A sandy beach path with wooden fences and tall grasses.

Santa Rosa Island Vacation Rentals

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Our top choices for Santa Rosa Island vacation rentals

1. 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, (82 reviews)
"Very nice place."
United States
Jimmy B.
The price is CA $97
CA $383 total
includes taxes & fees
Sep 11 - Sep 12
2nd Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame

2. 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
The price is CA $104
CA $394 total
includes taxes & fees
Sep 15 - Sep 16
Okaloosa Island. Great Location. 3 Min Walk to Beach. 6 Mile drive to Destin.

3. 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.
The price is CA $168
CA $518 total
includes taxes & fees
Aug 29 - Aug 30
Updated Gulf-Side Studio at Destin West with Free Beach Service for 2

4. 10th Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame

10th Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame
Navarre
10.0 out of 10, Exceptional, (126 reviews)
"Great location, very clean, would book again"
United States
Joseph B.
The price is CA $104
CA $391 total
includes taxes & fees
Sep 10 - Sep 11
10th Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame

5. WATER VIEW TOP FLOOR Condo for 2-Fishing pier,pool Perfect!

WATER VIEW TOP FLOOR Condo for 2-Fishing pier,pool Perfect!
Navarre
9.6 out of 10, Exceptional, (133 reviews)
"Beautiful condo in a good location. Bed was too small for our liking but overall it was a pleasurable stay. Very clean and comfortable."
United States
Toni T.
The price is CA $211
CA $527 total
includes taxes & fees
Aug 31 - Sep 1
WATER VIEW TOP FLOOR Condo for 2-Fishing pier,pool Perfect!

6. 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
The price is CA $230
CA $651 total
includes taxes & fees
Aug 30 - Aug 31
Seacrest 305 is a 2 BR Gulf front on Okaloosa Island, Sleeps 6

7. #201- GULF FRONT, END UNIT. BOOKING SPRING AND SUMMER! BCH SERVICE INCLUDING.!

#201- GULF FRONT, END UNIT. BOOKING SPRING AND SUMMER! BCH SERVICE INCLUDING.!
Okaloosa Island
10.0 out of 10, Exceptional, (259 reviews)
"this is a great place to have a quite get-away for several days"
United States
Scott B.
The price is CA $208
CA $554 total
includes taxes & fees
Sep 4 - Sep 5
#201- GULF FRONT, END UNIT. BOOKING SPRING AND SUMMER! BCH SERVICE INCLUDING.!

8. Nautilus 2307 * Gulf Views • 2 BR Sleeps 6 • Beach Servie + Pool

Nautilus 2307 * Gulf Views • 2 BR Sleeps 6 • Beach Servie + Pool
Okaloosa Island
9.6 out of 10, Exceptional, (23 reviews)
"Beach view was good pool was enjoyable for us all. "
United States
Sonya B.
The price is CA $111
CA $547 total
includes taxes & fees
Sep 3 - Sep 4
Nautilus 2307 * Gulf Views • 2 BR Sleeps 6 • Beach Servie + Pool

9. 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 CA $97
CA $402 total
includes taxes & fees
Sep 8 - Sep 9
Escape to Colorful Okaloosa Island 1BR Condo

10. G515 High-floor 1BR+ bunk room w/ Gulf views, chic décor & free beach service

G515 High-floor 1BR+ bunk room w/ Gulf views, chic décor & free beach service
Okaloosa Island
9.6 out of 10, Exceptional, (10 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: Nice condo, for a good price. Bathrooms are little dated."
United States
Wayne S.
G515 High-floor 1BR+ bunk room w/ Gulf views, chic décor & free beach service

11. Islander Beach Resort 303 Gulf Front Studio

Islander Beach Resort 303 Gulf Front Studio
Okaloosa Island
9.2 out of 10, Wonderful, (13 reviews)
"We loved it and will be back!"
United States
Darcie K.
The price is CA $166
CA $430 total
includes taxes & fees
Sep 14 - Sep 15
Islander Beach Resort 303 Gulf Front Studio

12. Amazing View Right on the Beach! As Good as it Gets!

Amazing View Right on the Beach! As Good as it Gets!
Okaloosa Island
10.0 out of 10, Exceptional, (185 reviews)
"Great location on the beach, easy to get to"
United States
lori m.
The price is CA $277
CA $659 total
includes taxes & fees
Sep 7 - Sep 8
Amazing View Right on the Beach! As Good as it Gets!

13. Gulf view 2BR/2BA Nautilus 2709 Free Beach Service*

Gulf view 2BR/2BA Nautilus 2709 Free Beach Service*
Okaloosa Island
10.0 out of 10, Exceptional, (10 reviews)
"nice, clean condo with wonderful extra amenities"
United States
Anonymous traveller
The price is CA $136
CA $582 total
includes taxes & fees
Aug 31 - Sep 1
Gulf view 2BR/2BA Nautilus 2709 Free Beach Service*

14. Beachfront Views*Free Beach Chair Service*King Bed

Beachfront Views*Free Beach Chair Service*King Bed
Okaloosa Island
9.8 out of 10, Exceptional, (23 reviews)
"We loved our stay. This was our first visit to Okaloosa and loved the beaches and nearby attractions. Jan’s place was very clean and cozy. We loved that it had direct beach access, had a deck overlooking the ocean and had a full kitchen with everything we needed. "
United States
Lindsay B.
The price is CA $187
CA $524 total
includes taxes & fees
Aug 30 - Aug 31
Beachfront Views*Free Beach Chair Service*King Bed

15. Condo with private balcony, pool, grills, central AC, & W/D

Condo with private balcony, pool, grills, central AC, & W/D
Navarre Beach
9.0 out of 10, Wonderful, (28 reviews)
"Great, quiet, clean place to stay!"
United States
Anonymous traveller
Condo with private balcony, pool, grills, central AC, & W/D

16. Okaloosa Island Castaway-Pets Allowed

Okaloosa Island Castaway-Pets Allowed
Okaloosa Island
8.8 out of 10, Excellent, (16 reviews)
"Had a great time and was key location to beach, restaurants, and activities "
United States
Michael W.
The price is CA $98
CA $350 total
includes taxes & fees
Sep 22 - Sep 23
Okaloosa Island Castaway-Pets Allowed

17. Beautifully Remodeled Bay Front Condo

Beautifully Remodeled Bay Front Condo
Navarre
10.0 out of 10, Exceptional, (84 reviews)
"A great, efficient, clean place for our family of 4. Would highly recommend."
United States
Family S.
The price is CA $214
CA $444 total
includes taxes & fees
Aug 31 - Sep 1
Beautifully Remodeled Bay Front Condo

18. 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, (259 reviews)
"Great trip and short walk to the beach. Great location! Host very nice and attentive."
United States
Terry O.
The price is CA $263
CA $633 total
includes taxes & fees
Sep 8 - Sep 9
Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court

19. Beachfront Condo, 10 Steps to the Sand

Beachfront Condo, 10 Steps to the Sand
Okaloosa Island
10.0 out of 10, Exceptional, (96 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
The price is CA $208
CA $492 total
includes taxes & fees
Sep 13 - Sep 14
Beachfront Condo, 10 Steps to the Sand

20. 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.
The price is CA $201
CA $479 total
includes taxes & fees
Sep 2 - Sep 3
Second-floor, airy condo with great views - close to dining & shopping
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

Find out more about Santa Rosa Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Santa Rosa Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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