Legacy Trail Holidays
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Legacy Trail Holiday
Our pick of the best Legacy Trail Hotel Deals
Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
The price is NZ$388 per night from 1 Jan to 2 Jan
NZ$388
1 Jan - 2 Jan 2026
includes taxes & fees
9/10 Wonderful! (4,781 reviews)
Clean rooms, great shower pressure, nice pool and hot tub. Friendly staff and a very good breakfast buffet!
Reviewed on 20 Dec 2025
Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
The price is NZ$288 per night from 23 Dec to 24 Dec
NZ$288
23 Dec - 24 Dec
includes taxes & fees
9.2/10 Wonderful! (5,157 reviews)
Nice to come back to a clean room everyday. Location is perfect, walking distance to everything.
Reviewed on 19 Dec 2025
Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West Bradenton FL
Fully refundableReserve now, pay when you stay
The price is NZ$448 per night from 4 Jan to 5 Jan
NZ$448
4 Jan - 5 Jan 2026
includes taxes & fees
9.4/10 Exceptional! (1,884 reviews)
everthing was
Reviewed on 19 Dec 2025
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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- Resort in Siesta Key
- Lodges in Casey Key
- Inns in Casey Key
- Villas in Casey Key
- Caravan Parks in Lido Key
- Villas in Legacy Trail
- Guest Houses in Legacy Trail
- Pet Friendly Hotels in Siesta Key
- Beach Hotels in Siesta Key
- All Inclusive Hotels in Siesta Key
- Casino Hotels in Siesta Key
- Luxury Hotels in Siesta Key
- Boutique Hotels in Siesta Key
- Romantic Hotels in Siesta Key
- Cheap Hotels in Siesta Key
- Lgbt Welcoming Hotels in Central Sarasota
- Cheap Hotels in Sarasota
- Romantic Hotels in Casey Key
- Spa Hotels in Casey Key
- Family Hotels in Casey Key
- Lgbt Welcoming Hotels in South Sarasota
- Southgate Hotels
- South Gate Ridge Hotels
- Osprey Hotels
- South Sarasota Hotels
- Hotels near Stoneybrook Golf & Country Club
- Vamo Hotels
- Hotels near Turtle Beach
- Hotels near Sarasota Opera House
- Hotels near Siesta Key Beach
- Siesta Key Hotels
- Hotels near Historic Spanish Point
- Siesta Key Village Hotels
- Palmer Ranch Hotels
- Downtown Sarasota Hotels
- Pinecraft Hotels
- Rivendell Hotels
- Aloha Kai Hotels
- Hotels near Sarasota Memorial Hospital
- Bayview Hotels
- Red Barn Flea Market Plaza
- Ed Smith Stadium
- Fullers Earth Holidays
- Payne Park
- Bradenton Holidays
- Desoto Speedway
- Img Bollettieri Tennis Academy
- North Jetty Beach
- Lake Manatee State Park
- Longboat Key Holidays
- St. Armands Circle
- Nathan Benderson Park
- Sarasota Kennel Club
- Siesta Key Holidays
- Mote Marine Laboratory & Aquarium
- Van Wezel Performing Arts Hall
- River Strand Golf and Country Club
- Sarasota Classic Car Museum
- Dakin Dairy Farms
- Sarasota Holidays
- Oyster Creek Golf Club
- Stoneybrook Golf & Country Club
- Lecom Park
- Osprey Holidays
- Caspersen Beach
- Cortez Holidays
- Siesta Key Beach
- Lemon Bay Park
- Visit Siesta Key
- Visit Fruitville
- Visit South Gate Ridge
- Visit Vamo
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
