Holiday rentals with a pool in Pinecraft, Sarasota Springs

Matt’s place was perfect for our anniversary trip. He was proactive in his responses and checked in on us once we got settled. We didn’t have to use the whole place for just us two but had we brought our kids, there would have been plenty of room. The place is close to the beaches, dining spots, and shopping. Will definitely return in the future.

We loved Kate’s Place. It was so comfortable and inviting. The pictures don’t do it justice. We loved the beach theme and all the fun colors. The rooms were spacious, especially the kitchen. My family of five had plenty of space to move around and relax. We really enjoyed the pool and all the pool toys. It was a great way to start and end our day. The house was in a great location. Everything was within a short drive and Allisan was very responsive if we had a question.

We had a fantastic stay at this Sarasota home! The 3-bedroom, 2-bath layout was perfect for our group, and the private pool was such a highlight. The house had everything we needed to cook at home, plus thoughtful extras like beach chairs, an umbrella, and a wagon for beach days. The host provided super clear instructions and helpful local recommendations, which made everything smooth and easy. We loved our time here and would absolutely recommend staying!

This was a great home to stay at, our best Airbnb we've experienced so far! We had a 1yr old & 6yr old with us & it was set up perfectly. They had the pack n play (and high chair) all set up for us upon arrival which was much appreciated since travel with young kids is...a lot. The bin of wooden and Lego type blocks was so extremely helpful to entertain both kids, along with the smart tvs! We also greatly appreciated the beach gear. The home looked very clean & we loved the setup. Wonderfully stocked kitchen,bathrooms, etc. Finally, the neighborhood seemed decently quiet and peaceful. When the kids went to bed, my husband & I were able to hang out by the pool (loved the lights) and get some well needed down time just listening to the birds and crickets. We would absolutely select this home if/when we're back to the area. The beach was about 20min drive, probably the only downfall I can come up with, but it was such an easy drive & the home was so close to grocery stores etc. Thank you!

I’d highly recommend this home. Clean and spacious home, well stocked kitchen, and nice master bedroom and bathroom. Very nice pool and large outdoor patio area. Handy washer/dryer and beach cart/chairs/umbrella. Pretty easy to get to any place in Sarasota or Siesta Key that we wanted. We didn’t need much at all, but the host, Lana, was very responsive.

Mimi and the other owners were very responsive and helpful. The house was perfect!

Great house to stay in. Had plenty of space for my family and was close to get where we wanted to go.

This was By Far One Of The Best Staycations We Have Had!!!! From The Outside of The Property, to the House Inside, To The Host’s Treatment. The Best We’ve Ever Had!!! Thank You Bryan and Rosalyn!!! My Family And I Had The Best Stay!!! We Look Forward To Coming Back Very Soon!!!!

This wasn’t our first time at the Sun Bum … it’s the perfect get away spot. As close to the beach as you can get, has everything you need, and the hosts are BEYOND accommodating. We came for our birthday and they had a birthday banner hung on the wall waiting with a bottle of prosecco. They really make you feel special! If you’re looking for a wonderful spot for you and your spouse, this is the place!!

Had a great stay and everything was as listed. Clean and convient, quiet location, 5 minute walk to the beach. Was located right across from both pool and laundry room (quarters only) which was great. William also provided beach chairs and umbrella as well as small cooler which was exactly what I needed

This was the most clean, most relaxing, most safe feeling place we've ever stayed in through Airbnb!! Thank you so much for such a wonderful experience. We would recommend 10/10 to anyone!!!!

The location was great. Easy access to the beach, grocery stores, restaurants and the pool. Doris was friendly and professional. The condo was very comfortable for my husband and I and our two grandsons. thank you, Doris. We had a wonderful time.

My fiancé and I really enjoyed our stay at David’s place in Bradenton! The space was super clean and had everything I needed for a comfortable stay. Communication was excellent throughout; the host was responsive, helpful, and always timely with their messages. One of the best parts was the beach access—super convenient, and the place was stocked with everything from a beach cart, umbrellas, chairs, and beach towels etc. which made days at the beach so easy. There were also a few great local tips provided, which I definitely took advantage of. Honestly, I wouldn’t change a thing. I’d absolutely stay here again and highly recommend it to anyone visiting the area. Thank you for a wonderful stay!

This condo was everything I needed and more! The location? Absolutely perfect—the beach is literally your backyard. Waking up to that ocean view the next morning was a dream. Restaurants and activities were just minutes away, which made everything so easy and fun. Heidi, the host, went above and beyond. Her communication was fast, kind, and incredibly thoughtful. She even surprised us with a delicious key lime pie and orange juice waiting for us after jet skiing—such a sweet and personal touch! I truly have no complaints. Everything about this stay was peaceful, beautiful, and seamless. I’d absolutely recommend this spot to anyone looking for a relaxing and magical beach getaway. 🌴🌊💛

Another wonderful trip to Siesta! This is our third stay in one of Evan’s places, and we were not disappointed. This unit had a great view of the Gulf (this particular building has the most direct view, without the parking lot!), and the screened in lanai was amazing! As always, the unit was clean, well-stocked, and a perfect home away from home. Already counting down the days till we return!

Exactly what we wanted. Great Location, clean and comfortable condo. Super close to the beach.