Search Deals onOakland Vacation Packages
Oakland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Serene Studio at Sandestin Pool, Hot Tub, Beach Shuttle, Walk to Baytowne
Save 100% on your flight
Price was $1,711, price is now $1,271 per person
$1,271
per person
Jun 20 - Jun 27
found 13 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Fort Walton Beach (VPS)
Stay at this cottage in Miramar Beach. Enjoy free parking, air conditioning, and an outdoor pool. Popular attractions Miramar Beach and Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links are located nearby.
Graytness & Grayton Dreams by Avantstay Sleeps 64 + 22 Bedrooms 2 Pools + Spa + Game Rooms + Elevator Bikes + Golf Carts Walk to Grayton Beach
Grayton Cove
Save 100% on your flight
Price was $12,746, price is now $8,909 per person
$8,909
per person
Jul 12 - Jul 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Woodland Shores by Avantstay Sleeps 22 Massive Pool + Spa Golf Cart + Game Room + BBQ Near Seaside
Gulfview Heights
Save 100% on your flight
Price was $6,906, price is now $4,923 per person
$4,923
per person
Jul 8 - Jul 12
found 14 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Fort Walton Beach (VPS)
Stay at this cottage in Santa Rosa Beach. Enjoy free parking, a beach locale, and a pool table. Popular attractions Santa Rosa Beach and Blue Mountain Beach are located nearby.
Lyle by Avantstay Chic Beach House w/ Pool & Hot Tub Walking Distance to Ocean
Crystal Beach
Save 100% on your flight
Price was $6,948, price is now $4,966 per person
$4,966
per person
Jul 6 - Jul 11
found 13 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Fort Walton Beach (VPS)
Book a stay at this business-friendly villa in Destin. Enjoy free parking, concierge services, and a picnic area. Popular attractions Miramar Beach and Destin Beaches are located nearby.
Grayton Dreams by Avantstay Sleeps 32 Group Retreat Pool + Game Room + Golf Carts
Grayton Cove
Save 100% on your flight
Price was $7,122, price is now $5,173 per person
$5,173
per person
Jun 24 - Jun 28
found 6 hours ago
Roundtrip non-stop flight included
Shreveport (SHV) to Fort Walton Beach (VPS)
Stay at this cottage in Santa Rosa Beach. Enjoy free parking, a pool table, and balconies. Popular attractions Grayton Beach State Park and Blue Mountain Beach are located nearby.
The Grand Grove by Avantstay Beach Access + Pool + Golf + Tennis Walk to Baytowne Wharf
Save 100% on your flight
Price was $1,757, price is now $1,286 per person
$1,286
per person
Jun 20 - Jun 27
found 13 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Fort Walton Beach (VPS)
Stay at this apartment in Miramar Beach. Enjoy balconies, in-room washers/dryers, and air conditioning. Popular attractions Miramar Beach and Baytowne Wharf are located nearby.
Graytness by Avantstay Sleeps 32 Private Pool + Spa Golf Carts + Bikes Near Beach + Seaside
Grayton Cove
Save 100% on your flight
Price was $6,955, price is now $5,093 per person
$5,093
per person
Jun 24 - Jun 28
found 6 hours ago
Roundtrip non-stop flight included
Shreveport (SHV) to Fort Walton Beach (VPS)
Stay at this cottage in Santa Rosa Beach. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Grayton Beach State Park and Blue Mountain Beach are located nearby.
Southern Dreams on 30A by Avantstay Pool + Outdoor Lounge + Golf Cart Access Minutes to the Beach
Dune Allen Beach
Save 100% on your flight
Price was $2,962, price is now $2,213 per person
$2,213
per person
Jul 8 - Jul 12
found 14 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Fort Walton Beach (VPS)
Stay at this cottage in Santa Rosa Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Santa Rosa Beach and Blue Mountain Beach are located nearby.
3-4 Night Vacations in Oakland
Price found within the past 48 hours. Click for updated prices.
Woodland Shores by Avantstay Sleeps 22 Massive Pool + Spa Golf Cart + Game Room + BBQ Near Seaside
Gulfview Heights
Save 100% on your flight
Price was $6,906, price is now $4,923 per person
$4,923
per person
Jul 8 - Jul 12
found 14 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Fort Walton Beach (VPS)
Graytness & Grayton Dreams by Avantstay Sleeps 64 + 22 Bedrooms 2 Pools + Spa + Game Rooms + Elevator Bikes + Golf Carts Walk to Grayton Beach
Grayton Cove
Save 100% on your flight
Price was $12,746, price is now $8,909 per person
$8,909
per person
Jul 12 - Jul 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Graytness by Avantstay Sleeps 32 Private Pool + Spa Golf Carts + Bikes Near Beach + Seaside
Grayton Cove
Save 100% on your flight
Price was $6,955, price is now $5,093 per person
$5,093
per person
Jun 24 - Jun 28
found 6 hours ago
Roundtrip non-stop flight included
Shreveport (SHV) to Fort Walton Beach (VPS)
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
$185 Roundtrip, found 3 days ago
$185
Roundtrip
found 3 days ago
Thu, Jul 23 - Thu, Aug 6
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$226 Roundtrip, found 2 days ago
$226
Roundtrip
found 2 days ago
Wed, Jun 10 - Wed, Jun 17
DFW
Dallas-Fort Worth Intl.
VPS
Northwest Florida Regional
$282 Roundtrip, found 1 day ago
$282
Roundtrip
found 1 day ago
Fri, Jun 12 - Fri, Jun 19
ATL
Hartsfield-Jackson Atlanta Intl.
VPS
Northwest Florida Regional
$298 Roundtrip, found 1 day ago
$298
Roundtrip
found 1 day ago