
Beachside Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
Photo by Carmen Bustin-Dinning
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Beachside
Price found within the past 48 hours. Click for updated prices.

Oceans Edge Key West Resort, Hotel & Marina
Price was CA $2,335, price is now CA $1,749 per person
CA $1,749
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
Room was spotless, light airy feel throughout the space. The view out our balcony elevated our entire stay! Attention to details upon arrival, soft music playing on the tv with a personalized welcome greeting. Resort was beautiful and well maintained, their landscaping was eye candy for this Ohio girl. We look forward to our next visit, thanks for the hospitality Oceans Edge!
Reviewed on Feb 13, 2026

Hyatt Vacation Club at Beach House, Key West
Price was CA $2,990, price is now CA $1,968 per person
CA $1,968
per person
Apr 19 - Apr 25
found 18 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Very good and relaxing stay ! Clean and comfortable property.
Reviewed on Feb 14, 2026

The Key West Hotel
Key West Historic District
Price was CA $7,049, price is now CA $4,675 per person
CA $4,675
per person
Apr 20 - Apr 27
just found
Roundtrip flight included
Hamilton (YHM) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Everything was great. I couldn’t complain about anything if I wanted to. Thanks for a great stay!
Reviewed on Jan 28, 2026

Hyatt Vacation Club at Windward Pointe, Key West
Price was CA $3,025, price is now CA $2,177 per person
CA $2,177
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
room was spotless. staff were pleasant
Reviewed on Feb 13, 2026

The Gardens Hotel
Old Town Key West
Price was CA $2,592, price is now CA $1,924 per person
CA $1,924
per person
Mar 23 - Mar 27
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
Super stay at a lovely, quaint hotel just off Duval, so close to everything - centrally located. Lovely pool and gardens, very friendly staff. Delicious breakfasts every morning where we got to know Annette - a highlight of each day! Wine room, daily jazz 5-7pm. What’s not to like? We will definitely return!
Reviewed on Feb 9, 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

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Key West FL
9.8/10 Exceptional! (273 reviews)
Exquisite lodgings. Pristine conditions. Quintessential Key West decorations with a great location. Love the bikes. Definitely would rent again.
Reviewed on Feb 4, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is CA $788 per night from Mar 10 to Mar 11
CA $788
CA $986 total
Mar 10 - Mar 11
includes taxes & fees
8.6/10 Excellent! (3,065 reviews)
It was a nice place we've stayed at before. Rooms this time were cleaned very late 4 to 5 pm when your trying to get ready for dinner. Ice machine didn't work right outside our door, very loud every 20 minutes trying to drop ice, wake you right out of a sleep. Bar staff amazing and most cleaning ...
Reviewed on Feb 7, 2026

Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $471 per night from Mar 2 to Mar 3
CA $471
CA $567 total
Mar 2 - Mar 3
includes taxes & fees
8/10 Very Good! (2,074 reviews)
The room is clean, staffs are friendly. The breakfast is good, the restaurant provides good food
Reviewed on Feb 12, 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

Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
CA $65
per adult
92% of travellers recommend

Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $79
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.










