Santa Rosa Island Vacation Rentals

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Our top choices for Santa Rosa Island vacation rentals

5 Portofino 1106

5 Portofino 1106
4.0 star property
Pensacola Beach
8.4 out of 10, Very good, (6 reviews)
"Very nice Unit . Definitely would stay again. "
United States
Doug
The price is CA $219
CA $1,223 total
includes taxes & fees
May 17 - May 18
5 Portofino 1106

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, (22 reviews)
"Very clean, great location. "
United States
James
The price is CA $205
CA $518 total
includes taxes & fees
Jun 7 - Jun 8
13th Floor OceanFront,Free Beach Chairs & Unbrella Service HeatedPool ArcadeGame

Sea La Vie Condo: Pensacola Beach Access!

Sea La Vie Condo: Pensacola Beach Access!
4.0 star property
Villa Sabine
10.0 out of 10, Exceptional, (3 reviews)
"It was perfect for a girls trip!"
United States
Wendy
The price is CA $196
CA $446 total
includes taxes & fees
May 28 - May 29
Sea La Vie Condo: Pensacola Beach Access!

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, (128 reviews)
"The place was just like you see in the pictures, it was easy to access the condo. Great instructions on everything!"
United States
Pam K.
The price is CA $231
CA $552 total
includes taxes & fees
May 30 - May 31
WATER VIEW TOP FLOOR Condo for 2-Fishing pier,pool Perfect!

Beautifully Remodeled Bay Front Condo

Beautifully Remodeled Bay Front Condo
Navarre
10.0 out of 10, Exceptional, (74 reviews)
"The location was amazing, the host was very welcoming & helpful "
United States
Clare N.
The price is CA $240
CA $477 total
includes taxes & fees
May 14 - May 15
Beautifully Remodeled Bay Front Condo

Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!

Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!
Pensacola Beach
9.6 out of 10, Exceptional, (367 reviews)
"The views were great and a short walk to the beach. "
United States
Nichole H.
The price is CA $376
CA $788 total
includes taxes & fees
Jun 2 - Jun 3
Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!

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, (21 reviews)
"We absolutely loved this condo. The location was perfect & the condo was very comfortable & exactly what we needed. We really enjoyed our stay! "
United States
Bryan D.
The price is CA $215
CA $492 total
includes taxes & fees
May 13 - May 14
Sunny Happy Place by the Beach, Sleeps 6. Beach service March 1 to October 30.

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, (248 reviews)
"The host was great - very welcoming. They left a nice card and a pie for our thanksgiving dinner. their place is beautiful."
United States
Shannon S.
The price is CA $260
CA $611 total
includes taxes & fees
May 12 - May 13
Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court

The Emerald Cove at the Beach

The Emerald Cove at the Beach
Navarre
10.0 out of 10, Exceptional, (27 reviews)
"Everything was fantastic!"
United States
Tina D.
The price is CA $274
CA $597 total
includes taxes & fees
May 12 - May 13
The Emerald Cove at the Beach

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, (58 reviews)
"Host was so responsive and the unit was perfect for us! Great access, views and amenities!"
United States
Maria G.
The price is CA $368
CA $779 total
includes taxes & fees
May 25 - May 26
Stunning beachfront 2/2 condo - Breathtaking views / Private pools!

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.
The price is CA $253
CA $1,108 total
includes taxes & fees
May 14 - May 15
Emerald Dolphin 530 | Gym, Pool, Beachfront | Beach Getaways

Sea Forever-Absolut Beach

Sea Forever-Absolut Beach
Gulf Breeze
10.0 out of 10, Exceptional, (41 reviews)
"Great place will be back!"
United States
Andrea G.
The price is CA $349
CA $833 total
includes taxes & fees
May 31 - Jun 1
Sea Forever-Absolut Beach

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, (2 reviews)
The price is CA $369
CA $749 total
includes taxes & fees
May 31 - Jun 1
Pensacola Beach Home: 1 Block to Beach Access

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)
"Great property! "
United States
Shauna E.
The price is CA $157
CA $362 total
includes taxes & fees
May 12 - May 13
Heated POOL and SPA-Bluefish 3 - OKA Island 2BR

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.
The price is CA $160
CA $483 total
includes taxes & fees
May 12 - May 13
V508 Gorgeous Gulf-View Villa – Perfect for a Relaxing Beach Getaway!

Islander Beach Resort 303 Gulf Front Studio

Islander Beach Resort 303 Gulf Front Studio
Okaloosa Island
9.0 out of 10, Wonderful, (6 reviews)
"The pictures were exactly what we got. It was everything we needed as 2 adults. We got to see dolphins from the balcony every morning. "
United States
Melissa O.
Islander Beach Resort 303 Gulf Front Studio

Nautilus 2211 Gulf View 2 BR 2nd Flr, Sleeps 6, Free Beach Service 3/1-10/31

Nautilus 2211 Gulf View 2 BR 2nd Flr, Sleeps 6, Free Beach Service 3/1-10/31
Okaloosa Island
10.0 out of 10, Exceptional, (3 reviews)
"We love it "
United States
Nancy F.
The price is CA $196
CA $640 total
includes taxes & fees
May 20 - May 21
Nautilus 2211 Gulf View 2 BR 2nd Flr, Sleeps 6, Free Beach Service 3/1-10/31

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)
"Comfortable place"
United States
Amy J.
The price is CA $306
CA $652 total
includes taxes & fees
May 26 - May 27
Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.

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.
The price is CA $183
CA $380 total
includes taxes & fees
May 17 - May 18
Third-Floor Studio w/ Shared Pool, Sound View, High-Speed WiFi, & Central AC

Okaloosa Island Castaway

Okaloosa Island Castaway
Okaloosa Island
9.8 out of 10, Exceptional, (6 reviews)
"Had a great time and was key location to beach, restaurants, and activities "
United States
Michael W.
The price is CA $130
CA $309 total
includes taxes & fees
May 17 - May 18
Okaloosa Island Castaway
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.