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Cottages in Legacy Trail

Outdoor dining
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
2.0 star property
$309 nightly
The price is $344
Nov 7 - Nov 8
Total with taxes and fees
Charming 2-bedroom cottage in Englewood minutes to the Gulf Beaches-Dog Friendly
The Cottage, 3 Bedroom 2 Bath (2 Kings, 1 Queen, 2 Twins) | Terrace/patio
The Inn On Siesta Key
The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (188)
"This property was great and it is a quick walk to the beach and village. The Cabana suited our family of four. We had enough space to spread out and relax. If we return to Siesta Key, we would stay here again."
United States
Brooke
$267 nightly
The price is $302
Nov 11 - Nov 12
Total with taxes and fees
The Inn On Siesta Key
Beach nearby
Island Life! King Bed Studio-Steps to beach
Island Life! King Bed Studio-Steps to beach
9.6 out of 10, Exceptional, (168)
"My husband and I stayed at the Bay Breeze Bungalow for 4 days and cannot wait to come back. Perfect location, 2 minute walk to the beach. Quiet neighborhood. We were right next to the pool, and even with kids swimming, it was quiet. We had a question regarding parking, (our confusion) we received a call back within a 1/2 hour. The Bungalow was very clean and had the essentials we needed. Being May, it was extremely warm, the air conditioner always kept the place cool. I cannot say enough...
United States
Karen L.
$191 nightly
The price is $212
Nov 30 - Dec 1
Total with taxes and fees
Island Life! King Bed Studio-Steps to beach
Exterior
Charming cottage for 2 across warm mineral springs park
Charming cottage for 2 across warm mineral springs park
9.2 out of 10, Wonderful, (10)
"I'm currently working in the area and this place made it even easier being away from home I've enjoyed the area and the place "
United States
Andy B.
$140 nightly
The price is $156
Nov 7 - Nov 8
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park
Exterior
#3 Small house walking distance to Warm Mineral Spring
#3 Small house walking distance to Warm Mineral Spring
9.0 out of 10, Wonderful, (8)
"Property was very nice and exactly what I was looking for while working remote. Would absolutely recommend it to anyone and look forward to coming back in the future."
United States
Jake R.
$140 nightly
The price is $156
Nov 7 - Nov 8
Total with taxes and fees
#3 Small house walking distance to Warm Mineral Spring
Property grounds
7mi to Anna Maria Newly Renovated Private Cottage
7mi to Anna Maria Newly Renovated Private Cottage
10.0 out of 10, Exceptional, (2)
"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.
$246 nightly
The price is $274
Nov 11 - Nov 12
Total with taxes and fees
7mi to Anna Maria Newly Renovated Private Cottage
Outdoor dining
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
9.4 out of 10, Exceptional, (104)
"Great stay, right on a beautiful private beach. Casey key is a great place, highly recommend this place!"
United States
Kathleen P.
$406 nightly
The price is $453
Nov 8 - Nov 9
Total with taxes and fees
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Exterior
The "Grouper"
The "Grouper"
9.2 out of 10, Wonderful, (40)
"Very clean and nice place ."
United States
Sherry S.
$191 nightly
The price is $213
Nov 12 - Nov 13
Total with taxes and fees
The "Grouper"
Outdoor dining
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
9.2 out of 10, Wonderful, (5)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
$311 nightly
The price is $311
Nov 10 - Nov 11
Total with taxes and fees
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Property grounds
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
$218 nightly
The price is $243
Nov 9 - Nov 10
Total with taxes and fees
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
Outdoor dining
Waterfront Venice Nokomis FL Bay view Private Guest suite/house pet friendly
Waterfront Venice Nokomis FL Bay view Private Guest suite/house pet friendly
2.0 star property
$153 nightly
The price is $170
Dec 1 - Dec 2
Total with taxes and fees
Waterfront Venice Nokomis FL Bay view Private Guest suite/house pet friendly
Exterior
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
9.2 out of 10, Wonderful, (176)
"clean, nice amenities and great location"
United States
Robert K.
$365 nightly
The price is $407
Nov 11 - Nov 12
Total with taxes and fees
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Terrace/patio
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
9.0 out of 10, Wonderful, (2)
"very clean and homey"
United States
michelle r.
$350 nightly
The price is $390
Nov 10 - Nov 11
Total with taxes and fees
New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee
Exterior
Gulf Gate Escape near Siesta Key
Gulf Gate Escape near Siesta Key
2.0 star property
$319 nightly
The price is $356
Dec 4 - Dec 5
Total with taxes and fees
Gulf Gate Escape near Siesta Key
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
10.0 out of 10, Exceptional, (1)
"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.
$458 nightly
The price is $507
Nov 15 - Nov 16
Total with taxes and fees
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Exterior
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
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""
United States
Anabel P.
$508 nightly
The price is $562
Nov 7 - Nov 8
Total with taxes and fees
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
Pool
Nest Cottage Across street from beach and Heated Pool
Nest Cottage Across street from beach and Heated Pool
10.0 out of 10, Exceptional, (2)
"Clean, modern and staff is amazing. Room ready before noon received text notification from owners. This is now our new go to after 19 years of staying up the street. All of everything is provided in rooms and for beach life, well maintained and fun atmosphere no pressures except to make memories here."
United States
Marti C.
$484 nightly
The price is $539
Nov 19 - Nov 20
Total with taxes and fees
Nest Cottage Across street from beach and Heated Pool
Terrace/patio
Adorable Cottage with Covered Balconies and Private Pool
Adorable Cottage with Covered Balconies and Private Pool
9.6 out of 10, Exceptional, (41)
"The location was perfect with close beach access and surrounded by a lot of fun businesses. We loved being over the pizza shop, could go down there and grab food or drinks! We enjoyed our stay very much!"
United States
Sarah E.
$486 nightly
The price is $542
Nov 9 - Nov 10
Total with taxes and fees
Adorable Cottage with Covered Balconies and Private Pool
Exterior
Romantic Island Getaway! Just Steps from the Beach
Romantic Island Getaway! Just Steps from the Beach
2.0 star property
8.8 out of 10, Excellent, (3)
"Although there are laundry facilities on property, the area is kept locked and this unit is not permitted access. We were unable to do any laundry unless we traveled two miles to Holmes Beach to the Laundromat. This property IS very quiet. The trolley stops are literally at the end of the driveway, but there are no shops or businesses within close walking distance. Also, there were beach chairs and towels, but THERE ARE NO EXTRAS here, which is unlike any other Vrbo/AirBnb we have visited. There...
United States
Amy
$337 nightly
The price is $375
Nov 11 - Nov 12
Total with taxes and fees
Romantic Island Getaway! Just Steps from the Beach
Terrace/patio
5 star Guest House heated pool on the water!
5 star Guest House heated pool on the water!
$456 nightly
The price is $508
Nov 7 - Nov 8
Total with taxes and fees
5 star Guest House heated pool on the water!
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

Kompose Boutique Hotel

Kompose Boutique Hotel

10/10 Excellent
"Staff is professional and courteous, the rooms are always clean and the gated lot is always secure. It’s my first choice for staying in Sarasota"
Michael 1-night trip
Posted 1 day ago
Kompose Boutique Hotel

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Legacy Trail Cottages information

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