

Reviewed on Sep 23, 2025

Parrot Key Hotel & Villas

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! (1,100 reviews)

"Really liked the 4 pools, the restaurant and the chickens walking around."

Reviewed on Sep 23, 2025

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! (1,011 reviews)

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

Travelers say...

"Loved the property and location! Will definitely stay again!"

Reviewed on Sep 24, 2025

See all 8,389 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.