Legacy Trail 4 Stars Hotels

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Our top choices for Legacy Trail 4-star hotels

The Westin Sarasota

The Westin Sarasota
4.0 star property
Central Sarasota
9.0 out of 10, Wonderful, (1155)
"Great place to stay! Close to everything downtown! Only thing I didn’t like is anyone off the street could get on elevators and access rooftop pool and bar. "
United States
lori
The price is ₩382,670
₩469,147 total
includes taxes & fees
Dec 23 - Dec 24
The Westin Sarasota

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
4.0 star property
Sarasota
8.8 out of 10, Excellent, (1525)
"Great stay "
United States
Erickson
The price is ₩150,704
₩170,295 total
includes taxes & fees
Dec 23 - Dec 24
DoubleTree by Hilton Sarasota Bradenton Airport

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound
4.0 star property
Bradenton
9.4 out of 10, Exceptional, (1884)
"Very nice stay; wonderful staff"
United States
Karen
The price is ₩300,152
₩380,912 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Compass Hotel by Margaritaville Anna Maria Sound

Lido Beach Resort

Lido Beach Resort
4.0 star property
Lido Key
8.8 out of 10, Excellent, (1002)
"Beautiful place, beautiful view, wonderful staff, super convenient location"
United States
Patricia Kathleen
The price is ₩412,220
₩532,592 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Lido Beach Resort

Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection
4.0 star property
Central Sarasota
9.4 out of 10, Exceptional, (1001)
"Clean room, nice furnishings, great stay! Would return again!"
United States
Mary
The price is ₩329,480
₩419,061 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Art Ovation Hotel, Autograph Collection

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
4.0 star property
Bradenton
9.0 out of 10, Wonderful, (925)
"Great amenities and location. "
United States
Amber
The price is ₩277,915
₩355,783 total
includes taxes & fees
Dec 22 - Dec 23
Legacy Hotel at IMG Academy

Zota Beach Resort

Zota Beach Resort
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (1000)
"Lovely poolside lanai area off room & white sandy beach"
United States
Courtney
The price is ₩338,345
₩449,113 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Zota Beach Resort

Cirque St. Armands Beachside

Cirque St. Armands Beachside
4.0 star property
Lido Key
8.4 out of 10, Very Good, (1003)
"Safe and spacious parking, plenty of food and drink options, beach front with easy access."
United States
Prisma
The price is ₩412,220
₩523,727 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cirque St. Armands Beachside

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.4 out of 10, Exceptional, (79)
"Perfect location, helpful staff, awesome place! "
United States
Mark Gregory
The price is ₩456,544
₩515,895 total
includes taxes & fees
Dec 22 - Dec 23
SeaSpray Resort

The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel
4.0 star property
Central Sarasota
8.2 out of 10, Very Good, (519)
"Really nice stylish hotel, enjoyed it "
United States
Nataliia
The price is ₩275,034
₩352,159 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Sarasota Modern, a Tribute Portfolio Hotel

Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa
4.5 star property
Palmetto
9.2 out of 10, Wonderful, (349)
"Excellent hotel"
United States
James
The price is ₩255,606
₩363,964 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Palmetto Marriott Resort & Spa

The Resort at Longboat Key Club

The Resort at Longboat Key Club
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (691)
"Everything Perfect!"
United States
Tomas
The price is ₩678,168
₩833,113 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Resort at Longboat Key Club

Bradenton Apartments by Landing

Bradenton Apartments by Landing
4.5 star property
Bradenton
7.4 out of 10, Good, (55)
"Perfect place "
United States
chavelys
Bradenton Apartments by Landing

Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection
4.0 star property
Holmes Beach
9.6 out of 10, Exceptional, (85)
"Perfect location , villas are great well equipped and very clean, walkable distance to the beach."
United States
Orleys
The price is ₩663,393
₩749,634 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Waterline Villas & Marina, Autograph Collection

Landing Bradenton Near G.T. Bray Park

Landing Bradenton Near G.T. Bray Park
4.0 star property
Bradenton
8.0 out of 10, Very Good, (2)
"Everything was perfect!"
United States
Niccolo
Landing Bradenton Near G.T. Bray Park

Landing Palmetto Apartments

Landing Palmetto Apartments
4.0 star property
Palmetto
8.8 out of 10, Excellent, (49)
"Everything was great"
United States
Shefqet
Landing Palmetto Apartments

Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn
4.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (594)
"Great visit"
United States
aleksandra
Tropic Isle at Anna Maria Island Inn

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (14)
"Great place and location "
United States
Cathy
The price is ₩261,072
₩957,272 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Chadwick Cove Resort & Marina

Beach Club at Siesta Key Poolside D

Beach Club at Siesta Key Poolside D
4.0 star property
South Village
9.4 out of 10, Exceptional, (3)
"Nice getaway. "
United States
Jeff
Beach Club at Siesta Key Poolside D

Bradenton Breeze

Bradenton Breeze
4.0 star property
West Samoset
6.0 out of 10, (2)
"It was good! "
United States
Shayna
Bradenton Breeze
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Learn more about Legacy Trail

Venture to Siesta Key Beach and Lido Beach—just two of the popular sights around Legacy Trail, a city also known for its beaches and sports teams.

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Top Legacy Trail Hotel Reviews