A wooden pathway surrounded by dense greenery and trees.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Legacy Trail cottages

A small house with a porch, surrounded by a grassy yard and dense foliage.

1. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
Nokomis
The price is ￥12,681
￥40,333 total
includes taxes & fees
Oct 12 - Oct 13
Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
A small, single-story building with a gray exterior, a white door, and a window with shutters.

2. Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.0 out of 10, Wonderful, (29 reviews)
"We were enjoying our stay."
United States
Inna K.
The price is ￥6,332
￥21,055 total
includes taxes & fees
Oct 16 - Oct 17
Charming cottage for 2 across warm mineral springs park
A two-story house with a green exterior, a blue door, and orange trim.

3. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (76 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is ￥15,673
￥33,716 total
includes taxes & fees
Oct 14 - Oct 15
The "Grouper"
A bathroom with a toilet, a glass-enclosed shower, and a framed picture on the wall.

4. Coastal Studio, Walk to St Armand's or Lido Beach

Coastal Studio, Walk to St Armand's or Lido Beach
Lido Key
10.0 out of 10, Exceptional, (1 review)
"5 Stars: This cozy studio was exactly what we were looking for. Alexander was pleasant and friendly, the check in/check out process was easy. The location was fabulous- perhaps slightly too far to walk to St.Armand’s , but a quick ride on the rentable VEO bikes/scooters. The accommodations were clean, and beachy. We did not have an opportunity to use the pool, so I do have any objective comments for the pool. If we are in the area again, we would definitely stay here again!"
United States
lisa o.
The price is ￥25,773
￥67,871 total
includes taxes & fees
Oct 25 - Oct 26
Coastal Studio, Walk to St Armand's or Lido Beach
A single-story house with a blue exterior, a front door, and a small porch area.

5. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
Desoto Lakes
The price is ￥16,385
￥42,152 total
includes taxes & fees
Oct 12 - Oct 13
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
A residential house with a white fence, a palm tree, and a parked car.

6. Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (90 reviews)
"Would definitely stay here again. Great location and great house! Owner was quick and helpful with communication."
United States
Clarissa S.
The price is ￥15,673
￥47,663 total
includes taxes & fees
Oct 12 - Oct 13
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
A patio with a table set for two, a blue umbrella, and a white fence.

7. Studio by Lido Beach w heated pool

Studio by Lido Beach w heated pool
Lido Key
The price is ￥25,425
￥66,845 total
includes taxes & fees
Oct 16 - Oct 17
Studio by Lido Beach w heated pool
A small, single-story house with a white exterior, a brick planter with palm trees, and a white picket fence.

8. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (13 reviews)
"Clean and nice place"
United States
Ismael
The price is ￥13,536
￥42,627 total
includes taxes & fees
Oct 13 - Oct 14
Cozy Private Cottage, Minutes to Anna Maria Island
A riverfront restaurant with outdoor seating and a view of the water.

9. NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach

NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach
Nokomis
9.2 out of 10, Wonderful, (33 reviews)
"Great location"
United States
Susan C.
The price is ￥23,588
￥49,389 total
includes taxes & fees
Oct 12 - Oct 13
NOKOMIS BEACH BUNGALOW 229 15 mins walk to the beach
Shared sunbathing deck by the pool, at the resort.

10. Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.6 out of 10, Exceptional, (8 reviews)
"The most well maintained property I've ever stayed."
United States
Russ H.
The price is ￥15,673
￥49,610 total
includes taxes & fees
Oct 12 - Oct 13
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
A residential house with a garage, a front door, and a small front yard.

11. Home < 1-mi Walk to Warm Mineral Springs Park!

Home < 1-mi Walk to Warm Mineral Springs Park!
3.0 star property
North Port
The price is ￥23,747
￥70,602 total
includes taxes & fees
Oct 20 - Oct 21
Home < 1-mi Walk to Warm Mineral Springs Park!
A modern house with a driveway, a tree with purple lighting, and a white car parked in front.

12. Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Sarasota
8.4 out of 10, Very good, (10 reviews)
"The house was truly lovely, and the hosts were exceptionally caring, kind, and attentive in their communication. It was wonderful to be so close to the beach, with stores conveniently nearby, making the stay feel comfortable and welcoming."
United States
Kandra R.
The price is ￥37,836
￥73,348 total
includes taxes & fees
Oct 12 - Oct 13
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
A two-story building with a blue exterior and white railings.

13. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (192 reviews)
"Loved the location of this property! The property manager was easy to contact and the property was exactly as shown in the pictures. Would stay here again!"
United States
Tracie B.
The price is ￥33,435
￥66,055 total
includes taxes & fees
Oct 13 - Oct 14
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
An outdoor swimming pool with a wooden deck and a ladder.

14. NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly

NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly
Myakka City
10.0 out of 10, Exceptional, (23 reviews)
"Location was optimum for us. "
United States
James K.
The price is ￥20,604
￥60,762 total
includes taxes & fees
Oct 19 - Oct 20
NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly
A rectangular pool with white lounge chairs and a white fence, surrounded by palm trees and a building with balconies.

15. Lido Key Casita w Pool Steps to the Beach

Lido Key Casita w Pool Steps to the Beach
Lido Key
The price is ￥23,509
￥64,996 total
includes taxes & fees
Nov 4 - Nov 5
Lido Key Casita w Pool Steps to the Beach
A bedroom with a bed, a ceiling fan, a window with curtains, a wooden wardrobe, and a framed picture on the wall.

16. Cozy Lido Studio by Beach & St Armand's

Cozy Lido Studio by Beach & St Armand's
Lido Key
The price is ￥30,649
￥74,331 total
includes taxes & fees
Oct 31 - Nov 1
Cozy Lido Studio by Beach & St Armand's
A wooden deck with a glass door leading to a lake view, surrounded by greenery.

17. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is ￥68,232
￥118,873 total
includes taxes & fees
Oct 14 - Oct 15
Siesta Heron 6 / Sunset
A single-story house with a front porch, a red door, and a pathway leading to the entrance.

18. New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee

New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee
Myakka City
9.8 out of 10, Exceptional, (8 reviews)
"Was perfect spot for the purpose of our trip!"
United States
Cheryl L.
The price is ￥31,662
￥79,630 total
includes taxes & fees
Oct 12 - Oct 13
New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee
A beachfront property with a house, palm trees, and a view of the ocean.

19. Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (132 reviews)
"Beautiful gulf view."
United States
Audrey B.
The price is ￥63,007
￥116,221 total
includes taxes & fees
Nov 7 - Nov 8
Casey Key Beachfront Escape: Charming 1BR Cottage
A covered outdoor area with a gravel ground, a covered seating area with chairs, and a building in the background.

20. Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Manasota Key
10.0 out of 10, Exceptional, (7 reviews)
"If you are looking for a quaint getaway in a quiet part of Manasota key, this is it. While you are close enough walk or bike to the beach and all the restaurant/bars, it’s just far enough away from all the congestion. The cottage was beautifully decorated, clean & updated. Truly a great host, they were responsive and provided more items to use than any other VRBO we’ve stayed at! "
United States
Brooke T.
The price is ￥32,454
￥80,517 total
includes taxes & fees
Oct 15 - Oct 16
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
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 Cottages information

Number of reviews
490
Accommodation
0 Cottages
Lowest Price
￥21,055
Highest Price
￥118,873

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