Book Hotels in Legacy Trail, FL

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Top Legacy Trail hotels

Carlisle Inn

Carlisle Inn

3.5 out of 5
3727 Bahia Vista, Sarasota, FL
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $162 total per night from Oct 25 to Oct 26
$162 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and ...
Everything about this hotel was amazing. The staff, grounds, cleanliness, rooms, breakfast, etc. We were here 3 nights and couldn't think of one complaint.

Reviewed on Oct 19, 2025

Opens in a new windowCarlisle Inn
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West, Bradenton, FL
Fully refundableReserve now, pay when you stay
$203 nightly
The price is $229 total per night from Oct 26 to Oct 27
$229 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free ...
Both were adequate

Reviewed on Oct 19, 2025

Opens in a new windowCompass Hotel by Margaritaville Anna Maria Sound
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $166 total per night from Oct 26 to Oct 27
$166 total
Oct 26 - Oct 27
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A garden, a library, and a picnic area ...
The kitchen had a refrigerator, oven and microwave. The cleaning staff could not have been any nicer. They fold their towels in happy ways. This place is a must for vacationers.

Reviewed on Oct 23, 2025

Opens in a new windowTropical Beach Resorts
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $83 total per night from Oct 27 to Oct 28
$83 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll ...
The only problem we had was on checkout day the elevator was down and we’re not notified until we got to the elevator

Reviewed on Oct 20, 2025

Opens in a new windowKompose Boutique Hotel
The Westin Sarasota

The Westin Sarasota

4 out of 5
100 Marina View Drive, Sarasota, FL
Fully refundableReserve now, pay when you stay
$241 nightly
The price is $272 total per night from Oct 26 to Oct 27
$272 total
Oct 26 - Oct 27
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. ...
The restaurant service is quite slow considering that only two or three tables were occupied each time we visited. On one occasion, I ordered a filet mignon medium-well, but it was served well-done. On a positive note, breakfast was very good, although the avocado had some bad sections that should ...

Reviewed on Oct 21, 2025

Opens in a new windowThe Westin Sarasota
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $282 total per night from Oct 28 to Oct 29
$282 total
Oct 28 - Oct 29
Total with taxes and fees
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
Beautiful rooms and comfortable right on the beach shore

Reviewed on Oct 18, 2025

Opens in a new windowTropical Breeze Resort
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

4 out of 5
8009 15th Street E, Sarasota, FL
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $120 total per night from Oct 26 to Oct 27
$120 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
Great Stay. Nearly perfect
Everything was perfect except for the T.V. In my room. I had to call for repair. The second time I was given the choice to stay in my room and override the smart T. v. for just cable. Or possibly switch rooms. I was too tired to switch rooms. I opted fur cable tv. I was disappointed sure I was enjoying ...

Reviewed on Oct 22, 2025

Opens in a new windowDoubleTree by Hilton Sarasota Bradenton Airport
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl, Sarasota, FL
Fully refundable
$73 nightly
The price is $83 total per night from Oct 26 to Oct 27
$83 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking, ...
All good

Reviewed on Oct 18, 2025

Opens in a new windowGolden Host Resort - Sarasota
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

3 out of 5
6600 S Tamiami Trl, Sarasota, FL
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $115 total per night from Oct 30 to Oct 31
$115 total
Oct 30 - Oct 31
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink ...
We didn't spend much time there except to sleep.

Reviewed on Oct 19, 2025

Opens in a new windowSpark by Hilton Sarasota Siesta Key Gateway
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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.

Recent Legacy Trail hotel reviews by fellow wanderers

Tropical Beach Resorts

Tropical Beach Resorts

5 out of 5
Posted 18 hours ago
Travelocity Verified Review
"The kitchen had a refrigerator, oven and microwave. The cleaning staff could not have been any nicer. They fold their towels in happy ways. This place is a must for vacationers."
A verified traveler stayed at Tropical Beach Resorts
Tropical Beach Resorts

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