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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.
Beach Street Cottages

Beach Street Cottages

3.5 out of 5
Price was $567, price is now $432 per person
$432
per person
Jan 17 - Jan 21
found 12 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
Book a stay at this beach hotel in Miramar Beach. Enjoy free WiFi, free parking, and concierge services. Popular attractions Destin Beaches and Miramar Beach are located nearby.
Staff is friendly. It’s clean and very close to the beach.

Reviewed on Jul 19, 2026

Hotel Margot

Hotel Margot

4 out of 5
Price was $855, price is now $642 per person
$642
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Saenger Theatre and Palafox Market are located nearby.

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Price was $1,134, price is now $863 per person
$863
per person
Jan 20 - Jan 24
found 5 hours 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 Destin Beaches and Henderson Beach State Park are located nearby.
Beautiful property. We did not take advantage of all of the amenities but it is a gorgeous property and we loved where it was located.

Reviewed on Nov 4, 2026

Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Price was $755, price is now $578 per person
$578
per person
Jan 20 - Jan 24
found 5 hours 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 fitness center. 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.
Great location. Beautiful setting. Great value.

Reviewed on Nov 3, 2026

Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $866, price is now $667 per person
$667
per person
Jan 20 - Jan 24
found 5 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Fort Walton Beach (VPS)
Stay at this aparthotel in Miramar Beach. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links and Miramar Beach are located nearby.

Landing Apartments Santa Rosa Beach

Landing Apartments Santa Rosa Beach

4 out of 5
Price was $1,197, price is now $926 per person
$926
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Stay at this aparthotel in Santa Rosa Beach. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Coleman Beach and Alys Beach are located nearby.

Sundrift Inn

Sundrift Inn

3 out of 5
Price was $604, price is now $472 per person
$472
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Fort Walton Beach. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions Okaloosa Island Beach and Boardwalk on Okaloosa Island are located nearby.
Everything was amazing. They let us get early checked in

Reviewed on Nov 2, 2026

Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

4 out of 5
Price was $885, price is now $700 per person
$700
per person
Jan 17 - Jan 23
found 12 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Stay at this apartment in Pensacola. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Five Flags Speedway and Pensacola Interstate Fairgrounds are located nearby.
We had an infestation of ants all over the apartment. We had them in the bed on the coach in the kitchen crawling all over the floor. We had to go and buy some mop cleaner to try to get them out of the kitchen. The property was pretty but the actually air b n b was a night mare. We got bitten by ants.

Reviewed on May 24, 2026

Santa Rosa Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Beach Street Cottages

Beach Street Cottages

3.5 out of 5
Price was $567, price is now $432 per person
$432
per person
Jan 17 - Jan 21
found 12 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
Hotel Margot

Hotel Margot

4 out of 5
Downtown Pensacola
Price was $855, price is now $642 per person
$642
per person
Jan 13 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Price was $1,134, price is now $863 per person
$863
per person
Jan 20 - Jan 24
found 5 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Fort Walton Beach (VPS)
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Okaloosa Island
Price was $755, price is now $578 per person
$578
per person
Jan 20 - Jan 24
found 5 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)

Santa Rosa Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Okaloosa Island
Price was $859, price is now $590 per person
$590
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Sundrift Inn

Sundrift Inn

3 out of 5
Okaloosa Island
Price was $895, price is now $613 per person
$613
per person
Dec 18 - Dec 24
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
Price was $1,020, price is now $743 per person
$743
per person
Jan 17 - Jan 23
found 12 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
Hotel Margot

Hotel Margot

4 out of 5
Downtown Pensacola
Price was $1,049, price is now $765 per person
$765
per person
Jan 17 - Jan 23
found 12 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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, Dec 20 - Fri, Dec 25
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$186 Roundtrip, found 18 hours ago
$186
Roundtrip
found 18 hours ago
Select Sun Country Airlines flight, departing Sun, Dec 20 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Fri, Dec 25, priced at $186 found 18 hours ago
Frontier Airlines
Mon, Dec 7 - Sat, Dec 19
BWI
Baltimore Washington Intl. Thurgood Marshall
PNS
Pensacola Intl.
$207 Roundtrip, just found
$207
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Dec 7 from Baltimore Washington Intl. Thurgood Marshall to Pensacola Intl., returning Sat, Dec 19, priced at $207 just found
Frontier Airlines
Sat, Feb 20 - Sat, Feb 27
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$220 Roundtrip, found 15 hours ago
$220
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sat, Feb 20 from O'Hare Intl. to Pensacola Intl., returning Sat, Feb 27, priced at $220 found 15 hours ago
Frontier Airlines
Wed, Feb 17 - Wed, Feb 24
MSP
Minneapolis - St. Paul Intl.
PNS
Pensacola Intl.
$220 Roundtrip, found 10 hours ago
$220
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Feb 17 from Minneapolis - St. Paul Intl. to Pensacola Intl., returning Wed, Feb 24, priced at $220 found 10 hours ago