Santa Rosa Island Vacation Packages for 2026

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Top Hotel Deals

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 ...
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 ...
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 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 ...
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 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 ...
SpringHill Suites by Marriott Navarre Beach

SpringHill Suites by Marriott Navarre Beach

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 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 ...
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 ...
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 Okaloosa Island Beach and HarborWalk ...
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 ...
Beal House Fort Walton Beach, Tapestry Collection by Hilton

Beal House Fort Walton Beach, Tapestry Collection by Hilton

2.5 out of 5
380 Santa Rosa Blvd Fort Walton Beach FL
11.92 km from city center
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
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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
Thu, Feb 19 - Mon, Mar 2
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$170 Roundtrip, found 8 hours ago
$170
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Thu, Feb 19 from O'Hare Intl. to Pensacola Intl., returning Mon, Mar 2, priced at $170 found 8 hours ago
Spirit Airlines
Mon, Mar 2 - Tue, Mar 3
BWI
Baltimore Washington Intl. Thurgood Marshall
PNS
Pensacola Intl.
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Mar 2 from Baltimore Washington Intl. Thurgood Marshall to Pensacola Intl., returning Tue, Mar 3, priced at $179 found 4 days ago
American Airlines
Sun, Feb 22 - Mon, Mar 2
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$198 Roundtrip, found 1 day ago
$198
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Feb 22 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Mon, Mar 2, priced at $198 found 1 day ago
Delta
Sat, Mar 7 - Fri, Mar 20
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$227 Roundtrip, found 8 hours ago
$227
Roundtrip
found 8 hours ago
Select Delta flight, departing Sat, Mar 7 from O'Hare Intl. to Pensacola Intl., returning Fri, Mar 20, priced at $227 found 8 hours ago
Southwest Airlines
Wed, Feb 25 - Wed, Mar 4
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Feb 25 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Wed, Mar 4, priced at $237 found 6 days ago