Northside Resort Vacations from $831
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The Latest Northside Resort Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,299, price is now $831 per person
$831
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,006 reviews)
Was an amazing experience. The staff was lovely ......my only complaint was the roosters but thats a Key West thing lol strongly reccomend and will be returning
Reviewed on Aug 31, 2025
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,731, price is now $887 per person
$887
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (779 reviews)
it’s a great location but quiet. Love the free breakfast, pool and rooms! staff was great too!
Reviewed on Aug 23, 2025
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,546, price is now $918 per person
$918
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.6/10 Exceptional! (1,011 reviews)
We loved our stay here. Everything was clean, comfortable, and well appointed. The pool was gorgeous and spacious, and the food and drinks from the bar/cafe were tasty. The only complaint we had was how loud the carts rolling by outside of our room could be heard inside our room. I think a room that is not located right next to the offices would be quieter.
Reviewed on Aug 31, 2025
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,380, price is now $878 per person
$878
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,729 reviews)
In general, I enjoyed my stay at Ocean Edge Resort. The room was clean and comfortable with a nice view of the ocean and the Marina. The property in general looks beautiful with an island vibe touch and it’s really pleasant to walk around. The staff at the front desk were friendly and polite. My only complaint is the restaurant. Extremely overpriced for the poor quality of the breakfast offered and the terrible customer service. The only thing I can save is the key lime pie. My advice, if you are looking for a nice place to stay in Key West, this is a lovely option, just don’t go to the restaurant.
Reviewed on Aug 31, 2025
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,444, price is now $951 per person
$951
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,008 reviews)
Beautiful place to stay at key West
Reviewed on Sep 1, 2025
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
4.5/5(226 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
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $164 total per night from Sep 30 to Oct 1
$164 total
Sep 30 - Oct 1
Total with taxes and fees
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $185 total per night from Sep 9 to Sep 10
$185 total
Sep 9 - Sep 10
Total with taxes and fees
Courtyard by Marriott Key West Waterfront
3031-41 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $164 total per night from Sep 15 to Sep 16
$164 total
Sep 15 - Sep 16
Total with taxes and fees
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.