A sandy beach path with wooden fences and tall grasses.

Santa Rosa Island Holiday Rentals

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Our top choices for Santa Rosa Island holiday rentals

1. #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, (293 reviews)
"One of the best trips and places we have ever stayed! Look forward to going back again!"
United States
Kevin S.
The price is NZ$770
includes taxes & fees
22 Aug - 23 Aug
#305- TOP FLOOR, GULF FRONT! NOW BOOKING SPRING AND SUMMER! BCH SERVICE INCL.!

2. 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)
"Was an amazing trip to the beach and the perfect condo. Such a cute and clean place to stay with everything you need. The host could not have been better and so friendly. We will definitely go back and stay here again"
United States
Brittany D.
The price is NZ$773
includes taxes & fees
18 Aug - 19 Aug
Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court

3. Walk Out Your Door & Step Onto The Beach!

Walk Out Your Door & Step Onto The Beach!
Okaloosa Island
9.6 out of 10, Exceptional, (190 reviews)
"There was a strong musty smell however good place to stay"
United States
Brittany K.
The price is NZ$884
includes taxes & fees
22 Aug - 23 Aug
Walk Out Your Door & Step Onto The Beach!

4. GULF FRONT CONDO BEACH SERVICE GORGEOUS VIEW RENT 1- 60 NIGHTS AUG - JAN

GULF FRONT CONDO BEACH SERVICE GORGEOUS VIEW RENT 1- 60 NIGHTS AUG - JAN
Okaloosa Island
10.0 out of 10, Exceptional, (129 reviews)
"Great views, clean rooms and quiet neighborhood. Enjoyed the stay!"
United States
Anonymous traveller
The price is NZ$860
includes taxes & fees
10 Sept - 11 Sept
GULF FRONT CONDO BEACH SERVICE GORGEOUS VIEW RENT 1- 60 NIGHTS AUG - JAN

5. Islander Beach Resort/Direct Gulf view from 4th Floor/Sleep 6/No Pets/No Smoking

Islander Beach Resort/Direct Gulf view from 4th Floor/Sleep 6/No Pets/No Smoking
Okaloosa Island
9.8 out of 10, Exceptional, (165 reviews)
"Quick weekend trip. Great location and view of the ocean. "
United States
Mike S.
The price is NZ$1,099
includes taxes & fees
29 Aug - 30 Aug
Islander Beach Resort/Direct Gulf view from 4th Floor/Sleep 6/No Pets/No Smoking

6. Venus 111 is a Ground Floor 2 BR on Okaloosa Island steps from the pool by RedAwning

Venus 111 is a Ground Floor 2 BR on Okaloosa Island steps from the pool by RedAwning
3.0 star property
Okaloosa Island
The price is NZ$938
includes taxes & fees
18 Aug - 19 Aug
Venus 111 is a Ground Floor 2 BR on Okaloosa Island steps from the pool by RedAwning

7. Gulf Front 2 bedroom Islander Beach 6007

Gulf Front 2 bedroom Islander Beach 6007
Okaloosa Island
10.0 out of 10, Exceptional, (49 reviews)
"Loved staying here. Will definitely keep in mind for the future."
United States
sandra d.
The price is NZ$852
includes taxes & fees
17 Aug - 18 Aug
Gulf Front 2 bedroom Islander Beach 6007

8. ETW 1001: Renovated 1st Floor Convenience with a Perfect Gulf View! 2BR/2B

ETW 1001: Renovated 1st Floor Convenience with a Perfect Gulf View! 2BR/2B
Okaloosa Island
9.8 out of 10, Exceptional, (221 reviews)
"Everything was great. Would book again! "
United States
Candace B.
The price is NZ$755
includes taxes & fees
24 Aug - 25 Aug
ETW 1001: Renovated 1st Floor Convenience with a Perfect Gulf View! 2BR/2B

9. 🌊2BR Seacrest 610-BEST DEAL in Complex-Beachfront without Beachfront Rates🌊

🌊2BR Seacrest 610-BEST DEAL in Complex-Beachfront without Beachfront Rates🌊
Okaloosa Island
10.0 out of 10, Exceptional, (16 reviews)
"I really enjoyed this stay. The condo was very clean and fully stocked with the essentials. This was definitely top 5 stays!!"
United States
Anfiniti
The price is NZ$722
includes taxes & fees
17 Aug - 18 Aug
🌊2BR Seacrest 610-BEST DEAL in Complex-Beachfront without Beachfront Rates🌊

