A sandy beach path with wooden fences and tall grasses.

Santa Rosa Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Santa Rosa Island vacation rentals

Property grounds

1. 13th Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame

13th Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame
Navarre
10.0 out of 10, Exceptional, (39 reviews)
"Great trip!!!"
United States
Aimie B.
$260 nightly
The price is $289
Oct 17 - Oct 18
Total with taxes and fees
13th Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame
A heated pool

2. 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
8.4 out of 10, Very good, (5 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.
$337 nightly
The price is $376
Sep 19 - Sep 20
Total with taxes and fees
Updated Gulf-Side Studio at Destin West with Free Beach Service for 2
Beach towels

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.
$251 nightly
The price is $280
Oct 18 - Oct 19
Total with taxes and fees
Escape to Colorful Okaloosa Island 1BR Condo
Beach nearby

4. 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, (184 reviews)
"Wonderful place in a great location. Super easy check in and very clean."
United States
Jaime
$257 nightly
The price is $286
Oct 11 - Oct 12
Total with taxes and fees
Okaloosa Island. Great Location. 3 Min Walk to Beach. 6 Mile drive to Destin.
Coffee/tea maker, fridge, microwave, oven

5. Unit #2 Waterfront + Heated Pool and Spa Access

Unit #2 Waterfront + Heated Pool and Spa Access
Okaloosa Island
10.0 out of 10, Exceptional, (2 reviews)
"Host was great, answered all questions promply."
United States
michael d.
$241 nightly
The price is $256
Sep 26 - Sep 27
Total with taxes and fees
Unit #2 Waterfront + Heated Pool and Spa Access
Outdoor pool

6. 7th floor 2 bedroom 2 bath oceanfront condo at Beach Colony West.

7th floor 2 bedroom 2 bath oceanfront condo at Beach Colony West.
Navarre
10.0 out of 10, Exceptional, (78 reviews)
"Great place and location!"
United States
Joseph S.
$414 nightly
The price is $457
Sep 19 - Sep 20
Total with taxes and fees
7th floor 2 bedroom 2 bath oceanfront condo at Beach Colony West.
Beach nearby

7. Nautilus 2511 Gulf View 2 BR/2 BA 5th Floor 2026 REMODEL!

Nautilus 2511 Gulf View 2 BR/2 BA 5th Floor 2026 REMODEL!
Okaloosa Island
9.8 out of 10, Exceptional, (13 reviews)
"Enjoyed our stay at Nautilus condos! Property was clean, and beach service was awesome!"
United States
Samantha D.
$349 nightly
The price is $391
Sep 22 - Sep 23
Total with taxes and fees
Nautilus 2511 Gulf View 2 BR/2 BA 5th Floor 2026 REMODEL!
On the beach, beach towels

8. Nautilus 2611 Gulf View 2BD/2BA 6th Floor. Free Beach Service 3/1-10/31

Nautilus 2611 Gulf View 2BD/2BA 6th Floor. Free Beach Service 3/1-10/31
Okaloosa Island
9.2 out of 10, Wonderful, (62 reviews)
"We continually come back to the Nautilus. Our stay was wonderful."
United States
Jenna R.
$357 nightly
The price is $398
Sep 25 - Sep 26
Total with taxes and fees
Nautilus 2611 Gulf View 2BD/2BA 6th Floor. Free Beach Service 3/1-10/31
Beach nearby, sun loungers, beach towels

9. Sunny Happy Place by the Beach, Sleeps 6. Beach service March 1 to October 30.

Sunny Happy Place by the Beach, Sleeps 6. Beach service March 1 to October 30.
Okaloosa Island
9.6 out of 10, Exceptional, (30 reviews)
"Very close to the beach and a lot of other things close by, walking distance for majority of necessities."
United States
Hunter
$355 nightly
The price is $396
Sep 19 - Sep 20
Total with taxes and fees
Sunny Happy Place by the Beach, Sleeps 6. Beach service March 1 to October 30.
On the beach, sun loungers

10. 2 Bedroom Condo on the Beach at Okaloosa Island

2 Bedroom Condo on the Beach at Okaloosa Island
Okaloosa Island
9.8 out of 10, Exceptional, (35 reviews)
"Great view of the ocean…easy walk to the beach. Comfortable beds in both rooms and a spacious well-equipped kitchen. "
United States
Gabi I.
$351 nightly
The price is $392
Oct 3 - Oct 4
Total with taxes and fees
2 Bedroom Condo on the Beach at Okaloosa Island
Property grounds

11. BeachFRONT!! 65" HD TV, WIFI, Netflix, and View!

BeachFRONT!! 65" HD TV, WIFI, Netflix, and View!
Okaloosa Island
9.8 out of 10, Exceptional, (113 reviews)
"Just as advertised! Awesome view and easy access to a pool and beautiful quiet beach just downstairs. We had an amazing time and would stay here again in a heartbeat."
United States
David P.
$304 nightly
The price is $339
Sep 26 - Sep 27
Total with taxes and fees
BeachFRONT!! 65" HD TV, WIFI, Netflix, and View!
Beach nearby

