Saddlebunch Keys Vacation Packages
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Top Saddlebunch Keys Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Southernmost House - Adult Exclusive
Old Town Key West
CA $3,456
per person
Oct 20 - Oct 25
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,004 reviews)
Super nice and clean, staff was wonderful w knowledge of the history of the mansion
Reviewed on Aug 24, 2026
The Marker Key West Harbor Resort
Key West Historic District
CA $4,205
per person
Oct 20 - Oct 25
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,024 reviews)
The room was clean and had necessities like lotion, bath gel, shampoo and conditioner available for daily use and a blow dryer. We did have to call for extra bath clothes and towels, but they were delivered promptly. Several pools for our enjoyment with daily activities and live afternoon music performers. Also had a bar convenient to pool. Would recommend to others to stay at The Marker. Our room had a balcony, but no view of anything but trees and an alleyway. Don’t spend extra for a balcony, was not worth it!
Reviewed on Aug 28, 2026
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
CA $2,995
per person
Oct 20 - Oct 25
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (981 reviews)
Great stay 2nd year in a row! This time I enjoyed the bar and specialty drinks! Staff excellent as well!
Reviewed on Aug 28, 2026
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Saddlebunch Keys Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
CA $202
CA $329 total
Sep 8 - Sep 9
includes taxes & fees
8.6/10 Excellent! (3,547 reviews)
"The first room was so dirty I had to tell staff. The shower and bathroom had hair the ac had actual hair hanging from it. Toothpast on the bathroom mirror , just disgusting. Second room was infested with ants. They got inside my laptop( I kept my laptop on top of the desk for work ) opened the laptop ..."
Reviewed on Aug 30, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
CA $134
CA $196 total
Sep 20 - Sep 21
includes taxes & fees
8.2/10 Very good! (2,362 reviews)
"Todo Super bien; el personal que trabaja en la instalación te hacen sentir como en casa muy acogedor; tranquilo y un servicio increíble"
Reviewed on Aug 30, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
CA $193
CA $306 total
Aug 31 - Sep 1
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
