
Beachside Vacation Packages
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Top Holiday Package Deals in Beachside
Price found within the past 48 hours. Click for updated prices.

Hyatt Vacation Club at Windward Pointe, Key West
Price was CA $2,335, price is now CA $1,661 per person
CA $1,661
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9.4/10 Exceptional! (1,150 reviews)
Very enjoyable and relaxing, would definitely go back
Reviewed on Jun 29, 2026

Ibis Bay Beach Resort
Northside Resort
Price was CA $2,611, price is now CA $1,822 per person
CA $1,822
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8/10 Very good! (2,299 reviews)
Breakfast needs improvement because it lacks variety.
Reviewed on Jun 24, 2026

Pier House Resort & Spa
Key West Historic District
Price was CA $2,722, price is now CA $1,918 per person
CA $1,918
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Key West (EYW)
9/10 Wonderful! (1,185 reviews)
Our stay was amazing. I’ve wanted to stay at the Pier House for a long time for a few reasons. The location on the water and the history the property has with the late Jimmy Buffett. The Chart Room bar is a must visit for all who like old fashioned bars that haven’t changed in 55 years. The beach area and bar was wonderful as was the rest of the lush jungle like property. We will be back! The staff was attentive and professional!
Reviewed on Jun 26, 2026

The Key West Hotel
Key West Historic District
Price was CA $4,701, price is now CA $3,400 per person
CA $3,400
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Price was CA $2,654, price is now CA $2,010 per person
CA $2,010
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (951 reviews)
Staff is friendly, attentive and helpful. Continental Breakfast is fresh and the perfect start for a day of adventure. We were there for a destination wedding at the Hemingway House that is right across the street. Location could not have been any better.
Reviewed on Jun 1, 2026
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
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.
Beachside Hotel Deals

Atlantic Paradise by AvantStay | Great Location w/ & Shared Pool and hot tub!
Key West FL
9.4/10 Exceptional! (92 reviews)
"Great location. Great communication with owner."
Reviewed on Apr 17, 2026

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Jul 6 to Jul 7
CA $195
CA $355 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (2,315 reviews)
"Stayed with my wife and two boys for 5 night the room (pool side suite - double balcony) was amazing everything was in working condition. The dryer does not heat up if you have too much clothes in the maybe 5 pcs of clothing is all it could handle. We stayed in building 3 and the elevator was not ..."
Reviewed on Jun 29, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jul 5 to Jul 6
CA $190
CA $294 total
Jul 5 - Jul 6
includes taxes & fees
8.4/10 Very good! (2,466 reviews)
"Excellent"
Reviewed on Jun 29, 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.
Stay near popular Beachside attractions
Things to do

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $62
per adult
94% of travellers recommend

Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $36
per child
88% of travellers recommend

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $76
per adult
86% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.










