Sunset Key Holidays

Photo by Russell Hewatt

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Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was €1,487, price is now €1,145 per person
€1,145
per person
27 May - 1 Jun
found 1 day ago
Return flight included
New York (NYC) to Key West (EYW)
9/10 Wonderful! (1,825 reviews)
The room was clean and bright with beautiful decor. The food was top shelf. The pool was perfect temp and the seating was comfy. The shuttle was reliable, clean. And friendly

Reviewed on 31 Mar 2026

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was €1,676, price is now €1,237 per person
€1,237
per person
27 May - 1 Jun
found 1 day ago
Return flight included
New York (NYC) to Key West (EYW)
9.4/10 Exceptional! (1,226 reviews)
great variety on the menus. we enjoyed our stay. My only negative comment is related to the loud conversations of our neighbors on the balcony two days and also a couple were sitting by the fire pits while they were on a phone call that they put on speaker. These incidents made our time relaxing on the balcony less enjoyable.

Reviewed on 28 Mar 2026

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
Price was €1,705, price is now €1,300 per person
€1,300
per person
27 May - 1 Jun
found 1 day ago
Return flight included
New York (NYC) to Key West (EYW)
9.8/10 Exceptional! (1,004 reviews)
Great breakfast, clean rooms, staff very helpful and friendly. Always accommodating Bar made amazing drinks and snacks were a great

Reviewed on 30 Mar 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
Old Town Key West

Old Town Key West

4 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 Florida Keys Beaches.

Find hotels in Old Town Key West

Top hotels in Sunset Key

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 €302 per night from 19 Apr to 20 Apr
€302
19 Apr - 20 Apr
includes taxes & fees
8.2/10 Very Good! (2,020 reviews)
Awesome place to stay in the Keys. Enjoyed it very much.

Reviewed on 31 Mar 2026

Blue Flamingo Resort Key West
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 €346 per night from 13 Apr to 14 Apr
€346
13 Apr - 14 Apr
includes taxes & fees
8.8/10 Excellent! (1,805 reviews)
Fun, clean and relaxing

Reviewed on 31 Mar 2026

Margaritaville Beach House 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
The price is €318 per night from 13 Apr to 14 Apr
€318
13 Apr - 14 Apr
includes taxes & fees
8.6/10 Excellent! (2,102 reviews)
This was a wonderful stay. The property had a shuttle which provided transportation to two stops in the Key West area. The staff was wonderful and accommodating for any questions or problems. Only issues we had, elevators were broken so had to carry heavy suitcases up the stairs. Also the hot tub ...

Reviewed on 31 Mar 2026

Beachside Resort & Residences
See all 2,671 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 €1,145. 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.