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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cottages in Santa Rosa Island and around

Destin West - Osprey PH02 ~ Rooftop Terrace w/ Private Hot Tub & Grill
Enjoy the ocean view from this rooftop terrace, featuring a hot tub and comfortable seating.

Destin West - Osprey PH02 ~ Rooftop Terrace w/ Private Hot Tub & Grill

9.8 out of 10, Exceptional, (26)
"We had a great stay at this property. Had all the amenities that we needed for cooking. Any issues we did have were promptly solved by the host. Nice location close to the beach and restaurants. Quiet and very family friendly. We will return."
Destin West - Osprey PH02 ~ Rooftop Terrace w/ Private Hot Tub & Grill
Adorable 1 bedroom Cottage just steps to the Gulf! Sleeps 4
Walk along the pier and enjoy the tranquil ocean views.

Adorable 1 bedroom Cottage just steps to the Gulf! Sleeps 4

9.8 out of 10, Exceptional, (26)
"Unit was as pictured, good location, easy walk to beach, I would stay here again. Our wifi was out the entire stay, they gave an alternate service but only one of us could connect. Wish the outdoor chairs were on the front, there was a nice breeze there, too hot to sit on the back deck where chairs are at. We had a great stay!"
Adorable 1 bedroom Cottage just steps to the Gulf! Sleeps 4
Pensacola Beach Home: 1 Block to Beach Access
Enjoy a serene beach experience with access to the ocean.

Pensacola Beach Home: 1 Block to Beach Access

3.0 star property
10.0 out of 10, Exceptional, (2)
Pensacola Beach Home: 1 Block to Beach Access
Livin' Easy - Not Expensively!
Enjoy a serene beach experience with access to the ocean from the pier.

Livin' Easy - Not Expensively!

9.8 out of 10, Exceptional, (112)
"There are only a few of these gems still on Pensacola Beach. As a previous local who visits 2x a year, this location, overall vibe, cleanliness, and comfy beds gave us a great experience. Would rent again!!"
Livin' Easy - Not Expensively!
Steps to Beach: New Navarre Home w/ Ocean Views!
Enjoy cooking in this well-equipped kitchen with an oven, coffee maker, and toaster oven.

Steps to Beach: New Navarre Home w/ Ocean Views!

3.0 star property
Steps to Beach: New Navarre Home w/ Ocean Views!
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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Top Santa Rosa Island Hotel Reviews

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

10/10 Excellent
"This resort was on the water and offered walkable attractions and restaurants near by. Their housekeeping staff was excellent and attentive."
Amy 3-night trip
Posted 8 hours ago
The Island Resort at Fort Walton Beach

Frequently asked questions

Why book your cottage in Santa Rosa Island with Expedia?
Reserving a cottage in Santa Rosa Island is as simple as deciding on your travel dates and choosing an ideal place for a holiday in nature. From ritzy retreats to budget-friendly stays and cottages that have perks like a pool, Expedia has something for all traveller styles. As for epic deals? We've have them as well!
How can I find cheap cottages in Santa Rosa Island?
Expedia can help you easily locate cheap cottages in Santa Rosa Island. To book your dream stay in a few quick keystrokes, try out our convenient filter tool to tailor your search results by budget, amenities and star rating.