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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Villas in Legacy Trail

Paradise Cove at Lemon Bay
Relax on the beach with a clear view of the water, surrounded by palm trees and a marina.

Paradise Cove at Lemon Bay

3.5 star property
8.2 out of 10, Very good, (77)
"The property was outstanding. The owners were marvelous would definitely go back."
Paradise Cove at Lemon Bay
Waterfront Mermaid's Retreat Delights!
Relax by the pool surrounded by a palm tree and a serene view of the calm body of water.

Waterfront Mermaid's Retreat Delights!

9.8 out of 10, Exceptional, (65)
"Absolutely wonderful stay! I could’ve stayed another day to just do nothing. "
Waterfront Mermaid's Retreat Delights!
Heated Pool Sleeps 20! Outdoor Kitchen/Theater
Enjoy a home away from home in this cozy single-story house with a front entrance, basketball hoop, and yard surrounded by trees and shrubs.

Heated Pool Sleeps 20! Outdoor Kitchen/Theater

3.0 star property
10.0 out of 10, Exceptional, (1)
"Buenas condiciones. "
Heated Pool Sleeps 20! Outdoor Kitchen/Theater
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill
Relax by the pool surrounded by lush tropical plants and palm trees.

Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill

9.8 out of 10, Exceptional, (133)
"This property is like the pictures. Excellent and clean property. The pool area is amazing. Property owner is very prompt with responding! Will definitely stay at this property again!"
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill
Venice Island / Venice Beach Luxury Villa
Stroll through the vibrant streets and discover unique shops like Nana's A Children's Shop and Scarlet Macaw.

Venice Island / Venice Beach Luxury Villa

9.2 out of 10, Wonderful, (124)
"Well stocked with essentials. Easy check in and out. Very convenient location and extremely clean. "
Venice Island / Venice Beach Luxury Villa
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
Relax in a serene outdoor space with a round table and two chairs, surrounded by lush greenery and a stunning ocean view.

Beach, Sand, Sunsets. . . Rocking chair in front of the porch!

10.0 out of 10, Exceptional, (117)
"Beautiful and relaxing! We enjoyed our stay it was just what we needed."
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
Two-story houses with traditional gabled roofs and front porches line a quiet neighborhood street.

Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level

10.0 out of 10, Exceptional, (101)
"A wonderful trip to celebrate Friendship. The location and accomodations were perfect!"
Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
Sunny Gulf Coast Villa: Direct Beach & Pool Access
Relax on the balcony with two comfortable chairs and a small table, taking in the serene views of the lush garden.

Sunny Gulf Coast Villa: Direct Beach & Pool Access

9.0 out of 10, Wonderful, (31)
"Clean, quiet, conveniently located. An ice machine would be nice and maybe some vending?"
Sunny Gulf Coast Villa: Direct Beach & Pool Access
Gorgeous Villa at Islands West Resort! Shared pool, close to beach!
Relax by the central pool surrounded by lounge chairs and umbrellas.

Gorgeous Villa at Islands West Resort! Shared pool, close to beach!

9.8 out of 10, Exceptional, (61)
"Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean "
The price is NZ$1,057
includes taxes & fees
24 Aug - 25 Aug
Gorgeous Villa at Islands West Resort! Shared pool, close to beach!
Direct Beachfront Gulf with Amazing Views
Enjoy the ocean view from this balcony with a table and two chairs.

Direct Beachfront Gulf with Amazing Views

9.8 out of 10, Exceptional, (93)
"The perfect beach stay kept in great condition. Showers - wonderful with great pressure. Everything needed was within reach to make it the perfect beach vacation. Neat & tidy. "
Direct Beachfront Gulf with Amazing Views
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Relax by the fire pit surrounded by lush trees and a serene body of water.

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

10.0 out of 10, Exceptional, (29)
"This was a lovely oasis for a warm getaway from the cold. Beautifully decorated, had everything we needed to enjoy a 2 week stay."
The price is NZ$458
includes taxes & fees
27 July - 28 July
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
Stunning coastal views and lush greenery surround this charming residence, offering a serene and picturesque setting.

180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow

9.6 out of 10, Exceptional, (92)
"Property was absolutely perfect for our family - clean, modern, convenient and well organized"
The price is NZ$1,525
includes taxes & fees
27 July - 28 July
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
Condo Close to Shops, Beach, Restaurants! - Blissful Bay at Bayside Bungalow
Stunning coastal home with a pool, lush greenery, and beach access.

