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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
$289 nightly
The price is $327 total per night from Mar 8 to Mar 9
$327 total
Mar 8 - Mar 9
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 ...
Very clean and updated

Reviewed on Feb 20, 2026

Opens in a new windowCarlisle Inn
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
$337 nightly
The price is $381 total per night from Mar 13 to Mar 14
$381 total
Mar 13 - Mar 14
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 ...
Location, amenities, and friendly staff.

Reviewed on Feb 19, 2026

Opens in a new windowTropical Beach Resorts
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
$311 nightly
The price is $351 total per night from Mar 9 to Mar 10
$351 total
Mar 9 - Mar 10
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 ...
Great location, great staff and loved the pool. Includes breakfast and the pool offers food/drink service. Quick ride to the beaches. Would recommend this hotel.

Reviewed on Feb 19, 2026

Opens in a new windowCompass Hotel by Margaritaville Anna Maria Sound
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $233 total per night from Feb 22 to Feb 23
$233 total
Feb 22 - Feb 23
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 ...
Rooms were tiny and horrible flow. Door to the toilet was the same door for the shower. AC didn’t work and when it did it was extremely loud. Breakfast was blah. Liquid eggs. Front desk looks like the cashier to the small shop. Staff were friendly but I will not be staying there again.

Reviewed on Feb 19, 2026

Opens in a new windowKompose Boutique Hotel
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

3 out of 5
202 1st St N Bradenton Beach FL
$401 nightly
The price is $453 total per night from Mar 2 to Mar 3
$453 total
Mar 2 - Mar 3
Total with taxes and fees
This apartment features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden is also ...
Water did not Work the whole trip. No shower. Very poor.

Reviewed on Feb 16, 2026

Opens in a new windowPelican Post at Anna Maria Island Inn
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd. Siesta Key FL
Fully refundableReserve now, pay when you stay
$413 nightly
The price is $467 total per night from Mar 4 to Mar 5
$467 total
Mar 4 - Mar 5
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. ...
The room was nice. The pillows could have been fluffier and it was cold while I stayed there. I wish we could’ve gotten a heavier comforter.

Reviewed on Feb 19, 2026

Opens in a new windowTropical Breeze Resort
Lido Beach Resort

Lido Beach Resort

4 out of 5
700 Benjamin Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
$619 nightly
The price is $699 total per night from Feb 23 to Feb 24
$699 total
Feb 23 - Feb 24
Total with taxes and fees
This smoke-free resort features a private beach, 2 outdoor pools, and a restaurant. Spend a day at the beach surfing, or relax with beach cabanas and sun loungers. ...
Highly recommend for families

Reviewed on Feb 19, 2026

Opens in a new windowLido Beach Resort
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Fully refundable
$124 nightly
The price is $140 total per night from Feb 23 to Feb 24
$140 total
Feb 23 - Feb 24
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, ...
Room was clean. Both beds were very sagged (slept like in a hammock).

Reviewed on Feb 19, 2026

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
$251 nightly
The price is $284 total per night from Mar 22 to Mar 23
$284 total
Mar 22 - Mar 23
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 ...
The room smelled musty like a gym bag, wasn’t terrible but definitely a smell. The bed was comfortable.

Reviewed on Feb 20, 2026

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.

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