Legacy Trail 4 Stars Hotels

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Our top choices for Legacy Trail 4-star hotels

Lunch and dinner served, pool views

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, (2,160 reviews)
"Great location, very clean, good breakfast."
United States
Shea
The price is ₩206,604
₩275,618 total
includes taxes & fees
May 28 - May 29
Compass Hotel by Margaritaville Anna Maria Sound
Property amenity

The Westin Sarasota

The Westin Sarasota
4.0 star property
Central Sarasota
9.0 out of 10, Wonderful, (1,192 reviews)
"Loved the location and the roof top pool and bar!!"
United States
Bonnie Sue
The price is ₩311,872
₩389,511 total
includes taxes & fees
May 25 - May 26
The Westin Sarasota
Lobby

DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
4.0 star property
Sarasota
8.8 out of 10, Excellent, (1,631 reviews)
"Excellent stay. Room was serviced daily and was in good condition and clean."
United States
Scott
The price is ₩171,916
₩194,265 total
includes taxes & fees
Jun 4 - Jun 5
DoubleTree by Hilton Sarasota Bradenton Airport
2 outdoor pools, sun loungers

Lido Beach Resort

Lido Beach Resort
4.0 star property
Lido Key
8.8 out of 10, Excellent, (1,005 reviews)
"Great place for a family great place for a couple great place to stay a hidden gem"
United States
Faye
The price is ₩461,093
₩588,483 total
includes taxes & fees
May 27 - May 28
Lido Beach Resort
Front of property

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
4.0 star property
Bradenton
9.0 out of 10, Wonderful, (1,005 reviews)
"Very friendly staff great place to stay "
United States
Bobby
The price is ₩225,218
₩296,567 total
includes taxes & fees
May 17 - May 18
Legacy Hotel at IMG Academy
Reception

Cirque St. Armands Beachside

Cirque St. Armands Beachside
4.0 star property
Lido Key
8.6 out of 10, Excellent, (1,002 reviews)
"Attentive staff, good outdoor pool, clean rooms."
United States
A Gilchrist
The price is ₩415,582
₩527,998 total
includes taxes & fees
May 26 - May 27
Cirque St. Armands Beachside
Breakfast, lunch and dinner served

Zota Beach Resort

Zota Beach Resort
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (1,001 reviews)
"Great property, friendly staff."
United States
Jason
The price is ₩386,482
₩504,173 total
includes taxes & fees
May 18 - May 19
Zota Beach Resort
Outdoor pool, open 7:00 AM to 7:00 PM, cabanas (surcharge)

Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection
4.0 star property
Central Sarasota
9.4 out of 10, Exceptional, (1,000 reviews)
"What an awesome stay and so nice to be in the middle of downtown Sarasota…will be back!!!"
United States
Scott
The price is ₩249,199
₩328,810 total
includes taxes & fees
Jun 15 - Jun 16
Art Ovation Hotel, Autograph Collection
Exterior

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
4.0 star property
Osprey
8.8 out of 10, Excellent, (1,149 reviews)
"Great stay"
United States
Pamela
The price is ₩151,014
₩191,125 total
includes taxes & fees
May 26 - May 27
Casey Key Resorts - Mainland
Restaurant

Palmetto Marriott Resort & Spa

Palmetto Marriott Resort & Spa
4.5 star property
Palmetto
9.2 out of 10, Wonderful, (425 reviews)
"Very friendly staff made the check in process very easy. The room was clean and the bed very comfortable. Will stay again!"
United States
Susan
The price is ₩220,452
₩324,855 total
includes taxes & fees
May 26 - May 27
Palmetto Marriott Resort & Spa
Breakfast, lunch, dinner served; local and international cuisine

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, (550 reviews)
"Breakfast was amazing – everything was fresh and delicious. The restaurant was modern and stylish, and the overall atmosphere was very relaxing. I’ll definitely visit again."
United States
Osiris
The price is ₩201,311
₩269,190 total
includes taxes & fees
May 28 - May 29
The Sarasota Modern, a Tribute Portfolio Hotel
Exterior

Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa
4.0 star property
Holmes Beach
8.6 out of 10, Excellent, (699 reviews)
"Great room with tons of space! Loved the location and how close it was to the beach"
United States
Amol
The price is ₩566,610
₩717,101 total
includes taxes & fees
May 19 - May 20
Bali Hai Beachfront Resort and Spa
Exterior

The Resort at Longboat Key Club

The Resort at Longboat Key Club
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (708 reviews)
"It was the best place we have ever stayed. The views were the best."
United States
Gary
The price is ₩713,490
₩890,403 total
includes taxes & fees
May 26 - May 27
The Resort at Longboat Key Club
Beach nearby, white sand, beach towels

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, (615 reviews)
"Very nice property easy check in"
United States
Melissa
The price is ₩323,078
₩408,895 total
includes taxes & fees
May 25 - May 26
Tropic Isle at Anna Maria Island Inn
Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (125 reviews)
"Enjoyed our stay great location easy walk to village and the beach"
United States
Gregory
The price is ₩445,372
₩503,270 total
includes taxes & fees
May 27 - May 28
SeaSpray Resort
Outdoor pool

Landing Palmetto Apartments

Landing Palmetto Apartments
4.5 star property
Palmetto
9.0 out of 10, Wonderful, (61 reviews)
"The property was amazing for the price. nice clean and spacious I would recommend this over the inns or hotels felt like being home in privacy."
United States
Samari
Landing Palmetto Apartments
Exterior

Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection
4.0 star property
Holmes Beach
9.6 out of 10, Exceptional, (95 reviews)
"Absolutely stunning property. Lovely staff. Had an amazing stay!"
United States
Nicole
The price is ₩734,167
₩829,609 total
includes taxes & fees
May 28 - May 29
Waterline Villas & Marina, Autograph Collection
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
9.6 out of 10, Exceptional, (19 reviews)
"Great place and location "
United States
Cathy
The price is ₩171,231
₩863,274 total
includes taxes & fees
May 18 - May 19
Chadwick Cove Resort & Marina
Exterior

Bradenton Apartments by Landing

Bradenton Apartments by Landing
4.5 star property
Bradenton
7.4 out of 10, Good, (59 reviews)
"Perfect place "
United States
chavelys
Bradenton Apartments by Landing
On the beach, white sand, sun loungers

Via Roma Beach Resort

Via Roma Beach Resort
4.0 star property
Bradenton Beach
9.8 out of 10, Exceptional, (8 reviews)
"Everything was great!!"
United States
Amanda
Via Roma Beach Resort
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Legacy Trail.
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

1601 Gulf Of Mexico Drive Longboat Key FL
The price is ₩1,341,497 per night from Jun 9 to Jun 10
₩1,341,497
₩1,625,494 total
Jun 9 - Jun 10
includes taxes & fees
9.8/10 Exceptional! (73 reviews)
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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

Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy

10/10 Excellent
"Was great"
Milica 3-night trip
Posted 6 hours ago
Legacy Hotel at IMG Academy