Key Haven Vacation Packages

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Top Holiday Package Deals in Key Haven

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

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

Save 100% on your flight

CA $2,090

per person

Jan 8 - Jan 15

found 23 hours ago

Roundtrip flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,004 reviews)

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

Old Town Key West

Save 100% on your flight

CA $8,143

per person

Dec 29 - Jan 4

found 23 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

10/10 Exceptional! (1 review)

Loved the closeness to Duval st and the privacy

Reviewed on Oct 17, 2025

Beachfront 2bdr Condo, Pool & Hot Tub w/ Ocean Views Papaya Place by Avantstay

Beachside

Save 100% on your flight

CA $3,159

per person

Jan 8 - Jan 15

found 23 hours ago

Roundtrip flight included

Detroit (DTW) to Key West (EYW)

No reviews

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Save 100% on your flight

CA $2,123

per person

Jan 8 - Jan 15

found 23 hours ago

Roundtrip flight included

Detroit (DTW) to Key West (EYW)

9.2/10 Wonderful! (1,432 reviews)

Southernmost House - Adult Exclusive

Old Town Key West

Save 100% on your flight

CA $4,323

per person

Dec 10 - Dec 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.4/10 Exceptional! (1,001 reviews)

Liked the bungalow, smaller but functional. The only problem I had was the air conditioning couldn’t cool the room efficiently and had to keep emptying the dehumidifier. Love the location, pool and hotel.

Reviewed on Oct 17, 2026

Where to stay in Key Haven

Find the best Key Haven areas and neighborhoods for the activities you enjoy most. Learn more about Key Haven

A white building with shutters, palm trees, and a lawn.

Old Town Key West

4 out of top 10 points of interest in this area

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.

A two-story house with green shutters and a wooden balcony.

Key West Historic District

2 out of top 10 points of interest in this area

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

A sunset over the ocean with scattered clouds.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

Key Haven Hotel Deals

Margaritaville Beach House Key West

2001 South Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

CA $308

CA $435 total

Oct 25 - Oct 26

includes taxes & fees

8.8/10 Excellent! (1,807 reviews)

"Not the same good times vibe as other Margaritaville locations, needs renovation and up keep and poor dining options . Really hope these things come in the future as we live Margaritaville in all other locations."

Reviewed on Oct 21, 2026

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

CA $249

CA $370 total

Nov 19 - Nov 20

includes taxes & fees

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

CA $163

CA $263 total

Oct 25 - Oct 26

includes taxes & fees

See all 3,124 properties in Key Haven

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.