A sandy beach path with wooden fences and tall grasses.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Santa Rosa Island holiday rentals

A beach with rows of blue umbrellas and beach chairs, a sandy shore, and the ocean in the background.

1. Okaloosa Island. Great Location. 3 Min Walk to Beach. 6 Mile drive to Destin.

Okaloosa Island. Great Location. 3 Min Walk to Beach. 6 Mile drive to Destin.
Okaloosa Island
9.8 out of 10, Exceptional, (187 reviews)
"Host was great and very responsive, close to the beach and several fantastic restaurants and attractions!"
United States
Heather S.
The price is £219
includes taxes & fees
18 Oct - 19 Oct
Okaloosa Island. Great Location. 3 Min Walk to Beach. 6 Mile drive to Destin.
A wooden boardwalk leading to a beach with a clear view of the ocean.

2. Okaloosa Island Beach Getaway Nestled Between Destin Harbor & Downtown Ft Walton

Okaloosa Island Beach Getaway Nestled Between Destin Harbor & Downtown Ft Walton
Okaloosa Island
9.6 out of 10, Exceptional, (177 reviews)
"Very clean and comfortable. Host was easy to contact and was very responsive. Very roomy condo. And loved the fact that beach was right behind us and we could just walk to it. I will definitely be going back!!!"
United States
Nicole B.
The price is £219
includes taxes & fees
25 Oct - 26 Oct
Okaloosa Island Beach Getaway Nestled Between Destin Harbor & Downtown Ft Walton
A beach view with a wooden boardwalk leading to the water, sandy dunes, and a clear sky.

3. Escape to Colorful Okaloosa Island 1BR Condo

Escape to Colorful Okaloosa Island 1BR Condo
Okaloosa Island
9.4 out of 10, Exceptional, (8 reviews)
"This was a nice stay"
United States
Tom R.
The price is £218
includes taxes & fees
18 Oct - 19 Oct
Escape to Colorful Okaloosa Island 1BR Condo
A compact kitchen with a refrigerator, microwave, and white cabinets. There is a dining area with a sofa and two chairs.

4. Okaloosa Island Castaway-Pets Allowed

Okaloosa Island Castaway-Pets Allowed
Okaloosa Island
9.0 out of 10, Wonderful, (17 reviews)
"Had a great time and was key location to beach, restaurants, and activities "
United States
Michael W.
The price is £181
includes taxes & fees
3 Nov - 4 Nov
Okaloosa Island Castaway-Pets Allowed
A beach with clear water, a sandy shore, and a pier extending into the water.

5. Beautifully Remodeled Bay Front Condo

Beautifully Remodeled Bay Front Condo
Navarre
10.0 out of 10, Exceptional, (87 reviews)
"A great, efficient, clean place for our family of 4. Would highly recommend."
United States
Family S.
The price is £197
includes taxes & fees
10 Nov - 11 Nov
Beautifully Remodeled Bay Front Condo
A wooden boardwalk leading to a beach with a flag, clear skies, and a distant view of the ocean.

6. Third-Floor Studio with Shared Pool, Sound View, High-Speed WiFi, & Central AC

Third-Floor Studio with Shared Pool, Sound View, High-Speed WiFi, & Central AC
Navarre Beach
9.2 out of 10, Wonderful, (56 reviews)
"It’s a very nice place for a small family. There is a beautiful view of the sound from the condo. The hosts were quick to respond with a few small issues we had."
United States
Wendy Y.
The price is £159
includes taxes & fees
24 Oct - 25 Oct
Third-Floor Studio with Shared Pool, Sound View, High-Speed WiFi, & Central AC
A large, circular swimming pool with multiple lanes, surrounded by palm trees and sun loungers.

7. Updated Gulf-Side Studio at Destin West with Free Beach Service for 2

Updated Gulf-Side Studio at Destin West with Free Beach Service for 2
Okaloosa Island
8.8 out of 10, Excellent, (6 reviews)
"My husband and I stayed here and it was wonderful! We will be coming back! We came alone but next time we will bring the kids."
United States
Jillian B.
The price is £278
includes taxes & fees
1 Nov - 2 Nov
Updated Gulf-Side Studio at Destin West with Free Beach Service for 2
A coastal hotel with multiple floors, a beach, and a pier extending into the ocean.

