Santa Rosa Island Vacation Packages

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Top Santa Rosa Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites

Sleep Inn & Suites

3 out of 5
per person
Jun. 15 - Jun. 22
Roundtrip flight included
Toronto (YYZ) to Pensacola (PNS)
9.8/10 Exceptional! (17 reviews)
The staff was amazing, I felt so welcomed. The hotel was very nice.

Reviewed on May 13, 2024

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Save 100% on your flight
per person
Jun. 15 - Jun. 22
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.4/10 Very Good! (1,882 reviews)
Loved the amenities at this property. The grotto swim up bar, and outdoor bar and grill. My only negative is that when entering our room it was not appealing at all. There was all white and gray and I expected a tropical feel, it was not exciting at all, very sterile looking. I've stayed at other beach side resorts and this one was a let down with the inside decor.

Reviewed on May 13, 2024

Backyard Beach by Avantstay Oceanfront Destin Paradise

Backyard Beach by Avantstay Oceanfront Destin Paradise

3 out of 5
Frangista Beach
per person
Jun. 15 - Jun. 22
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
No reviews
Palacio Condominiums

Palacio Condominiums

4 out of 5
per person
Jun. 29 - Jul. 6
Roundtrip flight included
Toronto (YYZ) to Pensacola (PNS)
9.4/10 Exceptional! (123 reviews)
First time renting a condo was a good experience.

Reviewed on Nov. 12, 2019

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
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Villa Sabine

1 out of top 10 points of interest in this area
5/5(1 area review)

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

Find hotel + flight trips in Villa Sabine

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
Fully refundableReserve now, pay when you stay
The price is CA $301 per night from May 16 to May 17
CA $301
CA $384 total
includes taxes & fees
May 16 - May 17
8.2/10 Very Good! (1,881 reviews)
Nice
"Room was nice exterior under construction. Only 1 pool heated m. Not the one you swim to room.or bar. No free breakfast Will stay again"

Reviewed on May 13, 2024

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
The price is CA $286 per night from May 19 to May 20
CA $286
CA $325 total
includes taxes & fees
May 19 - May 20
8.8/10 Excellent! (1,461 reviews)
"Staff for front desk and housekeeping was limited and i lost my debit card and asked if maintenance could maybe get it out of the coke machine but noone got back to me"

Reviewed on May 13, 2024

The Pensacola Beach Resort
Surf & Sand Hotel
Surf & Sand Hotel
2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
The price is CA $159 per night from May 22 to May 23
CA $159
CA $182 total
includes taxes & fees
May 22 - May 23
8.2/10 Very Good! (1,758 reviews)
"Convenient location to beach & pier."

Reviewed on May 13, 2024

Surf & Sand Hotel
See all 5,923 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.

Explore other types of vacation packages

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All Inclusive Vacations

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Frequently asked questions

How much does a Santa Rosa Island vacation package cost?
Much less than you might think — from a low CA $1,301, 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.

Discover the most popular places to visit in Santa Rosa Island

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Navarre Beach

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.

Navarre Beach
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Pensacola Naval Air Station

5/5(8 reviews)

After visiting Pensacola Naval Air Station, make a plan to see the other sights and activities in Pensacola. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.

Pensacola Naval Air Station
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Destin Beaches

5/5(3 reviews)

Why not spend a lazy afternoon at Destin Beaches during your trip to Crystal Beach?

Destin Beaches

What to do in Santa Rosa Island

Image for Jetski Waverunner Rental - Destin

Jetski Waverunner Rental - Destin

CA $115
Per adult
Jetski Waverunner Rental - Destin
Image for 12 passenger Crab Island pontoon boat rental

12 passenger Crab Island pontoon boat rental

CA $372
Per adult
12 passenger Crab Island pontoon boat rental
Image for Private Crab Island Pontoon Charter with Inflatables

Private Crab Island Pontoon Charter with Inflatables

CA $745
Per adult
Private Crab Island Pontoon Charter with Inflatables
See all activities in Santa Rosa Island

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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.