Northside Resort Vacation Packages
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Top Holiday Package Deals in Northside Resort
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Price was CA $1,224, price is now CA $799 per person
CA $799
per person
Jul 23 - Jul 26
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,860 reviews)
Great super clean resort. Room was beautiful. Not on the main Key West strip, but hourly shuttle that drops you off right there. Only issue was the lack of water pressure. Resort is becoming a Hilton property in a few months.
Reviewed on Apr 26, 2026
Hyatt Vacation Club at Windward Pointe, Key West
Price was CA $1,684, price is now CA $1,117 per person
CA $1,117
per person
Jul 23 - Jul 26
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.4/10 Exceptional! (1,045 reviews)
The porch with our unit was spectacular with a view of the ocean, and nice chairs to relax. The unit was a little dated, but the kitchen was well furnished. I’m glad we selected the Hyatt Vacation Club over a standard hotel. The little restaurant/bar poolside was convenient and the staff were very friendly. Check in was quick.
Reviewed on Apr 26, 2026
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was CA $1,296, price is now CA $869 per person
CA $869
per person
Jul 23 - Jul 26
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (1,250 reviews)
Wonderful hotel and loved the atmosphere, hospitality and ability to walk everywhere. Would definitely stay here again!
Reviewed on Apr 26, 2026
The Key West Hotel
Key West Historic District
Price was CA $4,639, price is now CA $3,230 per person
CA $3,230
per person
May 30 - Jun 6
found 2 days ago
Roundtrip non-stop flight included
Ottawa (YOW) to Key West (EYW)
9.2/10 Wonderful! (550 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
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was CA $1,289, price is now CA $912 per person
CA $912
per person
Jul 23 - Jul 26
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (3,216 reviews)
The property was pretty well maintained. The staff were friendly enough. The A/C in our room made a clicking sound every time it kicked on so that wasnt great. If you’re looking to stay on that end of Duval, it was good.
Reviewed on Apr 27, 2026
Where to stay in Northside Resort
Find the best Northside Resort areas and neighborhoods for the activities you enjoy most. Learn more about Northside Resort
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.
Northside Resort Hotel Deals
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
The price is CA $294 per night from May 20 to May 21
CA $294
CA $368 total
May 20 - May 21
includes taxes & fees
8/10 Very Good! (2,221 reviews)
Pool is immaculate! Very nice beach access but it is rocky at the water on the harbor. Not ideal for swimming. Hammocks and onsite parrots and turtles are cool. No microwave in the rooms or at the clubhouse, restaurant is decent but overpriced compared to other seafood nearby. Excursions onsite are ...
Reviewed on Apr 26, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
The price is CA $226 per night from May 26 to May 27
CA $226
CA $333 total
May 26 - May 27
includes taxes & fees
9/10 Wonderful! (1,360 reviews)
Overall a good place. The shower pressure is a joke
Reviewed on Apr 27, 2026
Courtyard by Marriott Key West Waterfront
3031-41 N Roosevelt Blvd Key West FL
The price is CA $317 per night from May 10 to May 11
CA $317
CA $357 total
May 10 - May 11
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
Lovely spacious rooms Really comfortable beds Great location Loved the boardwalk area out the back of the hotel
Reviewed on Apr 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.