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Our top choices for Legacy Trail cottages

Charming cottage for 2 across warm mineral springs park

Charming cottage for 2 across warm mineral springs park
Warm Mineral Springs
9.4 out of 10, Exceptional, (13 reviews)
"Property was perfect for the price."
United States
William M.
The price is €139
includes taxes & fees
1 Mar - 2 Mar
Charming cottage for 2 across warm mineral springs park

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (194 reviews)
"Very charming place! Great location for the beach and restaurants. Would definitely stay again."
United States
Blaine
The Inn On Siesta Key

Stylish Retro Vibes Private BBQ & Beach Access

Stylish Retro Vibes Private BBQ & Beach Access
3.0 star property
Sarasota
The price is €333
includes taxes & fees
3 Feb - 4 Feb
Stylish Retro Vibes Private BBQ & Beach Access

3 Mi to Downtown Bradenton: Family Home w/ Yard!

3 Mi to Downtown Bradenton: Family Home w/ Yard!
3.0 star property
Bradenton
The price is €396
includes taxes & fees
8 Feb - 9 Feb
3 Mi to Downtown Bradenton: Family Home w/ Yard!

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
Englewood Central
10.0 out of 10, Exceptional, (1 review)
"We all had a wonderful stay!!! The home was clean, beautifully furnished and appointed with all sorts of amenities: coffee, tea, beach chairs, towels, laundry detergent and more. The fenced in yard was wonderful for privacy and the dogs. The owners were very responsive to our questions and needs. We would definitely stay here again!!! Not only was the home super cute, it was close to everything: grocery store, pharmacy, downtown, beaches and restaurants. "
United States
Jade C.
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

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

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Sarasota
10.0 out of 10, Exceptional, (1 review)
"Perfect vacation get away. Host are very good to work with. Everything was exactly as we wanted it! "
United States
Kara F.
The price is €304
includes taxes & fees
1 Feb - 2 Feb
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

7mi to Anna Maria Newly Renovated Private Cottage

7mi to Anna Maria Newly Renovated Private Cottage
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"I stayed for 9 days. It was in a great location in Bradenton...just minutes from the beach, shopping and dining. It was clean and quiet. I would stay there again."
United States
MO L.
The price is €288
includes taxes & fees
28 Feb - 1 Mar
7mi to Anna Maria Newly Renovated Private Cottage

Cozy Beach Cottage

Cozy Beach Cottage
Manasota Beach
9.4 out of 10, Exceptional, (24 reviews)
"Wonderful location for a peaceful getaway "
United States
pamela
Cozy Beach Cottage

1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.

1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.
Bayou Oaks
The price is €76
includes taxes & fees
4 Feb - 5 Feb
1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.4 out of 10, Exceptional, (6 reviews)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
The price is €295
includes taxes & fees
1 Feb - 2 Feb
Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

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
9.6 out of 10, Exceptional, (5 reviews)
"very clean and homey"
United States
michelle r.
New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (45 reviews)
"We really enjoyed our stay here. So close to AMI "
United States
Taylor B.
The price is €182
includes taxes & fees
8 Feb - 9 Feb
The "Grouper"

Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
The price is €529
includes taxes & fees
8 Feb - 9 Feb
Family Fun: Ping Pong, Bbq, Walk to Park Nearby

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

NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly
Myakka City
9.8 out of 10, Exceptional, (20 reviews)
"We stayed at Kristen’s for 4 weeks and it was wonderful! We actually were able to stay in her new 2 bedroom cottage that is on her property. The cottage had everything we needed to make it like home for us. It’s dog friendly and our 2 dogs loved it as well. The area is quiet and close enough to get to restaurants/shopping/golf but you don’t have to worry about typical Florida traffic. Kristen is a gracious host and made us feel right at home. Already booked a return trip for next year! "
United States
Karen O.
NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly

Casey Key Beachfront Escape: Charming 1BR Cottage

Casey Key Beachfront Escape: Charming 1BR Cottage
Casey Key
9.4 out of 10, Exceptional, (112 reviews)
"Simple old-school beach shack - so hard to find these days, absolutely loved it. Right on the water, best location along Nokomis Beach/Casey Key...short walk to restaurants also....absolutely fantastic."
United States
HAYLEY S.
Casey Key Beachfront Escape: Charming 1BR Cottage

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, (1 review)
"This was a great stay. It was very clean and seemed like a brand new renovation. They provide plenty to do from two bicycles for cruising, a few kayaks and indoor games. The kitchen was stocked if you chose to stay in and cook. Lastly, the hosts were great to work with. We will stay again. "
United States
John C.
The price is €386
includes taxes & fees
8 Feb - 9 Feb
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage

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, (178 reviews)
"Wonderful property with an excellent location! Beach access was across the street and the trolley pick-up was at the end of the block. The village was within walking distance as well. The property was very clean and the beds were comfortable. The washer and dryer is located right outside of the unit and beach chairs and a cooler were provided. We look forward to booking this property again in the future! "
United States
Alison B.
The price is €357
includes taxes & fees
2 Feb - 3 Feb
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

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, (83 reviews)
"Great condo. The location is perfect. The pool was the best. Will stay here again."
United States
Jeanne J.
The price is €251
includes taxes & fees
8 Feb - 9 Feb
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum

Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Indian Beach Sapphire Shores
9.6 out of 10, Exceptional, (34 reviews)
"Clean and everything was as advertised "
United States
alan m.
The price is €242
includes taxes & fees
1 Feb - 2 Feb
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum

Romantic Island Getaway! Just Steps from the Beach

Romantic Island Getaway! Just Steps from the Beach
Bradenton Beach
8.8 out of 10, Excellent, (3 reviews)
"It was great! Check in was super easy and anything you would need is nearby. "
United States
Thomas N.
Romantic Island Getaway! Just Steps 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 Cottages information

Number of reviews
587
Accommodation
61 Cottages
Lowest Price
€139
Highest Price
€396

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