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 $1,059, price is now $745 per person
$745
per person
May 28 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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
Price was $8,865, price is now $6,924 per person
$6,924
per person
Jun 4 - Jun 11
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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.
Beachfront Hot Tub Covered Lounge Backyard Beach by Avantstay
Frangista Beach
Price was $9,430, price is now $7,436 per person
$7,436
per person
Jun 11 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Fort Walton Beach (VPS)
Book a stay at this beach cottage in Miramar Beach. Enjoy a beach locale, balconies, and in-room washers/dryers. Popular attractions Miramar Beach and Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links are located nearby.
Walk to Santa Rosa Beach Private Pool, Balcony, and Coastal Views
Seagrove Beach
Price was $2,656, price is now $2,136 per person
$2,136
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Stay at this cottage in Santa Rosa Beach. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Alys Beach and Seaside Beach are located nearby.
Hibiscus Coffee & Guesthouse
Grayton Beach
Price was $1,271, price is now $922 per person
$922
per person
Jun 4 - Jun 9
found 6 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Fort Walton Beach (VPS)
Stay at this B&B in Santa Rosa Beach. Enjoy free WiFi, free parking, and 3 beach bars. Popular attractions Grayton Beach State Park and Blue Mountain Beach are located nearby.
Sea Love by Avantstay Coastal Retreat Near Miramar Beach Pool Access, Patio + Grill
Save 100% on your flight
Price was $4,350, price is now $3,270 per person
$3,270
per person
Jun 11 - Jun 17
found 1 hour ago
Roundtrip non-stop flight included
Cleveland (CLE) 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
Price was $1,085, price is now $832 per person
$832
per person
Jun 2 - Jun 6
found 1 hour ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 $2,399, price is now $1,842 per person
$1,842
per person
Jun 11 - Jun 17
found 1 hour ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
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 ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Hilton Sandestin Beach Golf Resort & Spa
4000 S Sandestin Blvd Miramar Beach FL
Book a stay at this beach resort in Miramar Beach. Enjoy 2 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the ...
Club Destin Condos
1085 US-98 Destin FL
Stay at this apartment in Destin. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular ...
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 ...
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. ...
Spark by Hilton Destin
4415 Commons Dr E Destin FL
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 ...
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, May 16 - Thu, May 21
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$161 Roundtrip, found 13 hours ago
$161
Roundtrip
found 13 hours ago
Tue, Jul 14 - Tue, Jul 21
BOS
Logan Intl.
VPS
Northwest Florida Regional
$205 Roundtrip, found 4 hours ago
$205
Roundtrip
found 4 hours ago
Tue, May 26 - Fri, Jun 5
ATL
Hartsfield-Jackson Atlanta Intl.
VPS
Northwest Florida Regional
$258 Roundtrip, found 2 hours ago
$258
Roundtrip
found 2 hours ago
Tue, Jun 9 - Wed, Jun 10
DAL
Love Field
VPS
Northwest Florida Regional
$271 Roundtrip, found 3 days ago
$271
Roundtrip
found 3 days ago