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.
Landing Apartments - Northwest Pensacola

Landing Apartments - Northwest Pensacola

4 out of 5
Northwest Pensacola
Price was CA $1,277, price is now CA $1,056 per person
CA $1,056
per person
Oct 7 - Oct 12
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
9.2/10 Wonderful! (19 reviews)
The property was nice and clean. The 3BR and 2.5 Bath was perfect for me and my family. I would definitely stay again. The only thing I will say is that I didn't see the game room that was advertised. Overall great stay!

Reviewed on Jul 17, 2026

The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Price was CA $2,186, price is now CA $1,599 per person
CA $1,599
per person
Oct 7 - Oct 12
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
9.6/10 Exceptional! (3,402 reviews)
I would stay here again.

Reviewed on Jul 23, 2026

Landing Furnished Apartments - Orange Beach 

Landing Furnished Apartments - Orange Beach 

3 out of 5
Price was CA $1,627, price is now CA $1,291 per person
CA $1,291
per person
Aug 27 - Sep 1
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8/10 Very good! (12 reviews)
The check-in process and automatic locks at the property were very confusing. I could not get through to an actual person. Also, the access to the beach is not nearly as close as it looks on a map. Other than that, it’s a beautiful property, with nice accommodations.

Reviewed on Jul 1, 2026

Landing Modern 1BD in Warrington

Landing Modern 1BD in Warrington

3 out of 5
Price was CA $1,765, price is now CA $1,403 per person
CA $1,403
per person
Aug 30 - Sep 5
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
No reviews

SpringHill Suites by Marriott Navarre Oceanfront

SpringHill Suites by Marriott Navarre Oceanfront

4 out of 5
Price was CA $1,779, price is now CA $1,435 per person
CA $1,435
per person
Oct 7 - Oct 12
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.6/10 Excellent! (1,000 reviews)
Pool very cloudy n dirty we felt uncomfortable and only used once 5 minutes

Reviewed on Jul 23, 2026

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

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

Find hotels in Okaloosa Island

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Santa Rosa Island 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
The price is CA $219 per night from Aug 16 to Aug 17
CA $219
CA $300 total
Aug 16 - Aug 17
includes taxes & fees
The Island Resort at Fort Walton Beach
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $366 per night from Aug 9 to Aug 10
CA $366
CA $420 total
Aug 9 - Aug 10
includes taxes & fees
9.6/10 Exceptional! (3,419 reviews)
"I would stay here again."

Reviewed on Jul 23, 2026

The Pensacola Beach Resort
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $227 per night from Aug 23 to Aug 24
CA $227
CA $256 total
Aug 23 - Aug 24
includes taxes & fees
Wyndham Garden Fort Walton Beach Destin
See all 6,228 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.
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Stay near popular Santa Rosa Island attractions

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

What to do in Santa Rosa Island

Shark Boat Destin Dolphin Watch and Sunset Cruise

Shark Boat Destin Dolphin Watch and Sunset Cruise

CA $54
per adult
Shark Boat Destin Dolphin Watch and Sunset Cruise
Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

CA $55
per adult
96% of travellers recommend
Dolphin & Sunset Cruises
Destin Dolphin and Sunset Cruise

Destin Dolphin Watching and Sunset Cruise

CA $38
per adult
100% of travellers recommend
Destin Dolphin Watching 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 $1,056, 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.

Explore a world of travel with Expedia

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