Sunset Key Vacations from $939

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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.
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Sunset Harbor, Key West
Casa Marina Key West, Curio Collection by Hilton
Waterfront Luxury Home - Tidelands House
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

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

Sunset Key Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is $606 total per night from Mar 12 to Mar 13
$606 total
per night
Mar 12 - Mar 13
8.8/10 Excellent! (3,104 reviews)
All pools and beaches should have same chair reservation rules. Seaside we could not get a seat due to people saving seats in the am not using them until after Lunchtime. Also, Sunset Bar by the pier wasn’t staffed or open. Beds were not comfortable for a premium resort. Replacement of the mattresses ...

Reviewed on Mar 2, 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is $514 total per night from Mar 25 to Mar 26
$514 total
per night
Mar 25 - Mar 26
8.8/10 Excellent! (1,787 reviews)
Great property, great amenities, including the pool and the gym. Love being right across the street from the beach. Staff was very polite and accommodating. Loved having Shuttle Service for drop off and pick up to Duval Street.

Reviewed on Mar 3, 2026

Margaritaville Beach House Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is $375 total per night from Mar 5 to Mar 6
$375 total
per night
Mar 5 - Mar 6
8/10 Very Good! (2,121 reviews)
Room was unique with tile floors but necessary with the beach right out front! Everyone we met was amazing and so kind! Will be staying again! The tortoises were a nice bonus!

Reviewed on Mar 3, 2026

Ibis Bay Beach Resort
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.