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Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Cottages in Legacy Trail

Our top choices for Legacy Trail cottages

The "Grouper"
Beach

The "Grouper"

9.4 out of 10, Exceptional, (33)
"Great location."
The price is AU$328
includes taxes & fees
29 Aug - 30 Aug
The "Grouper"
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Sun-loungers, beach towels

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

9.6 out of 10, Exceptional, (77)
"Its right next to everything we needed"
The price is AU$472
includes taxes & fees
27 Aug - 28 Aug
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Property grounds

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

9.0 out of 10, Wonderful, (174)
"my friends and I traveled from across the country to meet for our annual “girls” trip. Location is amazing. You can walk to the beach, you can rent cabanas and there are lounge chairs for your use. The pool is sparkling and the trolley stop is right outside the property entrance. I just love Siesta key and this is a wonderful place to get away from it all, but have easy access to all of the fun and shopping. "
The price is AU$787
includes taxes & fees
27 Aug - 28 Aug
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
7mi to Anna Maria Newly Renovated Private Cottage
Private kitchen

7mi to Anna Maria Newly Renovated Private Cottage

The price is AU$388
includes taxes & fees
29 Aug - 30 Aug
7mi to Anna Maria Newly Renovated Private Cottage
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
On the beach, sun-loungers, beach towels

Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom

9.2 out of 10, Wonderful, (95)
"We have stayed at this cottage before- just love this beach."
The price is AU$670
includes taxes & fees
27 Aug - 28 Aug
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Fridge, microwave, oven, stovetop

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

8.0 out of 10, Very good, (1)
"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""
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Romantic Island Getaway Just Steps from the Beach
TV

Romantic Island Getaway Just Steps from the Beach

2.0 star property
8.8 out of 10, Excellent, (3)
"It was great! Check in was super easy and anything you would need is nearby. "
The price is AU$591
includes taxes & fees
27 Aug - 28 Aug
Romantic Island Getaway Just Steps from the Beach
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Exterior

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
Private King Bed Suite-Near AMI Beach-Walk D’Town.
Marina

Private King Bed Suite-Near AMI Beach-Walk D’Town.

9.6 out of 10, Exceptional, (36)
"The Sea Horse Cottage and Bradenton area were charming and beautiful....we had a nice time!!"
The price is AU$507
includes taxes & fees
30 Aug - 31 Aug
Private King Bed Suite-Near AMI Beach-Walk D’Town.
Beautiful Condo on Pine Ave, 2 Blocks to Beach
A heated pool

Beautiful Condo on Pine Ave, 2 Blocks to Beach

8.8 out of 10, Excellent, (23)
"Great location, very comfortable property! We loved the 2 covered porch areas at the front and back of the unit. We had a little trouble with the AC but the owner was very responsive. We would certainly rent this unit again!"
Beautiful Condo on Pine Ave, 2 Blocks to Beach
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Beach

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

9.8 out of 10, Exceptional, (32)
"Fun stay, great location"
The price is AU$397
includes taxes & fees
3 Sept - 4 Sept
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
5 star Guest House heated pool on the water!
Beach

5 star Guest House heated pool on the water!

The price is AU$793
includes taxes & fees
27 Aug - 28 Aug
5 star Guest House heated pool on the water!
Adorable Cottage with Covered Balconies and Private Pool
A heated pool

Adorable Cottage with Covered Balconies and Private Pool

9.6 out of 10, Exceptional, (39)
"This property definitely did not disappoint! Fantastic location that’s close to both the beach and the pier. Shops and food are all within walking distance. The backyard was a hit. The pool and putting green were a fun addition to the large backyard space. Great communication from the hosts who made sure our check in process went well and called to make sure everything was going well and to let them know if we needed anything. Would definitely stay at this space again. "
The price is AU$934
includes taxes & fees
28 Aug - 29 Aug
Adorable Cottage with Covered Balconies and Private Pool
Beautiful Guest House Near the Beach with Private Pool!
A heated pool

Beautiful Guest House Near the Beach with Private Pool!

8.6 out of 10, Excellent, (27)
"The space directly above the local taco and donut shops was exactly as advertised! Clean, quaint, and perfect for our family of 5 that took full advantage of the private pool and 1 block walk to the beach. Can't wait to come back!!"
The price is AU$805
includes taxes & fees
27 Aug - 28 Aug
Beautiful Guest House Near the Beach with Private Pool!
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
Fridge, microwave, oven, stovetop

SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool

The price is AU$1,216
includes taxes & fees
2 Sept - 3 Sept
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
On the beach, sun-loungers, beach towels

Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms

9.2 out of 10, Wonderful, (60)
"We loved this little cottage and will absolutely go back in the future. Thank you so much for a wonderful retreat. "
The price is AU$710
includes taxes & fees
27 Aug - 28 Aug
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
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

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

10/10 Excellent
"very nice hotel and the area was clean "
Gabriela 2-night trip
Posted 16 hours ago
Compass Hotel by Margaritaville Anna Maria Sound

Find out more about Legacy Trail

Find out more about Legacy Trail

Legacy Trail Cottages information

Number of reviews
1,564
Accommodation
51 Cottages
Lowest Price
AU$328
Highest Price
AU$710

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