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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.
Hibiscus Coffee & Guesthouse

Hibiscus Coffee & Guesthouse

3 out of 5
Price was $949, price is now $676 per person
$676
per person
Aug 22 - Aug 29
found 19 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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.
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,250, price is now $889 per person
$889
per person
Aug 22 - Aug 25
found 11 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Seville Square and Bartram Park are located nearby.
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,613, price is now $1,164 per person
$1,164
per person
Aug 22 - Aug 29
found 21 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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 Boardwalk and Casino Beach 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

Graytness & Grayton Dreams by Avantstay Sleeps 64 + 22 Bedrooms 2 Pools + Spa + Game Rooms + Elevator Bikes + Golf Carts Walk to Grayton Beach

3 out of 5
Save 100% on your flight
Price was $11,627, price is now $8,390 per person
$8,390
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) 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.
Woodland Shores by Avantstay Sleeps 22 Massive Pool + Spa Golf Cart + Game Room + BBQ Near Seaside

Woodland Shores by Avantstay Sleeps 22 Massive Pool + Spa Golf Cart + Game Room + BBQ Near Seaside

3 out of 5
Save 100% on your flight
Price was $6,298, price is now $4,561 per person
$4,561
per person
Aug 22 - Aug 29
found 19 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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 Seaside Beach and Santa Rosa Beach are located nearby.
Emerald Isle

Emerald Isle

3 out of 5
Save 100% on your flight
Price was $1,771, price is now $1,307 per person
$1,307
per person
Aug 22 - Aug 29
found 21 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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.
Grayton Dreams by Avantstay Sleeps 32 Group Retreat Pool + Game Room + Golf Carts

Grayton Dreams by Avantstay Sleeps 32 Group Retreat Pool + Game Room + Golf Carts

3 out of 5
Save 100% on your flight
Price was $5,266, price is now $3,958 per person
$3,958
per person
Aug 27 - Aug 31
just found
Roundtrip flight included
Baltimore (BWI) 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.

Santa Rosa Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Downtown Pensacola
Save 100% on your flight
Price was $1,250, price is now $889 per person
$889
per person
Aug 22 - Aug 25
found 11 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Graytness & Grayton Dreams by Avantstay Sleeps 64 + 22 Bedrooms 2 Pools + Spa + Game Rooms + Elevator Bikes + Golf Carts Walk to Grayton Beach

Graytness & Grayton Dreams by Avantstay Sleeps 64 + 22 Bedrooms 2 Pools + Spa + Game Rooms + Elevator Bikes + Golf Carts Walk to Grayton Beach

3 out of 5
Grayton Cove
Save 100% on your flight
Price was $11,627, price is now $8,390 per person
$8,390
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Tulsa (TUL) to Fort Walton Beach (VPS)
Grayton Dreams by Avantstay Sleeps 32 Group Retreat Pool + Game Room + Golf Carts

Grayton Dreams by Avantstay Sleeps 32 Group Retreat Pool + Game Room + Golf Carts

3 out of 5
Grayton Cove
Save 100% on your flight
Price was $5,266, price is now $3,958 per person
$3,958
per person
Aug 27 - Aug 31
just found
Roundtrip flight included
Baltimore (BWI) to Fort Walton Beach (VPS)
Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

3 out of 5
Okaloosa Island
Save 100% on your flight
Price was $2,697, price is now $2,032 per person
$2,032
per person
Jul 21 - Jul 24
found 12 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)

Santa Rosa Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $1,395, price is now $971 per person
$971
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Fort Walton Beach (VPS)
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Okaloosa Island
Save 100% on your flight
Price was $1,861, price is now $1,305 per person
$1,305
per person
Jul 10 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $1,528, price is now $1,077 per person
$1,077
per person
Jul 10 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Fort Walton Beach (VPS)
Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Downtown Pensacola
Save 100% on your flight
Price was $2,418, price is now $1,720 per person
$1,720
per person
Aug 22 - Aug 29
found 21 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Pensacola (PNS)

Top Flight Deals

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

Bargain Flight
Tue, Sep 1 - Sat, Sep 5
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Sep 1 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Sat, Sep 5, priced at $214 found 3 days ago
Delta
Tue, Sep 1 - Wed, Sep 9
IND
Indianapolis Intl.
PNS
Pensacola Intl.
$221 Roundtrip, found 3 days ago
$221
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 1 from Indianapolis Intl. to Pensacola Intl., returning Wed, Sep 9, priced at $221 found 3 days ago
Delta
Tue, Sep 1 - Sat, Sep 5
DAL
Love Field
PNS
Pensacola Intl.
$234 Roundtrip, found 3 days ago
$234
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 1 from Love Field to Pensacola Intl., returning Sat, Sep 5, priced at $234 found 3 days ago
Frontier Airlines
Wed, Jul 8 - Tue, Jul 21
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$236 Roundtrip, found 2 days ago
$236
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Jul 8 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Tue, Jul 21, priced at $236 found 2 days ago