Key Haven Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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Top Key Haven Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Heron House - Adult Only

Heron House - Adult Only

3.5 out of 5
Old Town Key West
Price was CA $1,698, price is now CA $1,295 per person
CA $1,295
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,162 reviews)
Todo bien

Reviewed on Jul 13, 2026

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was CA $2,648, price is now CA $1,803 per person
CA $1,803
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Key West (EYW)
9.4/10 Exceptional! (1,162 reviews)
Everything was good condition Shaining inside and out said hotel property

Reviewed on Jul 14, 2026

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Price was CA $1,994, price is now CA $1,418 per person
CA $1,418
per person
Sep 20 - Sep 26
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.2/10 Very good! (2,289 reviews)
Bathroom was dirty along with sheets.

Reviewed on Jul 14, 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was CA $3,574, price is now CA $2,558 per person
CA $2,558
per person
Sep 20 - Sep 26
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.

Reviewed on Jun 7, 2026

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
Price was CA $1,941, price is now CA $1,473 per person
CA $1,473
per person
Sep 20 - Sep 26
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (951 reviews)
Our stay was amazing! The property was beautiful, spotless, and conveniently located close to all the key attractions. The staff was incredibly friendly and welcoming, making us feel right at home. A special shoutout to Alejandro at the bar he provided exceptional service, made fantastic drinks, and truly made our experience even more memorable. We can’t wait to come back!

Reviewed on Jul 13, 2026

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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 $207 per night from Aug 9 to Aug 10
CA $207
CA $368 total
Aug 9 - Aug 10
includes taxes & fees
8.6/10 Excellent! (2,346 reviews)
"Shuttle drivers should be trained what customers service is and they way they need to speak to guests. One evening we were at the front right on time, but he decided to just keep the door closed in front of our face and did not let us get on and left empty. I had requested a crib in the room, and ..."

Reviewed on Jul 14, 2026

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $257 per night from Jul 22 to Jul 23
CA $257
CA $393 total
Jul 22 - Jul 23
includes taxes & fees
8.8/10 Excellent! (3,456 reviews)
"Everything was great with our stay except that we couldn’t go on the beach due to the seaweed issue"

Reviewed on Jul 13, 2026

Southernmost Beach Resort and Guesthouses
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is CA $190 per night from Aug 9 to Aug 10
CA $190
CA $293 total
Aug 9 - Aug 10
includes taxes & fees
8.4/10 Very good! (2,545 reviews)
"We will always book this hotel for our Key West vacation!"

Reviewed on Jul 14, 2026

Blue Flamingo Resort Key West
See all 3,137 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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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 $1,295, 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.

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