Search Holiday Rentals in Santa Rosa Island

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Top Holiday Rentals in Santa Rosa Island

Portofino Island Resort
Indoor pool, 8 outdoor pools, pool umbrellas, pool loungers
Portofino Island Resort
4.0 star property
8.8 out of 10, Excellent, (452)
"Always top choice @ PCB"
Portofino Island Resort
GULF FRONT STUDIO IN CARIBBEAN RESORT WITH POOL. LINK TO THE BEACH
Aerial view
GULF FRONT STUDIO IN CARIBBEAN RESORT WITH POOL. LINK TO THE BEACH
10.0 out of 10, Exceptional, (9)
"Great stay for 2! Cute studio & furnished with everything you could need. Property manager super responsive. Highly recommend for a sea side get-a-way!"
GULF FRONT STUDIO IN CARIBBEAN RESORT WITH POOL. LINK TO THE BEACH
Beachfront condo with pool, central AC, & washer/dryer - snowbirds welcome
Pool
Beachfront condo with pool, central AC, & washer/dryer - snowbirds welcome
9.2 out of 10, Wonderful, (94)
"Apartment is situated in a beautiful building right along the Bay, with across the street access to the Gulf beaches. Quiet, beautifully furnished, and very comfortable bed. A great stay."
The price is £564
per night
29 Jun - 30 Jun
Beachfront condo with pool, central AC, & washer/dryer - snowbirds welcome
Pensacola Beach Condo with a Great View! Free WiFi,Private beach and Pool.
Smart TV
Pensacola Beach Condo with a Great View! Free WiFi,Private beach and Pool.
9.6 out of 10, Exceptional, (179)
"Really liked the location on the bay."
Pensacola Beach Condo with a Great View! Free WiFi,Private beach and Pool.
Beautiful Gulf Front Complex,White Sandy Beaches,Heated Pool, Paradise Awaits!
Golf
Beautiful Gulf Front Complex,White Sandy Beaches,Heated Pool, Paradise Awaits!
10.0 out of 10, Exceptional, (95)
"Property was as described. Neighborhood is quiet. Condo was clean and welcoming. Owners have thought of just about everything to make it even more convenient."
Beautiful Gulf Front Complex,White Sandy Beaches,Heated Pool, Paradise Awaits!
Best Deal on the Beach! Extra Amenities -Sleeps 4
On the beach, sun-loungers, beach towels
Best Deal on the Beach! Extra Amenities -Sleeps 4
10.0 out of 10, Exceptional, (23)
"This was one of the best experiences we’ve had and we’ve been staying at various condos on Pensacola Beach for the last 25 years. Everything was seamless, from beginning to end. The condo was exceptionally clean and had everything we needed. Donna was super helpful. She was thoughtful enough to text us on Sunday afternoon to let us know that the Blue Angels would be buzzing the beach that evening. I had a couple of questions and she texted back immediately. I would definitely recommend this...
Best Deal on the Beach! Extra Amenities -Sleeps 4
Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court
Property grounds
Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court
10.0 out of 10, Exceptional, (208)
"We loved staying in this condo for our vacation! It was very clean, beautifully decorated, and had everything we needed! Communication was effortless and very friendly! Owners went above and beyond. We plan to come back!"
The price is £474
per night
28 Jun - 29 Jun
Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court
Palms 204 - Updated 2Bd Beachfront Condo - Popular Dates Available!
On the beach
Palms 204 - Updated 2Bd Beachfront Condo - Popular Dates Available!
9.4 out of 10, Exceptional, (19)
"Loved the condo! Super clean and comfortable. Will definitely be back!"
Palms 204 - Updated 2Bd Beachfront Condo - Popular Dates Available!
RED WHITE & BLUES Getaway-Available for Blue Angels Air Show 2024!
On the beach, sun-loungers, beach towels
RED WHITE & BLUES Getaway-Available for Blue Angels Air Show 2024!
10.0 out of 10, Exceptional, (70)
"My daughter and I had a wonderful stay in Pensacola at this condo. It was very close to the beach, very clean, and had everything we needed. We had a wonderful time and will definitely recommend this rental to friends and family!!"
RED WHITE & BLUES Getaway-Available for Blue Angels Air Show 2024!
Sea Salt Cottage: Amazing home located on Navarre Beach. Sleeps 13 comfortably!
Private kitchen
Sea Salt Cottage: Amazing home located on Navarre Beach. Sleeps 13 comfortably!
10.0 out of 10, Exceptional, (196)
"This place will spoil you! It was absolutely perfect and so was Michelle. Can't wait to return."
Sea Salt Cottage: Amazing home located on Navarre Beach. Sleeps 13 comfortably!
11th Floor w/ BEACH CHAIR SERVICE Managed by Gone Coastal Property Navarre
On the beach, beach towels
11th Floor w/ BEACH CHAIR SERVICE Managed by Gone Coastal Property Navarre
10.0 out of 10, Exceptional, (90)
"We enjoyed our stay so much at 11E! Absolutely gorgeous condo! Super clean, so many amenities, and the coastal decor was perfect to embrace the beach vibe. We've stayed at a few vacation rentals and this one, by far, has been our favorite. We will be back!"
11th Floor w/ BEACH CHAIR SERVICE Managed by Gone Coastal Property Navarre
BEACHFRONT- BEACH SERVICE INCLUDED - Ground Floor-Unit102 Steps2Beach
On the beach, sun-loungers
BEACHFRONT- BEACH SERVICE INCLUDED - Ground Floor-Unit102 Steps2Beach
9.8 out of 10, Exceptional, (139)
"We thoroughly enjoyed our stay! This was the best of both world when it comes to close beautiful beach and clean pool just steps away. Perfect for family with small kids. We spent every morning on the beach, ate lunch at the condo, napped, and then swam in the pool in the afternoons. We would come back and use this host again. Loved the location and set up."
BEACHFRONT- BEACH SERVICE INCLUDED - Ground Floor-Unit102 Steps2Beach
2 bedroom on beach front!! Book now!
Property grounds
2 bedroom on beach front!! Book now!
9.4 out of 10, Exceptional, (71)
"The property and condo were both very clean. View and location were perfect. Price was more than fair for what you’re getting. We will definitely be looking at staying here again!"
2 bedroom on beach front!! Book now!
Spacious 5th-floor condo with sweeping views of the Gulf - steps to beach
Property grounds
Spacious 5th-floor condo with sweeping views of the Gulf - steps to beach
9.2 out of 10, Wonderful, (60)
"A nice large two bedroom condo on the fifth floor with a good sized porch and view of the beach. Great place for a relaxing get away."
Spacious 5th-floor condo with sweeping views of the Gulf - steps to beach
Ground floor unit; pool, tennis, direct access to the Gulf, pet friendly
Aerial view
Ground floor unit; pool, tennis, direct access to the Gulf, pet friendly
9.6 out of 10, Exceptional, (91)
"We absolutely loved their condo, ground level, short walk to the beach, steps away from a nice pool or tennis court. Would love to own a condo here! They provide everything you might need other than food."
Ground floor unit; pool, tennis, direct access to the Gulf, pet friendly
Adorable, “Aqua La Vista, Baby”! Dog Friendly
Fridge, microwave, oven, stovetop
Adorable, “Aqua La Vista, Baby”! Dog Friendly
9.8 out of 10, Exceptional, (7)
"was good except shower and sink in master bedroom too small"
Adorable, “Aqua La Vista, Baby”! Dog Friendly
La Margarita |Recently Updated 2BR Townhome |End Unit |Huge Open Deck |Short Walk To The Beach
Beach
La Margarita |Recently Updated 2BR Townhome |End Unit |Huge Open Deck |Short Walk To The Beach
10.0 out of 10, Exceptional, (22)
"Great location away from the crowd but still close to enjoy it all. Neighbors welcomed us and checked on us throughout our stay too! Very spacious and had everything we needed. Definitely will return."
La Margarita |Recently Updated 2BR Townhome |End Unit |Huge Open Deck |Short Walk To The Beach
Panoramic ocean views and watch the dolphins play from your private balcony.
Interior
Panoramic ocean views and watch the dolphins play from your private balcony.
9.8 out of 10, Exceptional, (39)
"The location and condo are amazing. Communication was quick and easy. Access to the condo was a breeze. Look forward to staying here again. Location, location location is everything…."
The price is £587
per night
27 Jun - 28 Jun
Panoramic ocean views and watch the dolphins play from your private balcony.
Beautiful Condo on a BEAUTIFUL BEACH!!
Beach nearby, sun-loungers
Beautiful Condo on a BEAUTIFUL BEACH!!
9.6 out of 10, Exceptional, (130)
"We have stayed at this condo twice now and just love it. So close to the beach and really well stocked. We have zero complaints and highly recommend it."
Beautiful Condo on a BEAUTIFUL BEACH!!
On The Sugar White Sands of Pensacola Beach-
Beach nearby
On The Sugar White Sands of Pensacola Beach-
9.6 out of 10, Exceptional, (42)
"Great location, spacious for a beach front condo. Very clean, well organized. Wonderfully stocked kitchen. 5 stars for cleanliness and convenience! Bill was super helpful and easily accessible. Will rent again!"
On The Sugar White Sands of Pensacola Beach-
Don't see what you're looking for?
See all available properties in Santa Rosa Island
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.

