Sunset Key Holidays
Book a Hotel + Flight or Car together to unlock savings
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
Old Town Key West
4 out of top 10 points of interest in this area
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.
Downtown Key West
While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
Key West Historic District
2 out of top 10 points of interest in this area
Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.
New Town
While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
Top hotels in Sunset Key
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
3.621.712 ₫
5.994.089 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (3,489 reviews)
"Disappointing Stay — Not What We Expected From a “Beach Resort” Unfortunately, our stay at Southernmost Beach Resort was very disappointing and did not live up to our expectations, particularly considering the price and how the property is marketed. The rooms were not up to the standard we expected ..."
Reviewed on 8 Aug 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
2.795.477 ₫
5.650.765 ₫ total
9 Aug - 10 Aug
includes taxes & fees
8.6/10 Excellent! (2,409 reviews)
"Specious rooms"
Reviewed on 7 Aug 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
3.162.682 ₫
5.032.048 ₫ total
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (2,608 reviews)
"The hotel was ok, nothing special to need to pay $50 a day resort fee. The rooms are your typical hotel room, nothing fancy. One hard chair to sit on, no couch or other seating besides bed. No clock or microwave in room. Bathroom has a standing glass shower with no privacy which is not convenient ..."
Reviewed on 8 Aug 2026
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.
Frequently asked questions
How much does a Sunset Key holiday package cost?
Create unforgettable memories with our Sunset Key holiday packages, which start from only . Handpick the flights and hotels that fit your travel plans. Then, add on a couple of sightseeing tours for a memorable escape.
How do I get a cheap travel package to Sunset Key?
Our Sunset Key holiday packages offer plenty of savings for the savvy traveller. For the best deals, simply bundle your hotel, flights and tours into one neat package. But low prices are just the beginning of your next epic adventure. When you book with Expedia, and you'll have over 550 air carriers and 1null000null000 hotel options globally to select from. Whatever your style or budget, there's a holiday package here just for you.
Where should I stay in Sunset Key?
Most visitors who travel to Sunset Key put both Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens on their itineraries. Why not book a hotel near these top attractions?
How far in advance should I book my Sunset Key holiday?
It can be tricky to know exactly when is the ideal time to book your Sunset Key holiday. But typically the earlier you book, the better the prices. In some cases, you can reserve your flights and hotels nearly 12 months before departure. If you're thinking of a last-minute getaway, no need to fret! There are fabulous bargains popping up on Expedia all the time.
What does an Expedia Sunset Key travel package include?
Flights, rental cars and hotels — you'll discover them all here. With Expedia, you can shape your Sunset Key travel package the way you want. All you have to do is determine just what you need. Once you've made your booking, you can add on extras like experiences and activities. The more you bundle, the bigger the savings!
What should I know before booking a Sunset Key travel package?
Whether it's relaxation or adventure you're chasing, a Sunset Key holiday package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Sunset Key Expedia holiday package?
Yes — that's the beauty of an Expedia package. You're in control. We have access to more than 550 partner airlines all over the world, so you have lots of choice when organising your Sunset Key escape.
If I'm not able to travel, can I cancel my Sunset Key holiday package?
If your travel plans in Sunset Key have been upended, it's a relief to know that it's possible to cancel or amend your booking. If your booking was made in the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a cancellation fee. To find out more, check our Customer Service Portal.