
Key Haven Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Key Haven Vacation Deals
Price found within the past 48 hours. Click for updated prices.




Orchid Key Inn - Adults Only
Old Town Key West
Save 100% on your flight
per person
Apr. 18 - Apr. 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.8/10 Exceptional! (1,001 reviews)
The staff is absolutely incredible. Neal, Trudy and Chris are awesome. I will stay here every time I come to key West
Reviewed on Feb. 12, 2025
Key Haven Hotel Deals

Southernmost Beach Resort
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $616 per night from Feb. 25 to Feb. 26
CA $616
CA $788 total
includes taxes & fees
Feb 25 - Feb 26
8.6/10 Excellent! (2,271 reviews)
"From the check in process to the check out process, it was an absolute perfect stay at this resort. The staff was exceptionally delightful, kind and professional! The grounds were clean, well maintained and what you would envision on your Key West tropical vacation. The location was right on famous ..."
Reviewed on Feb. 18, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $562 per night from Feb. 23 to Feb. 24
CA $562
CA $719 total
includes taxes & fees
Feb 23 - Feb 24
8.8/10 Excellent! (1,536 reviews)
"Price especially the restaurant very pricey"
Reviewed on Feb. 21, 2025

Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $458 per night from Mar. 23 to Mar. 24
CA $458
CA $555 total
includes taxes & fees
Mar 23 - Mar 24
7.8/10 Good! (1,079 reviews)
"Great breakfast, shuttle was key as we did not touch our car through the whole tip, pool and bar was a big plus and the room with king and sofa bed gave us plenty of room for the 2 of us."
Reviewed on Feb. 18, 2025
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
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
Expedia's Latest Trends
Hotels
Hotels in Amelia IslandAll Inclusive Resorts and Hotels in BahamasOban InnFinest Playa Mujeres by The Excellence Collection - All InclusiveHotels in Sherwood ParkHotels in BurnabyDowntown Chicago hotelsHotels with Free Airport Shuttle in International DriveThe Dorian, Autograph CollectionHotels near Duval StreetHotels in International DriveFour Seasons Hotel New York DowntownCheap Hotels in International Drive
Flights
Cheap Flights from Calgary (YYC) to Victoria (YYJ)Cheap Flights from Halifax (YHZ) to Montreal (YUL)Cheap Flights from Toronto (YYZ) to Chicago (ORD)Cheap Flights from Vancouver (YVR) to Kelowna (YLW)Cheap Flights from Colombo (CMB) to Chennai (MAA)Cheap Flights to Amelia IslandCheap Flights from Edmonton (YEG) to Auckland (AKL)Cheap Flights from Toronto (YYZ) to Tampa (TPA)
Activities
Vacation Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.