Villa holiday rentals in Siesta Key

Absolutely LOVED our stay! Host and owners were VERY responsive, even during a minor issue at check in, they responded and had it resolved extremely fast. Very clean, comfortable, neighbors were so friendly, we felt very safe, this place made our girls’ weekend PERFECT! And the salt water pool?! Chef’s kiss!!!! We loved it!! Thank you so much for having us and allowing us to enjoy this little slice of heaven in Florida!

The home was as described. We really enjoyed the pool, and everything we needed was there. Our dog loved the fenced backyard too. The mattresses were very comfortable. While we were a little hesitant about plane noise after our arrival, the air traffic didn’t interrupt our sleep or fun at all. Highly recommend Gina’s listing, and we would definitely stay there again.

We loved staying here especially having the beach just a few feet away! Although there was construction taking place in the development, it did not interfere with our stay at all! We didn’t even notice the workers on site. If you get a chance to book this home, do it. April is an amazing host and has thought of every amenity possible! We look forward to booking again soon!

The home was very clean, and matched the description. We loved the basketball hoop, ping pong table and pool! We also enjoyed that two bedrooms were located above the garage, it was perfect for the younger people to be able to play and make noise while the adults were in the other house. Overall amazing stay, great location (5min from the beach) and super attentive host with any of our needs.

We had such a great stay! Yev & Luba were incredibly gracious and welcoming — they really go out of their way to make sure you feel at home. The location is peaceful and quiet, which was perfect for relaxing after busy days out exploring. The place was spotless and had all the amenities we needed (and then some!). It’s very family-friendly — our kids absolutely loved it and had a blast! We highly recommend if you’re looking for a clean, comfortable, and calm getaway with kind hosts and great vibes!

This villa was very quiet and private. The view of the surrounding area from the lanai was especially enjoyable. It is just a short walk to the pool and to the outdoor grills. The circle is a great place to get a walk in anytime, day or night. The neighborhood is quiet and has a very safe and friendly feel. Clara went out of her way to help when called upon.

We had a great stay. My wife and I had a great time in the area and this listing was centrally located to everything we wanted to do. House was updated and very clean! Will definitely be staying here again!

We had a wonderful stay at 3’s Company Villa Jack for our anniversary! The space was spotless, thoughtfully appointed, and just a short walk from a stunning beach. While Manasota Key is still recovering from the hurricane, the area’s charm and peaceful beauty are very much alive—and it didn’t take away from our experience at all. A perfect getaway spot for anyone looking to unwind and enjoy the Gulf coast. Highly recommend!

Our stay was great for a bachelorette weekend ! The host was so responsive and got back to us right away. Enough towels for 14 + people. The amenities of the house were great. We enjoyed the use of the pool and hot tub! Definitely recommend staying here :)

This property was fantastic! Located in a great spot near shopping and restaurants, it made exploring Siesta Keys so convenient. The host was incredibly responsive and attentive, which made our stay even more enjoyable. The home was well-equipped with everything we needed, including beach chairs, beach towels, a large cooler with wheels, and a cart with wheels—perfect for days at the beach! We absolutely loved the patio and pool area; it was the perfect place to relax after a day of exploring. I would highly recommend this property to anyone visiting Siesta Keys and would definitely stay here again on our next trip. Truly a wonderful experience!

loved staying here. It was such a wonderful time and a beautiful property. Rick and William were great and very responsive and helpful. Would definitely stay here again. Thank you.

The house is roomy and had plenty of space for everyone, including multiple eating spaces and nice outdoor areas, especially the breezy top floor porch with nice water and sunset views. It's truly a 5-minute max walk or 2-minute drive to a busy beach with amenities (cafe/outdoor showers/restrooms), or a 10- to 15-minute drive to the less-busy/fewer amenities beaches at the island's northern and southern ends. Also that same 2-minute drive to the grocery, two drug stores, and several restaurants. While close to a main road, at the house and even outside it was strikingly quiet and serene. The pool was nice and the game room was great to have. My one suggestion would be the addition of a designated sand-wash-off spot/hose at the front of the house near the driveway.

Easy check in and easy to find. Close to Sarasota beaches!

Beautiful house! Lots of room for everyone, sparkling clean! Fantastic location. Perfect for our family gathering.

My husband and I, along with our two daughters, son in laws and 17-month-old granddaughter had a wonderful stay at Calico. The house was stocked with everything you could possibly need and was in a great location. We enjoyed the pool, the fun games and were so grateful for the supply and use of all the beach equipment. Celine was a great host, very responsive and quick to answer any questions we had. Thank you Celine for all the helpful tips, the amazing guidebook and sharing your beautiful home with us. It was our first time visiting Anna Maria Island and we can’t wait to come back!

The pictures don’t describe the beauty and comfort of this home. The pool is a tropical oasis of palms and lush landscape. There are so many wonderful outdoor areas to go to and sit to soak it all in while the kids swim in the secluded and beautiful pool. Our host was so responsive and I was surprised to find a gorgeous vase of flowers, chocolates, fruit platter, and bottle of wine upon our arrival!! All of the little “extras” really just make vacationing so much easier…such as laundry and dish soap, beach towels, chairs, umbrellas, etc… shower items, and so much more!! This has been our family’s favorite place so far in the lower Gulf area. We rented a boat and the husband was happy to be able to dock it right next to the house so he could jump on and fish. We spent a lot of time as a family on the boat and exploring new areas. So much fun! Thank you for making our vacation to Port Charlotte so comfortable and memorable!! Highly recommend ❤️

Christine's home was amazing and it was the perfect size & space for our family. My family enjoyed the pool and didn't ever want to get out. The property was close to Lido Beach & Siesta Beach, which we enjoyed both. We actually extended our time for a couple more days with no issues. Thank you Christine so much for having your home available for our family to enjoy and if we ever look into having another AirBnB, we definitely will book. I will also tell others if they are looking for an AirBnB in the Sarasota area.

Aurelia was very responsive and helpful before and during the trip. The home was clean and felt very welcoming. However we did end up purchasing some standing fans for a couple of the rooms as it got very hot and there wasn’t much airflow in the house. Overall we really enjoyed our stay and our daughter had a blast in the pool!

Great place to stay, will say it was missing the most random stuff like a broom to sweep floors/cleaning supplies. Trash bags and things like that. I left my box of trash bags and a broom there hoping the next guest can catch a break but the home was great neighbors were nice. No problems at all

Colleen’s accommodations included all the comforts of home. We truly enjoyed our 8 day stay. Colleen is a great host and we highly recommend doing business with her.

Wonderful place. Good host.

great location. great community with friendly & helpful residents. made lots of friends. May consider buying here.

We absolutely loved our stay here. Anna was friendly and helpful. The house was spotless, comfortable, and had everything that was needed. The location was unbeatable. Will definitely return! Thank you Anna!

Immediately upon arrival, I thought that the pictures did not do this place justice. It was clean, spotless, and very well stocked this house had everything we could possibly need and even things we didn’t even think we needed it, but had available. We enjoyed the location being fairly close to the beach yet private and away from The madness of the tourists. We really enjoyed sitting in the pool or on the back patio and watch all the wildlife, especially the birds coming and going. It was peaceful, relaxing, and everything we needed to get away from the Midwest for spring break. Thank you so much to the host For staying in communication and being so great.