Pathway and sea oats on beach at Santa Rosa Island near Pensacola, Florida, Shutterstock ID 104491910, purchase_order: SP-1269 HA 2018 Batch 1, Order: , client: , other:

Santa Rosa Island Vacation Rentals

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Our top choices for Santa Rosa Island vacation rentals

7th-floor bright, open condo - close to dining with Gulf front views

7th-floor bright, open condo - close to dining with Gulf front views
Navarre Beach
8.8 out of 10, Excellent, (52 reviews)
"The amenities were great. We had a wonderful stay."
United States
Raymond K.
$439 nightly
The price is $486
Jul 19 - Jul 20
Total with taxes and fees
7th-floor bright, open condo - close to dining with Gulf front views

Gulf front @ Emerald Ise, Pensacola Beach~HEATED pool!

Gulf front @ Emerald Ise, Pensacola Beach~HEATED pool!
Pensacola Beach
9.6 out of 10, Exceptional, (46 reviews)
"We only stayed w days but the condo was perfect. Bed was very comfortable. Views were spectacular!!"
United States
Sheila C.
$1,034 nightly
The price is $1,149
Jul 6 - Jul 7
Total with taxes and fees
Gulf front @ Emerald Ise, Pensacola Beach~HEATED pool!

Third-Floor Studio w/ Shared Pool, Sound View, High-Speed WiFi, & Central AC

Third-Floor Studio w/ Shared Pool, Sound View, High-Speed WiFi, & Central AC
Navarre Beach
9.2 out of 10, Wonderful, (55 reviews)
"Excellent host, excellent place! "
United States
Eden X.
$298 nightly
The price is $329
Jul 7 - Jul 8
Total with taxes and fees
Third-Floor Studio w/ Shared Pool, Sound View, High-Speed WiFi, & Central AC

Beautifully Remodeled Bay Front Condo

Beautifully Remodeled Bay Front Condo
Navarre
10.0 out of 10, Exceptional, (76 reviews)
"Great location. Beautiful sunsets. Anna was very responsive to our concerns during our stay "
United States
Cathy A.
$412 nightly
The price is $455
Jul 15 - Jul 16
Total with taxes and fees
Beautifully Remodeled Bay Front Condo

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
10.0 out of 10, Exceptional, (176 reviews)
"Wonderful place in a great location. Super easy check in and very clean."
United States
Jaime
$337 nightly
The price is $375
Jun 27 - Jun 28
Total with taxes and fees
Okaloosa Island. Great Location. 3 Min Walk to Beach. 6 Mile drive to Destin.

Cozy coastal ground floor condo, close to beach access & full kitchen

Cozy coastal ground floor condo, close to beach access & full kitchen
Okaloosa Island
$618 nightly
The price is $688
Jul 2 - Jul 3
Total with taxes and fees
Cozy coastal ground floor condo, close to beach access & full kitchen

Pensacola Beach Home: 1 Block to Beach Access

Pensacola Beach Home: 1 Block to Beach Access
3.0 star property
Toilla Segunda
10.0 out of 10, Exceptional, (3 reviews)
$574 nightly
The price is $642
Jul 19 - Jul 20
Total with taxes and fees
Pensacola Beach Home: 1 Block to Beach Access

Condo with partial bay view, onsite fishing dock, beach access, & shared pool

Condo with partial bay view, onsite fishing dock, beach access, & shared pool
Pensacola Beach
8.8 out of 10, Excellent, (35 reviews)
"Great location and we had a very nice time"
United States
Orlando C.
$461 nightly
The price is $512
Jul 14 - Jul 15
Total with taxes and fees
Condo with partial bay view, onsite fishing dock, beach access, & shared pool

Stunning beachfront 2/2 condo - Breathtaking views / Private pools!

Stunning beachfront 2/2 condo - Breathtaking views / Private pools!
Pensacola Beach
9.6 out of 10, Exceptional, (62 reviews)
"Host was so responsive and the unit was perfect for us! Great access, views and amenities!"
United States
Maria G.
$699 nightly
The price is $777
Jun 21 - Jun 22
Total with taxes and fees
Stunning beachfront 2/2 condo - Breathtaking views / Private pools!

Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.

Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.
Pensacola Beach
9.4 out of 10, Exceptional, (175 reviews)
"Quiet with amenities close enough."
United States
Judy E.
$457 nightly
The price is $508
Jun 30 - Jul 1
Total with taxes and fees
Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.

