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Cottages in Legacy Trail

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
$243 nightly
The price is $275
Nov 6 - Nov 7
Total with taxes and fees
The Inn On Siesta Key
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
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 5 - Nov 6
Total with taxes and fees
Charming cottage for 2 across warm mineral springs park
#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 5 - Nov 6
Total with taxes and fees
#3 Small house walking distance to Warm Mineral Spring
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
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
$211 nightly
The price is $235
Nov 5 - Nov 6
Total with taxes and fees
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
9.4 out of 10, Exceptional, (102)
"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
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 5 - Nov 6
Total with taxes and fees
The "Grouper"
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.
$347 nightly
The price is $387
Nov 5 - Nov 6
Total with taxes and fees
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
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
Waterfront Venice Nokomis FL Bay view Private Guest suite/house pet friendly
2.0 star property
$148 nightly
The price is $165
Dec 1 - Dec 2
Total with taxes and fees
Waterfront Venice Nokomis FL Bay view Private Guest suite/house pet friendly
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.
$417 nightly
The price is $465
Nov 6 - Nov 7
Total with taxes and fees
New-Lakewood Ranch Private Cottage/Pool on 5 Acres of Waterfront-Lake Manatee
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.
$457 nightly
The price is $506
Nov 5 - Nov 6
Total with taxes and fees
Explore Manasota Key, Walk to beach, bikes, kayaks in charming 1-bedroom cottage
Pink Mango Cottage steps from the beach
Pink Mango Cottage steps from the beach
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
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 5 - Nov 6
Total with taxes and fees
2 bedroom, walk to beach-bikes-kayaks-grill-picnic-hot outdoor shower-beach gear
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.
$432 nightly
The price is $482
Nov 5 - Nov 6
Total with taxes and fees
Adorable Cottage with Covered Balconies and Private Pool
Cabana Cottage Across street from Beach and Heated Pool
10.0 out of 10, Exceptional, (5)
"This was our first time in Siesta Key. We found the location of the Inn to be perfect. Within walking distance to the Village with all the shops and restaurants plus right across the street from the beach access. Plus the free trolley stop is right across the street. The staff was super friendly and very accommodating. They really go above and beyond to make you feel welcome. The cottage was very clean and had everything we needed for our stay and more! The decor and feel of the cottage was the...
United States
Denise N.
Cabana Cottage Across street from Beach and Heated Pool
Lookout Cottage Across street from Beach and Heated Pool
10.0 out of 10, Exceptional, (1)
"The place was beautiful, tastefully furnished and decorated, and so clean! Plenty of towels and nice sheets. Loved the amenities like the pool and the beach chairs. The best part is the location - right across the street from a fantastic beach, close enough to walk to the main business district but not so close that you have to deal with all the people of you don’t want to. Perfect place for a couple looking for some R&R!"
United States
Keeley L.
Lookout Cottage Across street from Beach and Heated Pool
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
$333 nightly
The price is $371
Nov 5 - Nov 6
Total with taxes and fees
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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