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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Legacy Trail villas

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 ¥19,839
¥74,455 total
includes taxes & fees
Sep 25 - Sep 26
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

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 ¥19,942
¥75,634 total
includes taxes & fees
Sep 25 - Sep 26
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!

3. [Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (42 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 ¥14,596
¥42,976 total
includes taxes & fees
Sep 27 - Sep 28
[Beach Elements] pool view withprivate beach access

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
9.4 out of 10, Exceptional, (26 reviews)
"Excellent stay. Very clean and facilities were great "
United Kingdom
Jennie A.
The price is ¥23,806
¥63,342 total
includes taxes & fees
Sep 26 - Sep 27
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

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)
"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 ¥15,588
¥47,719 total
includes taxes & fees
Oct 7 - Oct 8
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

6. 1 Bedroom/1 Bath Villa (Ground Level) - Unit 11

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
Casey Key
The price is ¥23,618
¥36,120 total
includes taxes & fees
Sep 28 - Sep 29
1 Bedroom/1 Bath Villa (Ground Level) - Unit 11

7. 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 ¥23,618
¥36,120 total
includes taxes & fees
Sep 28 - Sep 29
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8

8. 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, (3 reviews)
"Everything was excellent! I would rent this again if the opportunity were there!"
United States
Sue H.
The price is ¥34,819
¥118,283 total
includes taxes & fees
Sep 28 - Sep 29
Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool

9. 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, (38 reviews)
"This was a great place to stay. Easy access to everything the area has to offer."
United States
Terri B.
The price is ¥20,193
¥45,650 total
includes taxes & fees
Sep 30 - Oct 1
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

10. 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 ¥14,029
¥52,400 total
includes taxes & fees
Sep 25 - Sep 26
Water Front Boundary Vacation Home Villa close to beaches, golfing, Fishing

11. 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, (29 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 ¥20,193
¥45,335 total
includes taxes & fees
Sep 29 - Sep 30
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

12. 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, (39 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 ¥20,193
¥45,335 total
includes taxes & fees
Sep 29 - Sep 30
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

13. 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 ¥26,537
¥56,813 total
includes taxes & fees
Sep 27 - Sep 28
Turtle Cay at The Beach Shack! Come On Down!

14. 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 ¥15,241
¥37,062 total
includes taxes & fees
Oct 5 - Oct 6
Lakefront 2BR Bradenton Rental Near IMG & Beaches

15. Waterview Vacation Retreat Close To Ocean

Waterview Vacation Retreat Close To Ocean
Oakland Hills
10.0 out of 10, Exceptional, (19 reviews)
"The property was great for 3 adults on a golf trip."
United States
Lisa D.
The price is ¥14,879
¥53,352 total
includes taxes & fees
Sep 25 - Sep 26
Waterview Vacation Retreat Close To Ocean

16. 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 ¥21,098
¥38,147 total
includes taxes & fees
Sep 28 - Sep 29
Beautiful house with lake view

17. 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 ¥26,537
¥58,073 total
includes taxes & fees
Sep 27 - Sep 28
Flamingo's Nest at the Beach Shack. Just one block from the beach!

18. 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 ¥21,996
¥67,715 total
includes taxes & fees
Sep 30 - Oct 1
Private Pool, Game Room & Tiki Bar, Minutes to Englewood's Gulf Beaches

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 ¥26,537
¥57,600 total
includes taxes & fees
Sep 27 - Sep 28
Seashell Shanty at The Beach Shack! Come On Down!

20. Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing

Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing
Pebble Beach
9.6 out of 10, Exceptional, (4 reviews)
"The house was beautiful and lived up to the pictures. The hosts were responsive and very helpful during our stay. We were so happy to rent for a month and be able to bring our dog. Thank you so much!"
United States
Deborah M.
The price is ¥14,585
¥51,281 total
includes taxes & fees
Sep 25 - Sep 26
Charming 3-bedroom Relaxing Family Vacation Retreat On The Water, Fishing
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Legacy Trail Hotel Reviews

Find out more about Legacy Trail

Legacy Trail Villas information

Number of reviews
512
Accommodation
0 Villas
Lowest Price
¥36,120
Highest Price
¥118,283

Explore a world of travel with Expedia