8. 2nd Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame

2nd Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame
Navarre
10.0 out of 10, Exceptional, (84 reviews)
"Would stay again!"
United States
Lucas L.
The price is £254
includes taxes & fees
24 Oct - 25 Oct
2nd Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame
Beach

9. Nautilus 2211 Gulf View 2 BR 2nd Flr, Sleeps 6, Free Beach Service 3/1-10/31

Nautilus 2211 Gulf View 2 BR 2nd Flr, Sleeps 6, Free Beach Service 3/1-10/31
Okaloosa Island
10.0 out of 10, Exceptional, (9 reviews)
"The room was very clean and just as pictured,fully stocked kitchen made meals easy. The view from master bedroom balcony was better than expected. Beach access was easy and the beach service was a added bonus with the extra chairs and cooler. Would 10/10 recommend staying here, with 3 kids it was an ease and very enjoyable."
United States
Justin D.
The price is £340
includes taxes & fees
16 Oct - 17 Oct
Nautilus 2211 Gulf View 2 BR 2nd Flr, Sleeps 6, Free Beach Service 3/1-10/31
A beachfront hotel with multiple high-rise buildings, a sandy beach, and clear turquoise water.

10. Summerwinds 403E Beachfront Vacation and ask about November Monthly Special

Summerwinds 403E Beachfront Vacation and ask about November Monthly Special
Navarre
9.8 out of 10, Exceptional, (114 reviews)
"Beautiful room with an awesome view."
United States
Lee H.
Summerwinds 403E Beachfront Vacation and ask about November Monthly Special
A beach with white sand, blue umbrellas, and a boat in the water.

11. #204- GULF FRONT, 2ND FLOOR! NOW BOOKING SPRING AND SUMMER! BCH SERVICE INCL.!

#204- GULF FRONT, 2ND FLOOR! NOW BOOKING SPRING AND SUMMER! BCH SERVICE INCL.!
Okaloosa Island
9.8 out of 10, Exceptional, (247 reviews)
"Perfect for a weekend getaway! Very clean and had everything we needed."
United States
Carlissa W.
The price is £270
includes taxes & fees
1 Nov - 2 Nov
#204- GULF FRONT, 2ND FLOOR! NOW BOOKING SPRING AND SUMMER! BCH SERVICE INCL.!
A beach with clear turquoise water, a sandy shore, and a pier extending into the sea.

12. Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court

Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court
Navarre
10.0 out of 10, Exceptional, (264 reviews)
"Clean rooms, good open space, very close to ocean, slight ocean view from the main bedroom. Not crowded pool which is nice."
United States
OLGA & ALEX P.
The price is £308
includes taxes & fees
2 Nov - 3 Nov
Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court
Beach Dune

13. Nautilus 2410 Gulf View 2BD/2BA 4th Floor. Free Beach Service 3/1-10/31

Nautilus 2410 Gulf View 2BD/2BA 4th Floor. Free Beach Service 3/1-10/31
Okaloosa Island
9.4 out of 10, Exceptional, (54 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great place to stay, very clean and convenient. We will be back next year to stay here again"
United States
PERRY F.
The price is £301
includes taxes & fees
14 Oct - 15 Oct
Nautilus 2410 Gulf View 2BD/2BA 4th Floor. Free Beach Service 3/1-10/31
Building exterior. View of the boardwalk to the beach and the pool

14. Gulf View Island Studio w/ Restaurant Nearby

Gulf View Island Studio w/ Restaurant Nearby
Okaloosa Island
10.0 out of 10, Exceptional, (12 reviews)
"Great location and great place to stay. Wonderful amenities and decorated well. Checking in process and communication with owner were easy. "
United States
Tricia S.
The price is £200
includes taxes & fees
15 Oct - 16 Oct
Gulf View Island Studio w/ Restaurant Nearby
A balcony with a view of the beach and ocean.

