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Oak Vacation Packages

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Oak Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Fort Walton Beach

La Quinta Inn & Suites by Wyndham Fort Walton Beach

3 out of 5
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Stay at this 3-star business-friendly hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Okaloosa Island Beach and HarborWalk Village are located nearby.
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Save 100% on your flight
per person
Sep 20 - Sep 27
found 10 hours ago
Roundtrip flight included
Nashville (BNA) to Pensacola (PNS)
Book a stay at this beach hotel in Pensacola Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Pensacola Beach Gulf Pier and Fort Pickens are located nearby.
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Book a stay at this beach hotel in Pensacola Beach. Enjoy free breakfast, free WiFi, and free bicycles on site. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pensacola Beach Gulf Pier and Casino Beach are located nearby.
Portofino Island Resort

Portofino Island Resort

4 out of 5
Save 100% on your flight
per person
Sep 20 - Sep 27
found 10 hours ago
Roundtrip flight included
Nashville (BNA) to Pensacola (PNS)
Stay at this 4-star beach aparthotel in Pensacola Beach. Enjoy free WiFi, free parking, and 8 outdoor pools. Our guests praise the property condition in our reviews. Popular attractions Pensacola Beach Gulf Pier and Park East On-Leash Dog Beach are located nearby.
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Save 100% on your flight
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Stay at this 3.5-star hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Seville Square and Barkley House are located nearby.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Save 100% on your flight
per person
Oct 3 - Oct 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Stay at this 4-star 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 reviews. Popular attractions Destin Beaches and Okaloosa Island Beach are located nearby.
Getaways at Soundside Holiday Beach

Getaways at Soundside Holiday Beach

3.5 out of 5
Save 100% on your flight
per person
Sep 20 - Sep 27
found 10 hours ago
Roundtrip flight included
Nashville (BNA) to Pensacola (PNS)
Stay at this 3.5-star condo in Pensacola Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Pensacola Beach Gulf Pier and Pensacola Beach Boardwalk are located nearby.
Holiday Inn Express And Suites Fort Walton Beach Eglin Area by IHG

Holiday Inn Express And Suites Fort Walton Beach Eglin Area by IHG

2.5 out of 5
per person
Oct 3 - Oct 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Okaloosa Island Beach and Fort Walton Beach Golf Club are located nearby.

Oak Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Microtel Inn & Suites by Wyndham Gulf Shores

Microtel Inn & Suites by Wyndham Gulf Shores

2.5 out of 5
per person
Sep 16 - Sep 20
found 10 hours ago
Roundtrip flight included
Nashville (BNA) to Pensacola (PNS)
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
Save 100% on your flight
per person
Sep 16 - Sep 20
found 10 hours ago
Roundtrip flight included
Nashville (BNA) to Pensacola (PNS)
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Downtown Pensacola
Save 100% on your flight
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)

Oak Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Fort Walton Beach

La Quinta Inn & Suites by Wyndham Fort Walton Beach

3 out of 5
Downtown Fort Walton Beach
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Save 100% on your flight
per person
Sep 20 - Sep 27
found 10 hours ago
Roundtrip flight included
Nashville (BNA) to Pensacola (PNS)
Portofino Island Resort

Portofino Island Resort

4 out of 5
Save 100% on your flight
per person
Sep 20 - Sep 27
found 10 hours ago
Roundtrip flight included
Nashville (BNA) to Pensacola (PNS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Save 100% on your flight
per person
Oct 3 - Oct 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Wed, Sep 3 - Wed, Sep 3
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$154 Roundtrip, found 6 days ago
$154
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Sep 3 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Wed, Sep 3, priced at $154 found 6 days ago
Delta
Fri, Sep 5 - Fri, Sep 12
DAL
Love Field
PNS
Pensacola Intl.
$179 Roundtrip, found 5 days ago
$179
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Sep 5 from Love Field to Pensacola Intl., returning Fri, Sep 12, priced at $179 found 5 days ago
Spirit Airlines
Wed, Dec 3 - Tue, Dec 9
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Dec 3 from O'Hare Intl. to Pensacola Intl., returning Tue, Dec 9, priced at $184 found 1 day ago
Spirit Airlines
Thu, Sep 4 - Mon, Sep 8
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Sep 4 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Mon, Sep 8, priced at $195 found 1 day ago