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Top Legacy Trail hotels

Carlisle Inn
3727 Bahia Vista Sarasota FL
Fully refundableReserve now, pay when you stay
The price is $182 total per night from Apr 20 to Apr 21
$182 total
per night
Apr 20 - Apr 21
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 ...
Beautiful hotel, very nice staff, very clean hotel and room, very spacious as well. Very peaceful.
Reviewed on Apr 16, 2026

Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
The price is $229 total per night from Apr 23 to Apr 24
$229 total
per night
Apr 23 - Apr 24
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 ...
Every thing was excelente, only the shower wasn’t good.
Reviewed on Apr 16, 2026

Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
The price is $246 total per night from Apr 19 to Apr 20
$246 total
per night
Apr 19 - Apr 20
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 ...
I would definitely stay here again. Walking distance to ocean. Clean and efficient room. Full size refrigerator, microwave and oven. Friendly staff and beautiful pool added to the wonderful experience we had. If I could say one thing to improve would be more water pressure in the shower. Good time ...
Reviewed on Apr 16, 2026

Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
The price is $143 total per night from Apr 20 to Apr 21
$143 total
per night
Apr 20 - Apr 21
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 ...
Interesting place. Some unique, desirable features (pool and hot tub area is very nice) but a few peculiarities. Rooms are quite spartan with odd design choices (e.g., the set up for the shower, toilet and sink) that led me to think it was a refurb'd older hotel - when actually it was built as designed. ...
Reviewed on Apr 16, 2026

Zota Beach Resort
4711 Gulf of Mexico Dr Longboat Key FL
Fully refundableReserve now, pay when you stay
The price is $315 total per night from May 10 to May 11
$315 total
per night
May 10 - May 11
A private beach and an outdoor pool are featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public ...
Services in room, replenishment, toiletries, towels etc not done. The older was rundown. Moving to the newer tower was an up charge of $175 per night. .Restaurant evening service poor. Vanessa pool side service was excellent! Beautiful beach could have had more amenities than just towels and umbrellas. ...
Reviewed on Apr 15, 2026

Siesta Key Beach Resort and Suites
5311 Ocean Blvd Siesta Key FL
The price is $308 total per night from Apr 20 to Apr 21
$308 total
per night
Apr 20 - Apr 21
This resort features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free WiFi. Self parking, a terrace, and a garden are also ...
Corner room terrible loud and staff were trying to work as we were trying to enter our room blocked by kitchen Waiter forgot to put our order in waited forever and never got our food or appetizer then it made my husband sick would not eat at the restaurant there
Reviewed on Apr 14, 2026

Lido Beach Resort
700 Benjamin Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
The price is $383 total per night from Apr 26 to Apr 27
$383 total
per night
Apr 26 - Apr 27
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. ...
The property was very clean. The staff were pleasant overall it was a great day.
Reviewed on Apr 16, 2026

Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Fully refundable
The price is $85 total per night from May 3 to May 4
$85 total
per night
May 3 - May 4
This hotel features an outdoor pool and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and ...
Our room was clean, spacious, and comfortable. The rate felt very reasonable for the area, and having free parking close to the room was a big plus. Overall, it made for an easy, pleasant stay.
Reviewed on Apr 16, 2026

Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
Fully refundableReserve now, pay when you stay
The price is $138 total per night from May 7 to May 8
$138 total
per night
May 7 - May 8
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot ...
The place was not Hilton standard clean or anything else but the staff was all very nice. Website is very misleading ‼️ Only a tiny bar by the pool was only open a few hrs a day with a few seats. The bartenders were super nice though 👍 Shower curtain was ripping at the seams. Bathmat(cloth) was ...
Reviewed on Apr 16, 2026
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.
Hotels in Legacy Trail with star-rating
Check Legacy Trail Hotels by Star Rating

5 Star Hotels
2 properties
Recent Legacy Trail hotel reviews by fellow wanderers

Compass Hotel by Margaritaville Anna Maria Sound
5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Every thing was excelente, only the shower wasn’t good."
A verified traveler stayed at Compass Hotel by Margaritaville Anna Maria Sound
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