
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
The house was clean and organized It had many things that we did not expect, equipped both in the kitchen and laundry and things to take to the beach, it was excellent, the pool was clean with many toys to use, excellent service

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.

Heated Pool, Gazebo & Fire Pit. 3 Miles to Beach!
Jaime was very welcoming and quickly responsive to any of my questions and concerns. Everything in the house, looked just like the pictures. The neighborhood was peaceful and quiet. I would definitely stay again and recommend this home to others.

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

Flamingo On Fisher In The Heart Of Pensacola
This is one of the best Airbnbs we have stayed in! The hosts truly thought of everything and had nice personal touches throughout the place. From the corn hole to the coffee bar, this place has all you need for a perfect get away! It felt like home away from home, and we loved spending our days at the pool and lounging out back. Would definitely recommend to anyone!

10 Mins to Beach•Heated Pool•GameRoom•Sleeps 18
We had a wonderful stay, this home was amazing a lot of space, gaming room was A+ for the kids, they really enjoyed it. House was perfect, clean and beautiful. Shay was always responsive and attentive, always answering any questions we had. We will be back.!!!!

#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

The Merry Whale on The Emerald Coast
Absolutely loved the condo! Great views-saw lots of manatees & a huge sea turtle. Layla was a wonderful host and made last minute accommodations for us. Lots to do and eat around us. Highly recommend! We will definitely be back!

Welcome To Florida's Hidden Gem!
Kayla’s condo is absolute immaculate with stunning views of the ocean. She is a tremendous host and will definitely stay here again the next time we come down. I would also recommend this place to anyone looking for a great beach vacation.

Lovely beach-front condo with free beach setup.
I really enjoyed by stay! The unit was great, beautiful views, quiet surroundings (even with it being a holiday weekend), assigned parking space in the parking garage near the elevator, and having the beach service made for a great stay!!

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!

Beachfront! Sand-Sun-Surf on Fort Walton Beach FL
Scott’s place was great , starting with cleanliness, the view of beachfront. Scott was a Very helpful/ responsive host. Feel like home. Will recommend and will be staying again soon !

Poole Paradise - Beach Colony East
This condo was well worth it! Very beautiful, clean and a great location! Great view of the golf and beach. Super easy to get to the beach.Cathy, the owner was super nice and sweet and accommodating. Would definitely rent this condo again.

Therapeutic Coastal Vibe Gulf Front Studio Condo
Christina’s place was an absolute dream, you couldn’t ask for a better view. She was quick to respond and so friendly. We hope to stay again!

Beachfront - PENTHOUSE - Breathtaking Views!
The view from the 15th floor is incredible. I’m a professional photographer and I spent each night taking night time pictures of storms and lightning off shore. The mattress was a little too soft for my tired old back but my wife liked it. Natasha is incredible responsive and the location is perfect!
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! Delta Dawn
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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
- Langdon Beach
- Grayton Beach State Park
- Blue Mountain Beach
- Perdido Key Beach
- Pensacola Dog Beach
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Camp Helen State Park
- Pensacola Dog Beach West
- San Carlos Beach
- Raven Golf Club
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Seacrest Beach
- Fort Walton Beach Golf Course
- Walton Dunes Beach Access
- Wayside Park, Okaloosa Island