Santa Rosa Island Vacation Packages for 2026

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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 ...
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road Pensacola Beach FL
40.33 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 ...
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 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 Resort Pensacola Beach by IHG

Holiday Inn Resort Pensacola Beach by IHG

3 out of 5
14 Via De Luna Drive Pensacola Beach FL
39.69 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 ...
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd Fort Walton Beach FL
10.95 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 ...
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 ...
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 ...
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 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 ...
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 ...
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
Wed, Mar 4 - Mon, Mar 9
MSP
Minneapolis - St. Paul Intl.
PNS
Pensacola Intl.
$174 Roundtrip, found 5 days ago
$174
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Mar 4 from Minneapolis - St. Paul Intl. to Pensacola Intl., returning Mon, Mar 9, priced at $174 found 5 days ago
Spirit Airlines
Tue, Feb 17 - Thu, Feb 19
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$181 Roundtrip, found 1 day ago
$181
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Feb 17 from O'Hare Intl. to Pensacola Intl., returning Thu, Feb 19, priced at $181 found 1 day ago
United
Tue, Jun 9 - Mon, Jun 15
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$209 Roundtrip, found 6 days ago
$209
Roundtrip
found 6 days ago
Select United flight, departing Tue, Jun 9 from O'Hare Intl. to Pensacola Intl., returning Mon, Jun 15, priced at $209 found 6 days ago
Delta
Sat, Jan 17 - Sat, Jan 31
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jan 17 from O'Hare Intl. to Pensacola Intl., returning Sat, Jan 31, priced at $229 found 1 day ago
American Airlines
Thu, Jan 15 - Thu, Jan 29
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$263 Roundtrip, found 1 day ago
$263
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jan 15 from O'Hare Intl. to Pensacola Intl., returning Thu, Jan 29, priced at $263 found 1 day ago