Find 4 Star Hotels in Legacy Trail, FL from $139

Start date: Check-in selected.
To Date
End date: Check-out
    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Legacy Trail 4 Star Hotels

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 3 - Oct 5
Next weekend
Oct 10 - Oct 12

Compare Legacy Trail 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

The Westin Sarasota
Serves lunch and dinner

The Westin Sarasota

4.0 star property
9.0 out of 10, Wonderful, (1090)
"Very nice stay"
$183 nightly
The price is $206
Oct 5 - Oct 6
Total with taxes and fees
The Westin Sarasota
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, (1443)
"Amazing hotel"
$123 nightly
The price is $139
Oct 12 - Oct 13
Total with taxes and fees
DoubleTree by Hilton Sarasota Bradenton Airport
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, (1785)
"Excelente hotel ! "
$202 nightly
The price is $228
Oct 16 - Oct 17
Total with taxes and fees
Compass Hotel by Margaritaville Anna Maria Sound
Art Ovation Hotel, Autograph Collection
Ballroom

Art Ovation Hotel, Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1000)
"Great hotel with art in the lobby, artists in residence, phenomenal service and located near restaurants and bars."
$219 nightly
The price is $247
Oct 16 - Oct 17
Total with taxes and fees
Art Ovation Hotel, Autograph Collection
Lido Beach Resort
2 outdoor pools, sun loungers

Lido Beach Resort

4.0 star property
8.8 out of 10, Excellent, (1002)
"Great stay!"
$309 nightly
The price is $349
Oct 14 - Oct 15
Total with taxes and fees
Lido Beach Resort
Legacy Hotel at IMG Academy
Outdoor pool, sun loungers

Legacy Hotel at IMG Academy

4.0 star property
9.0 out of 10, Wonderful, (896)
"Great place to stay for campus visit. "
$177 nightly
The price is $200
Nov 2 - Nov 3
Total with taxes and fees
Legacy Hotel at IMG Academy
Zota Beach Resort
Breakfast, lunch and dinner served

Zota Beach Resort

4.0 star property
9.0 out of 10, Wonderful, (1002)
"An amazing waterfront hotel, kind staff , clean and modern room "
$259 nightly
The price is $293
Oct 30 - Oct 31
Total with taxes and fees
Zota Beach Resort
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
8.0 out of 10, Very Good, (510)
"Really nice stylish hotel, enjoyed it "
$168 nightly
The price is $190
Oct 5 - Oct 6
Total with taxes and fees
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, (1002)
"Beach View"
$304 nightly
The price is $343
Oct 5 - Oct 6
Total with taxes and fees
Cirque St. Armands Beachside
Palmetto Marriott Resort & Spa
Restaurant

Palmetto Marriott Resort & Spa

4.5 star property
9.2 out of 10, Wonderful, (337)
"Excellent hotel"
$188 nightly
The price is $212
Oct 12 - Oct 13
Total with taxes and fees
Palmetto Marriott Resort & Spa
SeaSpray Resort
Deluxe Suite, 2 Bedrooms | Living area

SeaSpray Resort

4.0 star property
9.6 out of 10, Exceptional, (42)
"Our stay was beautiful this hotel. Staff were very great. Customer service was great."
$229 nightly
The price is $259
Oct 5 - Oct 6
Total with taxes and fees
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, (677)
"The property offers exceptionally clean rooms and attentive staff who ensure a comfortable stay. Highly recommend!"
$429 nightly
The price is $485
Oct 26 - Oct 27
Total with taxes and fees
The Resort at Longboat Key Club
Bradenton Apartments by Landing
Exterior

Bradenton Apartments by Landing

4.5 star property
7.4 out of 10, Good, (45)
"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, (594)
"I can not answer any questions on this hotel as we did not make our stay die to a family emergency "
$403 nightly
The price is $456
Oct 9 - Oct 10
Total with taxes and fees
Tropic Isle at Anna Maria Island Inn
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, (85)
"Perfect location , villas are great well equipped and very clean, walkable distance to the beach."
$399 nightly
The price is $451
Nov 2 - Nov 3
Total with taxes and fees
Waterline Villas & Marina, Autograph Collection
Landing Palmetto Apartments
Outdoor pool

Landing Palmetto Apartments

4.0 star property
8.6 out of 10, Excellent, (44)
"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
Chadwick Cove Resort & Marina
Property grounds

Chadwick Cove Resort & Marina

4.0 star property
10.0 out of 10, Exceptional, (14)
"Great place and location "
$493 nightly
The price is $528
Oct 7 - Oct 8
Total with taxes and fees
Chadwick Cove Resort & Marina
Our House at the Beach 604E by Beachside
Condo, Multiple Beds, Ocean View (604-E) | Beach | Beach nearby, white sand, beach towels

Our House at the Beach 604E by Beachside

4.0 star property
8.4 out of 10, Very Good, (6)
"We had wonderful time "
Our House at the Beach 604E by Beachside
Hidden Paradise by Beachside Management
Beach

Hidden Paradise by Beachside Management

4.0 star property
10.0 out of 10, Exceptional, (2)
"Beach was nearby.. Front office were great!! Everything was waslkable. Did not have too touch car."
Hidden Paradise by Beachside Management
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, (115)
"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
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
$618 nightly
The price is $698 total per night from Nov 2 to Nov 3
$698 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (1,006 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

Cycle, walk or run the entire length or part of this popular trail. Exit onto junctions to experience a number of environments.

See all hotels in Legacy Trail
Legacy Trail showing a garden

Top Legacy Trail Hotel Reviews

Art Ovation Hotel, Autograph Collection

Art Ovation Hotel, Autograph Collection

10/10 Excellent
"ALL was great other than their pillows (super uncomfortable and flat) & they need to improve on overall appearance of rooms like the bed head board/furniture were damaged and bathroom lighting was terrible! AC were loud and turned off when your sleeping. Highly recommend to turn off the eco-motion sensors for guest comfort with the FL Heat. Overall, The staff are incredible & the service was great. "
Alisha 2-night trip
Posted 2 days ago
Art Ovation Hotel, Autograph Collection

Find out more about Legacy Trail

Find out more about Legacy Trail

Legacy Trail Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Legacy Trail, Florida are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Legacy Trail 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Legacy Trail. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Legacy Trail, Florida, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Legacy Trail hotels offer everything your heart desires.