Holiday rentals with a pool in Downtown, Sarasota

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!

Jessica is a wonderful host and very quick to respond to any questions. The house is beautiful and the location is perfect! My family and I could not have asked for a better vacation in beautiful Sarasota! Highly recommend!!

Maria was a fabulous host and the home was really lovely for our group. We had a very last minute check in after a same day reservation and she was quick to reply and accommodate our needs. The property is beautiful, with lots of high end finishes while still feeling cozy and comfortable. The pool is pristine and there were tons of beach essentials in the garage. Kids and adults all had a great time! We would absolutely book with this owner again.

What a wonderful place to stay, we had a family of 6 for a7 day vacation. The house is beautiful, everything top notch, outside area has a huge pool and beautiful hot tub. Great sitting area outside with comfortable seating outside with a TV. Host was very responsive to any questions we had. Would definitely stay here again

The house was exactly as described and was private and clean ! We loved the pool and how quiet and peaceful the neighborhood is . Very much enjoyed our stay as first time guests .

Stayed at Mo’s place for 5 nights and it was absolutely peaceful and lived up to the description. The place is clean, well stocked, in a great location, and felt just like home. We enjoyed the pool a few evenings, found the location to be very accessible to the beaches with just a short drive, and appreciated the games for a night in. We cooked breakfast every morning and enjoyed the ease of the nearby grocery store. Would recommend 100% to anyone traveling with family. This is a great place to stay.

We loved the Wisteria house. From the moment we walked in the door we felt at home. All of the amenities provided were exactly what we needed for a relaxing stay. We enjoyed the pool, lounging on the couch in the evenings watching tv, and sleeping in the comfy beds. We used the provided beach wagon and chairs and even one of the bikes to ride the Legacy Bike path. It's less than 15 minutes to Siesta Key beaches, shopping, and fantastic restaurants. Any questions that came up were answered quickly. We are already planning another trip to this home.

I will definitely go back and stay here again when in Sarasota. The new beautiful modern pool and hot tub area is amazing was so tranquil and well thought out with high end lounging/seating for 10+. I spent most of my free hours around the pool area when at the house. WIFI was great when needing to work. The location was an easy drive to the local restaurants and quaint downtown area 5-10 min., to the closer beaches 15 -30 min., was bicycle/walkable for me (I am 65 y/o). I was in town for a conference and also saw alot of people on nearby small/clean little open air trolley-like buses getting around downtown (might want to check those out). I felt safe and walked/explored to the downtown hotel area (~ 40 min.). So close to the convenient Sarasota/Bradenton airport (~20 )! The hosts were so responsive and genuinely caring, they anticipated my needs before I asked by offering suggestions and options, so worth the stay! Thank you to the hosts!

My daughter and I stayed for a mother daughter girls trip and had a blast! They made sure to take care of every little detail to make you feel comfortable and at home. Even checking in and making sure we made it ok. It was very clean and the location was amazing. Easy to get around on the trolly if we didn't want to drive and literally steps away from the beautiful white sand and clear turquoise beach. Do yourself a favor and book the trip!

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!!!!

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!

Emily went above and beyond what I expected. I needed a cooler to go to the beach, and she also provided us with beach chairs. The house has everything you could need. There are board games. The Wi-Fi works great. I didn't use the kitchen, but it's fully equipped. I'll be back soon. Thank you so much, Emily, for your kindness and prompt response 😊

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.