Holiday rentals with a pool in St. Augustine

We had a great time at Derek’s! The guest house was particularly amazing and cozy! The main house had plenty of space and was stocked with amenities. The only thing I’d note is that the pool doesn’t have a railing, which made it difficult for our parents to get in and out. But we loved the grill and firepit and having a tv outside. It was the perfect backyard for a weekend away. A Publix is right down the street too! We would definitely stay here again!

Eason’s place is perfection. Everything was exactly as described and went above and beyond our expectation. Clear communication, absolutely no issues during our day. It’s in a great location and so close to the beach. 10/10 recommend you book it!

Fred & Linda’s place felt like we were right home. The place was very serene and tranquil right in the middle of St. Augustine. Anything we needed, it was there. The hosts also let us know that if we needed anything, to let them know. Their salt water pool felt great on hot afternoons and evenings. The kids loved the place. Even their little dog Ellie came to play ball with the kids. Would recommend staying here.

This was our second time booking for a family vacation and it was exactly what we wanted!! Beautiful, quiet, peaceful, relaxing environment. The guys loved fishing off the dock. The pool was just what we wanted and the fountain was fixed while we were there thanks to our AMAZING host. Very roomy home and always clean and freshly stocked with towels and linens. If your thinking about staying here I would absolutely recommend doing so. Pet friendly, with a doggy door on the patio. Great place for a girls get away, bachelorette, guys weekend, or a family get away. Host is very responsive to questions and concerns. We will be back!!!

our stay here was amazing! the place was clean and host was very nice and communicated regularly. it is just a short walk to a beautiful beach too. pool was nice, hot and clean. lots of little extra things like spices, ziplock bags, dish soap, and body care. the location couldn't have been more perfect for what we had wanted. thanks for a great stay!!

House was beautiful and clean! We had a great time! 🙂

We are a family of 5 from Chicago that has stayed in many AirBnB homes over the last 5 years all over the country. This home was amazing and perfect for a beach experience with some privacy and space. It was a very easy (and safe) walk to the beach and ocean, and then it was wonderful to have the private pool area to relax in afterwards. The house was so nice and modern, with every conceivable amenity. It was really helpful to have all of the beach chairs, umbrella and bogie boards available for use, and our family loved this home. We couldn't recommend this house enough!

We stayed over the weekend. The place was beautiful and spacious. Our guests really enjoyed the privacy of the pool house for their stay with us. Place was clean and everything was bright and spacious. I would recommend staying here if you’re coming to St. Augustine. Convenient location to downtown and the beach. Thanks Lisa and Robert.

Stayed at Todd’s place for my vacation in St.Augustine and it was lovely ! Great place and location very clean and a comfortable bed ! The beach was not far away at all! I will be back and I will definitely stay again at Todd’s place ! He is a great host that provides clear instructions and is very responsive and helpful as well as friendly.

We come here every year for my son’s birthday and we always stay at “the condo”. Barbara takes such good care of us. She left a gift for my 4 year old this year and he absolutely adored it. So thoughtful of her. The sunrise on the patio is to die for and its short drive into St. Augustine. We love it here. 🥰

Clean and comfortable and had everything we needed. Easy walk to the historic downtown. Would love to stay here again.

I wanted to stay on a beach that was more secluded and private. We went into St Augustine many days, but I relaxed on the beach daily. Many days, I felt I had the beach to myself. It was amazing! The beach is beautiful, clean, and wide. The sand is white and sometimes pink. You can hear the waves in the condo. This is the closest we have ever been to the beach for a vacation. I was so relaxing. Prompt responses from Luke and Joslyn. My husband left his shirts in the closet and Joslyn offered to send them to use, which was very nice. This was a fantastic experience. We did go May 1-10, which is a good time to go before the crowds. We do recommend to go to St Augustine (downtown) during the week (less busy) and more beach time on the weekends.

This is a great place to stay. It’s exactly as described. We are a family of four and there was more than enough space. The amenities were good and there are lots of good places nearby to eat and drink. We couldn’t have asked for a better place to spend a few days by the beach.

Locating Windjammer was easy and directions into condo were great! Once there the accommodations were first rate. Very clean throughout and kitchen was well organized and well stocked. Bathroom towels all seemed new and toiletries, although small, were top notch. Beach equipment couldn't have been better, even lots of suntan lotion! All in all our experience in condo 107 was a superior experience. If we return to St. Augustine we will rebook!

Joe is an excellent host, responsive and friendly. Simple check in. Condo was nicely finished and well appropriated . Being a corner unit provided an extra wall of windows for awesome views. Right next to a pool and walkway to the beach. You couldn’t ask for more. Super host, super accommodations.

Cindy is rated super host. It's no wonder; she's easily accessible, responsive and delightful. The unit itself? 5 out of 5. Beautifully decorated and appointed. Great proximity to pools AND beach. My sisters and I enjoyed everything needed for a week-long stress free/care free vacation. We so enjoyed meals out on the balcony overlooking the lagoon pool. Would we go back? YYYEEESSS ... in a heartbeat. Thank you, Cindy!