A wooden pathway surrounded by dense greenery and trees.

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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
9.2 out of 10, Wonderful, (24 reviews)
"Easy check in, clean and cozy."
United States
Robert J.
The price is ¥7,317
¥22,544 total
includes taxes & fees
Jul 2 - Jul 3
Charming cottage for 2 across warm mineral springs park

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (71 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is ¥16,031
¥34,486 total
includes taxes & fees
Jul 19 - Jul 20
The "Grouper"

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (199 reviews)
"This property was everything we wanted...although not on the beach, it was a short walk to the beach and chairs, umbrellas, coolers and wagons were provided to the beach. The pool area was very comfortable and clean. We like that there were only 6 units...each was unique and very clean. We stayed in "The Nook" which was perfect for our getaway."
United States
Michele
The price is ¥56,611
¥72,974 total
includes taxes & fees
Jul 12 - Jul 13
The Inn On Siesta Key

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
9.8 out of 10, Exceptional, (10 reviews)
"We had a wonderful stay at this property. Home is perfect for couples or a small family. Very clean and adorable set up. Love the back yard and lanai! Thanks for a great stay - we would stay again."
United States
Mandy A.
The price is ¥11,367
¥38,850 total
includes taxes & fees
Jul 8 - Jul 9
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly

Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (9 reviews)
"Place was clean, cozy and cute! Host communication was friendly, clear and concise. Would absolutely recommend!"
United States
Tracee Candace L.
The price is ¥11,659
¥40,806 total
includes taxes & fees
Jul 5 - Jul 6
Coastal Luxury 7mi to Anna Maria Private Cottage

Pet-friendly Bradenton Home ~ 3 Mi to Cortez Beach

Pet-friendly Bradenton Home ~ 3 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 ¥28,338
¥54,405 total
includes taxes & fees
Jul 2 - Jul 3
Pet-friendly Bradenton Home ~ 3 Mi to Cortez Beach

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 ¥29,147
¥64,968 total
includes taxes & fees
Jul 9 - Jul 10
New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee

Cozy Lido Key Studio Steps to Beach & Kayaking

Cozy Lido Key Studio Steps to Beach & Kayaking
Lido Key
The price is ¥16,031
¥56,452 total
includes taxes & fees
Jul 8 - Jul 9
Cozy Lido Key Studio Steps to Beach & Kayaking

Cozy Lido Key Bungalow by Pool & Beach

Cozy Lido Key Bungalow by Pool & Beach
Lido Key
The price is ¥16,031
¥56,452 total
includes taxes & fees
Jul 2 - Jul 3
Cozy Lido Key Bungalow by Pool & Beach

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, (4 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 ¥30,767
¥77,532 total
includes taxes & fees
Jul 2 - Jul 3
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear

Sunny Lido Studio - Modern Touches

Sunny Lido Studio - Modern Touches
Lido Key
Sunny Lido Studio - Modern Touches

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.
Yellow Palm Cottage steps from the beach

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 ¥29,382
¥64,543 total
includes taxes & fees
Jul 13 - Jul 14
NEW-Lakefront /on 5 acres /near Lakewood Ranch / Pool / Pet Friendly

Direct Beachfront 2BR Cottage on Casey Key!

Direct Beachfront 2BR Cottage on Casey Key!
Casey Key
9.4 out of 10, Exceptional, (78 reviews)
"It was perfect. We had a great time."
United States
Karen M.
The price is ¥40,325
¥87,908 total
includes taxes & fees
Jul 8 - Jul 9
Direct Beachfront 2BR Cottage on Casey Key!

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (126 reviews)
"Was very enjoyable! Great place for our family to stay and visit!"
United States
john V.
The price is ¥64,772
¥125,650 total
includes taxes & fees
Jul 6 - Jul 7
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

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 ¥30,281
¥78,986 total
includes taxes & fees
Jul 16 - Jul 17
Home < 1-mi Walk to Warm Mineral Springs Park!

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, (184 reviews)
"Right across the beach Less then 5 minutes Good space - rooms nice ad clean "
United States
ASHISH
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Beautiful Guest House Near the Beach with Private Pool!

Beautiful Guest House Near the Beach with Private Pool!
Anna Maria
8.8 out of 10, Excellent, (37 reviews)
"House was in great condition and very comfortable. Ideal location! "
United States
Scott B.
The price is ¥67,201
¥175,390 total
includes taxes & fees
Jul 6 - Jul 7
Beautiful Guest House Near the Beach with Private Pool!

Cabana Cottage Across street from Beach and Heated Pool

Cabana Cottage Across street from Beach and Heated Pool
Siesta Key
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful property and fantastic location. Everything you need at your fingertips for an enjoyable beach stay without ever having to leave the island!"
United States
Meghan J.
The price is ¥67,612
¥195,202 total
includes taxes & fees
Jul 6 - Jul 7
Cabana Cottage Across street from Beach and Heated Pool

Haven cottage Across street from beach and Heated Pool

Haven cottage Across street from beach and Heated Pool
Siesta Key
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed the property, a very nice little unit, very clean and enjoyable"
United States
Michael M.
The price is ¥64,215
¥122,740 total
includes taxes & fees
Jul 12 - Jul 13
Haven cottage Across street from beach and Heated Pool
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
711
Accommodation
51 Cottages
Lowest Price
¥22,544
Highest Price
¥195,202

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