Santa Rosa Island Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Top Santa Rosa Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

Okaloosa Island
CA $1,204
per person
Oct 13 - Oct 20
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
8.2/10 Very good! (3,512 reviews)
Excellent

Reviewed on Aug 29, 2026

Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

CA $1,547
per person
Oct 13 - Oct 20
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Walton Beach (VPS)
7.8/10 Good! (4,148 reviews)
Landing Furnished Apartments near THSP

Landing Furnished Apartments near THSP

CA $1,807
per person
Oct 13 - Oct 20
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Walton Beach (VPS)
No reviews
Wavecrest Lodge

Wavecrest Lodge

Okaloosa Island
CA $1,249
per person
Oct 13 - Oct 20
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9.2/10 Wonderful! (1,073 reviews)
Sundrift Inn

Sundrift Inn

Okaloosa Island
CA $1,332
per person
Oct 13 - Oct 20
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9/10 Wonderful! (793 reviews)

Where to stay in Santa Rosa Island

Find the best Santa Rosa Island areas and neighborhoods for the activities you enjoy most. Learn more about Santa Rosa Island
A lifeguard tower on a sandy beach with a clear blue sky.

Okaloosa Island

1 out of top 10 points of interest in this area

The perfect place for a romantic getaway or a family weekend retreat, this is an unforgettable shoreline delight.

A diver holding a large shell underwater.

Villa Sabine

1 out of top 10 points of interest in this area

While visiting Villa Sabine, you might make a stop by sights like Casino Beach and Pensacola Beach Beaches.

A sandy beach with a pathway leading to a signpost labeled '25E'.

Villa Segunda

If you're spending some time in Villa Segunda, Opal Beach and Santa Rosa Sound are top sights worth seeing.

A coastal town with a marina, a bridge, and a beach.

Villa Primera

While visiting Villa Primera, you might make a stop by sights like Pensacola Beach Beaches and Santa Rosa Sound.

A coastal cityscape with a long beach, a marina, and a prominent hotel.

Toilla Segunda

While Toilla Segunda might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Pensacola Beach Boardwalk and Quietwater Beach.

Ready to book your vacation to Santa Rosa Island?

Choose your dates

Santa Rosa Island Hotel Deals

 The Pensacola Beach Resort

The Pensacola Beach Resort

165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
CA $285
CA $327 total
Sep 7 - Sep 8
includes taxes & fees
The Pensacola Beach Resort
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
CA $151
CA $220 total
Sep 7 - Sep 8
includes taxes & fees
8.2/10 Very good! (3,582 reviews)
"Excellent"

Reviewed on Aug 29, 2026

The Island Resort at Fort Walton Beach
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

573 Santa Rosa Blvd Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
CA $175
CA $198 total
Sep 27 - Sep 28
includes taxes & fees
8.2/10 Very good! (2,559 reviews)
"I loved the fact that we had a balcony and an Oceanfront view! We got up every morning to watch the sunrise which was so peaceful , relaxing and beautiful! We totally enjoyed the vibe and will be back next year."

Reviewed on Aug 29, 2026

Wyndham Garden Fort Walton Beach Destin
See all 6,243 properties in Santa Rosa Island
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.

Stay near popular Santa Rosa Island attractions

A pier with green supports extending into turquoise water.
Photo by Brad Taylor

Navarre Beach

9.6/10 (1,114 reviews)
Head over to Navarre Beach, a favorite beach in Navarre to enjoy the surf and sand, along with fishing. Wander the seaside or discover the sunsets in this relaxing area.
See properties
A beach with white sand and tall grasses leading to the ocean.

Pensacola Beach Beaches

9.6/10 (2,160 reviews)
Why not spend a lazy afternoon at Pensacola Beach Beaches during your trip to Pensacola Beach? Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.
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A beach with waves, a pier, and a clear sky.

Okaloosa Island Beach

9.4/10 (240 reviews)
Why not spend a lazy afternoon at Okaloosa Island Beach during your trip to Fort Walton Beach? Wander the beautiful beaches and seaside in this relaxing area.
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A historic brick staircase leading up to an arched bridge.

Fort Pickens

9.2/10 (1,165 reviews)
You can find out about the history of Pensacola Beach with a stop at Fort Pickens. Experience the great live music or attend a sporting event in this family-friendly area.
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A wooden pier extending into a body of water with a cloudy sky above.
Photo by mlur_RN

Pensacola Beach Boardwalk

8.8/10 (928 reviews)
You can search for that perfect souvenir at Pensacola Beach Boardwalk during your visit to Pensacola Beach. Wander the beautiful beaches and seaside in this family-friendly area.
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A coastal road with beach huts and a parking area.
Photo by Brad Taylor

Opal Beach

8.8/10 (314 reviews)
Why not spend a lazy afternoon at Opal Beach during your trip to Pensacola Beach? Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
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A pier extending into the ocean with waves crashing against it.

Pensacola Beach Gulf Pier

9.0/10 (2,289 reviews)
After visiting Pensacola Beach Gulf Pier, make a plan to see the other sights and activities in Pensacola Beach. Amble around this family-friendly area's beautiful beaches or experience its great live music.
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What to do in Santa Rosa Island

Screaming Eagle Speedboat Thrill Ride in Destin

Screaming Eagle Speedboat Thrill Ride in Destin

CA $95
per adult
Screaming Eagle Speedboat Thrill Ride in Destin
Original Cruisin' Tikis 3hr Crab Island Sandbar Adventure

Original Cruisin' Tikis 3hr Crab Island Sandbar Adventure

CA $125
per adult
96% of travellers recommend
Original Cruisin' Tikis 3hr Crab Island Sandbar Adventure
Shark Boat Destin Dolphin Watch and Sunset Cruise

Shark Boat Destin Dolphin Watch and Sunset Cruise

CA $53
per adult
Shark Boat Destin Dolphin Watch and Sunset Cruise
See all activities in Santa Rosa Island

Frequently asked questions

How much does a Santa Rosa Island vacation package cost?
Much less than you might think — from a low CA $1,204, as a matter of fact! By bundling flights, hotels and car rentals into your own tailor-made travel package, your getaway to Santa Rosa Island is only clicks away.
How do I get a cheap travel package to Santa Rosa Island?
One of the simplest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all. Select a combination that best fits you and see your savings pile up. Of course, a travel package is never one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotel options from all over the world, which lets you customize your Santa Rosa Island getaway.
How far in advance should I book my Santa Rosa Island vacation?
Browse Expedia to compare flights ASAP. You can normally purchase a seat up to a year prior to departure. If it's too early for your preferred air carrier, or you've left things to the last moment, don't worry. Cheap fares to Santa Rosa Island occasionally appear just weeks before the date of departure.
What does an Expedia Santa Rosa Island travel package include?
Choose from any combination of hotels, rental cars and flights. Once you've made your booking, you can add tours and experiences. Want to pick your fare class? That's also possible. The choice is all yours when it comes to arranging your ideal Santa Rosa Island trip.
What should I know before booking a Santa Rosa Island travel package?
When you book your flights, hotels and car rentals together, you'll score incredible discounts. Whether you're organizing a beach escape in a villa or would rather stay in an upscale city hotel, Expedia will make it happen for less.
Can I choose my airline with a Santa Rosa Island Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our vacation packages give you the freedom to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Santa Rosa Island vacation package?
Whether it's your hotel, flight or rental car, yes, you can cancel or amend it. Booked your Santa Rosa Island vacation package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may be charged a fee by your hotel, airline or car rental company. For more details, look up our Customer Service Portal. We're here to help you each step of the way.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.