Santa Rosa Island Holiday Rentals

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Holiday Rentals in Santa Rosa Island

Condo in Okaloosa Island

3.5 star property
9.2 out of 10, Wonderful, (243)
"Great place to stay for a family beach trip. "
United States
Patricia
The price is AU$434
includes taxes & fees
4 Jan - 5 Jan 2026
Waterscape Condominiums

Aparthotel in Pensacola Beach

4.0 star property
8.8 out of 10, Excellent, (470)
"Beautiful view "
United States
Myron
Portofino Island Resort

Aparthotel in Villa Primera

4.5 star property
8.2 out of 10, Very good, (118)
"Very well cleaned a very nice location within walking distance to many things. "
United States
Philip
Beach Club Resort Residence and Spa

Condo in Navarre

9.8 out of 10, Exceptional, (86)
"Family friendly great location! "
United States
Angie H.
Belle Mer 1104 ~ Navarre Luxury Retreat - 4BR/4BA Corner Condo with Gulf & Sound Views

Condo in Pensacola Beach

9.6 out of 10, Exceptional, (281)
"Gorgeous views and wonderful stay. "
United States
tara R.
$99* Pensacola Beach Portofino 20th floor 2 Bedroom Breathtaking gulf ocean view

Condo in Navarre

3.5 star property
9.0 out of 10, Wonderful, (22)
"Easy access to the beach, restaurants, markets and entertainment."
United States
Marisol
Gulf Island by SVR

Condo in Pensacola Beach

9.8 out of 10, Exceptional, (72)
"Check in was easy. Expectations were clear. Location to the pool And to beach access was great. We had a great view from the room and had everything we needed. Would stay again, great value for the price. "
United States
Lory S.
The price is AU$443
includes taxes & fees
2 Jan - 3 Jan 2026
Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!

Holiday Home in Villa Segunda

10.0 out of 10, Exceptional, (110)
"Beautiful property....gorgeous pool.....i loved the front porch also....good restaurants close by....beautiful beaches..."
United States
jayne m.
Beach Home - Game Room - Private Pool - 5 min walk to beaches - Pet friendly

Holiday Home in Villa Segunda

9.8 out of 10, Exceptional, (161)
"Great location. Just a short walk to the beach and right next to a trolley stop."
United States
Rodney S.
Ultimate Family Home! Game Porch / No Stairs / Pets / Pool / Tesla Charger

Holiday Home in Toilla Segunda

9.0 out of 10, Wonderful, (98)
"The property was great! Plenty of room for the 9 of us that stayed. The pool was fantastic! Quiet location with a very quiet beach which was great. We all had a great time"
United States
Cheryl B.
Gumbo Bungalow: Private Heated Pool w/ Swim-up Bar, Volleyball, Ping Pong

Holiday Home in Navarre

10.0 out of 10, Exceptional, (45)
"Wonderful clean house in great location. Hosts were very responsive to questions. "
United States
Sandra A.
The price is AU$1,525
includes taxes & fees
5 Jan - 6 Jan 2026
Most Private Oasis On The Island-Heated Pool, Huge Backyard,Grilling,TV,Firepit.

Holiday Home in Toilla Segunda

10.0 out of 10, Exceptional, (207)
"Great home for large groups!! Great location!! "
United States
Beth C.
The price is AU$1,407
includes taxes & fees
1 Jan - 2 Jan 2026
Private Home 5 Bedrooms. Private Pool

Holiday Home in Gulf Breeze

10.0 out of 10, Exceptional, (160)
"We loved it. So close to the beach. The house is beautiful and spacious. The owner of the house is very friendly and informative. We hope to come back. "
United States
Julie W.
4BR/4BA, gulf View, private pool, 75 yd to beach, pool table, 10 beds, sleeps 18

Holiday Home in Villa Primera

10.0 out of 10, Exceptional, (235)
"Perfect for several families to stay comfortably. Great location-able to walk to bars and restaurants with beach access across the street. Property owner responds quickly and is happy to accommodate special requests. "
United States
Becky E.
Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand

Holiday Home in Deluna Point

9.6 out of 10, Exceptional, (70)
" Great stay."
United States
Krista M.
“Beauty and the Beach” Gulf Front Townhome! Gulf Views! Pool

Holiday Home in Toilla Segunda

9.4 out of 10, Exceptional, (23)
"Great space. The pool is amazing "
United States
Kellie L.
The price is AU$1,978
includes taxes & fees
8 Dec - 9 Dec
5 bed/3 Bath sleeps 19 Guests! Private Pool and steps to the Gulf!

Condo resort in Okaloosa Island

3.5 star property
8.4 out of 10, Very good, (22)
"Loved the beach access and walkable to Stewby's...delicious seafood right across the street."
United States
Randall
Azure Condominiums

Holiday Home in Sugar Beach

9.8 out of 10, Exceptional, (193)
"Great place to stay had everything we needed and the host were very welcoming and helpful throughout our stay "
United States
Ellis S.
Paradise On The Beach With Crystal Clear Water & Gulf Front Complex--2 BR Suites

Condo in Pensacola Beach

9.8 out of 10, Exceptional, (51)
"Great stay! Location, pools, beach all wonderful."
United States
John
The price is AU$570
includes taxes & fees
8 Dec - 9 Dec
Stunning beachfront 2/2 condo - Breathtaking views / Private pools!

Holiday Home in Navarre

9.0 out of 10, Wonderful, (24)
"We loved the house! And the proximity to the beach was great! We thoroughly enjoyed our stay! Just one observation that could probably use attention was the loose toilet seat in the master bath. We highly recommend this beautiful home."
United States
BJ S.
The Palms by Scenic Stays-Beautiful home residing in the heart of Navarre FL
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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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, 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 favourite 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 depend 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 AU$434 per night. Entering your travel dates in the search wizard might find you 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.