Beachside Vacation Packages
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Top Holiday Package Deals in Beachside
Price found within the past 48 hours. Click for updated prices.
Southernmost House - Adult Exclusive
Old Town Key West
Price was CA $2,425, price is now CA $1,784 per person
CA $1,784
per person
Jan 14 - Jan 17
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Stunning, I dont have to say anymore
Reviewed on Nov 10, 2026
The Gardens Hotel
Old Town Key West
Price was CA $3,184, price is now CA $2,253 per person
CA $2,253
per person
Jan 14 - Jan 17
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.8/10 Exceptional! (1,006 reviews)
Wonderful location, great room, cozy property. Check in and out was very easy. Would definitely stay here again the next time Im in Key West
Reviewed on Nov 8, 2026
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
Old Town Key West
Price was CA $5,117, price is now CA $3,913 per person
CA $3,913
per person
Jan 14 - Jan 17
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
10/10 Exceptional! (1 review)
Loved the closeness to Duval st and the privacy
Reviewed on Oct 17, 2025
Where to stay in Beachside
Find the best Beachside areas and neighborhoods for the activities you enjoy most. Learn more about Beachside
Old Town Key West
4 out of top 10 points of interest in this area
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.
Beachside Hotel Deals
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $326 per night from Nov 29 to Nov 30
CA $326
CA $457 total
Nov 29 - Nov 30
includes taxes & fees
8.8/10 Excellent! (1,817 reviews)
"Muy bien hospedaje"
Reviewed on Nov 13, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Nov 29 to Nov 30
CA $169
CA $280 total
Nov 29 - Nov 30
includes taxes & fees
9/10 Wonderful! (1,904 reviews)
"The shuttle service is extremely helpful if you don’t have a car given it is quietly away from the heavy tourist area. The pool was wonderful with an array of floats. Nice temperature! Bar service and breakfast were great. Staff was very nice and informative about places to go and eat. They could ..."
Reviewed on Nov 11, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Nov 15 to Nov 16
CA $166
CA $267 total
Nov 15 - Nov 16
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.
Stay near popular Beachside attractions
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $63
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
Champagne and Sunsets: A Key West Catamaran Adventure
CA $83
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.