10. Beachfront w/Balcony 2 Bdrm/2 Bath Okaloosa Island

Beachfront w/Balcony 2 Bdrm/2 Bath Okaloosa Island
Okaloosa Island
9.8 out of 10, Exceptional, (38 reviews)
The price is NZ$977
includes taxes & fees
20 Aug - 21 Aug
Beachfront w/Balcony 2 Bdrm/2 Bath Okaloosa Island

11. 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, (29 reviews)
"Very close to the beach and a lot of other things close by, walking distance for majority of necessities."
United States
Hunter
The price is NZ$664
includes taxes & fees
8 Sept - 9 Sept
Sunny Happy Place by the Beach, Sleeps 6. Beach service March 1 to October 30.

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 NZ$690
includes taxes & fees
20 Aug - 21 Aug
Amazing View Right on the Beach! As Good as it Gets!

13. 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 view and property! Close walk to the beach and cozy condo offered everything we needed. Enjoyed the easy access to the pier. Just right for a relaxing getaway! We look forward to returning! "
United States
Shelley R.
The price is NZ$678
includes taxes & fees
31 Aug - 1 Sept
WATER VIEW TOP FLOOR Condo for 2-Fishing pier,pool Perfect!

14. Luxurious Gulf-front Condo, Heated Pool, Spa/Gym

Luxurious Gulf-front Condo, Heated Pool, Spa/Gym
Navarre Beach
10.0 out of 10, Exceptional, (200 reviews)
"This place was immaculately clean. Amazing view of the gulf and fishing pier."
United States
J T.
The price is NZ$1,139
includes taxes & fees
17 Aug - 18 Aug
Luxurious Gulf-front Condo, Heated Pool, Spa/Gym

15. Beachfront Escape with Sixth-Floor Views, Free WiFi, Shared Pools, & Gym

Beachfront Escape with Sixth-Floor Views, Free WiFi, Shared Pools, & Gym
Okaloosa Island
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful Condo and Beautiful location. "
United States
Lori S.
The price is NZ$957
includes taxes & fees
20 Aug - 21 Aug
Beachfront Escape with Sixth-Floor Views, Free WiFi, Shared Pools, & Gym

16. Emerald Isle 205 1 Bedroom Condo

Emerald Isle 205 1 Bedroom Condo
3.0 star property
Okaloosa Island
The price is NZ$957
includes taxes & fees
30 Aug - 31 Aug
Emerald Isle 205 1 Bedroom Condo

17. Stunning view @ Pelican Isle includes: Covered Parking, Beach Service Seasonally

Stunning view @ Pelican Isle includes: Covered Parking, Beach Service Seasonally
Okaloosa Island
10.0 out of 10, Exceptional, (47 reviews)
"Everything was exactly as advertised. We had a wonderful stay!"
United States
Jennifer D.
The price is NZ$716
includes taxes & fees
23 Aug - 24 Aug
Stunning view @ Pelican Isle includes: Covered Parking, Beach Service Seasonally

18. 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, (34 reviews)
"Great condo I would stay there again if I have the opportunity "
United States
Joe A.
The price is NZ$462
includes taxes & fees
21 Aug - 22 Aug
13th Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame

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 NZ$649
includes taxes & fees
13 Sept - 14 Sept
Beachfront Condo, 10 Steps to the Sand

20. Second floor bright & Spacious condo with resort amenities, ocean views, & W&D

Second floor bright & Spacious condo with resort amenities, ocean views, & W&D
Okaloosa Island
9.0 out of 10, Wonderful, (8 reviews)
"Kids love pools, beach, and the lazy River. We’ve been to Waterscape twice."
United States
Kenny G.
The price is NZ$1,364
includes taxes & fees
20 Aug - 21 Aug
Second floor bright & Spacious condo with resort amenities, ocean views, & W&D
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Santa Rosa Island holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Santa Rosa Island. 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 Santa Rosa Island. 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 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 holiday 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 Santa Rosa Island short-term rentals, that won’t be hard to do.

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