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Cottages in Legacy Trail

Enjoy the serene view from this balcony with a wicker chair and table.

"The Inn on Siesta Key was awesome. Paige and Gabe were friendly and always helpful and they provided everything you would need for the beach. The property was clean and well maintained. The beach is literally across the street with a 3 minute walk. We will definitely be coming back. "

Enjoy the ocean view from the deck, with access to the beach via a paved pathway.

"Quaint beach cottage tucked away from the hustle an bustle of the island. The upper unit had a spectacular view of the beach and sunsets.Communication with the property managers was great!We have already booked again for next year!Thank you for a wonderful stay!"

"Our stay was great. Everything was as advertised and expected. "

Guests can enjoy a porch with a sliding glass door leading to a cozy room.

"Beautiful home and great location. Close to the beach, food and ice cream. Will definitely stay here again. Host was really responsive. "

"Loved this place, very roomy and even had a coffee bar, cute style, and right by the beach."

$482 nightly

Aug 24 - Aug 25

Total includes taxes and fees

Charming single-story home with a flat roof and small porch area, featuring a simple design and a gravel driveway.

"Very clean, comfortable, easy to reach the beach, and located in good neighbor "

Relax on the patio with a comfortable bench and wicker sofa, surrounded by a peaceful atmosphere.

"We were extremely happy with our stay and Evan as our host. He went out of his way to make sure everything went smoothly including helping us find all the beach amenities. The house was excellent and just what we needed, just a short walk across the road to the beach. We would definitely stay here again!"

Enjoy a serene beachfront retreat surrounded by lush greenery and a tranquil ocean view.

"Great place. Easy access to beach and surrounding amenities. Would recommend. "

Residential area with modern homes and apartment buildings surrounded by lush greenery and palm trees.

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Lots of beach time"

Enjoy a serene coastal setting with ocean views and lush greenery surrounding single-family homes.

"Great location nicely decorated and clean"

Guests can enjoy a lively beach scene with ocean views and access to various activities.

"This property is perfect all around. The location is perfect, close enough to walk to everything. Easy quick walk to the beach or the circle to eat or shop. Quiet area with few other people and little traffic. Quick response to any questions we had. Our family thoroughly enjoyed our stay. Would definitely stay here again!"

Stroll through the serene garden, surrounded by lush tropical plants and a charming picket fence.

"Perfect place to stay. 1 mile to the village and beach access. We loved making our own meals in the grill and swimming in the pool. "

Stylish home with a black door, flanked by windows, and a cozy porch area.

"This cottage was the perfect anniversary getaway. Centrally located and easy to visit the beaches and explore the island on the provided golfcart"

Relax on the waterfront deck with lounge chairs and a small table, taking in the view.

"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "

$298 nightly

Aug 5 - Aug 6

Total includes taxes and fees

Enjoy ocean views from the comfort of your balcony.

"Great location. Very clean and well maintained. I would come back "

"Clean & close to the convention center"

Enjoy ocean views from this patio area, featuring a round table, chairs, umbrella, and grill, surrounded by lush greenery and a fence.

"We have stayed at this cottage before- just love this beach."

$381 nightly

Aug 5 - Aug 6

Total includes taxes and fees

Relax in a serene outdoor space surrounded by a tropical mural and lush greenery.

"Perfect place for short stay. Great little cottage in a private quiet setting. Nothing super fancy but everything you need and exceptionally clean. "

"Thank you for being a great host. It felt like staying at a friend’s place. There were small little comforts like having sugar, salt and pepper, cooking spray that make eating in so much easier. Also, the half bath has been updated, so it isn’t the cinder block wall shown in the picture. People should be aware that that particular bathroom is detached from the rest of the house, but we relegated our family to go there for their “longer” bathroom breaks;) Super easy to go to AMI, and having use...