A wooden pathway surrounded by dense greenery and trees.

Search Villas in Legacy Trail

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Legacy Trail villas

A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

1. SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Sarasota
9.4 out of 10, Exceptional, (51 reviews)
"The condo is beautifully furnished and equipped with everything we needed. It was very comfortable and we would definitely stay there again."
United States
Sharon M.
The price is ￥19,937
￥75,773 total
includes taxes & fees
Aug 22 - Aug 23
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

2. BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!

BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Sarasota
9.6 out of 10, Exceptional, (53 reviews)
"Beautiful apartment located near the beach and state parks"
United States
Eliot f.
The price is ￥19,937
￥75,773 total
includes taxes & fees
Aug 22 - Aug 23
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
A sunlit balcony with a round glass table and wicker chairs, overlooking a well-maintained lawn and a house in the background.

3. Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Sarasota
9.6 out of 10, Exceptional, (25 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
The price is ￥21,076
￥60,121 total
includes taxes & fees
Aug 31 - Sep 1
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
A bicycle parked outside a building with a 'Hello' mat at the entrance.

4. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.4 out of 10, Exceptional, (39 reviews)
"The space was clean and well-equipped, and the host was easily reachable and responded quickly when I asked a question. The private beach access was nice. I would stay here again. "
United States
Natalie M.
The price is ￥17,764
￥47,820 total
includes taxes & fees
Aug 26 - Aug 27
[Beach Elements] pool view withprivate beach access
A residential house with a fenced front yard, a parked car, and a palm tree.

5. Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
South Village
9.6 out of 10, Exceptional, (63 reviews)
"It was perfect for our family of four and we had a great trip! We would stay again!"
United States
Amy H.
The price is ￥15,665
￥48,113 total
includes taxes & fees
Sep 2 - Sep 3
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
An aerial view of a coastal town with a beachfront hotel, featuring a mix of residential and commercial buildings, and a clear view of the ocean.

6. Newly Remodeled-150 Yards to Beach and Restaurants!

Newly Remodeled-150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (45 reviews)
"We loved this property!! Everything was as described and communication was great!! We will definitely be returning!! The location was perfect for us. I highly recommend. They had everything you could need for the beach!!"
United States
Tracy
The price is ￥28,613
￥72,931 total
includes taxes & fees
Aug 29 - Aug 30
Newly Remodeled-150 Yards to Beach and Restaurants!
A patio with a round table and chairs, a blue umbrella, and a view of a building with a balcony.

7. 1 Bedroom/1 Bath Villa (Ground Level) - Unit 11

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
Casey Key
The price is ￥32,269
￥47,257 total
includes taxes & fees
Sep 9 - Sep 10
1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
A modern kitchen with white cabinets, a dining area with a round table and chairs, and large windows offering a view of greenery.

8. ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8

ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
Casey Key
10.0 out of 10, Exceptional, (4 reviews)
"Had a very relaxing time. Nice short walk to the beach"
United States
Mitch K.
The price is ￥32,121
￥47,041 total
includes taxes & fees
Sep 17 - Sep 18
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
A serene lakeside setting with large trees and a white gazebo.

9. Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Bradenton
9.8 out of 10, Exceptional, (28 reviews)
"The host was welcoming, and the amenities were great. We liked staying in that part of town."
United States
Perry W.
The price is ￥23,418
￥49,722 total
includes taxes & fees
Sep 15 - Sep 16
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
A dining area with a table and chairs, a green wall with a sign, and a view of palm trees and greenery.

10. Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Bradenton
10.0 out of 10, Exceptional, (37 reviews)
"Very clean, cozy, and all the amenities you could think of. Highly recommend. "
United States
Andrew M.
The price is ￥24,352
￥50,460 total
includes taxes & fees
Aug 22 - Aug 23
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
A single-story house with a white exterior, a dark roof, and a front door.

11. Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.8 out of 10, Excellent, (3 reviews)
"Very clean. No tissues or napkins🤔. Recommend pump hand soap instead of little bars. Also, 2 outdoor chaises were ripped and 1 out of 2 outdoor chairs was broken and unable to use the.."
United States
Laura
The price is ￥13,576
￥34,962 total
includes taxes & fees
Sep 15 - Sep 16
Lakefront 2BR Bradenton Rental Near IMG & Beaches
An outdoor patio area with a seating arrangement, a hammock, and a view of a grassy yard and trees.

12. Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
Oakland Hills
9.8 out of 10, Exceptional, (78 reviews)
"Nice stay in good location"
United States
John W.
The price is ￥16,377
￥55,686 total
includes taxes & fees
Aug 22 - Aug 23
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
A table with a tray containing a cookie and two cups, set in a covered outdoor area with a view of a lake and greenery.

13. Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.6 out of 10, Exceptional, (16 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is ￥21,203
￥38,811 total
includes taxes & fees
Aug 28 - Aug 29
Beautiful house with lake view

14. Turtle Cay at The Beach Shack! Come On Down!

Turtle Cay at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (47 reviews)
"Yes everything was great had a wonderful time "
United States
Melinda M.
The price is ￥26,668
￥58,993 total
includes taxes & fees
Aug 30 - Aug 31
Turtle Cay at The Beach Shack! Come On Down!
A resort with a swimming pool, a covered patio, and a view of the ocean.

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

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Bradenton
10.0 out of 10, Exceptional, (36 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is ￥21,836
￥47,934 total
includes taxes & fees
Sep 15 - Sep 16
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
A residential property with a paved driveway leading to a garage, surrounded by palm trees and a well-maintained lawn.

16. Lake Marlin Villa 2

Lake Marlin Villa 2
Englewood East
10.0 out of 10, Exceptional, (15 reviews)
"House was very clean and the location was just what we were looking for. "
United States
Maria K.
The price is ￥18,513
￥35,007 total
includes taxes & fees
Aug 23 - Aug 24
Lake Marlin Villa 2

17. Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches

Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
Englewood South
10.0 out of 10, Exceptional, (4 reviews)
"This was a wonderful vacation! The house was perfect! Very clean and decorated beautifully! We had everything that we needed! Great location too! We would recommend this house to anyone coming to Englewood, it was wonderful! We will be coming back! Thank you for sharing your beautiful house with us!!"
United States
Lisa M.
The price is ￥21,757
￥68,294 total
includes taxes & fees
Aug 30 - Aug 31
Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
A residential area with a pond, palm trees, and houses with sloped roofs.

18. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (18 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is ￥20,079
￥60,306 total
includes taxes & fees
Aug 22 - Aug 23
Waterview Vacation Retreat Close To Ocean

19. Seashell Shanty at The Beach Shack! Come On Down!

Seashell Shanty at The Beach Shack! Come On Down!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"Wonderful place and a great location "
United States
Matthew C.
The price is ￥26,668
￥58,993 total
includes taxes & fees
Aug 23 - Aug 24
Seashell Shanty at The Beach Shack! Come On Down!
A turquoise building with a tiled driveway and a row of bicycles parked in front.

20. Flamingo's Nest at the Beach Shack. Just one block from the beach!

Flamingo's Nest at the Beach Shack. Just one block from the beach!
Manasota Key
10.0 out of 10, Exceptional, (44 reviews)
"Location was great, property condition is excellent!"
United States
Mabel
The price is ￥26,668
￥58,993 total
includes taxes & fees
Aug 23 - Aug 24
Flamingo's Nest at the Beach Shack. Just one block from the 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Legacy Trail Hotel Reviews

Find out more about Legacy Trail

Legacy Trail Villas information

Number of reviews
584
Accommodation
0 Villas
Lowest Price
￥34,962
Highest Price
￥75,773

Explore a world of travel with Expedia