15. SeaCrest 501A - Beachfront Studio Free Seasonal Beach Service

SeaCrest 501A - Beachfront Studio Free Seasonal Beach Service
Okaloosa Island
9.0 out of 10, Wonderful, (29 reviews)
"Excellent view! Room was perfect for 2! Loved having the chairs out ready for us each morning."
United States
Coda L.
The price is £253
includes taxes & fees
26 Oct - 27 Oct
SeaCrest 501A - Beachfront Studio Free Seasonal Beach Service
A balcony with a white table and blue chairs, overlooking a beach and ocean.

16. 7th-floor bright, open condo - close to dining with Gulf front views

7th-floor bright, open condo - close to dining with Gulf front views
Navarre Beach
8.8 out of 10, Excellent, (57 reviews)
"The amenities were great. We had a wonderful stay."
United States
Raymond K.
The price is £206
includes taxes & fees
18 Oct - 19 Oct
7th-floor bright, open condo - close to dining with Gulf front views
A beach chair on a sandy beach with the ocean in the background.

17. Island Sands 109 -Beachfront Beauty- Corner Unit- Just WOW!

Island Sands 109 -Beachfront Beauty- Corner Unit- Just WOW!
Okaloosa Island
10.0 out of 10, Exceptional, (151 reviews)
"Wonderful location and we will be back next year for sure"
United States
Kimberly F.
The price is £286
includes taxes & fees
7 Nov - 8 Nov
Island Sands 109 -Beachfront Beauty- Corner Unit- Just WOW!
A beach view with a table and chairs, a bottle of wine, and umbrellas. Text indicates beach setup service, 2 chairs, 1 umbrella, available from Mar 1 to Oct 31.

18. Lovely beach-front condo with free beach setup.

Lovely beach-front condo with free beach setup.
Okaloosa Island
10.0 out of 10, Exceptional, (18 reviews)
"Nice place to stay, quiet and very relaxing. "
United States
Terri S.
The price is £278
includes taxes & fees
24 Oct - 25 Oct
Lovely beach-front condo with free beach setup.
A modern living room with a large flat-screen TV, grey sofas, a wooden coffee table, and a balcony with a view of the ocean.

19. Gulf View Island 2/2 Condo w/ Restaurant Nearby

Gulf View Island 2/2 Condo w/ Restaurant Nearby
Okaloosa Island
9.4 out of 10, Exceptional, (11 reviews)
"The host was helpful and prompt when contacted. The condo was nice and as advertised. We would stay here again."
United States
Jason B.
The price is £238
includes taxes & fees
24 Oct - 25 Oct
Gulf View Island 2/2 Condo w/ Restaurant Nearby
A swimming pool surrounded by palm trees and hotel buildings.

20. Kid-friendly! Lazy River~Skywalk over to beach!

Kid-friendly! Lazy River~Skywalk over to beach!
Okaloosa Island
9.4 out of 10, Exceptional, (36 reviews)
"This is the most I’ve ever paid for a VRBO per night. We’ve stayed in some pretty nice places over the years. We chose this one because the several of our team members were staying at the same resort. The whole place was very outdated. Scuffs and little blemishes all over the walls. The couch was old, the bunk bed was so creaky my kids couldn’t sleep. We ended up putting towels around it to make it somewhat quieter. The bedrooms had no storage for clothes besides a few hangers in the closet....
United States
Theresa L.
The price is £287
includes taxes & fees
2 Nov - 3 Nov
Kid-friendly! Lazy River~Skywalk over to beach!
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

Paradise inn

Paradise inn

10/10 Excellent
"Staff were fantastic, unfortunately had to cut our stay short due to the hurricane but they couldn’t have been more helpful with what to do. Place very clean bed super comfy. Great place to stay at on the Pensacola beach"
Liam 5-night trip
Posted 1 hour ago
Paradise inn

Find out more about Santa Rosa Island

Everything you need to know about Santa Rosa Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Santa Rosa Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Santa Rosa Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Santa Rosa Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Santa Rosa Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Santa Rosa Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Santa Rosa Island holiday rentals we have selected for you start as low as £281 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Santa Rosa Island rentals

At Expedia, we put the best Santa Rosa Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Santa Rosa Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Santa Rosa Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Santa Rosa Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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