Legacy Trail 4 Stars Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Legacy Trail 4 Star Hotels

Top Legacy Trail 4 Stars Hotels

The Westin Sarasota
Serves lunch and dinner

The Westin Sarasota

4.0 star property
9.0 out of 10, Wonderful, (1052)
"Great hotel "
The price is P10,220
P12,968 total
includes taxes & fees
Aug 10 - Aug 11
The Westin Sarasota
Compass Hotel by Margaritaville Anna Maria Sound
View from room

Compass Hotel by Margaritaville Anna Maria Sound

4.0 star property
9.4 out of 10, Exceptional, (1638)
"Great place to stay "
The price is P9,539
P12,186 total
includes taxes & fees
Aug 17 - Aug 18
Compass Hotel by Margaritaville Anna Maria Sound
DoubleTree by Hilton Sarasota Bradenton Airport
Breakfast, lunch, dinner served; American cuisine

DoubleTree by Hilton Sarasota Bradenton Airport

4.0 star property
8.8 out of 10, Excellent, (1376)
"Great Hotel!"
The price is P6,280
P7,097 total
includes taxes & fees
Aug 17 - Aug 18
DoubleTree by Hilton Sarasota Bradenton Airport
Art Ovation Hotel, Autograph Collection
Ballroom

Art Ovation Hotel, Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Love this place !! Location, sheets, staff, awesome!!!"
The price is P8,165
P11,032 total
includes taxes & fees
Aug 24 - Aug 25
Art Ovation Hotel, Autograph Collection
Legacy Hotel at IMG Academy
Outdoor pool, sun loungers

Legacy Hotel at IMG Academy

4.0 star property
9.0 out of 10, Wonderful, (868)
"Great spot to stay at. "
Legacy Hotel at IMG Academy
Lido Beach Resort
2 outdoor pools, sun loungers

Lido Beach Resort

4.0 star property
8.8 out of 10, Excellent, (1004)
"It was our third time staying at Lido Resort and loved it! "
The price is P15,930
P20,581 total
includes taxes & fees
Sep 1 - Sep 2
Lido Beach Resort
Zota Beach Resort
Breakfast, lunch and dinner served

Zota Beach Resort

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Great stay!"
The price is P14,217
P18,646 total
includes taxes & fees
Sep 1 - Sep 2
Zota Beach Resort
Palmetto Marriott Resort & Spa
Restaurant

Palmetto Marriott Resort & Spa

4.5 star property
9.2 out of 10, Wonderful, (307)
"Great food @ restaurants & service! "
The price is P6,566
P9,989 total
includes taxes & fees
Aug 17 - Aug 18
Palmetto Marriott Resort & Spa
SeaSpray Resort
Living area

SeaSpray Resort

4.0 star property
9.2 out of 10, Wonderful, (9)
"Nice place to stay in SK! "
The price is P11,933
P13,484 total
includes taxes & fees
Sep 1 - Sep 2
SeaSpray Resort
The Resort at Longboat Key Club
Outdoor pool, pool umbrellas, sun loungers

The Resort at Longboat Key Club

4.0 star property
9.0 out of 10, Wonderful, (666)
"Excellent customer service. Gorgeous property and beach. Will stay here again. "
The price is P22,895
P28,452 total
includes taxes & fees
Sep 1 - Sep 2
The Resort at Longboat Key Club
The Sarasota Modern, a Tribute Portfolio Hotel
3 outdoor pools, open 9:00 AM to 9:00 PM, cabanas (surcharge)

The Sarasota Modern, a Tribute Portfolio Hotel

4.0 star property
8.2 out of 10, Very Good, (498)
"Great hotel, easy access to everything "
The price is P7,224
P9,760 total
includes taxes & fees
Aug 17 - Aug 18
The Sarasota Modern, a Tribute Portfolio Hotel
Cirque St. Armands Beachside
Poolside bar

Cirque St. Armands Beachside

4.0 star property
8.4 out of 10, Very Good, (1004)
"Beautiful location, Beach club was a big plus!"
The price is P15,344
P19,574 total
includes taxes & fees
Aug 20 - Aug 21
Cirque St. Armands Beachside
Landing Palmetto Apartments
Outdoor pool

Landing Palmetto Apartments

4.0 star property
8.6 out of 10, Excellent, (38)
"Property was conveniently located near amenities. "
Landing Palmetto Apartments
Waterline Villas & Marina, Autograph Collection
Egyptian cotton sheets, premium bedding, in-room safe

Waterline Villas & Marina, Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (82)
"Clean, friendly staff "
The price is P21,810
P24,646 total
includes taxes & fees
Sep 1 - Sep 2
Waterline Villas & Marina, Autograph Collection
Bradenton Apartments by Landing
Exterior

Bradenton Apartments by Landing

4.0 star property
7.4 out of 10, Good, (43)
"Absolutely beautiful location has everything you need n makes you feel like home"
Bradenton Apartments by Landing
Tropic Isle at Anna Maria Island Inn
Beach nearby, white sand, beach towels

Tropic Isle at Anna Maria Island Inn

4.0 star property
8.8 out of 10, Excellent, (591)
"Great visit"
Tropic Isle at Anna Maria Island Inn
Chadwick Cove Resort & Marina
Property grounds

Chadwick Cove Resort & Marina

4.0 star property
9.8 out of 10, Exceptional, (10)
"Nic place to stay and enjoy the area"
The price is P8,136
P34,805 total
includes taxes & fees
Aug 11 - Aug 12
Chadwick Cove Resort & Marina
Bradenton Breeze
Living area

Bradenton Breeze

4.0 star property
6.0 out of 10, (2)
"It was good! "
The price is P6,721
P28,877 total
includes taxes & fees
Aug 11 - Aug 12
Bradenton Breeze
Beach Club at Siesta Key Poolside D
Exterior

Beach Club at Siesta Key Poolside D

4.0 star property
9.4 out of 10, Exceptional, (3)
"Nice getaway. "
Beach Club at Siesta Key Poolside D
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 P39,909 per night from Sep 1 to Sep 2
P39,909
P48,646 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (35 reviews)
Still don't see what you're looking for?
See all properties in Legacy Trail.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

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.

See all hotels in Legacy Trail

Top Legacy Trail Hotel Reviews

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

10/10 Excellent
"Beautiful hotel, very clean, friendly and helpful staff, and so close to beaches and restaurants. Will definitely be back!"
Angela 4-night trip
Posted 22 hours ago
Compass Hotel by Margaritaville Anna Maria Sound