Sunset Key Holidays

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Price found within the past 48 hours. Click for updated prices.
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
per person
7 Oct - 10 Oct
found 5 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
8.2/10 Very Good! (1,996 reviews)
Clean vintage motor inn. Very small bathrooms, one person only. The pool needs a good scrubbing. Nice views from bay rooms. Rooms need coffee makers as no not have to wander across the parking lot to restaurant to get some. Overall clean and friendly with easy parking.

Reviewed on 5 Aug 2025

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
per person
7 Oct - 10 Oct
found 5 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
9.6/10 Exceptional! (1,024 reviews)
We enjoyed our stay very much and will be staying here again in the near future. Everything about it was very nice with beautiful views of the property.

Reviewed on 4 Aug 2025

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
per person
7 Oct - 10 Oct
found 5 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
9.8/10 Exceptional! (1,011 reviews)
Very clean and quiet. Right on Duval St so less than a mile from everything.

Reviewed on 6 Aug 2025

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
per person
7 Oct - 10 Oct
found 5 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
10/10 Exceptional! (1,009 reviews)
Wonderful little hotel that was relaxing with great breakfast.

Reviewed on 2 Aug 2025

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
per person
7 Oct - 10 Oct
found 5 hours ago
Return direct flight included
New York (JFK) to Key West (EYW)
8.6/10 Excellent! (2,668 reviews)
Very nice e property! Quiet area, but very convenient to local bus stop to Duval Street and other attractions. We would definitely stay here again. Be sure to try Frenchie’s Cafe across the street. Great brunch!

Reviewed on 5 Aug 2025

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
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Old Town Key West

3 out of top 10 points of interest in this area
5/5(6 area reviews)

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Saint Mary Star of the Sea.

Find hotels in Old Town Key West

Top hotels in Sunset Key

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
The price is €174 per night from 11 Aug to 12 Aug
€174
11 Aug - 12 Aug
includes taxes & fees
8.4/10 Very Good! (1,425 reviews)
"Great property. Clean. Great pool."

Reviewed on 4 Aug 2025

Beachside Resort & Residences
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
The price is €159 per night from 4 Sept to 5 Sept
€159
4 Sept - 5 Sept
includes taxes & fees
7.6/10 Good! (1,518 reviews)
"Our stay was great the place was very clean also children friendly environment had a lots of games, the staff was great and we had a lot of fun."

Reviewed on 3 Aug 2025

Blue Flamingo Resort Key West
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 €237 per night from 25 Aug to 26 Aug
€237
25 Aug - 26 Aug
includes taxes & fees
8.6/10 Excellent! (2,656 reviews)
"We enjoyed the restaurant and bar, they have great happy hour options."

Reviewed on 4 Aug 2025

Southernmost Beach Resort and Guesthouses
See all 2,776 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.

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 €606. 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 1,000,000 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.