Holiday rentals with a pool in Fruitville

Olga’s place is such a gem! We had a wonderful week long stay - we felt right at home the moment we stepped inside! Olga was so sweet and always made sure we had what we needed. The pool was an added bonus, it felt like we had a private oasis to hang out at after we went to the beach. The house was impeccably clean and stocked with everything you could possible need for a comfortable stay. The AC was lovely and the beds were so comfy, everything about this airbnb exceeded our expectations. We didn’t want to leave, but already can’t wait to come back one day. We highly recommend Olga’s place 😊

We enjoyed our stay at this location. It was a perfect size for our family and had everything we needed. The pool was a must and it didn't disappoint.

We had a great stay at the house. Loved the interior decor. Looks like the home was remodeled recently. Everything was fresh and clean. We loved hanging out by the pool. Backyard was very private and peaceful. Posts were very quick with their responses if I had any questions about the home. We would definitely stay at the Home again when we’re in town.

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!

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.

Our stay at Carol’s house exceeded our expectations! The home was absolutely spotless upon our arrival and it was by far the most well-stocked place we have stayed at. The beds were very comfortable, and accommodated our party of 5 perfectly. We loved using the pool and appreciated all of the towels that were available for use. Additionally, Carol was so flexible with us and provided both early check in and late check out due to our flight schedule. Lastly, the landscaping is GORGEOUS-beautiful tropical plants surround the backyard and made for a very relaxing environment for us to enjoy our morning coffee! We would love to stay here again!

We had the best time at the Coral Cottage. It was the perfect spot for a girls weekend. The pool was lovely. The house was clean and as described. The beach and excellent restaurants were just a short drive. Already planning our next trip!

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 loooved it here! The space was perfect for our family. I cooked several meals and the kitchen had everything I needed. The location was convenient to grocery stores and walking distance to local restaurants and ice cream shops. The trolley stop is right at the resort so very convenient free rides to downtown Siesta Key was one of the highlights of our trip. We also grilled in the back of the resort by the bay which was nice! Oak trees all around. The pool was perfect temp. The fob didn’t work for one of the gates but there were three others we were able to get in without issue. The beds and pillows were soooo comfy. The ONLY issue we had was from the pics on the original post it appeared the walk to the closest public beach access was 2 min but it was actually 15. In the Florida heat that was rough but we pushed through! Oh and last thing, the scooters were a hit with everyone in our family. So much fun! 😆 Thank you so much for giving us an amazing stay!!

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

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!

Dear Angela, Thank you so much for hosting us! We absolutely love your decor every detail was so thoughtfully done and made the space feel cozy and "beachy". We truly enjoyed our stay and appreciated how comfortable and well-kept everything was. Hope to visit again someday. All the best. Jianfeng & Yangqing

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!