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Compare 42 Villas in Legacy Trail with updated reviews, rates, and availability.

FREE Shared use of our 2 Kayaks to explore Picturesque Lemon Bay! (life jackets required) (adults only on kayaks) Dolphins often spotted!

"All was great. Only want to point out that the door leading into bathroom was stuck and appears to be water damaged or rotted in the bottom. Also could not turn on the main light by living room/kitchen area. Not complaining, just thought you should know. "

Bay Vista at Bayside Bungalows by AMI Locals

"The property is just as described! It was incredible. The beach and stores were all walking distance. Definitely would stay there again."

SAR 3,565 total

includes taxes & fees

9 Jan - 10 Jan

"So it was immediately after Hurricane Helene. Pat kept us updated as we were on the road to the property. The day before we were to arrive Pat called and said option A was out and option B would have too much water. So she refunded all our money including the VRBO fee. Excellent and honest host."

"Villa is very nice. Great location with beautiful view of Lemon Bay. Very quiet and relaxing. We will be back. "

Large Living Space with HD Flat Screen TV, Cable, DVD Player and Wi-Fi

"Cozy apartment close to beach and downtown "

"This place exceeded our expectations! Everything was clean and the furniture was comfortable. The kitchen is perfect with the appliances and the washer dryer a huge plus! The location to the beach and other fun things to do! Communication was great, check in and check out was super easy! Hopefully we will be back again!!"

Barefoot by the Bay at Bayside Bungalows by AMI Locals

"Location was great, right off Pine and very near great restaurants, ice cream, shops, pier and small Bay beach. Direct shot down to the bigger beach and easy to find street parking. Very clean, great space, unique layout but kids had no problem sleeping on the trendle and sleeper couch."

SAR 2,974 total

includes taxes & fees

26 Jan - 27 Jan

"House was so cute! Very clean and easy instructions. Would rent this house again!"

Cozy located on first floor in this 1946 Triplex. 2 BR 1 BA each king size beds

"Lisa is great to rent from "

"Great location. Great home. Great times!"

"An absolutely beautiful stay. The room was cute and quiet. I would recommend by far. "

SAR 2,924 total

includes taxes & fees

2 Feb - 3 Feb

"What a fantastic spot. The beach was terrific… the condo had every amenity we needed…. The pool was lovely. Dolphins and manatees in the water… close to restaurants and shopping. Beautiful sunsets and storm watching. We are so sad to be leaving because we had such an amazing vacation. I can’t think of a single thing we would have done differently. Thank you!!!"

"Property was so handy to the beach. We had a few quirks when we first arrived which were immediately remedied. We appreciate the great service! "

"The unit we stayed at was perfect for our little family of 3. The walk to the beach was only about 2-3 mins. The only thing that would have been better was if the unit had extra chairs or even offered an umbrella. The pool would have been better if it was cleaned daily rather than just 2 days a week. We did someone come by but they only tested the water, they did not clean it. My spouse cleaned it everyday when we used it. There was plenty of room outside and enough lounge chairs. Overall we...

"The location of this house is spectacular! Beautiful view of the Intercostal ! I was so excited to share this house with friends and family. There were several things that were not what I would have expected to encounter in a home of this stature. There were at least 3 chairs and a sofa that were badly soiled. Drawers in the kitchen were dirty with someone else’s crumbs. I have a dog and I know how important it is to pick up after her but upon my arrival, I was checking things out and noticed...

"Enjoyed our stay in the cottage. Met some friendly people and definitely will return."

SAR 3,314 total

includes taxes & fees

19 Jan - 20 Jan

Bayside Cutie at Bayside Bungalows by AMI Locals

"This place is very small. I would not stay here again with more than one other person. Bathroom is the smallest I have ever seen. No where to put your wet towels or swimsuits. Pool was almost never at the correct temperature. They came to fix it but I had to tell them every day. Overall a lot of money for not a lot of amenities."

SAR 2,629 total

includes taxes & fees

26 Jan - 27 Jan

"This property and pool were beautiful and clean. It was 1 min from the beach and down the road from Bridge St pier, which made it great for teens. We really appreciated the beach chairs, umbrella, beach cart and beach tent. The only change I would recommend would be to have a garbage disposal installed. "

"This place is in a nice neighborhood, but the unit itself isn't terribly scenic. Doesn't matter because inside is nice and it's close to shops and restaurants. Very close to the beach and the most beautifulsu sets. Has covered parking which is nice shade for hot summers."

"Everything were perfect"

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Other property types in Legacy Trail

"The stay at the hotel was good. Issue was if you didn’t purchase their chair and umbrella then you were forced to sit at the end where the beach area is not kept nice. You’re spending the same money as everyone else to stay at resort. Should have the same right to sit where you want on the beach. "

SAR 774 total

includes taxes & fees

12 Jan - 13 Jan

"Very lovely (and large!) accommodation. Extremely clean. Front desk staff kind of rude/pretentious.Great location right on the beach at Siesta Key. Heated pool with good poolside bar. Also had a hot tub, which was nice as the weather was a bit cool when we were there. Feel like I was misled a bit based on room description--thought we were booking a room with beach view, but instead got "city view"--which essentially looked into a back alley and at a 7-eleven. For the price/my personal budget,...

SAR 2,339 total

includes taxes & fees

22 Jan - 23 Jan