Sunset Key Vacation Packages 2026 from $1,289

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Your Sunset Key Vacation

Let our Sunset Key vacation packages take you to a destination where long-lasting memories are waiting to be made. While it's especially renowned for its coastal beaches, there's plenty to love about this neighborhood. Not sure where to go during your trip to Sunset Key? Nearby attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square are great places to start. No matter what your dream Sunset Key vacation may look like, you can turn it into reality with Expedia.

The Latest Sunset Key Vacation Packages

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

Coconut Beach Resort

Old Town Key West

Save 100% on your flight

$1,289

per person

Sep 23 - Sep 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

8.8/10 Excellent! (212 reviews)

Good and clean place. Good locations

Reviewed on Aug 19, 2026

The Key West Hotel

Key West Historic District

Save 100% on your flight

$3,530

per person

Nov 3 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (561 reviews)

Great place to stay - highly recommend.

Reviewed on Aug 20, 2026

The Perry Hotel & Marina Key West

Save 100% on your flight

$1,881

per person

Nov 3 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (1,329 reviews)

very good better than hotel on key west main island

Reviewed on Aug 20, 2026

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

Save 100% on your flight

$1,930

per person

Nov 3 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Key West (EYW)

9/10 Wonderful! (971 reviews)

Southernmost House - Adult Exclusive

Old Town Key West

Save 100% on your flight

$2,322

per person

Nov 3 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (1,001 reviews)

We had a great time at the Southernmost House. The staff was extremely kind, helpful, and friendly. The food at the bar that we had for breakfast and lunch was fantastic. The house was charming, and while it needs some updating, the staff is actively working to improve the property. We always had a place to park our golf cart and any issue we had was solved quickly. The location was great and we would definitely stay there again.

Reviewed on Aug 20, 2026

Where to stay in Sunset Key

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

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 Key West Tropical Forest and Botanical Garden.

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.

Sunset Key Hotel Deals

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

$200 nightly

$225 total

Sep 3 - Sep 4

Total with taxes and fees

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$136 nightly

$153 total

Aug 23 - Aug 24

Total with taxes and fees

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$200 nightly

$225 total

Sep 7 - Sep 8

Total with taxes and fees

9/10 Wonderful! (1,862 reviews)

"It was so relaxing and shuttles was awesome to and from downtown and airport."

Reviewed on Aug 21, 2026

See all 2,670 properties in Sunset Key

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.