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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
The Inn On Siesta Key
Relax by the serene pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas for a comfortable stay.

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (181)
"The Inn on Siesta Key was awesome. Paige and Gabe were friendly and always helpful and they provided everything you would need for the beach. The property was clean and well maintained. The beach is literally across the street with a 3 minute walk. We will definitely be coming back. "
The Inn On Siesta Key
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Enjoy a serene beach experience with access to the ocean.

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

9.2 out of 10, Wonderful, (60)
"Was easy to grab this little oasis in a pristine location to grab some much needed getaway time with the family. The surrounding area is low key and relaxed, plenty to do and see or just walk out and enjoy the beach!"
The price is HK$1,554
HK$3,777 total
includes taxes & fees
11 Aug - 12 Aug
Direct Beachfront Cottage-Casey Key/Nokomis Beach-2 bedrooms
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Relax in the shaded outdoor seating area, complete with barbecue grills and a scenic view.

Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2

9.8 out of 10, Exceptional, (94)
"Great place. Easy access to beach and surrounding amenities. Would recommend. "
Rustic & Cozy Island Original Cottage on the Beach- Bamboo Apts. C2
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Enjoy a serene beach experience with a wide, well-maintained shoreline and lush vegetation.

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

9.2 out of 10, Wonderful, (94)
"We have stayed at this cottage before- just love this beach."
The price is HK$1,397
HK$3,375 total
includes taxes & fees
13 Aug - 14 Aug
Direct Beachfront Cottage-Casey Key/Nokomis Beach-1 Bedroom
Anna Maria Cottage with Golf Cart
Relax in a serene patio area with a light-colored sofa, small table, and lush greenery.

Anna Maria Cottage with Golf Cart

10.0 out of 10, Exceptional, (11)
"This cottage was the perfect anniversary getaway. Centrally located and easy to visit the beaches and explore the island on the provided golfcart"
Anna Maria Cottage with Golf Cart
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
Guests can enjoy a serene beach scene with ocean views and a clear horizon.

Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool

10.0 out of 10, Exceptional, (125)
"We had an awesome vacation! The house beach and pool were outstanding. Hope to return next year!!"
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
Outdoor dining

Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi

10.0 out of 10, Exceptional, (135)
"We have stayed at this cottage before, and it’s always been obvious how much love the owners put into the cottage, and how much effort they put into making your stay an enjoyable one. Knowing how much work they had to do to get it rehabbed after last year’s hurricanes makes you appreciate it even more. The cottage is very clean and has everything you need for your stay. You are right on the beach with a spectacular view of the sunset. Communication with the hosts is a breeze and they are quick...
Best Location on Manasota Key, Cottage Sleeps 3, Kayaks and Wi-Fi
The Cottage by Anna Maria Island
Enjoy a leisurely stroll along the beach, with easy access to the ocean and surrounding community.

The Cottage by Anna Maria Island

9.8 out of 10, Exceptional, (12)
"Great host ,nice property. We had a problem with the shower, but the host had it fixed almost immediately. Would definitely stay here again."
The Cottage by Anna Maria Island
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
Enjoy the serene ocean views from this expansive deck.

Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill

10.0 out of 10, Exceptional, (34)
"We were extremely happy with our stay and Evan as our host. He went out of his way to make sure everything went smoothly including helping us find all the beach amenities. The house was excellent and just what we needed, just a short walk across the road to the beach. We would definitely stay here again!"
Private Gulf Beach-4 BRs- Luxury Cottage, Pet Friendly-Kayaks & SUPs-Grill
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)
"Loved this place, very roomy and even had a coffee bar, cute style, and right by the beach."
The price is HK$1,170
HK$3,975 total
includes taxes & fees
12 Aug - 13 Aug
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Charming cottage in quiet area, close to beach & bay.
Guests can enjoy access to the beach via a staircase, surrounded by lush trees.

Charming cottage in quiet area, close to beach & bay.

