
Legacy Trail Vacation Packages
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Top Legacy Trail Vacation Deals
Price found within the past 48 hours. Click for updated prices.

voco Sarasota by IHG
Central Sarasota
Price was CA $1,265, price is now CA $729 per person
CA $729
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,017 reviews)
Loved it Voco hotel was great clean and quiet great place to just sit back and relax place was not busy at all kids are all back in school thank god . Beach’s all near by 10 to 20 minute drive to any beach u wana go too.
Reviewed on Sep. 2, 2025

FUSION Resort Waterfront Suites
Price was CA $2,936, price is now CA $1,560 per person
CA $1,560
per person
Nov 18 - Nov 25
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
9.2/10 Wonderful! (1,058 reviews)
Hands down one of the best hotels I’ve ever stayed at. Not only is it in a gorgeous location but the suite was incredible, the wine that was waiting for us in our room was phenomenal and the amenities were wonderful. They offer bikes for free as part of your stay, and me and my daughter biked all around the island it was such a good day ☀️. Would absolutely recommend this place to anybody. Perfect for couples but also very family friendly too. Will be staying here again!!
Reviewed on Sep. 7, 2025

The Residences at Siesta Key Beach by Hyatt Vacation Club
Price was CA $3,119, price is now CA $1,762 per person
CA $1,762
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Sarasota (SRQ)
9.8/10 Exceptional! (285 reviews)
Beautiful apartment! Great city view on the balcony. Pool area was lovely.
Reviewed on Aug. 27, 2025

Ocean Club Treasure Island Hotel
Price was CA $2,944, price is now CA $1,705 per person
CA $1,705
per person
Nov 18 - Nov 25
found 4 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Tampa (TPA)
9.6/10 Exceptional! (618 reviews)
We were very pleased with our 3 night stay at the hotel. The staff graciously offered us an umbrella and chairs to take to the beach from the donation stash. We really appreciated that and returned the items when we left for future guests.
Reviewed on Sep. 8, 2025

The Avalon Club
Price was CA $2,381, price is now CA $1,457 per person
CA $1,457
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (446 reviews)
Nice. On the beach. Provided chairs, toys, and umbrellas for the beach daily. Perfect for families. Only con is there are no guest showers and late check outs are not avaliable. If you want to visit the beach on your last day there is no where for you to shower and change before heading to the airport. Our entire family of six was cramed into the second floor restroom with our luggage changing clothes. The floor was full of sand when we entered the restroom so it seems like everyone does the same thing. Would I stay there again ? Yes.
Reviewed on Sep. 6, 2025
Legacy Trail Hotel Deals

Kompose Boutique Hotel
965 University Pkwy, Sarasota, FL
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Sep 10 to Sep 11
CA $79
CA $106 total
Sep 10 - Sep 11
includes taxes & fees

Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Sep 22 to Sep 23
CA $192
CA $249 total
Sep 22 - Sep 23
includes taxes & fees

Compass Hotel by Margaritaville Anna Maria Sound
12324 Manatee Avenue West, Bradenton, FL
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Sep 24 to Sep 25
CA $203
CA $269 total
Sep 24 - Sep 25
includes taxes & fees
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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