Search Deals onOakland Vacation Packages
Oakland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Sandestin Golf and Beach Resort
Price was $1,215, price is now $842 per person
$842
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Fort Walton Beach (VPS)
Book a stay at this beach aparthotel in Miramar Beach. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links and Miramar Beach are located nearby.
30A Southern Sugar by Avantstay Sleeps 26 Pool + Hot Tub + Game Room + Golf Cart + Bikes
Dune Allen Beach
Save 100% on your flight
Price was $12,407, price is now $8,690 per person
$8,690
per person
Jul 5 - Jul 12
found 1 hour ago
Roundtrip flight included
Baltimore (BWI) to Fort Walton Beach (VPS)
Book a stay at this family-friendly cottage in Santa Rosa Beach. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Santa Rosa Beach and Blue Mountain Beach are located nearby.
Sea Love by Avantstay Beach Home + Sleeps 16 Mins to Miramar Beach + Community Pool Group Stay
Save 100% on your flight
Price was $5,389, price is now $3,930 per person
$3,930
per person
Jun 26 - Jul 3
found 17 hours ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Stay at this cottage in Miramar Beach. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Miramar Beach and Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links are located nearby.
Hampton Inn & Suites Destin
Save 100% on your flight
Price was $1,939, price is now $1,428 per person
$1,428
per person
Jul 5 - Jul 12
found 1 hour ago
Roundtrip flight included
Baltimore (BWI) to Fort Walton Beach (VPS)
Book a stay at this business-friendly hotel in Destin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Destin Beaches and Henderson Beach State Park are located nearby.
Tides at Top'sl Beach Resort by Panhandle Getaways
Save 100% on your flight
Price was $2,985, price is now $2,256 per person
$2,256
per person
Jun 26 - Jul 3
found 17 hours ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Stay at this condo in Miramar Beach. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links and Miramar Beach are located nearby.
Emerald Villa by Avantstay Lakefront + Communal Pool + Balcony Views + Near the Beach
Save 100% on your flight
Price was $2,768, price is now $2,100 per person
$2,100
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Fort Walton Beach (VPS)
Stay at this cottage in Destin. Enjoy free parking, a beach locale, and balconies. Popular attractions Destin Beaches and Miramar Beach are located nearby.
Resort Condo Steps to Beach Pool, Hot Tub, Tennis, Golf Sandestin, Miramar Beach
Save 100% on your flight
Price was $2,072, price is now $1,583 per person
$1,583
per person
Jun 26 - Jul 3
found 17 hours ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Stay at this cottage in Miramar Beach. Enjoy free parking, air conditioning, and an outdoor pool. Popular attractions Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links and Miramar Beach are located nearby.
Serene Studio at Sandestin Pool, Hot Tub, Beach Shuttle, Walk to Baytowne
Price was $1,820, price is now $1,402 per person
$1,402
per person
Jun 26 - Jul 3
found 17 hours ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
Stay at this cottage in Miramar Beach. Enjoy free parking, air conditioning, and an outdoor pool. Popular attractions Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links and Miramar Beach are located nearby.
3-4 Night Vacations in Oakland
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Oakland
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Oakland
The Island Resort at Fort Walton Beach
Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
Courtyard by Marriott Sandestin Grand Boulevard
100 Grand Blvd Miramar Beach FL
Book a stay at this business-friendly hotel in Miramar Beach. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Wyndham Garden Fort Walton Beach Destin
573 Santa Rosa Blvd Fort Walton Beach FL
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Our guests praise the pool and the helpful staff ...
Save an average of 15% on thousands of hotels when you're signed in
Village Inn Destin
215 Harbor Blvd Destin FL
Book a stay at this business-friendly motel in Destin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Sandestin Golf and Beach Resort
9300 Emerald Coast Pkwy W Miramar Beach FL
Book a stay at this beach aparthotel in Miramar Beach. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff in our reviews. ...
Hilton Garden Inn Destin Miramar Beach
220 Scenic Gulf Drive Miramar Beach FL
Book a stay at this business-friendly hotel in Miramar Beach. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff ...
Days Inn by Wyndham Destin
1029 Highway 98 East Destin FL
Book a stay at this business-friendly hotel in Destin. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff ...
The Henderson Beach Resort & Spa
200 Henderson Resort Way Destin FL
Book a stay at this luxury resort in Destin. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Jun 6 - Sat, Jun 13
BOS
Logan Intl.
VPS
Northwest Florida Regional
$180 Roundtrip, found 5 days ago
$180
Roundtrip
found 5 days ago
Thu, Jul 23 - Thu, Aug 6
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$246 Roundtrip, found 14 hours ago
$246
Roundtrip
found 14 hours ago
Fri, Jun 12 - Fri, Jun 19
ATL
Hartsfield-Jackson Atlanta Intl.
VPS
Northwest Florida Regional
$258 Roundtrip, found 2 hours ago
$258
Roundtrip
found 2 hours ago
Wed, Jun 3 - Tue, Jun 9
DFW
Dallas-Fort Worth Intl.
VPS
Northwest Florida Regional
$288 Roundtrip, found 21 hours ago
$288
Roundtrip
found 21 hours ago