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Santa Rosa Island Vacation Packages

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Santa Rosa Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Emerald Isle

Emerald Isle

3 out of 5
Save 100% on your flight
Price was $982, price is now $657 per person
$657
per person
Sep 8 - Sep 11
just found
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Book a stay at this beach condo in Pensacola Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Pensacola Beach Boardwalk and Casino Beach are located nearby.
Sundrift Inn

Sundrift Inn

3 out of 5
Save 100% on your flight
Price was $1,092, price is now $675 per person
$675
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Destin Harbor Boardwalk and Okaloosa Island Beach are located nearby.
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Save 100% on your flight
Price was $1,157, price is now $753 per person
$753
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Okaloosa Island Beach and Boardwalk on Okaloosa Island are located nearby.
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,731, price is now $1,247 per person
$1,247
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Seville Square and Destination Archaeology Resource Center are located nearby.
Landing Furnished Apartments - Orange Beach 

Landing Furnished Apartments - Orange Beach 

3 out of 5
Save 100% on your flight
Price was $1,666, price is now $1,214 per person
$1,214
per person
Sep 4 - Sep 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Pensacola (PNS)
Stay at this apartment in Orange Beach. Enjoy free parking, a beach locale, and a 24-hour fitness center. Popular attractions The Wharf and Orange Beach Beaches are located nearby.
Homewood Suites by Hilton Destin

Homewood Suites by Hilton Destin

3 out of 5
Price was $982, price is now $729 per person
$729
per person
Aug 8 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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 Big Kahuna's Water and Adventure Park and Destin Beaches are located nearby.
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Price was $1,128, price is now $840 per person
$840
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Fort Walton Beach (VPS)
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 reviews. Popular attractions Big Kahuna's Water and Adventure Park and Miramar Beach are located nearby.
Landing Apartments at Perdido Key Beach Coast

Landing Apartments at Perdido Key Beach Coast

3.5 out of 5
Price was $1,674, price is now $1,247 per person
$1,247
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Book a stay at this business-friendly apartment in Pensacola. Enjoy free parking, a 24-hour fitness center, and a conference center. Popular attractions Perdido Key Beach and Shops at Perdido Key are located nearby.

Santa Rosa Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sundrift Inn

Sundrift Inn

3 out of 5
Okaloosa Island
Price was $883, price is now $594 per person
$594
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Emerald Isle

Emerald Isle

3 out of 5
Villa Primera
Save 100% on your flight
Price was $982, price is now $657 per person
$657
per person
Sep 8 - Sep 11
just found
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Okaloosa Island
Price was $857, price is now $620 per person
$620
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Price was $1,128, price is now $840 per person
$840
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Fort Walton Beach (VPS)

Santa Rosa Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sundrift Inn

Sundrift Inn

3 out of 5
Okaloosa Island
Save 100% on your flight
Price was $1,092, price is now $675 per person
$675
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Okaloosa Island
Save 100% on your flight
Price was $1,157, price is now $753 per person
$753
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Downtown Pensacola
Save 100% on your flight
Price was $1,761, price is now $1,250 per person
$1,250
per person
Sep 10 - Sep 15
found 15 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Pensacola (PNS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Okaloosa Island
Price was $1,019, price is now $723 per person
$723
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)

Top Flight Deals

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

Sun Country Airlines
Thu, Jul 23 - Thu, Aug 6
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$200 Roundtrip, found 2 days ago
$200
Roundtrip
found 2 days ago
Select Sun Country Airlines flight, departing Thu, Jul 23 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Thu, Aug 6, priced at $200 found 2 days ago
Bargain Flight
Tue, Sep 1 - Sat, Sep 5
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$209 Roundtrip, found 16 hours ago
$209
Roundtrip
found 16 hours ago
Select Bargain Flight flight, departing Tue, Sep 1 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Sat, Sep 5, priced at $209 found 16 hours ago
Frontier Airlines
Tue, Sep 22 - Tue, Sep 29
MSP
Minneapolis - St. Paul Intl.
PNS
Pensacola Intl.
$220 Roundtrip, found 18 hours ago
$220
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Tue, Sep 22 from Minneapolis - St. Paul Intl. to Pensacola Intl., returning Tue, Sep 29, priced at $220 found 18 hours ago
Frontier Airlines
Tue, Aug 11 - Sun, Aug 16
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$225 Roundtrip, found 16 hours ago
$225
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Sun, Aug 16, priced at $225 found 16 hours ago