
Beachside Vacation Packages
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Photo by Carmen Bustin-Dinning
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Top Holiday Package Deals in Beachside
Price found within the past 48 hours. Click for updated prices.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was CA $2,728, price is now CA $2,013 per person
CA $2,013
per person
Jul 16 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Key West (EYW)
9.2/10 Wonderful! (1,267 reviews)
Great stay. Little gem that feels like home. Casual accommodations that fit perfectly for a trip to paradise. Two free drinks when you check in, SOLD. Will definitely return.
Reviewed on May 12, 2026

The Key West Hotel
Key West Historic District
Price was CA $4,379, price is now CA $2,907 per person
CA $2,907
per person
Jul 16 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Key West (EYW)
9.2/10 Wonderful! (552 reviews)
The staff at the hotel were excellent. Very friendly and helpful. Room was very clean and comfortable. We were right in the middle of the old district which had many many places to explore. Hotel had a wonderful hidden pool with live music/bar next to it in case we just wanted to relax after exploring all day.
Reviewed on Apr 21, 2026

Hyatt Vacation Club at Windward Pointe, Key West
Price was CA $3,203, price is now CA $2,149 per person
CA $2,149
per person
Jun 15 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
9.4/10 Exceptional! (1,066 reviews)
The property staff wasn’t as attentive as I would have hoped at a resort like this. The rooms were spacious and clean.
Reviewed on May 12, 2026

The Gardens Hotel
Old Town Key West
Price was CA $4,119, price is now CA $2,928 per person
CA $2,928
per person
Jul 16 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Key West (EYW)
9.8/10 Exceptional! (1,001 reviews)
I have rarely been so positively surprised by a hotel. The outdoor areas (pool, gardens, bar) were more spacious than I expected, and impeccably maintained. It is so tranquil and peaceful, yet so close to the action. The Master Suite was super nice - large balcony, private sauna, and 2 bathrooms. Would definitely come
back.
Reviewed on May 14, 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
3 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
9.6/10 Exceptional! (91 reviews)
Great location. Great communication with owner.
Reviewed on Apr 17, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Jun 3 to Jun 4
CA $207
CA $310 total
Jun 3 - Jun 4
includes taxes & fees
8.4/10 Very Good! (2,222 reviews)
Room was filthy
Reviewed on May 15, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is CA $289 per night from Jun 9 to Jun 10
CA $289
CA $425 total
Jun 9 - Jun 10
includes taxes & fees
8.8/10 Excellent! (3,315 reviews)
Great Atmosphere and friendly staff
Reviewed on May 14, 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.
Discover the most popular places to visit in Beachside

Smathers Beach
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
Things to do

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $61
per adult
94% of travellers recommend

Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $76
per adult
88% of travellers recommend

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $75
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.