Condo Close to Shops, Beach, Restaurants! - Blissful Bay at Bayside Bungalow

9.6 out of 10, Exceptional, (70)
"Location is great. Beach is across the street and the home is very nice and plenty big. "
The price is NZ$1,278
includes taxes & fees
24 Aug - 25 Aug
Condo Close to Shops, Beach, Restaurants! - Blissful Bay at Bayside Bungalow
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath
Relax by the pool surrounded by arches and columns, with a staircase leading to an upper level.

"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath

10.0 out of 10, Exceptional, (13)
"Our favorite place we have stayed at manasota key ever"
"Pelican Nest"Private Beach & Bay access & Pool 4bedroom 3bath
Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B
Enjoy breathtaking sea views from the elevated balcony with a corner window.

Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B

4.0 star property
9.2 out of 10, Wonderful, (114)
"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: Our beachfront villa was lovely, clean and well-maintained. The staff at Palm Island Resort is fabulous and the fact that so many people have worked there for many years is a great indicator of what a great resort this is. We enjoyed every moment...
Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B
Luxury Villa steps from Venice Beach Children friendly
Stroll through the charming streets and discover local shops like Nana's and Scarlet Macaw on the ground floor, with a balcony offering a view of the vibrant street scene above.

Luxury Villa steps from Venice Beach Children friendly

9.4 out of 10, Exceptional, (108)
"It was close to the beach and not to far from town "
Luxury Villa steps from Venice Beach Children friendly
Vacay in luxury! So close to the beach!
Guests enter through a turquoise door beneath a covered entrance, surrounded by lush greenery and a patterned tile floor.

Vacay in luxury! So close to the beach!

9.8 out of 10, Exceptional, (62)
"Fantastic location, relaxing vibe, absolutely beautiful and perfect location "
The price is NZ$721
includes taxes & fees
24 Aug - 25 Aug
Vacay in luxury! So close to the beach!
Paradise with a pool, pier and private beach area
Relax by the pool surrounded by a patio with wicker lounge chairs and enjoy the view of a nearby body of water.

Paradise with a pool, pier and private beach area

9.0 out of 10, Wonderful, (18)
"We had a great time here great place to relax and enjoy family and friends. We will be back very clean and neat plenty to do."
Paradise with a pool, pier and private beach area
Starfish West- Beautiful Villa private pool and a few steps to the beach
Relax in a serene outdoor space with a rustic table and chairs, surrounded by lush greenery and palm trees.

Starfish West- Beautiful Villa private pool and a few steps to the beach

10.0 out of 10, Exceptional, (59)
"Cleaning crew was still there at 4:00, check-in time. Overall, the house was clean, besides some sheets which had not been cleaned/changed. Perfect for our family & close to the beach, for my 90 year old aunt to walk. Lots of beach toys, wagon, & umbrellas. The kitchen had everything we needed. Plenty towels for the beach & showers.It was nice to have separate areas to spread out, when needed."
Starfish West- Beautiful Villa private pool and a few steps to the beach
Embrace Island Living at Villa #8 AMI Lemon Fish – Steps from the Gulf Beach!
Exterior

Embrace Island Living at Villa #8 AMI Lemon Fish – Steps from the Gulf Beach!

9.4 out of 10, Exceptional, (34)
"Fantastic little place with two bedrooms and bathrooms very conveniently located walking distance to the beach and dining and grocery. Pool is very warm and clean. Nice and updated everything. Only thing that could possibly make it better is a curtain (s) on the sliding door as we did use the pullout couch and it got bright early for our teenager! Highly recommend."
The price is NZ$1,295
includes taxes & fees
24 Aug - 25 Aug
Embrace Island Living at Villa #8 AMI Lemon Fish – Steps from the Gulf Beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Legacy Trail Hotel Reviews

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

10/10 Excellent
"Cindy and Cynthia in the restaurant/ bar are amazing. Food was good At breakfast, lunch and dinner. GM Chris was great as well. Not too big or two small with wonderful amenities. "
Mark 3-night trip
Posted 12 hours ago
Compass Hotel by Margaritaville Anna Maria Sound