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, (1158)
"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 P19,328
P23,301 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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, (1532)
"Great stay "
United States
Erickson
The price is P7,460
P8,430 total
includes taxes & fees
Dec 31 - Jan 1, 2026
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, (1897)
"The stay was excellent! We’re looking forward to our next stay."
United States
Bogdan
The price is P11,934
P15,146 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, (1003)
"Beautiful place, beautiful view, wonderful staff, super convenient location"
United States
Patricia Kathleen
The price is P16,390
P21,177 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, (1003)
"Nice staff, and hotel… beautiful area near the bay"
United States
Danielle
The price is P14,511
P18,256 total
includes taxes & fees
Jan 18 - Jan 19, 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, (930)
"Very clean and staff was great"
United States
Derek
The price is P10,474
P13,495 total
includes taxes & fees
Jan 27 - Jan 28, 2026
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 P13,453
P17,857 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 P16,390
P20,824 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, (82)
"Very clean very quiet and a great location to the beach."
United States
Dave
The price is P17,924
P20,254 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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 P10,936
P14,002 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, (351)
"The room was beautiful, the staff was awesome the spa day was nothing shorter than amazing!"
United States
Tamika
The price is P10,163
P14,472 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 P26,965
P33,126 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 P26,377
P29,806 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
8.8 out of 10, Excellent, (3)
"Place was lovely Exceeded expectations "
United States
Beata
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, (595)
"Our room was not on the side of the ocean. I got disappointed because I thought we were getting a room with ocean view "
United States
Rebeca
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 P4,990
P32,025 total
includes taxes & fees
Jan 7 - Jan 8, 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