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. 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, (14 reviews)
"This property was just as it was pictured. It was a great location and very clean. We will definitely choose this condo again."
United States
Patricia B.
The price is CA $128
CA $587 total
includes taxes & fees
Nov 10 - Nov 11
Nautilus 2511 Gulf View 2 BR/2 BA 5th Floor 2026 REMODEL!

2. Heated POOL and SPA-Bluefish 3 - OKA Island 2BR

Heated POOL and SPA-Bluefish 3 - OKA Island 2BR
Okaloosa Island
10.0 out of 10, Exceptional, (5 reviews)
"We really enjoyed our stay. It was very clean and had everything we needed. The pool and hot tub are fantastic. Proximity to the beach and places to eat were all walkable. I recommend staying there"
United States
Kathy B.
Heated POOL and SPA-Bluefish 3 - OKA Island 2BR

3. 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, (188 reviews)
"Host was great and very responsive, close to the beach and several fantastic restaurants and attractions!"
United States
Heather S.
The price is CA $92
CA $355 total
includes taxes & fees
Nov 12 - Nov 13
Okaloosa Island. Great Location. 3 Min Walk to Beach. 6 Mile drive to Destin.

4. Nautilus 2310 Gulf View 2BD/2BA 3rd Floor. Free Beach Service 3/1-10/31

Nautilus 2310 Gulf View 2BD/2BA 3rd Floor. Free Beach Service 3/1-10/31
Okaloosa Island
9.0 out of 10, Wonderful, (42 reviews)
"The place was awesome clean and a great location have stayed here more than once and will return"
United States
Harold P.
The price is CA $111
CA $548 total
includes taxes & fees
Nov 10 - Nov 11
Nautilus 2310 Gulf View 2BD/2BA 3rd Floor. Free Beach Service 3/1-10/31

5. #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, (250 reviews)
"Perfect for a weekend getaway! Very clean and had everything we needed."
United States
Carlissa W.
The price is CA $141
CA $477 total
includes taxes & fees
Nov 10 - Nov 11
#204- GULF FRONT, 2ND FLOOR! NOW BOOKING SPRING AND SUMMER! BCH SERVICE INCL.!

6. Unit #3 Waterfront + Heated Pool and Spa Access

Unit #3 Waterfront + Heated Pool and Spa Access
Okaloosa Island
9.6 out of 10, Exceptional, (7 reviews)
"The Property was excellent. We loved the view of the bay and enjoyed our mini beach area."
United States
Janice D.
The price is CA $95
CA $273 total
includes taxes & fees
Nov 12 - Nov 13
Unit #3 Waterfront + Heated Pool and Spa Access

7. Mermaid Hideaway at El Matador Unit 621!

Mermaid Hideaway at El Matador Unit 621!
Okaloosa Island
10.0 out of 10, Exceptional, (75 reviews)
"Had another great vacation here! Everyone from check-in booth to all staff and workers I came across were extremely nice! I would stay again!"
United States
marcelene h.
The price is CA $86
CA $260 total
includes taxes & fees
Nov 13 - Nov 14
Mermaid Hideaway at El Matador Unit 621!

8. Gulf View Island Studio w/ Restaurant Nearby

Gulf View Island Studio w/ Restaurant Nearby
Okaloosa Island
10.0 out of 10, Exceptional, (13 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 CA $93
CA $307 total
includes taxes & fees
Nov 15 - Nov 16
Gulf View Island Studio w/ Restaurant Nearby

9. Navarre Manor: Steps from the beach!

Navarre Manor: Steps from the beach!
Navarre
9.4 out of 10, Exceptional, (83 reviews)
"Nice and cozy place to stay! "
United States
jenna b.
The price is CA $118
CA $484 total
includes taxes & fees
Nov 15 - Nov 16
Navarre Manor: Steps from the beach!

