Sunset Key Vacation Packages
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Top Holiday Package Deals in Sunset Key
Price found within the past 48 hours. Click for updated prices.
Fitch Lodge - Key West Historic Inns
Key West Historic District
Price was CA $1,629, price is now CA $1,285 per person
CA $1,285
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
8.8/10 Excellent! (628 reviews)
Very good location - walkable to harbor and Duval streets and fairly quiet. Pool is very small. Room AC units can get too cold or too hot. But overall, enjoyed our stay.
Reviewed on Jul 7, 2026
Ibis Bay Beach Resort
Northside Resort
Price was CA $2,245, price is now CA $1,552 per person
CA $1,552
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
8.2/10 Very good! (2,289 reviews)
Great property and excellent value. The place was clean and very nice. Really appreciated how clean and well kept everything was.
Reviewed on Jul 9, 2026
The Key West Hotel
Key West Historic District
Price was CA $4,230, price is now CA $2,936 per person
CA $2,936
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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
The Perry Hotel & Marina Key West
Price was CA $1,908, price is now CA $1,478 per person
CA $1,478
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
Was upgraded to the best room on property without asking, after they learned we had missed a flight and were arriving late. Our third stay this year, the staff and property is beyond excellent.
Reviewed on Jul 11, 2026
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Price was CA $2,110, price is now CA $1,653 per person
CA $1,653
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
9/10 Wonderful! (951 reviews)
Bartenders Jefferson and Alejandro were entertaining!! Great at what they do!
Reviewed on Jul 9, 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
4 out of top 10 points of interest in this area
3.5/5(8 area reviews)
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.
Sunset Key Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Jul 14 to Jul 15
CA $180
CA $338 total
Jul 14 - Jul 15
includes taxes & fees
8.6/10 Excellent! (2,338 reviews)
"Elevator was down. All of them. My dad is handicap and their only solution was to give him “waived parking fee”. Not really a solution… in the meantime, I’m Hauling everything up 4 flights of stairs. They should’ve waived the parking fee for everyone. We’ve stayed here before. And came back an again. ..."
Reviewed on Jul 10, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $171 per night from Aug 10 to Aug 11
CA $171
CA $272 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very good! (2,519 reviews)
"The floor in our room was filthy dirty!! Shower and sink was clean. When I went to take a shower and closed the shower door the soap dispenser fell off the wall. You could tell it had fallen off before. Really disappointed that we were charged a resort fee for $50 per day. That is on top of your ..."
Reviewed on Jul 10, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $216 per night from Aug 11 to Aug 12
CA $216
CA $346 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (3,440 reviews)
"I didn't like that fact that they made it look like if the beach was accessible when it wasn't and the smell of that sea weed was horrible and not to mention the rooster crowing at 5:00am they have chickens all over the property those things should be mention on your website like that the customer ..."
Reviewed on Jul 10, 2026
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
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $64
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $79
per adult
88% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
CA $132
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.