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.

Eden House

Key West Historic District

CA $1,828

per person

Nov 8 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (1,013 reviews)

Beautiful place to stay very clean great pool and staff is outstanding would highly recommend. Big shout out Gemma she was fabulous

Reviewed on Sep 5, 2026

The Key West Hotel

Key West Historic District

CA $3,578

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Key West (EYW)

9.2/10 Wonderful! (562 reviews)

Great place to stay - highly recommend.

Reviewed on Aug 20, 2026

Southernmost House - Adult Exclusive

Old Town Key West

CA $2,616

per person

Oct 19 - Oct 23

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Key West (EYW)

9.4/10 Exceptional! (1,001 reviews)

The Gardens Hotel

Old Town Key West

CA $2,569

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Key West (EYW)

9.8/10 Exceptional! (1,005 reviews)

The garden and the pool were very nice

Reviewed on Sep 5, 2026

Ella's Cottages - Key West Historic Inns

Old Town Key West

CA $2,023

per person

Nov 12 - Nov 17

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Key West (EYW)

9.4/10 Exceptional! (494 reviews)

It is located in the heart of he old district snd everything was so accessible without having to use our car. The property is only 1 block off Duval so,we had the advantage of,accessibility without the noise. The property is protected by foliage which makes it feel private and protected. The complimentary breakfast is lovely, and there is wine by the pool daily. Dwight welcomes guests upon arrival,and made us feel,at home. The beds are so comfy, and each cottage has its own flavor. I hope to return and stay at Ella’s Cottages again, Expedia does a great job helping us narrow down our priorities, amenities, location, etc. That enabled us to find Ella’s Cottages, which was perfect for us.

Reviewed on Sep 1, 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 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 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 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

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

CA $199

CA $325 total

Sep 20 - Sep 21

includes taxes & fees

8.6/10 Excellent! (3,574 reviews)

"Sea grass smell is awful. Door and window were broken or loose bolts. Door wouldn't close, had to call maintenance to repair. No trash can liners provided. Moved rooms to get away from smell. The second room also smelled bad. We bought air freshener at CVS to deal with the bad smell. The swimming ..."

Reviewed on Sep 5, 2026

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

CA $133

CA $282 total

Sep 13 - Sep 14

includes taxes & fees

8.6/10 Excellent! (2,492 reviews)

"Perfecto"

Reviewed on Sep 5, 2026

Margaritaville Beach House Key West

2001 South Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

CA $244

CA $361 total

Sep 20 - Sep 21

includes taxes & fees

See all 3,089 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.