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.
Holiday Inn Express & Suites Fort Walton Beach Eglin Area by IHG

Holiday Inn Express & Suites Fort Walton Beach Eglin Area by IHG

2.5 out of 5
Kenwood
Price was CA $1,264, price is now CA $1,073 per person
CA $1,073
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
9.8/10 Exceptional! (490 reviews)
Breakfast was nice and hot ! The staff was nice and helpful 😍 room was clean .

Reviewed on Jul 14, 2026

The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Price was CA $2,729, price is now CA $2,119 per person
CA $2,119
per person
Sep 21 - Sep 28
found 8 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Pensacola (PNS)
9.6/10 Exceptional! (3,325 reviews)
The food can be better

Reviewed on Jul 14, 2026

Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Downtown Pensacola
Price was CA $3,522, price is now CA $2,771 per person
CA $2,771
per person
Sep 21 - Sep 28
found 8 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Pensacola (PNS)
9.6/10 Exceptional! (21 reviews)
Room was amazing and I took photos of the bathroom to get ideas for our future build

Reviewed on Nov 21, 2025

Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Okaloosa Island
Price was CA $1,415, price is now CA $1,173 per person
CA $1,173
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Pensacola (PNS)
9.2/10 Wonderful! (1,016 reviews)
Check in wss easy just had a hard time finding the building in the evening so dark. Staff was excellent room is clean and large room overlooking the pool and the beach I was pleasantly surprised.

Reviewed on Jul 14, 2026

Landing Apartments Pensacola - Belleview Heights

Landing Apartments Pensacola - Belleview Heights

4 out of 5
Price was CA $1,914, price is now CA $1,610 per person
CA $1,610
per person
Sep 21 - Sep 28
found 8 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Pensacola (PNS)
2/10 (1 review)
We had an infestation of ants all over the apartment. We had them in the bed on the coach in the kitchen crawling all over the floor. We had to go and buy some mop cleaner to try to get them out of the kitchen. The property was pretty but the actually air b n b was a night mare. We got bitten by ants.

Reviewed on May 24, 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

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.

Find hotels in Okaloosa Island

Ready to book your vacation to Santa Rosa 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 $286 per night from Aug 11 to Aug 12
CA $286
CA $377 total
Aug 11 - Aug 12
includes taxes & fees
8.2/10 Very good! (3,409 reviews)
"I loved how close it was to the beach and the pool areas. However, the rooms are not the best."

Reviewed on Jul 14, 2026

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 $429 per night from Aug 9 to Aug 10
CA $429
CA $491 total
Aug 9 - Aug 10
includes taxes & fees
9.6/10 Exceptional! (3,385 reviews)
"The food can be better"

Reviewed on Jul 14, 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 $226 per night from Aug 9 to Aug 10
CA $226
CA $255 total
Aug 9 - Aug 10
includes taxes & fees
8.2/10 Very good! (2,453 reviews)
"Great location ! Beautiful Beach!"

Reviewed on Jul 14, 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations

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
4 Hour Destin Harbor Crab Island Excursion

4 Hour Destin Harbor Crab Island Excursion

CA $112
per adult
100% of travellers recommend
4 Hour Destin Harbor Crab Island Excursion
Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

CA $55
per adult
96% of travellers recommend
Dolphin & Sunset Cruises
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 $1,073, 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.