Beachside Vacation Packages
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Top Holiday Package Deals in Beachside
Price found within the past 48 hours. Click for updated prices.
Fitch Lodge - Key West Historic Inns
Key West Historic District
Price was CA $2,606, price is now CA $1,854 per person
CA $1,854
per person
May 17 - May 23
found 19 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
8.8/10 Excellent! (575 reviews)
This property is in an excellent location in relation to access all that Key West has to offer. For the price it is definitely a go to option. If you are visiting Key West to enjoy and experience the community, businesses, entertainment and wonderful weather that this island has to offer, this is a reasonable option.
Reviewed on Mar 26, 2026
The Key West Hotel
Key West Historic District
Price was CA $4,308, price is now CA $2,751 per person
CA $2,751
per person
May 17 - May 23
found 19 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
9.2/10 Wonderful! (536 reviews)
This place is absolutely amazing. We’ll return for sure. Don’t miss it!
Reviewed on Mar 26, 2026
Hyatt Vacation Club at Windward Pointe, Key West
Price was CA $3,076, price is now CA $2,038 per person
CA $2,038
per person
Jun 2 - Jun 7
found 16 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
9.4/10 Exceptional! (1,020 reviews)
It was more like a condo, no daily maid service, wash your own towels and sheets. It was nice to have washer and dryer. Decor was a bit dated and furniture was not very comfortable. They try and get you to listen to 90 min session, shuttle service and certain perks are only provided if you are to listen to sales pitch, was not worth it to us.
Reviewed on Mar 27, 2026
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was CA $3,252, price is now CA $2,228 per person
CA $2,228
per person
May 17 - May 23
found 19 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
9.2/10 Wonderful! (1,194 reviews)
We had the best time while in Key West. This property has so much charm. The front desk staff were friendly and helpful. The breakfast in the morning was the perfect way to start the day. The whole vibe of the resort reminded me of resorts in Mexico. We can’t wait to come back soon!
Reviewed on Mar 26, 2026
Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
Price was CA $3,324, price is now CA $2,345 per person
CA $2,345
per person
May 17 - May 23
found 19 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
8.6/10 Excellent! (340 reviews)
My stay was terrific. Thank you!
Reviewed on Mar 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
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Key West FL
9.8/10 Exceptional! (311 reviews)
Very happy with the whole experience
Reviewed on Mar 3, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $373 per night from Apr 19 to Apr 20
CA $373
CA $497 total
Apr 19 - Apr 20
includes taxes & fees
8.2/10 Very Good! (2,011 reviews)
We had an amazing stay! The staff was so courteous and accommodating from start to finish. They even surprised us with a bottle of champagne and a sweet note for our anniversary, which meant so much to us. The room was clean and spacious, with plenty of toiletries, and we even had a patio with chairs ...
Reviewed on Mar 26, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $470 per night from Apr 20 to Apr 21
CA $470
CA $618 total
Apr 20 - Apr 21
includes taxes & fees
8.8/10 Excellent! (1,797 reviews)
Aside from a couple front desk staff that were fairly snippy, almost like asking a question was a burden— everything else was great!
Reviewed on Mar 25, 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 $58
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
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
CA $75
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.