Search Deals on
Santa Rosa Island Vacation Packages

Build your package with 2 more options

Santa Rosa Island Flight + Hotel Packages

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

Sundrift Inn

3 out of 5
Price was $547, price is now $421 per person
$421
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 HarborWalk Village are located nearby.

Studio 6 Pensacola, FL - West I-10

Studio 6 Pensacola, FL - West I-10

2.5 out of 5
Save 100% on your flight
Price was $3,637, price is now $2,603 per person
$2,603
per person
Nov 20 - Nov 26
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Pensacola. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Five Flags Speedway and DeLuna Lanes Bowling Center are located nearby.

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Price was $1,418, price is now $1,052 per person
$1,052
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Boise (BOI) 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.

Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $1,082, price is now $821 per person
$821
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Boise (BOI) 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.

Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Price was $580, price is now $442 per person
$442
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 HarborWalk Village are located nearby.

Destin Dream by Avantstay 2-story Home, Walk to Beach

Destin Dream by Avantstay 2-story Home, Walk to Beach

3 out of 5
Save 100% on your flight
Price was $3,290, price is now $2,534 per person
$2,534
per person
Dec 26 - Jan 2
found 22 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Walton Beach (VPS)
Stay at this cottage in Miramar Beach. Enjoy free parking, balconies, and air conditioning. Popular attractions Miramar Beach and Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links are located nearby.

Club Wyndham at Majestic Sun

Club Wyndham at Majestic Sun

3.5 out of 5
Price was $1,158, price is now $896 per person
$896
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Boise (BOI) to Fort Walton Beach (VPS)
Book a stay at this beach hotel in Miramar Beach. Enjoy free WiFi, 5 outdoor pools, and a fitness center. Popular attractions Miramar Beach and Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links are located nearby.
Perfect location great staff and tons around to shop and dine

Reviewed on Jan 15, 2026

Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

4 out of 5
Price was $1,045, price is now $820 per person
$820
per person
Dec 30 - Jan 5
found 3 hours ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
Stay at this apartment in Pensacola. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Pensacola Interstate Fairgrounds and Osceola Municipal Golf Course 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.
Sundrift Inn

Sundrift Inn

3 out of 5
Okaloosa Island
Price was $547, price is now $421 per person
$421
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pensacola (PNS)
Studio 6 Pensacola, FL - West I-10

Studio 6 Pensacola, FL - West I-10

2.5 out of 5
Price was $1,916, price is now $1,440 per person
$1,440
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Okaloosa Island
Price was $580, price is now $442 per person
$442
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pensacola (PNS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Price was $638, price is now $490 per person
$490
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Price was $898, price is now $637 per person
$637
per person
Nov 20 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Save 100% on your flight
Price was $1,038, price is now $713 per person
$713
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Club Wyndham at Majestic Sun

Club Wyndham at Majestic Sun

3.5 out of 5
Save 100% on your flight
Price was $1,075, price is now $764 per person
$764
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Studio 6 Pensacola, FL - West I-10

Studio 6 Pensacola, FL - West I-10

2.5 out of 5
Save 100% on your flight
Price was $3,637, price is now $2,603 per person
$2,603
per person
Nov 20 - Nov 26
found 15 hours ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)

Top Flight Deals

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

Frontier Airlines
Mon, Nov 9 - Mon, Nov 16
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$148 Roundtrip, found 8 hours ago
$148
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Mon, Nov 9 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Mon, Nov 16, priced at $148 found 8 hours ago
Frontier Airlines
Wed, Oct 28 - Fri, Nov 6
IND
Indianapolis Intl.
PNS
Pensacola Intl.
$222 Roundtrip, found 4 days ago
$222
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Indianapolis Intl. to Pensacola Intl., returning Fri, Nov 6, priced at $222 found 4 days ago
Sun Country Airlines
Tue, Feb 23 - Thu, Mar 4
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$226 Roundtrip, found 5 hours ago
$226
Roundtrip
found 5 hours ago
Select Sun Country Airlines flight, departing Tue, Feb 23 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Thu, Mar 4, priced at $226 found 5 hours ago
Frontier Airlines
Fri, Nov 27 - Mon, Dec 14
BWI
Baltimore Washington Intl. Thurgood Marshall
PNS
Pensacola Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Nov 27 from Baltimore Washington Intl. Thurgood Marshall to Pensacola Intl., returning Mon, Dec 14, priced at $237 found 1 day ago