Legacy Trail Vacation Rentals

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

In two weeks

In one month

In two months

In three months

Browse Select Legacy Trail Vacation Homes

Our top choices for Legacy Trail vacation homes

322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen

"This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house. "

"It was perfect for my family of 4 for our beach vacation!!"

CA $439 total

includes taxes & fees

Aug 24 - Aug 25

"Cozy,calming and a relaxing stay. The outside room was great. Got to see a few dolphins while relaxing outside. We will try and stay there again in the future."

Beach nearby, sun loungers, beach towels

"We had a great time. The house is in a very nice location and the owners were super kind and helpful. The outside space was perfect for enjoying the evenings. "

Beach nearby, beach umbrellas, beach towels

"Great Location !!"

"The location of this property is excellent! It is walking distance to the beach. The beach is beautiful! It was also very close to Armand Circle where you can find many shops and restaurants. The communication with the hosts was excellent! They were very attentive and responded to any questions in a timely manner. The home is comfortable for a small family. We enjoyed our stay and I would definitely like to return in the future. "

"Well maintained propert and enjoyed our stay."

CA $1,861 total

includes taxes & fees

Sep 1 - Sep 2

"Exceptional property! We truly had the most amazing stay. The property is so beautiful and clean. It has a ton of charm, and the view off the entire back of the home of the emerald green bay is unmatched!Between waking up to amazing sunrises, hearing the sound of the water, while enjoying the bay breeze and watching all of the dolphins swim by, it was one of the most serene and tranquil experiences. The pool and spa are brand new and we loved having options to swim in the pool, paddle board...

"Awesome location, perfect beach supplies provided, and VERY clean! "

"We loved the house! Great location, beautiful spaces, plenty of room for all of us. Couldn’t have picked a better place for our family to stay for our niece’s wedding! We’d definitely love to stay here again!"

"we had a good stay"

"Nice place very roomy easy check in very close to beach and restaurants"

CA $497 total

includes taxes & fees

Aug 24 - Aug 25

"Such a beautiful property! We can't wait to go back!"

CA $1,891 total

includes taxes & fees

Aug 24 - Aug 25

"We had a great stay at this property! We had five adults and one infant with plenty of room to be comfortable. We enjoyed the short walk to the beach and that beach chairs were provided by the HOA (umbrellas are not but there was one at the property). The owners were wonderful, fast responses to any messages and made sure we had everything we needed to have a great time! Definitely recommend this property if you’re in Siesta Key and looking to be very close to the beach!"

"We loved our time here and can’t wait to book it for next year!"

"This house was perfection! I want to stay here every single year!"

"What a beautiful propertyNicely decorated. Very convenient with 4 bedrooms all in one floor The peacocks are a nice touch. Access to the beach is very close with parking. The whole area is beautifulHighly recommended "