
Vacation rentals with a pool in Santa Rosa Island
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Top-rated rentals with a pool in Santa Rosa Island
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Popular amenities for Santa Rosa Island rentals with a pool
House rentals with a pool

| Fire Pit | Pool | Minutes to Beach | Sleeps 12
La casa estaba limpia y organizada Tenía muchas cosas que no esperábamos, equipada tanto en cocina como lavado y cosas para llevar a la playa, estuvo excelente, lavado piscina estaba limpia con muchos juguetes para usarlos, excelente servicio

THE PINE HOUSE Luxury, Romantic, Unique Retreat.
We booked the pine house for an overnight stay and photoshoot and wow was it beautiful! We absolutely loved the natural lighting and how comfortable the space was.

White Pearl
magical stay for our family of 13 with 7 kids. the pool was a super hit. everyone enjoyed their stay and did not want to leave. thanks again

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.
We have stayed here twice. We love the location, the house and accommodations. It’s very peaceful on the bay with a great pool. Kenny is a wonderful host and makes sure everything is to your satisfaction. We can’t wait to stay there again!

1.5 mi to Beach-New Pool! Smart home-Modern Decor!
Joey was an outstanding host from start to finish. His hospitality and attention to detail truly set this stay apart. From the moment I arrived, it was clear that he put a lot of thought into making the space welcoming and comfortable. There were so many thoughtful touches throughout the home that made me feel right at ease. The place itself was spotless, beautifully maintained, and had a very relaxing atmosphere. It was the perfect getaway spot. The bed was incredibly comfortable, and everything I needed was readily available. One of the biggest highlights was the pool—it was absolutely amazing. Clean, private, and perfect for lounging or taking a dip to unwind. Joey really went above and beyond to ensure my stay was enjoyable. Communication was quick and helpful, and he made sure I had everything I needed. I’ve stayed in quite a few Airbnbs, and this experience ranks at the top. Five stars all the way—I would absolutely stay here again and highly recommend it to anyone looking for

Heated/Chilled Pool, Kids Room, 5 miles to Beach!
The place looks just like the pictures. We came here with 8 people (3 adults, 3 teenagers, and 2 kids) and there was so much space for everyone. It was nice to be able to be in a shared space but also have enough room for everyone to be in our space at times. The house came stocked with a good starting number of necessities - toilet paper, paper towels, laundry pods, etc. (We were there a week). The beds were comfortable, the TVs in the room were a nice addition, and the kitchen was probably my favorite part of the house because it was so big and spacious. The location of the house is perfect; we went to beach in Navarre one day, Destin 45 min out another, and Pensacola 1hr out another day. The host also was very responsive in answering questions. Would definitely recommend this property!

Beachfront - “Weekend At Benny’s”
This is our second stay, and we decided to book for July 2026 already. We love the spot. It’s easy to find and low key. There are two beaches in walking distance. The kids loved the pool and golf cart. We went bike riding and kayaking. All around great trip!! We can’t wait until next year

#1 4BR HUGE PET Friendly Home w/ your own pool!
I highly recommend Anna house. She is such an amazing host and her home is perfect! Everything was very clean, comfortable & felt like home. We loved how spacious and big it was inside, we loved having the 4 restrooms. Everything was perfect! Anna was incredibly responsive and helpful. I would definitely book again.
Condo rentals with a pool

Retreat by the Sea at Seacrest Condo
Really nice and clean room. The entire facility was really clean. Very comfortable mattress. I really enjoyed my stay.

Beach Paradise - Ocean View - Bonus Beach Service
Beth was a fantastic host, and we had an amazing stay! Beth provided clear, detailed information that made our check-in and the entire stay smooth and stress-free. The location couldn’t be better—so many great restaurants and fun family activities are just minutes away. We visited Gator Beach to feed alligators, went to Uncle Buck’s for bowling, visited the Gulfarium, rode go-karts at The Track, and always spent the evening on the beach to watch the sunset. Beach access was super easy, and we loved being able to walk out and enjoy the sand and ocean anytime we wanted. The view from the condo was absolutely beautiful—waking up to that every morning was a treat. We would definitely stay again. Highly recommend for families or anyone looking to relax and enjoy all that Destin has to offer!

