Oakland Vacation Packages
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Top Holiday Package Deals in Oakland
Price found within the past 48 hours. Click for updated prices.
Landing Apartments Santa Rosa Beach
Price was CA $1,683, price is now CA $1,309 per person
CA $1,309
per person
Apr 19 - Apr 24
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Walton Beach (VPS)
9.4/10 Exceptional! (9 reviews)
Very clean. And well maintained. Has everything you need for a longer stay.
Reviewed on Nov 29, 2025
The Henderson Beach Resort & Spa
Crystal Beach
Price was CA $2,363, price is now CA $1,764 per person
CA $1,764
per person
Apr 19 - Apr 24
just found
Roundtrip non-stop flight included
Toronto (YTO) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,000 reviews)
The room was wonderful and the view of the ocean a nature preserve was beautiful. The resort wasn’t on the beach but the walk was less than a minute from the property. The only issue I would say was the 526 dollar hold for incidentals and resort fees. This really should be stated in the reservation so it isn’t a surprise when arriving. Other than that lovely property and staff
Reviewed on Mar 8, 2026
Where to stay in Oakland
Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Okaloosa Island
7 out of top 10 points of interest in this area
The perfect place for a romantic getaway or a family weekend retreat, this is an unforgettable shoreline delight.
Oakland Hotel Deals
The Island Resort at Fort Walton Beach
Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Mar 22 to Mar 23
CA $196
CA $271 total
Mar 22 - Mar 23
includes taxes & fees
8.4/10 Very Good! (2,993 reviews)
So many problems with check in , once we go o to the room it was not clean . This hotel is not worth the money at all . Tv wasn't working , the property smelled like crap .
Reviewed on Mar 9, 2026
Wyndham Garden Fort Walton Beach Destin
573 Santa Rosa Blvd Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $241 per night from Mar 27 to Mar 28
CA $241
CA $272 total
Mar 27 - Mar 28
includes taxes & fees
8/10 Very Good! (2,184 reviews)
Nice view
Reviewed on Mar 9, 2026
Hilton Garden Inn Destin Miramar Beach
220 Scenic Gulf Drive Miramar Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $181 per night from Mar 15 to Mar 16
CA $181
CA $203 total
Mar 15 - Mar 16
includes taxes & fees
8.8/10 Excellent! (1,149 reviews)
Very clean and walking distance to so much. 10/10 would definitely be back
Reviewed on Mar 8, 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 Oakland
Okaloosa Island Pier
Okaloosa Island Pier is just one of the places to see in Fort Walton Beach, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in this family-friendly area.
Wild Willy's Adventure Zone
You can take time to visit Wild Willy's Adventure Zone during your travels to Fort Walton Beach. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Emerald Coast Science Center
You can spend time studying the exhibits at Emerald Coast Science Center during your travels in Fort Walton Beach. Wander the beautiful beaches and seaside in this family-friendly area.
Things to do
Destin: Buccaneer Pirate Cruise
CA $76
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.