4 Star Hotels in Legacy Trail, Florida

    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 Star Hotels

The Westin Sarasota
Serves lunch and dinner

The Westin Sarasota

4.0 star property
9.0 out of 10, Wonderful, (1062)
"Amazing breakfast menu! "
The price is €177
includes taxes & fees
14 Sept - 15 Sept
The Westin Sarasota
Compass Hotel by Margaritaville Anna Maria Sound
Suite, 1 Bedroom, Pool View | View from room

Compass Hotel by Margaritaville Anna Maria Sound

4.0 star property
9.4 out of 10, Exceptional, (1688)
"Clean and Nice place to stay."
The price is €172
includes taxes & fees
4 Sept - 5 Sept
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, (1391)
"Great Hotel!"
The price is €107
includes taxes & fees
1 Sept - 2 Sept
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, (1005)
"I love this place ! "
The price is €166
includes taxes & fees
21 Sept - 22 Sept
Art Ovation Hotel, Autograph Collection
Lido Beach Resort
2 outdoor pools, pool loungers

Lido Beach Resort

4.0 star property
8.8 out of 10, Excellent, (1014)
"Great stay!"
The price is €299
includes taxes & fees
1 Sept - 2 Sept
Lido Beach Resort
Zota Beach Resort
Breakfast, lunch and dinner served

Zota Beach Resort

4.0 star property
9.0 out of 10, Wonderful, (1009)
"Great stay!"
The price is €280
includes taxes & fees
1 Sept - 2 Sept
Zota Beach Resort
Legacy Hotel at IMG Academy
Outdoor pool, pool loungers

Legacy Hotel at IMG Academy

4.0 star property
9.0 out of 10, Wonderful, (880)
"Great spot to stay at. "
Legacy Hotel at IMG Academy
Palmetto Marriott Resort & Spa
Restaurant

Palmetto Marriott Resort & Spa

4.5 star property
9.2 out of 10, Wonderful, (326)
"Great stay"
The price is €190
includes taxes & fees
21 Sept - 22 Sept
Palmetto Marriott Resort & Spa
The Sarasota Modern, a Tribute Portfolio Hotel
3 outdoor pools, open 9:00 AM to 9:00 PM, pool cabanas (surcharge)

The Sarasota Modern, a Tribute Portfolio Hotel

4.0 star property
8.0 out of 10, Very good, (506)
"Really nice stylish hotel, enjoyed it "
The price is €147
includes taxes & fees
8 Sept - 9 Sept
The Sarasota Modern, a Tribute Portfolio Hotel
The Resort at Longboat Key Club
Outdoor pool, pool umbrellas, pool loungers

The Resort at Longboat Key Club

4.0 star property
9.0 out of 10, Wonderful, (669)
"Excellent customer service. Gorgeous property and beach. Will stay here again. "
The price is €427
includes taxes & fees
7 Sept - 8 Sept
The Resort at Longboat Key Club
SeaSpray Resort
Deluxe Suite, 2 Bedrooms | Living area

SeaSpray Resort

4.0 star property
9.4 out of 10, Exceptional, (26)
"Renovated resort, a block away from the beach, very clean and friendly staff. Would stay there again. "
The price is €222
includes taxes & fees
8 Sept - 9 Sept
SeaSpray Resort
Cirque St. Armands Beachside
Poolside bar

Cirque St. Armands Beachside

4.0 star property
8.4 out of 10, Very good, (1003)
"We loved the style, the staff the area is great and the view can’t be beat."
The price is €294
includes taxes & fees
8 Sept - 9 Sept
Cirque St. Armands Beachside
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
Landing Palmetto Apartments
Outdoor pool

Landing Palmetto Apartments

4.0 star property
8.6 out of 10, Excellent, (43)
"Gateway Commons was convenient to my granddaughter's house as well as interstate 75. Just 1/2 hour from Sarasota Airport. Perfect location for our needs. "
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
9.6 out of 10, Exceptional, (84)
"Clean, friendly staff "
The price is €369
includes taxes & fees
7 Sept - 8 Sept
Waterline Villas & Marina, Autograph Collection
Chadwick Cove Resort & Marina
Property grounds

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (11)
"Nic place to stay and enjoy the area"
The price is €473
includes taxes & fees
3 Sept - 4 Sept
Chadwick Cove Resort & Marina
Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B
A heated pool

Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B

4.0 star property
9.2 out of 10, Wonderful, (114)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our beachfront villa was lovely, clean and well-maintained. The staff at Palm Island Resort is fabulous and the fact that so many people have worked there for many years is a great indicator of what a great resort this is. We enjoyed every moment...
Perfect for two! This Pretty villa with an Awesome View of the Gulf! A3411B
Hidden Paradise by Beachside Management
Beach

Hidden Paradise by Beachside Management

4.0 star property
10.0 out of 10, Exceptional, (1)
"Beach was nearby.. Front office were great!! Everything was waslkable. Did not have too touch car."
Hidden Paradise by Beachside Management
Beach Club at Siesta Key Poolside D
Condo (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 Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

1111 Ritz Carlton Dr, Sarasota, FL
The price is €481 per night from 28 Sept to 29 Sept
€481
28 Sept - 29 Sept
includes taxes & fees
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 top sights around Legacy Trail, a city also notable for its beaches and wildlife.

See all hotels in Legacy Trail

Top Legacy Trail Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia