Legacy Trail Vacation Packages
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Top Legacy Trail Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites
Price was CA $1,440, price is now CA $826 per person
CA $826
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (80 reviews)
I had a wonderful stay! The room was clean, and exactly what I needed. I have issues sleeping and the mattress was a bit to soft for me. Outside of that, the location was quite and close to all the fun I had. I would stay again.
Reviewed on Jul 12, 2026
Cedar Cove Resort and Cottages
Price was CA $2,726, price is now CA $1,807 per person
CA $1,807
per person
Sep 26 - Oct 3
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.2/10 Wonderful! (543 reviews)
Cute place with well thought out amenities . Really did not need to bring anything but clothing. Staff was super kind and helpful we will be visiting again
Reviewed on Jul 15, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
Price was CA $1,813, price is now CA $1,204 per person
CA $1,204
per person
Sep 17 - Sep 22
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,057 reviews)
Fantastic apartments right on the beach and close to nearby restaurants.
Reviewed on Jul 15, 2026
CW Hotel
Price was CA $1,737, price is now CA $1,168 per person
CA $1,168
per person
Sep 17 - Sep 22
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
No reviews
We had such a great stay at the CW Resort in Clearwater! The pool area was beautiful and relaxing, the views were amazing, and the entire property was very clean and well maintained. It was the perfect place to unwind and enjoy a Florida getaway. We would definitely stay here again!
Reviewed on Jul 8, 2026
Legacy Trail Hotel Deals
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $251 per night from Jul 20 to Jul 21
CA $251
CA $283 total
Jul 20 - Jul 21
includes taxes & fees
9.4/10 Exceptional! (4,313 reviews)
"Clean room,friendly staff"
Reviewed on Jul 16, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $202 per night from Jul 30 to Jul 31
CA $202
CA $227 total
Jul 30 - Jul 31
includes taxes & fees
9.2/10 Wonderful! (6,125 reviews)
"From the moment we arrived the staff made us feel welcome. The room was amazingly and the managers were great. Would definitely stay here again"
Reviewed on Jul 15, 2026
Fontainebleau Miami Beach
4441 Collins Avenue Miami Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $416 per night from Jul 28 to Jul 29
CA $416
CA $568 total
Jul 28 - Jul 29
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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- Visit Siesta Key Village
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- Visit Bee Ridge
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- St. Armands Circle
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- Ca’ d’Zan
- Caspersen Beach
- Nokomis Beach
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- Stoneybrook Golf & Country Club
- Siesta Key Beach
- Van Wezel Performing Arts Hall
- Sunshine Skyway Bridge
- Visit Gulf Gate Estates
- Warm Mineral Springs Vacations
- Bradenton Vacations
- Longboat Key Vacations
- Sarasota Opera House
- Visit Palmer Ranch
- Img Academy
- Marie Selby Botanical Gardens
- Oscar Scherer State Park
- Visit Osprey Village
- All inclusive Vacation Packages Siesta Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
