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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Villas in Legacy Trail

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, (63)
"Great place to stay. The staff was very communicative & made the process very easy. Great place for a stay at the beach. Highly recommended. "
The price is NZ$774
includes taxes & fees
1 Sept - 2 Sept
Vacay in luxury! So close to the 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, (94)
"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
Major Upgrades 1 of a kind home right on the beach
Enjoy breathtaking ocean views from the resort's sunbathing deck, tennis court, and pavilion.

Major Upgrades 1 of a kind home right on the beach

10.0 out of 10, Exceptional, (116)
"Everything was in perfect order at this property! Loved our stay here!"
Major Upgrades 1 of a kind home right on the beach
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, (78)
"I loved the property and the host was also very professional. "
Paradise Cove at Lemon Bay
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, (119)
"I love it here! Place is perfect and so is the beach! "
Beach, Sand, Sunsets. . . Rocking chair in front of the porch!
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, (2)
"It was an overall great experience and wonderful time. Host was attentive and responded quickly to all of my messages "
Heated Pool Sleeps 20! Outdoor Kitchen/Theater
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, (125)
"Cozy apartment close to beach and downtown "
Venice Island / Venice Beach Luxury Villa
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
residence with a well-maintained lawn and tropical plants, featuring a secure metal gate and a modern house with a sloped roof.

W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches

2.0 star property
9.0 out of 10, Wonderful, (10)
"The bedrooms and bathrooms were spacious and also the closets. The kitchen was well-equipped. Overall a very comfortable and safe place to stay."
The price is NZ$825
includes taxes & fees
18 Aug - 19 Aug
W Bradenton Country Club Estates, 2 bed, 2Bath 7miles to Beaches
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$1,503
includes taxes & fees
1 Sept - 2 Sept
180-degree water views! Shared pool and laundry - Bay Vista at Bayside Bungalow
Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount
Relax by the pool in a tranquil setting, surrounded by lush greenery and a transparent roof.

Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount

9.6 out of 10, Exceptional, (77)
"Great place. Great host. Good location."
Luxury home 3 King suites,private setting, pool,1 mile to beach, weekly discount
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
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$1,005
includes taxes & fees
2 Sept - 3 Sept
Gorgeous Villa at Islands West Resort! Shared pool, close to beach!
"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, (15)
"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
Waterfront Mermaid's Retreat Delights!
A heated pool

Waterfront Mermaid's Retreat Delights!

9.8 out of 10, Exceptional, (67)
"Absolutely wonderful stay! I could’ve stayed another day to just do nothing. "
Waterfront Mermaid's Retreat Delights!
Peaceful Beach Home Fully Equipped!
Residential building with a covered porch and sliding glass door.

Peaceful Beach Home Fully Equipped!

9.4 out of 10, Exceptional, (3)
"We had never been to Sarasota before and were thrilled with the location of this Vacation Rental. Walking/biking (Legacy Trail) distance to parks, groceries, and museums on a quiet dead end street. Easy access to beaches, theaters, and friends on various Keys. The home itself was super clean and comfortable supplied with everything we might need. The owner was exceptionally respectful of our privacy and immediately responsive for any questions we had. We would definitely stay there again."
Peaceful Beach Home Fully Equipped!
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, (134)
"Wonderful stay on the island. Easy walk to the beach and great accommodations. "
Steps to the Beach with Shared Heated Salt Pool and Private Backyard & Grill
MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
Stunning coastal homes surrounded by lush greenery and palm trees, adjacent to a beautiful beach with clear waters.

MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street

10.0 out of 10, Exceptional, (119)
"The place was great and location amazing!"
MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
Heated Pool Sleeps 32! Pickle/Basketball|Theater
Set amidst a serene neighborhood, this home offers a peaceful retreat with a well-manicured lawn and mature trees.

Heated Pool Sleeps 32! Pickle/Basketball|Theater

10.0 out of 10, Exceptional, (2)
"Perfect house with everything you need, we enjoyed it! "
The price is NZ$1,917
includes taxes & fees
17 Aug - 18 Aug
Heated Pool Sleeps 32! Pickle/Basketball|Theater
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)
"This has become our annual escape from the cold north! We love the location and the pool is always a highlight. The house is well stocked as always."
Palm Oasis East Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
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

Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"Room was spacious, easy check in"
Kristine 2-night trip
Posted 1 day ago
Tropical Breeze Resort