Key Haven Vacation Packages

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Top Key Haven Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Key West (EYW)
9.6/10 Exceptional! (1,024 reviews)
Bed comfort was good

Reviewed on Aug. 7, 2025

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Old Town Key West
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (356 reviews)
Great place to stay! Staff was amazing. We will definitely stay here again. A little paradise off of Duval!

Reviewed on Aug. 4, 2025

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (1,044 reviews)
Great experience overall! Clean hotel and pool, great local food and convenient shuttle service to downtown Key West. We did on site laundry… were told one price for a bag of clothing and were charged another, even though all items fit into their laundry bag and closed. We had the mimosa package special upon booking and it was never delivered upon, they stated we would get that refunded to us. Those were our only two complaints!

Reviewed on Aug. 5, 2025

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Key West (EYW)
9/10 Wonderful! (1,710 reviews)
There was scum along the waterline of the pool. Our “Ocean View” was a swamp mess and at closing there was a bunch of $600 charges on top of the $400 upon arrival and 2k prior.

Reviewed on Aug. 5, 2025

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.2/10 Wonderful! (1,024 reviews)
The swimming area is great for families.

Reviewed on Aug. 5, 2025

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Key Haven Hotel Deals

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 CA $184 per night from Aug 21 to Aug 22
CA $184
CA $277 total
Aug 21 - Aug 22
includes taxes & fees
8.4/10 Very Good! (1,426 reviews)
Sister Time
"Fantastic experience from check in-out. Lovely property and staff were polite and helpful. The hotels concierge, Susan-AMAZING. She made us feel at home. From the welcoming champagne toast to her knowledge of the island, its treasures and hotspots, she is a GEM! We will be back."

Reviewed on Aug. 5, 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 CA $157 per night from Sep 7 to Sep 8
CA $157
CA $254 total
Sep 7 - Sep 8
includes taxes & fees
7.6/10 Good! (1,523 reviews)
"The staff and the manager are so nice I had a small issue with my room after the first night and the manager was so kind to move us to a new and gave us a 50.00 bar credit for the inconvenience he was very understanding about the issue and took care of it right away this property is family friendly ..."

Reviewed on Aug. 4, 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 CA $243 per night from Sep 3 to Sep 4
CA $243
CA $366 total
Sep 3 - Sep 4
includes taxes & fees
8.6/10 Excellent! (2,658 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 Aug. 5, 2025

Southernmost Beach Resort and Guesthouses
See all 3,209 properties in Key Haven
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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Frequently asked questions

How much does a Key Haven vacation package cost?
Our Key Haven packages, which start from as low as CA $1,044, are the easiest way to save money. Pick and choose your favorite hotels, flights and more to create a personalized escape.
How do I get a cheap travel package to Key Haven?
If you love getting an amazing deal, combine your bookings into a Key Haven vacation package. Whether you're looking for flights, hotels, tours or rental cars, you can browse and book them all in one place. You'll have plenty of choice at your fingertips too. Expedia has more than 550 air carriers and 1,000,000 hotels worldwide to select from. Fly with who you want, stay wherever you like and save a packet — now that's the ideal getaway!
What are the top hotels in Key Haven?
If this will be your first time in Key Haven, book a room at Luxurious, Elegant Home or Modern Keys. Both offer comfy beds and are popular options with many travelers.
How far in advance should I book my Key Haven vacation?
To score rock-bottom prices, book early. Airlines typically release flights, along with some of the lowest fares, around a year prior to departure. Hotels, activities and car rental should also be booked early so you can have the pick of the bunch. If you're in need of a last-minute getaway in Key Haven, there are always plenty of great bargains to be had on Expedia. Book something in today!
What does an Expedia Key Haven travel package include?
Expedia has everything you need to lock in Key Haven getaway, but what your package looks like is entirely up to you. Pick from a combination of rental cars, flights and hotels. In search of some activities or tours to keep you busy? Once you've made your booking, you can add them on too. No matter your budget, there's a vacation package to match your needs.
What should I know before booking a Key Haven travel package?
Get set to save with an Expedia travel package. Combine your airfares, rental cars and hotels and score great discounts. Hotels aren't your only option, though. Book with us and select from beachfront villas, city apartments and just about everything in between!
Can I choose my airline with a Key Haven Expedia vacation package?
With a vacation package, you're the boss. Whether you're eager to fly to Key Haven in economy or business class, simply select from the available airline options. Expedia has access to over 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Key Haven vacation package?
Because we know life can be unpredictable, the answer is yes. For further details, check out our Customer Service Portal. But generally speaking, if you've booked your Key Haven vacation package in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.