
Vacation rentals with a pool in Grayton Beach
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Top-rated rentals with a pool in Grayton Beach
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Popular amenities for Grayton Beach rentals with a pool
House rentals with a pool

StayOn30A Renovated Beach Home-Across from Beach!
What a wonderful experience! Peter was an outstanding host, he was so kind, always quick to respond, and went above and beyond to ensure we had everything we needed for our stay. Peter gave us fantastic recommendations for places to eat! We will definitely be back and would highly recommend to anyone!

Santa Rosa Beach Canopy House with pool
The house was the perfect place to host our group of friends. There was plenty of sleeping space as well as tons of open areas in the house for all of us to gather and hang out. The house was very nice, clean, and well accommodated. We were glad the host aforementioned the possibility of a neighbor chanting/yelling out behind the property as this did occur a few times. She seemed harmless, but glad we had a warning regardless! We would definitely stay here again. Thank you for the amazing memories!

Flip Flops in Paradise
The cottage was beautiful, clean, comfortable furniture and beds. Everything you need to go the beach organized and ready to go , short walk to the beach, pool was very clean . Wonderful location, loved the place , will definitely go back and recommend to my friends and family!!!!

Private Beach/Chair Service/Bikes/Pool
We absolutely loved Chelsea’s place. It was perfect for our beach getaway especially with kids wanting to constantly walk back and forth from the beach to home base. The bikes were an awesome addition too. Chelsea was very responsive to any question we had. We will definitely be back!

Seaside Close | Walk to Beach | Private Pool
I had an amazing stay at this Airbnb! The space was exactly as described—clean, stylish, and super comfortable. The location was perfect, close to the beach restaurants and shops. The host was incredibly welcoming and responsive, making check-in a breeze. Would definitely stay here again and highly recommend it to anyone visiting the area. Thank you for a great experience!

Salt Haus 30A by AvantStay | Amazing Ocean Views
The perfect getaway. My wife, daughter, 2 pups, and myself couldn’t have asked for a better first time vacation as a family of 5. The place had everything we needed + more. We look forward to booking again!

30A Beach Hideaway w/ Pool, Golf Cart, Bicycles
Amazing house, perfect size for our family and the private pool was great. House was very clean and the AC worked very well. It was a very short walk or golf cart ride to the beach, short golf cart ride to Seaside shops and restaurants.

Summer Specials ~ Private Pool & Beach~ 4 Bikes
Absolutely enjoyed our stay at HCTS! We had a 10 person party and this home accommodated us very comfortably-very spacious. This home is very clean and comfortable, with lovely decor, and had everything to accommodate our needs. Kids loved the bunk room/garage room and we all enjoyed the pool/hot tub and many balconies. Beach access is very close and home is located in a beautiful, peaceful neighborhood close to so many things-spent time in seaside(4miles away). Kyle was amazing(best host we have ever had)!He went above and beyond from the time of booking and throughout our entire stay. He was always kind, very helpful, informative and responsive. So many memories were made here. Highly recommend without hesitation. We will be back!
Condo rentals with a pool

Anchors Away! Private Balcony right on the Beach!
This place was amazing!! Fred and Rene always respond within minutes. The view was amazing. I took my wife here for her birthday and she loved every minute of this place. Sunset was amazing and the view was everything. 10/10 I would recommend this place and would come back again.

“KNIGHT AWAY” So close to the Beach !!- Hwy 30A !
Very cozy and clean space! Great location and easy access to the beach and nearby restaurants. Kids loved the bunk beds. Would definitely stay again!

Serene Condo w/ Shared Pool, Hot Tub & Bch Access
Florin was responsive to any questions we had. Check-in was very easy, the unit was beautiful, and the location was perfect for being close to everything we needed!

Sweet Caroline - WALK to beach! 4 bikes included!
We decided to extend our stay on 30A and sweet Caroline was perfect. Walkable to delicious food and coffee places, great pool and beach access. Definitely will be coming back!

Modern Seagrove studio steps from the beach
We had a wonderful stay at Daniel and Molly’s place! Super clean, comfortable, and in a perfect location — just a short walk to the beach and right next to some great delis, coffee, and food spots. We couldn’t ask for a better spot to relax and enjoy Santa Rosa. We’ll definitely be back!

BeachFront - Ocean View -Majestic Beach Resort 809
We are so happy we found this place last minute. It was so cute and just what we needed. It was clean, decorated cute and simple, and the balcony view was perfect. Communication was excellent!

Beachfront! Newly remodeled! Right on the beach!
We had the best stay at Aaron’s condo. It was beautiful, clean, in the best spot on the beach, and came with so many unexpected extras like beach toys, boogie boards, ice packs, back pack cooler, laundry detergent, & more! The mattress was so comfortable! We will be booking here again for sure. Thanks for a great stay!

Renovated Studio on 30a / Walk to Rosemary & ALYS
We had a great time and will definitely be back. The area was wonderful - walkable to Rosemary and Alys Beach restaurants and stores, short walk or tram ride to beach, quiet neighborhood, nice pool, lots to do and beautiful. The condo was perfect for a couple, just what we needed to rest and relax in between adventures.
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.

Sleeps 18! Pool, Near Beach | Miramar Dream House
Great for large group to spread-out. Bedrooms are all roomy. Quick walk to the beach or drive to public parking. Well equipped kitchen.

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.

Near Beach, Private Pool | Bohemian Beach Retreat
Thank you so much for such a wonderful stay! Your home is absolutely beautiful stylish, cozy, and incredibly comfortable. Everything was spotless and thoughtfully prepared, and I felt right at home from the moment I arrived. I truly appreciated all the little details. I would definitely love to come back. Highly recommended!
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- Panama City Beach Winery
- Destin Harbor Boardwalk
- Crab Island
- Princess Beach
- Frank Brown Park
- St. Andrews State Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Shipwreck Island Waterpark
- St. Andrew State Park Pier
- Grayton Beach State Park
- Blue Mountain Beach
- Camp Helen State Park
- Shell Island Beach
- Raven Golf Club
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Crooked Island Beach
- Seacrest Beach
- Gulf World Marine Park
- Fort Walton Beach Golf Course
- Walton Dunes Beach Access
- Signal Hill Golf Course
- Wayside Park, Okaloosa Island