A wooden pathway surrounded by dense greenery and trees.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Legacy Trail villas

A bicycle parked outside a building with a 'Hello' mat at the entrance.

1. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (44 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 CA $162
CA $447 total
includes taxes & fees
Oct 26 - Oct 27
[Beach Elements] pool view withprivate beach access
A covered patio with a table and chairs, a stone floor, and a view of a residential street and greenery.

2. 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 CA $204
CA $709 total
includes taxes & fees
Oct 19 - Oct 20
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.

3. 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)
"We loved staying here!! Having the garage was a really great bonus especially if you're going to the beach a lot! Pool was super nice and very close so that was great too! I really liked all the beach towels provided as well! Really great and nice place!"
United States
Misty S.
The price is CA $229
CA $742 total
includes taxes & fees
Oct 19 - Oct 20
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.

4. 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, (27 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
The price is CA $214
CA $569 total
includes taxes & fees
Oct 19 - Oct 20
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
A patio with a round table and chairs, a blue umbrella, and a view of a building with a balcony.

5. 1 Bedroom/1 Bath Villa (Ground Level) - Unit 11

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
Casey Key
The price is CA $212
CA $324 total
includes taxes & fees
Oct 26 - Oct 27
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.

6. 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 CA $212
CA $320 total
includes taxes & fees
Oct 19 - Oct 20
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
A residential house with a fenced front yard, a parked car, and a palm tree.

7. 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)
"Close to everything, beautiful beach, clean property, pictures and description very accurate. Can’t wait to come back!"
United States
Karyn C.
The price is CA $140
CA $430 total
includes taxes & fees
Oct 19 - Oct 20
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
A single-story house with a white exterior, a dark roof, and a front door.

8. 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 CA $138
CA $339 total
includes taxes & fees
Oct 27 - Oct 28
Lakefront 2BR Bradenton Rental Near IMG & Beaches
A dining area with a table and chairs, a green wall with a sign, and a view of palm trees and greenery.

9. 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, (40 reviews)
"Very nice place and quiet. Enjoyed the secluded pool and the variety of plants and flowers everywhere. The Riverwalk was nice too."
United States
Craig C.
The price is CA $181
CA $421 total
includes taxes & fees
Oct 19 - Oct 20
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
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.

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

Newly Remodeled-150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (47 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 CA $159
CA $527 total
includes taxes & fees
Oct 21 - Oct 22
Newly Remodeled-150 Yards to Beach and Restaurants!
A resort with a swimming pool, a covered patio, and a view of the ocean.

11. 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, (39 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is CA $181
CA $421 total
includes taxes & fees
Oct 19 - Oct 20
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
A beach shack with a sign reading 'BEACH SHACK MANASOTA KEY,' a bicycle parked outside, and a chair and table set up for outdoor dining.

12. 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)
"This was such a cute place to stay rhat is conveniently located via walking diatance to the beach and local restaurants. "
United States
Renay S.
The price is CA $238
CA $526 total
includes taxes & fees
Oct 19 - Oct 20
Turtle Cay at The Beach Shack! Come On Down!
A serene lakeside setting with large trees and a white gazebo.

13. 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, (30 reviews)
"Beautiful property and lovely backyard. The Riverwalk was perfect for our 2 pups and the host was very quick to respond and very nice. Would definitely stay again."
United States
Kay S.
The price is CA $181
CA $421 total
includes taxes & fees
Oct 19 - Oct 20
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
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.

14. Beautiful house with lake view

Beautiful house with lake view
Englewood East
9.6 out of 10, Exceptional, (17 reviews)
"Amazing beautiful place , very spacious , very easy to book. "
United States
Amara D.
The price is CA $140
CA $283 total
includes taxes & fees
Oct 19 - Oct 20
Beautiful house with lake view
A swimming pool with lounge chairs and a hammock, surrounded by a metal roof and lush greenery.

15. Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool

Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
Nokomis
10.0 out of 10, Exceptional, (4 reviews)
"Everything was excellent! I would rent this again if the opportunity were there!"
United States
Sue H.
The price is CA $351
CA $1,292 total
includes taxes & fees
Oct 19 - Oct 20
Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
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, (20 reviews)
"House was very clean and the location was just what we were looking for. "
United States
Maria K.
The price is CA $165
CA $313 total
includes taxes & fees
Nov 18 - Nov 19
Lake Marlin Villa 2
Pool

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 CA $208
CA $630 total
includes taxes & fees
Oct 28 - Oct 29
Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches
A backyard with a gravel patio, a small lawn, and a wooden fence.

18. 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 CA $238
CA $527 total
includes taxes & fees
Oct 20 - Oct 21
Seashell Shanty at The Beach Shack! Come On Down!
An outdoor patio area with a seating arrangement, a hammock, and a view of a grassy yard and trees.

19. 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)
"Great hosts and great stay! Would highly recommend."
United States
Kerry M.
The price is CA $151
CA $502 total
includes taxes & fees
Oct 19 - Oct 20
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing
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 CA $238
CA $526 total
includes taxes & fees
Oct 19 - Oct 20
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.
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Top Legacy Trail Hotel Reviews

Find out more about Legacy Trail

Legacy Trail Villas information

Number of reviews
549
Accommodation
0 Villas
Lowest Price
CA $302
Highest Price
CA $1,292

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