Cozy coastal condo with a shared pool and close to the beach

Cozy coastal condo with a shared pool and close to the beach
Navarre
2.0 out of 10, (1 review)
"Wait till this unit has been renovated and remediated. 06/04/2026It’s not safe or ready for guest."
United States
Mark R.
$259 nightly
The price is $287
Jun 21 - Jun 22
Total with taxes and fees
Cozy coastal condo with a shared pool and close to the beach

Emerald Dolphin 530 | Gym, Pool, Beachfront | Beach Getaways

Emerald Dolphin 530 | Gym, Pool, Beachfront | Beach Getaways
Pensacola Beach
9.4 out of 10, Exceptional, (104 reviews)
"We had a wonderful stay and would stay here again! "
United States
Lori C.
Emerald Dolphin 530 | Gym, Pool, Beachfront | Beach Getaways

Top floor! Complimentary beach chairs! Amazing view!

Top floor! Complimentary beach chairs! Amazing view!
Navarre
9.4 out of 10, Exceptional, (131 reviews)
"Great place, great view of the gulf, wonderful trip!"
United States
He C.
$447 nightly
The price is $494
Jun 28 - Jun 29
Total with taxes and fees
Top floor! Complimentary beach chairs! Amazing view!

6th-floor open condo with great views - close to dining

6th-floor open condo with great views - close to dining
Navarre Beach
9.0 out of 10, Wonderful, (62 reviews)
"Great stay! Clean and fresh. Sliding door issues cause to lose a star"
United States
Amber C.
$528 nightly
The price is $585
Jul 18 - Jul 19
Total with taxes and fees
6th-floor open condo with great views - close to dining

Okaloosa Island Castaway-Pets Allowed

Okaloosa Island Castaway-Pets Allowed
Okaloosa Island
9.8 out of 10, Exceptional, (10 reviews)
"Had a great time and was key location to beach, restaurants, and activities "
United States
Michael W.
$373 nightly
The price is $383
Jul 14 - Jul 15
Total with taxes and fees
Okaloosa Island Castaway-Pets Allowed

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, (25 reviews)
"Very close to the beach and a lot of other things close by, walking distance for majority of necessities."
United States
Hunter
$421 nightly
The price is $469
Jul 10 - Jul 11
Total with taxes and fees
Sunny Happy Place by the Beach, Sleeps 6. Beach service March 1 to October 30.

Sound side condo with pool, central AC, & washer/dryer - snowbirds welcome

Sound side condo with pool, central AC, & washer/dryer - snowbirds welcome
Pensacola Beach
9.4 out of 10, Exceptional, (80 reviews)
"Great location and communication! "
United States
Kristina S.
$524 nightly
The price is $582
Jul 1 - Jul 2
Total with taxes and fees
Sound side condo with pool, central AC, & washer/dryer - snowbirds welcome

Nautilus 2407 Gulf View 2BD/2BA 4th Floor. Free Beach Service 3/1-10/31

Nautilus 2407 Gulf View 2BD/2BA 4th Floor. Free Beach Service 3/1-10/31
Okaloosa Island
9.4 out of 10, Exceptional, (31 reviews)
"Distance to beach was awesome people were friendly"
United States
Dusti w.
Nautilus 2407 Gulf View 2BD/2BA 4th Floor. Free Beach Service 3/1-10/31

V508 Gorgeous Gulf-View Villa – Perfect for a Relaxing Beach Getaway!

V508 Gorgeous Gulf-View Villa – Perfect for a Relaxing Beach Getaway!
Okaloosa Island
9.6 out of 10, Exceptional, (5 reviews)
"Very clean, great location, had exactly what I needed for my stay."
United States
MIKE W.
$507 nightly
The price is $565
Jul 7 - Jul 8
Total with taxes and fees
V508 Gorgeous Gulf-View Villa – Perfect for a Relaxing Beach Getaway!

Gulf View Island 2/2 Condo w/ Restaurant Nearby

Gulf View Island 2/2 Condo w/ Restaurant Nearby
Okaloosa Island
9.4 out of 10, Exceptional, (10 reviews)
"The host was helpful and prompt when contacted. The condo was nice and as advertised. We would stay here again."
United States
Jason B.
$510 nightly
The price is $541
Jul 13 - Jul 14
Total with taxes and fees
Gulf View Island 2/2 Condo w/ Restaurant Nearby
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

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 $405 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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