Other types of properties in Santa Rosa Island you may be interested in

Wyndham Garden Fort Walton Beach Destin
On the beach, white sand, sun-loungers, beach umbrellas
Wyndham Garden Fort Walton Beach Destin
3.0 star property
7.4 out of 10, Good, (1478)
"Was okay stay. $10/night Parking fee is ridiculous considering how much you pay to stay there in the first place "
The price is £240
per night
17 Jun - 18 Jun
Wyndham Garden Fort Walton Beach Destin
The Island Resort at Fort Walton Beach
Beach/ocean view
The Island Resort at Fort Walton Beach
4.0 star property
8.4 out of 10, Very good, (1943)
"The Island is Amazing! My kids & I played back & forth in their 2 fantastic pools for hours every day, some days for 8 hours & it just flew by we had such a wonderful time! They have the very best beach chairs & large sturdy umbrellas & their beach is so clean & beautiful! We love walking in the water with buckets & watching the colorful treasures wash up as we dive to catch them before the ocean grabs them back (shells we bring home & make frames of for every beach trip we take: every year at...
The price is £270
per night
17 Jun - 18 Jun
The Island Resort at Fort Walton Beach
Hampton Inn Pensacola Beach
1 Bedroom Suite w/Kitchen, 2 Balconies, Gulf Front, Non-Smoking | View from room
Hampton Inn Pensacola Beach
2.5 star property
8.6 out of 10, Excellent, (1629)
"On the beach"
The price is £268
per night
17 Jun - 18 Jun
Hampton Inn Pensacola Beach
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.

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, apart-hotels, 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 favorite 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 depends 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 £474 per night. Entering your travel dates in the search wizard 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 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. 

Recent reviews of Santa Rosa Island properties
Expedia verified reviews

The Pensacola Beach Resort

The Pensacola Beach Resort

5/5 Excellent
"The staff was so friendly and took amazing care of me!"
A verified traveller from Mobile stayed at The Pensacola Beach Resort
Posted 6 hours ago
The Pensacola Beach Resort