Santa Rosa Island Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Santa Rosa Island Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Save 100% on your flight
Price was $868, price is now $574 per person
$574
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.

Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,200, price is now $835 per person
$835
per person
May 12 - May 19
found 13 hours ago
Roundtrip flight included
Philadelphia (PHL) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Orange Beach. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gulf Shores Beach and The Wharf are located nearby.

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $1,722, price is now $1,256 per person
$1,256
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.

Holiday Inn Pensacola - University Area by IHG

Holiday Inn Pensacola - University Area by IHG

3 out of 5
Save 100% on your flight
Price was $895, price is now $655 per person
$655
per person
May 12 - May 19
found 13 hours ago
Roundtrip flight included
Philadelphia (PHL) to Pensacola (PNS)
Stay at this hotel in Pensacola. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions University Town Plaza and Cordova Mall are located nearby.

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Top Hotel Deals

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
13.44 km from city center
Book a stay at this 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 ...
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road Pensacola Beach FL
40.84 km from city center
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 ...
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd Fort Walton Beach FL
10.98 km from city center
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Our guests praise the pool and the helpful staff ...
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road Pensacola Beach FL
40.37 km from city center
Book a stay at this beach hotel in Pensacola Beach. Enjoy free breakfast, free WiFi, and free bicycles on site. Our guests praise the breakfast and the pool ...
Fairfield Inn & Suites by Marriott Pensacola Beach

Fairfield Inn & Suites by Marriott Pensacola Beach

3.5 out of 5
16 Via de Luna Dr Pensacola Beach FL
39.59 km from city center
Book a stay at this beach hotel in Pensacola Beach. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our ...
Hilton Pensacola Beach

Hilton Pensacola Beach

4 out of 5
12 Via De Luna Dr Pensacola Beach FL
39.81 km from city center
Book a stay at this beach resort in Pensacola Beach. Enjoy 2 outdoor pools, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff ...
Holiday Inn Resort Pensacola Beach by IHG

Holiday Inn Resort Pensacola Beach by IHG

3 out of 5
14 Via De Luna Drive Pensacola Beach FL
39.72 km from city center
Book a stay at this beach hotel in Pensacola Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
Hampton Inn Pensacola Beach

Hampton Inn Pensacola Beach

2.5 out of 5
2 Via De Luna Drive Pensacola Beach FL
39.96 km from city center
Book a stay at this beach hotel in Pensacola Beach. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our ...
SpringHill Suites by Marriott Navarre Oceanfront

SpringHill Suites by Marriott Navarre Oceanfront

4 out of 5
8375 Gulf Blvd Navarre FL
13.97 km from city center
Book a stay at this beach hotel in Navarre. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the restaurant in our reviews. ...
Hilton Garden Inn Ft. Walton Beach

Hilton Garden Inn Ft. Walton Beach

3 out of 5
1297 Miracle Strip PKWY SE Fort Walton Beach FL
12.63 km from city center
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free WiFi, a beach locale, and room service. Our guests praise the pool and the helpful staff in ...
Holiday Inn Express Pensacola Beach by IHG

Holiday Inn Express Pensacola Beach by IHG

2.5 out of 5
333 Fort Pickens Road Pensacola Beach FL
41.21 km from city center
Book a stay at this beach hotel in Pensacola Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Four Points by Sheraton Destin-Fort Walton Beach

Four Points by Sheraton Destin-Fort Walton Beach

3 out of 5
1325 Miracle Strip Pkwy SE Fort Walton Beach FL
12.82 km from city center
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the helpful staff and the clean ...
Hampton Inn Ft. Walton Beach

Hampton Inn Ft. Walton Beach

2.5 out of 5
1112 Santa Rosa Blvd Fort Walton Beach FL
12.35 km from city center
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 ...
Waterscape Condominiums

Waterscape Condominiums

3.5 out of 5
1110 Santa Rosa Blvd Fort Walton Beach FL
12.5 km from city center
Book a stay at this beach condo in Fort Walton Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Boardwalk on Okaloosa Island and ...
Holiday Inn Resort Fort Walton Beach by IHG

Holiday Inn Resort Fort Walton Beach by IHG

3 out of 5
1299 Miracle Strip Parkway SE Fort Walton Beach FL
12.69 km from city center
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the helpful ...
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See all available properties in Santa Rosa Island
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sun, May 10 - Thu, May 14
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$170 Roundtrip, found 6 days ago
$170
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, May 10 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Thu, May 14, priced at $170 found 6 days ago
Southwest Airlines
Mon, Apr 13 - Thu, Apr 23
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$177 Roundtrip, found 20 hours ago
$177
Roundtrip
found 20 hours ago
Select Southwest Airlines flight, departing Mon, Apr 13 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Thu, Apr 23, priced at $177 found 20 hours ago
American Airlines
Mon, Apr 13 - Thu, Apr 23
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$185 Roundtrip, found 20 hours ago
$185
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Mon, Apr 13 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Thu, Apr 23, priced at $185 found 20 hours ago
Spirit Airlines
Sat, May 9 - Sun, May 17
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$190 Roundtrip, found 6 days ago
$190
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Sat, May 9 from Hartsfield-Jackson Atlanta Intl. to Pensacola Intl., returning Sun, May 17, priced at $190 found 6 days ago
Delta
Tue, May 19 - Thu, May 21
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$247 Roundtrip, found 9 hours ago
$247
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, May 19 from O'Hare Intl. to Pensacola Intl., returning Thu, May 21, priced at $247 found 9 hours ago