Sunset Key Vacations from $766

Book a Hotel + Flight or Car together to unlock savings

Photo by Russell Hewatt
  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Winslow's Bungalows - Key West Historic Inns
Hyatt Vacation Club at Beach House, Key West
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Hyatt Vacation Club at Windward Pointe, Key West
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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $219 total per night from Jun 1 to Jun 2
$219 total
Jun 1 - Jun 2
Total with taxes and fees
8.4/10 Very Good! (2,170 reviews)
Way exceeded our expectations. The staff were wonderful. It was a really great place.

Reviewed on May 2, 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$251 nightly
The price is $282 total per night from May 11 to May 12
$282 total
May 11 - May 12
Total with taxes and fees
8.6/10 Excellent! (2,191 reviews)
Elevator was broken for several days. The staff definitely helped with our luggage for checkout but the rest of the time we used the stairs. Still not so bad but the gates on the stairs did not lock properly so it gives the impression of a property that is not well maintained.

Reviewed on Apr 30, 2026

Beachside Resort & Residences
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
$268 nightly
The price is $302 total per night from May 26 to May 27
$302 total
May 26 - May 27
Total with taxes and fees
8.8/10 Excellent! (1,798 reviews)
Never had a chance to check in the reservation from Expedia never went through and even though I showed them the invoice they still had me waiting to get hold of management finally after waiting for what seemed like forever without a solution other than paying again and getting refunded from yall ...

Reviewed on May 1, 2026

Margaritaville Beach House Key West
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.

Explore a world of travel with Expedia

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