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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.
Inn on Destin Harbor, an Ascend Collection Hotel

Inn on Destin Harbor, an Ascend Collection Hotel

2.5 out of 5
Save 100% on your flight
Price was $696, price is now $468 per person
$468
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Stay at this hotel in Destin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Destin Harbor Boardwalk and HarborWalk Village are located nearby.
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $792, price is now $560 per person
$560
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Stay at this 4-star beach condo in Miramar Beach. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links and Miramar Beach are located nearby.
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Price was $938, price is now $675 per person
$675
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Stay at this 5-star 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 Henderson Beach State Park and Big Kahuna's Water and Adventure Park are located nearby.
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Price was $1,052, price is now $759 per person
$759
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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 Casino Beach are located nearby.
OYO Hotel Pensacola I-10 & Hwy 29

OYO Hotel Pensacola I-10 & Hwy 29

2 out of 5
Price was $647, price is now $489 per person
$489
per person
Dec 16 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy free WiFi, free parking, and room service. Popular attractions Splash City Adventures and Marcus Pointe Golf Club are located nearby.
Holiday Inn Pensacola - University Area by IHG

Holiday Inn Pensacola - University Area by IHG

3 out of 5
Price was $661, price is now $509 per person
$509
per person
Dec 16 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Stay at this 3-star hotel in Pensacola. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions University Town Plaza and Cordova Mall are located nearby.
The Cabins at Gulf State Park

The Cabins at Gulf State Park

3 out of 5
Price was $748, price is now $583 per person
$583
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Stay at this 3-star cabin in Gulf Shores. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Gulf Shores Beach and Gulf State Park are located nearby.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was $690, price is now $540 per person
$540
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Okaloosa Island Beach and HarborWalk Village are located nearby.

Santa Rosa Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was $792, price is now $560 per person
$560
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Price was $938, price is now $675 per person
$675
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Price was $1,052, price is now $759 per person
$759
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
The Cabins at Gulf State Park

The Cabins at Gulf State Park

3 out of 5
Price was $748, price is now $583 per person
$583
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)

Santa Rosa Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was $675, price is now $449 per person
$449
per person
Jan 10 - Jan 17
found 17 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $1,389, price is now $862 per person
$862
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Save 100% on your flight
Price was $978, price is now $616 per person
$616
per person
Jan 10 - Jan 17
found 17 hours ago
Roundtrip flight included
Minneapolis (MSP) 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 $803, price is now $517 per person
$517
per person
Jan 10 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Sun, Jan 18 - Thu, Jan 29
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$166 Roundtrip, found 7 hours ago
$166
Roundtrip
found 7 hours ago
Select Sun Country Airlines flight, departing Sun, Jan 18 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Thu, Jan 29, priced at $166 found 7 hours ago
Frontier Airlines
Mon, Nov 3 - Sun, Nov 9
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$166 Roundtrip, found 4 days ago
$166
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Nov 3 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Sun, Nov 9, priced at $166 found 4 days ago
Spirit Airlines
Mon, Oct 27 - Mon, Nov 3
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$172 Roundtrip, found 3 days ago
$172
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Oct 27 from O'Hare Intl. to Pensacola Intl., returning Mon, Nov 3, priced at $172 found 3 days ago
Frontier Airlines
Fri, Oct 31 - Mon, Nov 10
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$173 Roundtrip, found 18 hours ago
$173
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Fri, Oct 31 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Mon, Nov 10, priced at $173 found 18 hours ago