Santa Rosa Island Vacation Packages for 2026

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

Choose two or more items and save on your trip:

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
13.45 km from city center
Book a stay at this beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 3 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 ...
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 ...
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
39.63 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 ...
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 ...
Paradise inn

Paradise inn

2.5 out of 5
21 Via De Luna Dr Pensacola Beach FL
39.46 km from city center
Book a stay at this beach motel in Pensacola Beach. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pensacola Beach Boardwalk and Quietwater ...
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 ...
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 ...
Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
540 Santa Rosa Blvd Fort Walton Beach FL
10.85 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 ...
Sundrift Inn

Sundrift Inn

3 out of 5
414 Santa Rosa Boulevard Fort Walton Beach FL
11.61 km from city center
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Destin Harbor Boardwalk and ...
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 ...
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 ...
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. ...
Don't see what you're looking for?
See all available properties in Santa Rosa Island
View all properties
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.

Southwest Airlines
Tue, Oct 6 - Wed, Oct 28
ATL
Hartsfield-Jackson Atlanta Intl.
VPS
Northwest Florida Regional
$186 Roundtrip, found 21 hours ago
$186
Roundtrip
found 21 hours ago
Select Southwest Airlines flight, departing Tue, Oct 6 from Hartsfield-Jackson Atlanta Intl. to Northwest Florida Regional, returning Wed, Oct 28, priced at $186 found 21 hours ago
Frontier Airlines
Tue, Jul 21 - Tue, Jul 28
BWI
Baltimore Washington Intl. Thurgood Marshall
PNS
Pensacola Intl.
$240 Roundtrip, found 1 hour ago
$240
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Jul 21 from Baltimore Washington Intl. Thurgood Marshall to Pensacola Intl., returning Tue, Jul 28, priced at $240 found 1 hour ago
Delta
Sun, Oct 18 - Sat, Oct 31
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$258 Roundtrip, found 1 hour ago
$258
Roundtrip
found 1 hour ago
Select Delta flight, departing Sun, Oct 18 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Sat, Oct 31, priced at $258 found 1 hour ago
American Airlines
Tue, Oct 6 - Wed, Oct 28
ATL
Hartsfield-Jackson Atlanta Intl.
VPS
Northwest Florida Regional
$277 Roundtrip, found 21 hours ago
$277
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Oct 6 from Hartsfield-Jackson Atlanta Intl. to Northwest Florida Regional, returning Wed, Oct 28, priced at $277 found 21 hours ago
United
Wed, Jul 22 - Tue, Jul 28
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$305 Roundtrip, found 6 days ago
$305
Roundtrip
found 6 days ago
Select United flight, departing Wed, Jul 22 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Tue, Jul 28, priced at $305 found 6 days ago