9.8 out of 10, Exceptional, (281)
"Beautiful home and great location. Close to the beach, food and ice cream. Will definitely stay here again. Host was really responsive. "
Charming cottage in quiet area, close to beach & bay.
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!
Enjoy a serene coastal setting with ocean views and lush greenery surrounding single-family homes.

Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!

9.6 out of 10, Exceptional, (23)
"Great location nicely decorated and clean"
Cozy Holmes Beach Cottage - 3/2 - 1 block from beach!
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Guests can enjoy a lively beach scene with ocean views and access to various activities.

2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill

10.0 out of 10, Exceptional, (71)
"Wonderful quiet neighborhood property with very attentive property owners. Flamingo Cottage is ideally located for easy access to the beach as well as Shopping within walking distance. We look forward to our return next year!"
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal
Enjoy bird watching and relaxation on this serene beach with calm seas and a nearby coastal town.

ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal

9.8 out of 10, Exceptional, (23)
"Perfect place to stay. 1 mile to the village and beach access. We loved making our own meals in the grill and swimming in the pool. "
ONLY 2 WKS LEFT IN AUG 5 Min walk to Beach & Village, Private Pool,On the Canal
1-bedroom cottage just 10 minutes from Siesta Key Beach
Relax in a serene outdoor space surrounded by lush greenery and a canopy.

1-bedroom cottage just 10 minutes from Siesta Key Beach

9.0 out of 10, Wonderful, (36)
"We greatly enjoyed our stay. The yard is very secluded and quite large, which was ideal for us. The house was exceptionally clean, and is well laid out. Powerful a/c system, super welcome for hot florida days. It also has a very large screened in lanai, which is perfect for relaxing. "
1-bedroom cottage just 10 minutes from Siesta Key Beach
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach
Relax on a wide, sandy beach with comfortable sun loungers and beach umbrellas.

Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach

9.0 out of 10, Wonderful, (8)
"Great location. Very clean and well maintained. I would come back "
Cozy Cottage Retreat at Tradewind Resort #32 in Bradenton Beach
12 Mi to Beach: Home w/ Patio & Yard in Bradenton
Interior

12 Mi to Beach: Home w/ Patio & Yard in Bradenton

3.0 star property
10.0 out of 10, Exceptional, (1)
"Clean & close to the convention center"
12 Mi to Beach: Home w/ Patio & Yard in Bradenton
Blue Isle Oasis: Adorable, updated 2 bedroom cottage
Relax in a serene outdoor space with a table for two, a wicker sofa, and a comfortable chair.

Blue Isle Oasis: Adorable, updated 2 bedroom cottage

9.0 out of 10, Wonderful, (2)
"Nicely renovated interior and exterior. "
Blue Isle Oasis: Adorable, updated 2 bedroom cottage
Country Cottage Home
Relax in a serene outdoor space surrounded by a tropical mural and lush greenery.

Country Cottage Home

9.4 out of 10, Exceptional, (140)
"Perfect place for short stay. Great little cottage in a private quiet setting. Nothing super fancy but everything you need and exceptionally clean. "
Country Cottage Home
Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida
Enjoy cooking in this well-equipped kitchen with a refrigerator, stove, and sink.

Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida

9.8 out of 10, Exceptional, (76)
"My granddaughters thought the cottage was charming, and enjoyed staying there."
Charming 2br / 1ba Cottage < 2 Min Walk From Beach on Anna Maria Island Florida
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

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent
"We’re pleasantly surprised how nice this hotel is … We love our room and the amenities…. It’s clean, the sheets are crisp, the bed is comfortable and the bathroom is really nice … Love the Crabtree & Evelyn amenities…. The hotel is well laid out and has a lot of nice touches…. The lobby attendant was very friendly and professional…. We love the indoor pool as well and the restaurant and bar! When we’re in the area again visiting Anna Maria Island and the beautiful beaches over here we will always pick this hotel ! Thanks, Anisa Rivera "
Anisa 1-night trip
Posted 19 hours ago
DoubleTree by Hilton Sarasota Bradenton Airport