Vacation rentals with outdoor seating in Siesta Key

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.

The rental was very clean and had everything we needed. Kitchen was well equipped and the grill was a plus! Our toddler loved the pool and all the beach toys! We enjoyed the location and quick access to the beach and restaurants. Will definitely consider staying again!

myself with my Partner Paula, daughter Sammy and her boyfriend Tom stayed at Jonathan's wonderful house for 2 weeks, starting May 25th 2025. We were all delighted with the house and fully equipped with all our needs. We made use of the communal pool and found those that lived in the community very helpful and friendly. We made use of the Breeze bus that was great for going to the village. I made contact with Jonathan a few times regarding minor things and he responded very quickly.

Fantastic Airbnb! Seaglass Management and Joy are great to work with. Very responsive! Great location, very safe, amazing pool and jacuzzi, close to downtown, restaurants and the Legacy bike trail. Will definitely book again in the near future.

We enjoyed our stay! Very clean and has everything you’d need. John is very responsive which we appreciated. Would recommend staying here!!

Solen was an amazing host—very responsive, friendly, and helpful throughout our stay. She even brought us a brand-new can opener when we needed one! The house was spotless, cozy, and located in a great area. We had a wonderful time and would definitely stay again!

The house was so perfect and Andrew was awesome. The pool and outdoor area was so peaceful. Great location to restaurants, beach, etc.

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.

Christina was such a sweetheart. She was very kind, accommodating, and giving. I would stay here again.

What a great place to stay! The reviews say it all. It seems that everything you may need has been considered. The location is perfect between the beach and short walk to Siesta Village.

We had a great stay at Lisa’s. It was well stocked and had everything we needed for a great stay. Would definitely recommend!

Great location in Sarasota! The apartment was comfortable and very clean, and just a few minutes' drive to beautiful beaches and restaurants. Vanessa and Nicole were very responsive and gave us helpful instructions. We would definitely stay here again!

Ed and Bunny’s place was very clean and private. The neighborhood is quiet and only 10 minutes from Siesta Key which was our main location to visit on the trip. They provided beach chairs and towels for beach goers and left a note for recommendations.

Peter and Pearl are awesome hosts! The Peaceful Retreat feels welcoming and cheerful, with very comfortable furnishings. These hosts have thought of everything! The location is great too, whether you walk or drive. We were in Sarasota to attend graduation at RCAD and the location was perfect!

Roy’s place was comfortable, had good amenities, good location ( multiple beaches and restaurants in a close radius). The house was beautiful and just as described. The pool/hot tub, and outdoor seating was private and well maintained. Chairs, umbrella, and cooler were available to use which was a nice plus. We would definitely love to stay at this place again. Roy was quick to respond to any questions we had.

The apartment was so cute & homey. Had everything we needed and the location was amazing. We also loved the pool.

We had a very good time at Siesta Key and enjoyed our time at Maureen's place. The building is older, the amenities are well maintained and the condo itself is well cared for. I did find some mystery stains on the mattress and the decorative pillows in my room, but I'm guessing they are just spills that were difficult to get out. More importantly, the boat dock is usable, albeit with some difficulty if the boat is larger than 22 feet or so. We figured out on the second day that the best way to dock was parallel to the intracoastal between the posts and to tie off with lines on either side of the stern and with a single line on the bow. I would check ahead to make sure the dock is available, but we had no other boats docked there on a holiday weekend. The private beach access was a lifesaver on a holiday weekend, despite the short walk required to get there. Having both intracoastal and beach access is the biggest value of the place in my opinion.

Great private beach access

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

Highly recommended. Everything was clean, very quiet, and safe. Clara was very friendly, and we loved our stay.

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!

The pictures don’t do this place justice. Welcomed by a beautiful view, and a nice well kept exterior. The unit we stayed in was in the 3rd floor, which allowed for the best views and the most privacy. The unit was clean, well-kept, and updated, even though the point of the vacation was to enjoy the beach/island, it was a place you felt you might accidentally stay Inside too long. We are planning our trip for next year already back to this very spot.

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. 🌴🌊💛

This little beach condo was perfect! In pristine condition, super cute, and very walkable to the beach and the trolley line. The downstairs laundry is currently out of service due to last fall’s hurricane, but that was ok with us. We would definitely stay here again!