Northside Resort Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 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
Price found within the past 48 hours. Click for updated prices.
- Hyatt Vacation Club at Windward Pointe, Key West
Jul 15 - Jul 20Hyatt Vacation Club at Windward Pointe, Key West + Flight
Key West5 nights9.4/10 - Exceptional (1,091 reviews)"Amazing resort to stay at. All the amenities they offer made it wonderful. Very clean and quiet and not to far of a drive to the other side of island"Reviewed May 21, 2026Roundtrip • Atlanta (ATL) - Miami (MIA)ATL - MIA • Nonstop MIA - ATL • Nonstop - Hyatt Vacation Club at Sunset Harbor, Key West
Aug 1 - Aug 6Hyatt Vacation Club at Sunset Harbor, Key West + Flight
Old Town Key West5 nights8.6/10 - Excellent (371 reviews)"Wished we had paid more for a unit that at least had a window other than to a hallway. Room was clean but not spotless. Found at least 3 long hairs in the bathroom area. Staff at desk was quite abrupt and condescending. At check in AND check out. Gave 4 stars but 5 stars could easily be reached with just a little more attention to detail"Reviewed May 18, 2026Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • Nonstop EYW - ATL • Nonstop - Hyatt Vacation Club at Beach House, Key West
Jul 23 - Jul 27Hyatt Vacation Club at Beach House, Key West + Flight
Key West4 nights9.4/10 - Exceptional (1,067 reviews)"Great location and excellent villa! Enjoyed staying at the property."Reviewed May 22, 2026Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • Nonstop EYW - ATL • Nonstop - The Key West Hotel
Aug 14 - Aug 18The Key West Hotel + Flight
Key West Historic District4 nights9.2/10 - Wonderful (555 reviews)Roundtrip • Atlanta (ATL) - Key West (EYW)ATL - EYW • Nonstop EYW - ATL • Nonstop - Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Jul 10 - Jul 17Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front + Flight
Key West7 nights9.4/10 - Exceptional (3 reviews)"Key west is a vibe! My teenagers had a blast. No complaints. A lot of elders which is fine. I do have teens and they seems less than pleased while at he pool. We didn’t care though! We will be back, can not beat the location ."Reviewed March 26, 2026Roundtrip • Boston (BOS) - Key West (EYW)BOS - EYW • 1 stop EYW - BOS • 1 stop
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(229 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
$185 nightly
The price is $208 total per night from May 25 to May 26
$208 total
May 25 - May 26
Total with taxes and fees
8/10 Very Good! (2,278 reviews)
"Quiet, relaxed location."
Reviewed on May 22, 2026
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $241 total per night from Jun 17 to Jun 18
$241 total
Jun 17 - Jun 18
Total with taxes and fees
9/10 Wonderful! (1,398 reviews)
"Great hotel, staff were very friendly. Pools are great and it was clean."
Reviewed on May 21, 2026
Courtyard by Marriott Key West Waterfront
3031-41 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $213 total per night from May 26 to May 27
$213 total
May 26 - May 27
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
"Great place to stay in Keywest"
Reviewed on May 21, 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.