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Featured Condo Rentals in Legacy Trail and around

Beach nearby, sun-loungers, beach towels

"Everything was so nice. From the pool to the beach to the boat we had a blast! Definitely will book here again next summer."

includes taxes & fees

23 Jun - 24 Jun

"The places was cute and clean and exactly as pictured. We will definitely stay again and look forward to a return "

"The condo was a great size for two families of four plus a dog. The balcony was a nice place to sit at night and the kitchen was ample size with plenty of cooking amenities. The beds were comfortable and we liked having the property manager on site."

"Very nice and updated property with a great panoramic view of the bay and ocean. Easy check in and checkout. Close to everything in Montasota Key/Englewood. "

includes taxes & fees

24 Jun - 25 Jun

"Awesome stay will look to come back again"

"This condo was absolutely perfect! It’s extremely well-equipped and has everything you need for a comfortable stay. The location is unbeatable—right on the beach with a stunning Gulf view. The beach itself was quiet and peaceful, making it a great place to relax. The condo was spotless and well-maintained, and having Smart TVs in every bedroom was a nice touch. Plus, DoorDash, UberEats, and Instacart deliver right to the door, which was super convenient. Whether you’re looking for a romantic...

"Great place. "

includes taxes & fees

5 Jul - 6 Jul

"We enjoyed our 2 week stay - right on the beach and they allowed dogs so really nice for us. "

"Perfect location for a winter getaway. Can walk or bike to Turtle Beach or Crescent Beach. The place was clean and modern with excellent wifi and all the beach items we needed (chairs, towels, umbrella). "

includes taxes & fees

24 Jun - 25 Jun

"Nice quiet property. Love the kayaks and bikes being available."

includes taxes & fees

8 Jul - 9 Jul

includes taxes & fees

23 Jun - 24 Jun

"Perfect location close to the beach clean and cozy place"

"A very pleasant and comfortable experience in a beautiful location."

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a great time. Perfect location!! No complaints about the rental. Will definitely stay here again."

"The unit was very nice, clean and had convenient access to the beach, 7 eleven, some eateries and some shops all in walking distance. Our unit was 200C which was a little small for six people but suited our needs just fine."

includes taxes & fees

23 Jun - 24 Jun

"Nice location and very convenient to beach and activities including restaurants and shopping."

"Our family loved this spacious property and proximity to the beach and restaurants! We’ll be back!"

"Great place, great people. Unit was clean and had everything we needed for an excellent vacation. The only issue is limited beach space near the resort and a minor issue with buffering on all the televisions but I cant complain too much...fun time."

includes taxes & fees

23 Jun - 24 Jun

"Accurate listing, convenient easy location on Siesta Key."

includes taxes & fees

23 Jun - 24 Jun

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Legacy Trail Condo Rentals information

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Recent Reviews in Legacy Trail

5/5 Excellent

"This was an excellent property. The staff was friendly and pleasant. The room was larger than we expected and was clean and comfortable. The free breakfast was ample, but the eggs and sausage could have been hotter. Our experience was a good one and we would definitely stay at the Carlisle again."

A verified traveller from Seminole stayed at Carlisle Inn

Posted 5 hours ago

5/5 Excellent

"Very nice hotel. Staff was wonderful, room was clean and comfortable. Had an issue with shower leaking water but they came immediately to fix the issue once we notified the front desk. Enjoyed the beach club. Only negatives were the high price of the resort fee which felt unnecessary for the “extras” it is supposed to be covering and the parking fee. There absolutely should not be a fee to park in addition to a daily resort charge. "

A verified traveller stayed at Palmetto Marriott Resort & Spa

Posted 1 day ago