10. Island Princess Beach Resort by Panhandle Getaways

Island Princess Beach Resort by Panhandle Getaways
3.5 star property
Okaloosa Island
9.6 out of 10, Exceptional, (4 reviews)
"This was a great deal right on the beach! Elevator is old and scary; pool is tiny for the size of the property. But overall it was a relaxing stay. 2 free beach chairs and umbrella each day. "
United States
Anonymous traveller
The price is CA $410
CA $1,164 total
includes taxes & fees
Nov 10 - Nov 11
Island Princess Beach Resort by Panhandle Getaways

11. 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 CA $212
CA $581 total
includes taxes & fees
Nov 10 - Nov 11
Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court

12. BEAUTIFUL GULF FRONT CONDO AMAZING VIEW NOW RESERVING NOVEMBER 2026 - DEC 2027;

BEAUTIFUL GULF FRONT CONDO AMAZING VIEW NOW RESERVING NOVEMBER 2026 - DEC 2027;
Okaloosa Island
10.0 out of 10, Exceptional, (138 reviews)
"Perfect little vacay! Convenient to beach, chair service and umbrella, quiet location yet close to everything. Will definitely stay again!"
United States
Eryn J.
The price is CA $141
CA $477 total
includes taxes & fees
Nov 10 - Nov 11
BEAUTIFUL GULF FRONT CONDO AMAZING VIEW NOW RESERVING NOVEMBER 2026 - DEC 2027;

13. V309 Gulf View Villa | Washer/Dryer & Free Beach Chairs

V309 Gulf View Villa | Washer/Dryer & Free Beach Chairs
Okaloosa Island
9.2 out of 10, Wonderful, (24 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: Me and the wife love coming down to Destin West.... They have everything in walking distance and Very Nice and Clean Property"
United States
Brian H.
The price is CA $167
CA $482 total
includes taxes & fees
Nov 10 - Nov 11
V309 Gulf View Villa | Washer/Dryer & Free Beach Chairs

14. 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)
" Wonderful stay with a beautiful view!We had a wonderful experience at this condo and would absolutely stay here again. The condo was spotless, well-maintained, and equipped with all the essential items we needed for a comfortable stay. The view of the lazy river was absolutely beautiful and made mornings and evenings especially relaxing.Even though the condo is located on the bay, getting to the beach was incredibly easy thanks to the convenient skywalk access. It gave us the best of both...
United States
Melissa N.
The price is CA $97
CA $499 total
includes taxes & fees
Nov 29 - Nov 30
Kid-friendly! Lazy River~Skywalk over to beach!

15. 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, (153 reviews)
"Wonderful location and we will be back next year for sure"
United States
Kimberly F.
The price is CA $159
CA $509 total
includes taxes & fees
Nov 10 - Nov 11
Island Sands 109 -Beachfront Beauty- Corner Unit- Just WOW!

16. 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)
"Great location, near the beach, cute place and very clean."
United States
araceli g.
The price is CA $168
CA $416 total
includes taxes & fees
Nov 10 - Nov 11
Sunny Happy Place by the Beach, Sleeps 6. Beach service March 1 to October 30.

17. 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 $101
CA $395 total
includes taxes & fees
Nov 18 - Nov 19
Escape to Colorful Okaloosa Island 1BR Condo

18. 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 CA $192
CA $480 total
includes taxes & fees
Nov 29 - Nov 30
SeaCrest 501A - Beachfront Studio Free Seasonal Beach Service

19. Emerald Coast Retreat

Emerald Coast Retreat
Okaloosa Island
9.4 out of 10, Exceptional, (13 reviews)
"Property was very clean and check in was very easy. "
United States
samuel w.
The price is CA $122
CA $334 total
includes taxes & fees
Nov 10 - Nov 11
Emerald Coast Retreat

20. Okaloosa Island Castaway-Pets Allowed

Okaloosa Island Castaway-Pets Allowed
Okaloosa Island
9.0 out of 10, Wonderful, (18 reviews)
"Nice place"
United States
dominick m.
The price is CA $79
CA $319 total
includes taxes & fees
Nov 19 - Nov 20
Okaloosa Island Castaway-Pets Allowed
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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