Key Haven Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Key Haven Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Gardens Hotel
Old Town Key West
CA $2,569
per person
Nov 12 - Nov 17
found 17 hours ago
Roundtrip flight included
Montreal (YMQ) to Key West (EYW)
9.8/10 Exceptional! (1,005 reviews)
I honestly can’t rave enough about this place. From the first phone call to check out, everyone was so pleasant and helpful. The grounds are immaculately maintained, the property is absolutely beautiful. Tastefully whimsical !!!
The rooms are clean, the beds are comfy, all the way down to the linens. Everything is spot on. The location is just off Duval Street but you would never know it. It is so charming. Our waitress/bartender was the best! We met the owner and all I can say is she is the most delightful woman. You can see she has her heart in the establishment. There is even a wine gallery on site. I can’t wait to come back!
Reviewed on Sep 2, 2026
Ella's Cottages - Key West Historic Inns
Old Town Key West
CA $1,943
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Key West (EYW)
9.4/10 Exceptional! (494 reviews)
It is located in the heart of he old district snd everything was so accessible without having to use our car. The property is only 1 block off Duval so,we had the advantage of,accessibility without the noise. The property is protected by foliage which makes it feel private and protected. The complimentary breakfast is lovely, and there is wine by the pool daily. Dwight welcomes guests upon arrival,and made us feel,at home. The beds are so comfy, and each cottage has its own flavor. I hope to return and stay at Ella’s Cottages again, Expedia does a great job helping us narrow down our priorities, amenities, location, etc. That enabled us to find Ella’s Cottages, which was perfect for us.
Reviewed on Sep 1, 2026
Ready to book your vacation to Key Haven?
Key Haven Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
CA $200
CA $326 total
Sep 13 - Sep 14
includes taxes & fees
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
CA $132
CA $281 total
Sep 13 - Sep 14
includes taxes & fees
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
CA $246
CA $363 total
Sep 20 - Sep 21
includes taxes & fees
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 Key Haven vacation package cost?
Our Key Haven packages, which start from as low as CA $1,706, 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.
Explore a world of travel with Expedia
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- Marathon Vacations
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- Southernmost Point
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- Visit Downtown Key West
- Mel Fisher Maritime Museum
- Seven Mile Bridge
- All inclusive Vacation Packages Key West
- Veterans Memorial Park & Beach
- Sombrero Beach
- South Beach
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- Curry Hammock State Park
- Clarence S. Higgs Memorial Beach Park
- Boca Chica Nude Beach
- Fort Zachary Taylor Historic State Park
- Visit Cow Key
- Mallory Square
- Fort East Martello Museum and Gallery
- Florida Keys Eco - Discovery Center
- Smathers Beach
- Crane Point Museum and Nature Center
- Duval Street
- Sunset Park Beach
- Calusa Beach
- Key West Lighthouse and Keeper's Quarters Museum
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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.
