Holiday rentals with a pool in Sarasota County

Will's place was amazing! Super clean, comfortable, and exactly as described. The location was perfect - there was so much to do nearby, from the beach, great restaurants and shops. Will was also a fantastic host: responsive and helpful. Highly recommend staying here if you're looking for a spot that's both relaxing and close to all the action!

We loved our stay at Matt’s place! It was the cleanest Airbnb we have ever rented! The house was so cozy and felt like our home away from home. We came for our son’s golf tournament and the pool was perfect after a day at the golf course. We will definitely be back!

The stay was in a nice neighborhood. Enjoyed spending time at the pool there. The house was clean and free of clutter. When we had issues with the AC, Melissa responded right away and worked hard to fix the issue immediately. She refunded us the night as we stayed at a hotel with the house at 80. The AC got fixed the next day and we stayed our final night. Thanks Melissa for all your help making for a great stay.

Morningside was in a great location, very clean and well furnished. John was very responsive. Beautiful pond in the back with lots of wildlife to see. Very relaxing. The weather was our only issue. It was a risk taken at the start of hurricane season. Therefore we spent quite a bit of time at the house. It was a wonderful stay. Highly recommend.

We had the best stay in Sarasota and didn’t want our trip to end! The house was beautiful and in a great location, close to shops, restaurants and not too far from the beach! Michael’s place was very accommodating and has all the amenities. Michael was very responsive and helpful. Loved having access to all the beach chairs and towels. We will for sure be back!!

We had a great stay at this property. Seaglass Management was always responsive and accommodating. The house was clean and the backyard was large and well maintained. The only downside was the bathroom situation. There is no master bathroom and one of the bathrooms for the house is really a 3/4 bath. For 8 adults and a baby the bathroom situation was a little difficult, but we made it work.

We had an amazing stay! The house was cozy, spacious, and had everything we needed. We loved the pool and how close it was to Siesta Key—only about 15 minutes, which was perfect since our friends were staying there. The location was great, and the amenities made it feel like home. Stephanie was such a friendly and helpful host. We'd definitely stay here again!

Steve was the perfect host as always, super responsive and made for a smooth and peaceful stay. Check-in and check-out was a breeze, highly recommend and will stay again!

Excellent place, unbeatable location, very cozy and comfortable. Chris let us know we could check in early without even asking. I would gladly come back!

We absolutely loved the space—beautiful, clean, and cozy. The spot by the pool is amazing, and you can’t beat the quick walk to the beach. Everything was perfect for a relaxing getaway. We’ll definitely be back!

Amy is an extremely thoughtful and responsive host that clearly exhibits what Airbnb is meant to be. Her place in Siesta Key is right on the beach with perfect amenities and easy access. My friends and I have been vacationing in Siesta Key for almost a decade and this is by far one of the best places we have stayed. Thank you Amy!

This is our 5th time staying here, and the place and location speak for itself. The one thing that takes this place over the top in our opinion is the amazing and friendly hosts, Honestly they have treated us like family and made sure our stay has been amazing and safe. We were there for hurricane Helene and they made sure we were taken care of the whole time. I can’t thank them enough, including Vince who is always on top of everything. Thank you from the bottom of my heart.

This condo was the perfect place to stay for my trip to Siesta Key. This condo is private in a neighborhood far enough from the hustle and bustle but close enough to get to the beach within a 5 minute drive. The condo was equipped with beach gear and all kitchen necessities. Very clean, comfortable, and felt right at home. I will definitely be booking this condo again for my next trip to my favorite beach!!

Great stay, the location, the amenities all were wonderful. Melissa and Brandon were super responsive and the place had more essential stocked than most of the other places we have stayed, which was very thoughtful. Melissa also had a regular coffee pot sent out to us right away, since we don’t use Keurig’s which was super nice and very much appreciated. We would definitely come back!

Fell in love with this place as soon as I walked in! So peaceful, so beautiful 😍😍 absolutely loved my stay!

Our stay was exactly what we wanted. Our host, Evan, was great and quick with any questions we had. The condo was located very close to Siesta Key Beach, and we didn't have to drive more than 20 minutes to get to anything that we wanted to around that area, some things even within walking distance. Everything we could have possibly wanted was provided in our home, which really made the week stress-free. We would definitely stay here again!