
Legacy Trail Kid friendly Vacations
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Flight and Kid friendly hotel deals in Legacy Trail
Price found within the past 48 hours. Click for updated prices.

Legacy Hotel at IMG Academy
Price was CA $807, price is now CA $620 per person
CA $620
per person
Aug 3 - Aug 6
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,004 reviews)
Beautiful facility exactly like in the pictures. The staff were amazing parking was convenient. The breakfast was a little underwhelming, but everything else was fantastic. I would just get breakfast and go somewhere local. There’s so many great places nearby.
Reviewed on May 10, 2026

Wyndham Grand Clearwater Beach
Price was CA $1,525, price is now CA $1,135 per person
CA $1,135
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (3,211 reviews)
We had a fabulous Mother’s Day weekend at Wyndham Grand Clearwater Beach. It also happened to be Country Weekend, which made the experience even more fun and memorable. The entertainment was a huge plus and created such an amazing atmosphere throughout the weekend.
The lobby bar staff and pool staff were absolutely amazing. Everyone was so attentive, friendly, and welcoming, especially on Mother’s Day. They truly went above and beyond to make all the moms feel special and taken care of.
From the beautiful property to the great energy and outstanding customer service, the entire experience exceeded our expectations. Thank you to the whole team for making our Mother’s Day celebration so enjoyable and unforgettable. We will definitely be back!
Reviewed on May 12, 2026

Hilton St. Petersburg Bayfront
Downtown St. Petersburg
Price was CA $1,267, price is now CA $962 per person
CA $962
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
7.8/10 Good! (1,030 reviews)
The only concern was some people smoking marihuana in the pool area and people screaming in the middle of the night.
Reviewed on May 12, 2026

The Avalon Club
Price was CA $3,143, price is now CA $2,388 per person
CA $2,388
per person
Jul 2 - Jul 6
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (534 reviews)
Great experience! The staff is very kind. The only issue was the living room sofa was very noisy. Would definitely stay again!
Reviewed on May 12, 2026

The Westin Sarasota
Central Sarasota
Price was CA $822, price is now CA $634 per person
CA $634
per person
Aug 3 - Aug 6
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,196 reviews)
Loved the location and the roof top pool and bar!!
Reviewed on May 6, 2026
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View all trips5* Kid friendly holidays in Legacy Trail
Price found within the past 48 hours. Click for updated prices.

The Adaline
Hyde Park
Price was CA $1,027, price is now CA $924 per person
CA $924
per person
Jul 28 - Jul 31
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (70 reviews)
Beautiful property and in such a charming and walkable neighborhood. Will plan to stay here again.
Reviewed on Apr 29, 2026


The Ritz-Carlton, Sarasota
Central Sarasota
Price was CA $1,416, price is now CA $1,240 per person
CA $1,240
per person
Aug 3 - Aug 6
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.2/10 Wonderful! (1,000 reviews)
Club level is definitely worth the upgrade excellent place to stay
Reviewed on May 10, 2026
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View all trips3 Night Kid friendly holidays in Legacy Trail
Price found within the past 48 hours. Click for updated prices.

Legacy Hotel at IMG Academy
Price was CA $807, price is now CA $620 per person
CA $620
per person
Aug 3 - Aug 6
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,004 reviews)
Beautiful facility exactly like in the pictures. The staff were amazing parking was convenient. The breakfast was a little underwhelming, but everything else was fantastic. I would just get breakfast and go somewhere local. There’s so many great places nearby.
Reviewed on May 10, 2026

The Avalon Club
Price was CA $2,654, price is now CA $1,820 per person
CA $1,820
per person
Jul 3 - Jul 6
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.4/10 Exceptional! (534 reviews)
Great experience! The staff is very kind. The only issue was the living room sofa was very noisy. Would definitely stay again!
Reviewed on May 12, 2026

Wyndham Grand Clearwater Beach
Price was CA $1,701, price is now CA $1,280 per person
CA $1,280
per person
Jun 25 - Jun 28
found 11 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tampa (TPA)
9.4/10 Exceptional! (3,211 reviews)
We had a fabulous Mother’s Day weekend at Wyndham Grand Clearwater Beach. It also happened to be Country Weekend, which made the experience even more fun and memorable. The entertainment was a huge plus and created such an amazing atmosphere throughout the weekend.
The lobby bar staff and pool staff were absolutely amazing. Everyone was so attentive, friendly, and welcoming, especially on Mother’s Day. They truly went above and beyond to make all the moms feel special and taken care of.
From the beautiful property to the great energy and outstanding customer service, the entire experience exceeded our expectations. Thank you to the whole team for making our Mother’s Day celebration so enjoyable and unforgettable. We will definitely be back!
Reviewed on May 12, 2026
Don't see what you're looking for?
See all available trips from Columbus to Legacy Trail
View all trips4 Night Kid friendly holidays in Legacy Trail
Price found within the past 48 hours. Click for updated prices.

Mar Bay Motel &Suites
Price was CA $953, price is now CA $634 per person
CA $634
per person
Jul 22 - Jul 26
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
8.6/10 Excellent! (78 reviews)
Great for older people who want an easily accessible room in a quiet setting. We will be back!
Reviewed on May 7, 2026

Captiva Beach Resort
South Village
Price was CA $1,789, price is now CA $1,244 per person
CA $1,244
per person
Jul 1 - Jul 5
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (1,245 reviews)
The 2 bedroom condo was very clean and updated. The walk to the beach was short and we didn't have to cross any busy streets just walked the small roads within the complex of other resort condos.
Reviewed on May 8, 2026

The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Price was CA $4,372, price is now CA $3,042 per person