A wooden pathway surrounded by dense greenery and trees.

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Our top choices for Legacy Trail cottages

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

Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches
Nokomis
The price is CA $99
CA $341 total
includes taxes & fees
Aug 29 - Aug 30
Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

2. The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (204 reviews)
"We had a wonderful stay at The Inn on Siesta Key. The Cabana was perfect for our family of 4, very clean and well equipped kitchen. The beds are very comfortable, and we enjoyed our morning coffee on the porch area. The property is fully equipped for the beach with chairs, towels, umbrellas, coolers, ice, and these great wagons to haul it all to the beach. Beaches are a short walk and amazing. The property is also a very short walk to The Village for shopping and dining. Paige checked us in and...
United States
Lisa
The price is CA $346
CA $477 total
includes taxes & fees
Aug 27 - Aug 28
The Inn On Siesta Key

3. 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 CA $136
CA $416 total
includes taxes & fees
Aug 30 - Aug 31
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

4. Yellow Palm Cottage steps from the beach

Yellow Palm Cottage steps from the beach
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
"This place was so cute and quaint! It was just a short walk to the village and to the beach. The grounds were beautiful! A little oasis in the backyard. . Would stay here again!!!"
United States
Tami B.
The price is CA $143
CA $808 total
includes taxes & fees
Aug 27 - Aug 28
Yellow Palm Cottage steps from the beach

5. Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.2 out of 10, Wonderful, (27 reviews)
"We were enjoying our stay."
United States
Inna K.
The price is CA $62
CA $191 total
includes taxes & fees
Sep 3 - Sep 4
Charming cottage for 2 across warm mineral springs park

6. Lido Bungalow Walk to Beach & St. Armand's Circle

Lido Bungalow Walk to Beach & St. Armand's Circle
Lido Key
The price is CA $129
CA $468 total
includes taxes & fees
Aug 26 - Aug 27
Lido Bungalow Walk to Beach & St. Armand's Circle

7. Cozy Lido Key Bungalow by Pool & Beach

Cozy Lido Key Bungalow by Pool & Beach
Lido Key
The price is CA $121
CA $460 total
includes taxes & fees
Aug 28 - Aug 29
Cozy Lido Key Bungalow by Pool & Beach

8. Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
Blue Dolphin Cottage steps from the beach

9. 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, (190 reviews)
"Right across the beach Less then 5 minutes Good space - rooms nice ad clean "
United States
ASHISH
The price is CA $300
CA $589 total
includes taxes & fees
Sep 2 - Sep 3
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

10. 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 CA $206
CA $614 total
includes taxes & fees
Aug 27 - Aug 28
Home < 1-mi Walk to Warm Mineral Springs Park!

11. 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 CA $160
CA $441 total
includes taxes & fees
Aug 26 - Aug 27
NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly

12. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (74 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is CA $136
CA $292 total
includes taxes & fees
Aug 28 - Aug 29
The "Grouper"

13. Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (11 reviews)
"Very nice location. "
United States
Daniel o.
The price is CA $100
CA $350 total
includes taxes & fees
Aug 30 - Aug 31
Coastal Luxury 7mi to Anna Maria Private Cottage

14. Cozy Lido Key Studio Steps to Beach & Kayaking

Cozy Lido Key Studio Steps to Beach & Kayaking
Lido Key
The price is CA $136
CA $478 total
includes taxes & fees
Aug 27 - Aug 28
Cozy Lido Key Studio Steps to Beach & Kayaking

15. Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is CA $572
CA $1,011 total
includes taxes & fees
Aug 31 - Sep 1
Siesta Heron 6 / Sunset

16. HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S
Oakland Hills
9.8 out of 10, Exceptional, (30 reviews)
"House was beautiful and the neighbor was quiet. Good location to beaches if you’re willing to drive 20-30minutes to beaches. "
United States
Maranda S.
The price is CA $100
CA $456 total
includes taxes & fees
Aug 26 - Aug 27
HEATED POOL, 85.00 PER NIGHT ! 2 LIVING ROOMS, 3 BEDROOMS-4 COMAST CABLE TV’S

17. 2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Manasota Key
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful decor, perfect location to the beach (5min walking). very thoughtful touches throughout the rental. The kitchen is well- equipped with all you need. Bedroom with excellent mattress. The patio with BBQ, kayaks, free parking, beach chair /loungers available, the property was immaculate.10/10. I would recommend""
United States
Anabel P.
The price is CA $200
CA $598 total
includes taxes & fees
Aug 26 - Aug 27
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

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)
"Kristin made it easy to check in and out a very pleasant stay thank you"
United States
Deb H.
The price is CA $275
CA $589 total
includes taxes & fees
Aug 28 - Aug 29
New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee

19. 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, (6 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 CA $220
CA $621 total
includes taxes & fees
Sep 1 - Sep 2
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

20. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Clean and a lot of amenities. We enjoyed all the little touches that went into decorating the house, giving it a beach house feel. We would definitely stay here again. "
United States
Rob
The price is CA $241
CA $462 total
includes taxes & fees
Sep 1 - Sep 2
Pet-friendly Bradenton Home 1.5 Mi to Cortez 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 Cottages information

Number of reviews
672
Accommodation
0 Cottages
Lowest Price
CA $191
Highest Price
CA $1,011

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