Beachfront Bliss: Walk to Dine & Play on Sands
Pictures do not do it justice. Absolute beautiful location on the beach in the condo is beautiful. Furniture is comfortable and the day was wonderful. They keep the place immaculately clean matched by the immaculate clean condo. I will definitely stay here again when I come back this way.

1 Block to beach_Pool_Parking_2 King bd_Beach gear
Lucas was a great host and very helpful and responsive. Will definitely consider staying here again.

Gorgeous Penthouse w/ Ocean View, Huge Lagoon Pool
This condo was the perfect location for everything we where doing that week and the resort offered so much. Anytime I had question or concerns they where quick to respond and keep us informed. Would definitely book this Airbnb again!

BELIEVE! Great location! Charming/ sexy 1BD condo
Im Coming back in August and would definitely book again

314 | Free Beach Svc + Beach Towels + Milkshake Ma
If you're looking for a very clean, convenient comfortable home this is it! The location is perfect, very short walk to the beach. And, the beach service is a big plus- it's amazing to have chairs & umbrella already there! The view from the 3rd floor balcony is unrestricted and so beautiful! There is a larger table out there that seats a family. Inside, you'll find leather furniture, a very comfy bed and fluffy towels with nice linens. There's a very nice tile large shower. Plenty of extras the hostess thought of too, that make you feel right at home; blankets to cozy up in, fully stocked kitchen, beach towels, clothes & dishwasher detergent, and a beachbag! Detailed instructions were provided that made self check-in a breeze. We had no issues but the hostess was only a call away. From this location it is very easy to commute to Destin or downtown Fort Walton Beach. If you're looking for a slower pace peaceful destination that is extra clean this is the one! We will stay here again!

1bd/2ba~ Right on 30A! Walk to beach!
Beautiful place! Short walk to beaches and restaurants. Hosts are very responsive and we were even able to book an extra night! Def will be staying here again when revisiting Santa Rosa beach!
Home rentals with a private pool

7BDR w/ Pool+Hot Tub, Walk to Beach | Tidal Wave
Our family reunion could not have been better as we enjoyed the Destin area for the first time. The home was perfect for four adult couples and five grandchildren. Access to the Tarpon beach was easy. The swimming pool offered hours of fun. The kitchen was well supplied as we prepared numerous meals for all 13 of us. When we had any issues, the responses were immediate and successful - to include a new coffee pot when the old one suddenly stopped working, two new portable air conditioner units when one of the 3 major a/c systems stopped working, and extra bath towels and wash cloths for the bathrooms. And the weather was perfect - temperatures in the high 70’s to low 80’s and relatively low humidity - and no rain during the day! One suggestion for the crew coming in to clean the house after a stay would be to wet-mop the dark hardwood floors. All in all - a wonderful vacation in a terrific home. Gary & family

18occ! Pool + Walk to Beach | Miramar Beach Jewel
The house was perfect! All our guest were pleased and plenty of room. We had 16 to stay and no one had any complaints. Great time and highly recommended.

Bayou Breeze
The place was very nice and clean. The hostess was very nice and responsive. The only thing I wish I would have paid more attention to was the heated pool. The temperatures were cooler than usual, so the heater wouldn't keep up. We paid to heat it but it was always too cold to swim.

Villa Near Beach w/ Pool + Hot Tub | Woodward Way
Wonderful location near the beach and tons of restaurants. We loved cooking in the specious kitchen and hanging by the pool.

Coastal Retreat

New! Salty Sue
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- Alabama Point Beach
- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Langdon Beach
- Grayton Beach State Park
- Perdido Key Beach
- Pensacola Dog Beach
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Raven Golf Club
- Eglin Beach Park
- Camp Helen State Park
- Pensacola Dog Beach West
- San Carlos Beach
- Fort Walton Beach Golf Course
- Seacrest Beach
- The Track - Destin
- Wayside Park, Okaloosa Island