12. Beautifully Remodeled Bay Front Condo

Beautifully Remodeled Bay Front Condo
Navarre
10.0 out of 10, Exceptional, (86 reviews)
"A great, efficient, clean place for our family of 4. Would highly recommend."
United States
Family S.
$285 nightly
The price is $314
Sep 21 - Sep 22
Total with taxes and fees
Beautifully Remodeled Bay Front Condo
On the beach

13. Seacrest 305 is a 2 BR Gulf front on Okaloosa Island, Sleeps 6

Seacrest 305 is a 2 BR Gulf front on Okaloosa Island, Sleeps 6
Okaloosa Island
10.0 out of 10, Exceptional, (3 reviews)
"Great location, and great condo with plenty of room for our family. I would definitely recommend. "
United States
Tommy
$402 nightly
The price is $450
Sep 28 - Sep 29
Total with taxes and fees
Seacrest 305 is a 2 BR Gulf front on Okaloosa Island, Sleeps 6
Pool

14. Amazing Top-Floor Waterscape Condo, Free Beach Service!

Amazing Top-Floor Waterscape Condo, Free Beach Service!
Okaloosa Island
9.6 out of 10, Exceptional, (69 reviews)
"Great location, fast response from host, would definitely book again!"
United States
Mollie T.
$385 nightly
The price is $430
Sep 21 - Sep 22
Total with taxes and fees
Amazing Top-Floor Waterscape Condo, Free Beach Service!
Smart TV

15. Waterfront views! 3 BR Walk to beach, Pool, Dock

Waterfront views! 3 BR Walk to beach, Pool, Dock
Okaloosa Island
9.8 out of 10, Exceptional, (19 reviews)
"Very beautiful property! Right on the waterways and both balconies are fabulous! Beach is a short 5 minute walk and was doable for the whole family! Close to markets and stores too! Thank you so much for giving my family some great memories!!"
United States
Laura A.
$378 nightly
The price is $421
Sep 19 - Sep 20
Total with taxes and fees
Waterfront views! 3 BR Walk to beach, Pool, Dock
On the beach

16. Second-floor, airy condo with great views - close to dining & shopping

Second-floor, airy condo with great views - close to dining & shopping
Okaloosa Island
8.8 out of 10, Excellent, (29 reviews)
"we like this place, Thanks"
United States
Huonggiang N.
$300 nightly
The price is $335
Sep 20 - Sep 21
Total with taxes and fees
Second-floor, airy condo with great views - close to dining & shopping
Smart TV, DVD player

17. #305- TOP FLOOR, GULF FRONT! NOW BOOKING SPRING AND SUMMER! BCH SERVICE INCL.!

#305- TOP FLOOR, GULF FRONT! NOW BOOKING SPRING AND SUMMER! BCH SERVICE INCL.!
Okaloosa Island
9.8 out of 10, Exceptional, (297 reviews)
"One of the best trips and places we have ever stayed! Look forward to going back again!"
United States
Kevin S.
$395 nightly
The price is $441
Sep 26 - Sep 27
Total with taxes and fees
#305- TOP FLOOR, GULF FRONT! NOW BOOKING SPRING AND SUMMER! BCH SERVICE INCL.!
On the beach, sun loungers, beach towels

18. Great Location! Perfect View!

Great Location! Perfect View!
Okaloosa Island
9.8 out of 10, Exceptional, (145 reviews)
"This is the only place I would stay do to location and niceness of the condo."
United States
Alicia F.
$354 nightly
The price is $396
Oct 9 - Oct 10
Total with taxes and fees
Great Location! Perfect View!
On the beach, sun loungers, beach towels

19. Beachfront Condo, 10 Steps to the Sand

Beachfront Condo, 10 Steps to the Sand
Okaloosa Island
10.0 out of 10, Exceptional, (97 reviews)
"Awesome place right on the beach…literally, 10 steps to the sand….and about a 2 minute walk across the beach and you’re literally standing in the water. My wife I stayed a full week here and we had an awesome time with the beautiful sunrises and sunsets, not to mention the white sands and emerald/turquoise water, it was just beautiful...so beautiful, we didn’t want to leave. The condo had nice decor, was clean and equipped with a fully loaded kitchen, clean bathroom and bedroom. Communication...
United States
Sidney
$327 nightly
The price is $365
Sep 25 - Sep 26
Total with taxes and fees
Beachfront Condo, 10 Steps to the Sand
On the beach

20. Islander Beach Resort 303 Gulf Front Studio

Islander Beach Resort 303 Gulf Front Studio
Okaloosa Island
9.0 out of 10, Wonderful, (15 reviews)
"We loved it and will be back!"
United States
Darcie K.
$295 nightly
The price is $329
Sep 27 - Sep 28
Total with taxes and fees
Islander Beach Resort 303 Gulf Front Studio
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

Surf & Sand Hotel

Surf & Sand Hotel

8/10 Good
"Great location! Staff was friendly, pool and beach area very nice."
Kenneth 1-night trip
Posted 1 hour ago
Surf & Sand Hotel

Find out more about Santa Rosa Island

Everything you need to know about Santa Rosa Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Santa Rosa Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Santa Rosa Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Santa Rosa Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $329 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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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