Holiday rentals with a pool in St. Augustine

We had the most wonderful stay at this charming cottage! From the moment we arrived, we were greeted with warmth and hospitality. The cottage itself was spotless, cozy, and beautifully decorated, making it feel like a home away from home. The location was absolutely perfect – peaceful and walkable to everything from the historic spots in Old Town St. Augustine to great restaurants, local parks, and beautiful waterways. It made exploring the area so convenient and enjoyable. The host was also fantastic – very helpful and attentive, making sure we had everything we needed for a relaxing and enjoyable stay. We especially loved the outdoor space, where we spent evenings enjoying the fresh air and starry nights by the pool. We couldn't have asked for a better place to stay in St. Augustine and would definitely recommend this cottage to anyone looking for a charming and convenient base to explore St Augustine!

This place is beautiful 😍 thirty minutes to saint Augustine. Enjoyed the pool and hot tub. Large kitchen, lots of parking, plenty of beds. Fast wifi and area is super spacious.

We loved staying at Jody’s Airbnb! From the amount of space, outdoor area, walkability to the beach, it made for a perfect getaway for our family. Thanks Jody ❤️

I met up with my friends from all over the country at Lili's beautiful home. We were immediately welcomed with a sign with my name on it as we entered the door. We had gone out to the pool when we first arrived, and Lili sited us there, so she came in to introduce herself. She gave us so many great recommendations about St. Augustine. Easy walking distance to the downtown area sites. We hope to return and will definitely rent from Lili again. The beds were comfortable, lots of clean towels, plenty of supplies in the kitchen and bathroom made our stay very easy. Thanks again Lili!

We visit Florida every year this time we changed up where we stayed at this time and love this place . The stand up shower to the soaking tub was amazing pool out back was great over all loved everything about this place

The Airbnb was really nice and we enjoyed the pool. Host was very responsive but during her speech to my group she asked us to “act like people” and considering we noticed the neighborhood was not minority friendly based on the mean stares, neighbors watching us move in while playing with the all lives matter flag, it definitely threw us off. However, they offered early check in and late check out, and was very responsive which was greatly appreciated. The house was nice and my group was able to sleep comfortably.

It is difficult to decide what I liked most about this home. The home is incredibly well stocked. If I had a need, it was available. The outdoor living space was remarkable - pool, spa, grill and bar area, a hammock, a hammock swing, nice lighting, fire pit, and dry firewood for the fire pit. The flowers and greenery around the pool put on quite a show at the time we visited - beautiful, colorful, and serene. The hosts were very responsive and attentive, but respected our time and privacy. I would definitely stay here again!

Amazing house with ample space for our group. Close drive to downtown St Augustine and plenty of restaurants near by since we didn’t want to fight the traffic every night going into downtown. The location was beautiful and was only about one block from the beach access. Would definitely stay again!

Great location for privacy. Right up to the beach. Beautiful beach area. Great outdoor pool and play ground. Perfect for kids. Not a lot around the area but it’s ok if you don’t mind driving 10-15 mins away.

Greatly enjoyed our stay. Loved the location. Literally less than a 5 minute walk to the beach. The pool and club house were great too. Stayed with 2 small kids and they loved it. The condo was spacious and had most of what we needed. Only complaints would be it could use a deep clean and some of the kitchen stuff could be restocked. Overall though I would definitely recommend it to anyone.

We absolutely loved our stay and plan to come back soon. The view is breathtaking. The condo is very close to Saint Augustine. The hosts were extremely accommodating and pleasant. They always responded quickly. Can’t wait to book this place again and have another relaxing vacation!

We come down from SC for a wedding and this condo was perfect for what we needed ! It was clean and spacious! The beds were amazingly soft so we felt right at home. Close to a lot of things which was good because i have 2 kids. Would definitely recommend this property and would stay here the next time we come down.

We had a great stay at Kurt and Courtney’s place. The location was wonderful, with the beautiful ocean beach and tennis courts, just steps from the condo. The space was clean and well equipped with everything we needed. Kurt and Courtney were extremely helpful and responsive. We had a small problem with a smoke detector and they had it taken care of immediately. We recommend Kurt and Courtney’s place for any one who plans on staying in St. Augustine Beach!

Shayne was an awesome host to deal with. I highly recommend him and his condo.

Great place and location was really nice the only bad thing is that it was a little bit further from the beach then we liked but over all it was a nice clean place and very easy to find

The Flirty Flamingo is a great location and the condo was just as advertised. The beds were super comfortable and all the necessities for pool or beach time were provided. Cindy was an amazing host - very responsive! We would definitely stay here again and would recommend it to anyone!