Title: Kid friendly Vacations in Legacy Trail 2025/2026 | Expedia.ca

 

![](https://images.trvl-media.com/place/553248635975846806/d70ae022-0498-403c-94d8-dc8f29b7750f.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# 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.

![Hotel Tampa Riverwalk](https://images.trvl-media.com/lodging/1000000/30000/22400/22354/e58c12ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Tampa Riverwalk

Downtown Tampa

CA $1,051

per person

Dec 30 - Jan 6

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Sarasota (SRQ)

7/10 Good! (1,698 reviews)

Wait service at the pool was horrible. Drinks were bad, took long to get our food and when we asked for condiments they forgot to bring them. Beds were small and mattresses were very worn. This place was highly recommended but I will not be staying there again. The front desk staff were nice. I liked that we got bikes to ride. I like the hotel is on the riverwalk.

Reviewed on Nov 4, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-30/2026-01-06/?FromAirport=YOW&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=22354&paandie=true&HotelClass=40&dealMarker=FogXI7i4CdfgIt8ZQ72HkjmScNlZIP8lrX0D7-9Nqb9oKvIaYmjK1BHSg4duFVDX)

![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Avalon Club

CA $1,511

per person

Jan 19 - Jan 24

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

9.4/10 Exceptional! (466 reviews)

Overall the property was clean; however, it was a great disappointment to see the street light with wires as an ocean view literally right outside your balcony. I also didn’t appreciate upon greeting the staff stressed about the fees instead of stressing what is already included, such as the beach chairs, umbrella etc…

Reviewed on Oct 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-24/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67572769&paandie=true&HotelClass=40&dealMarker=lZrSs7rGEbMrGjuY1rohFOAj-nF8VGT8qGY1fkxPpK8nEO0zloisOfUyLiX92Psv)

![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/3e4355d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ocean Club Treasure Island Hotel

Sunshine Beach

CA $1,632

per person

Jan 12 - Jan 19

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

9.6/10 Exceptional! (669 reviews)

We had a wonderful stay! The location was fantastic, within walking distance to plenty of restaurants and food options. The views of the ocean were stunning, especially during sunrise and sunset. The beds were very comfortable, and it was super convenient having a full kitchen with all the necessary appliances and white goods. There was a bit of confusion and upset on arrival regarding the resort fee and taxes, which ended up being higher than what was confirmed by Expedia, but aside from that, everything else was great. Overall, a really enjoyable holiday with beautiful memories made.

Reviewed on Nov 5, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-12/2026-01-19/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=96150639&paandie=true&HotelClass=40&dealMarker=YDTjq-sOUX3eX1djHCp2cxm5prfWYSrs4PFiAkwTkQctlX_9xUxDF2kF-J27IRly)

![DoubleTree by Hilton Tampa Rocky Point Waterfront](https://images.trvl-media.com/lodging/1000000/10000/1400/1366/4c0da1ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DoubleTree by Hilton Tampa Rocky Point Waterfront

Rocky Point

CA $1,053

per person

Dec 30 - Jan 6

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Sarasota (SRQ)

8.2/10 Very Good! (1,019 reviews)

From beginning to the end, the stay was perfect. I will definitely go again.

Reviewed on Nov 7, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-30/2026-01-06/?FromAirport=YOW&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1366&paandie=true&HotelClass=40&dealMarker=FogXI7i4CdfgIt8ZQ72HkjmScNlZIP8lrX0D7-9Nqb9n2eCzXLDewOAQKQbSLWC2)

![Hotel Flor Tampa Downtown, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/7000000/6140000/6139700/6139615/60e91f25_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Downtown Tampa

CA $1,748

per person

Jan 12 - Jan 19

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Sarasota (SRQ)

8.2/10 Very Good! (578 reviews)

Beautiful hotel, great staff spacious rooms

Reviewed on Oct 26, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-12/2026-01-19/?FromAirport=YYZ&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6139615&paandie=true&HotelClass=40&dealMarker=tDRQ4oDFXlElWpgHn5CbOw6w1uIj5GKBdCMdeXkra-AgY77unh7BlxRtOHrvWfl_)

Don't see what you're looking for?

See all available trips from Columbus to Legacy Trail

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-12-07/2025-12-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Kid friendly holidays in Legacy Trail

Price found within the past 48 hours. Click for updated prices.

![The Ritz-Carlton, Sarasota](https://images.trvl-media.com/lodging/1000000/810000/806200/806101/90558b2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Ritz-Carlton, Sarasota

Central Sarasota

CA $1,929

per person

Jan 28 - Jan 31

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Tampa (TPA)

9.2/10 Wonderful! (1,005 reviews)

We stayed on the Club Level, and the concierges were great!!! They couldn't do enough for us! The front desk staff were great too! It was Halloween, and they celebrated in style!

Reviewed on Nov 6, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-28/2026-01-31/?FromAirport=YTO&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=806101&paandie=true&HotelClass=50&dealMarker=hqrzlFyS8DwRVlr4irIrHug3h_K9fDFyGOa88fVCurEw68fIBOHYEiW5FbGr19dp)

![The Gemma by Brightwild](https://images.trvl-media.com/lodging/105000000/104290000/104287800/104287738/79e8e064_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Gemma by Brightwild

CA $8,281

per person

Jan 19 - Jan 24

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

10/10 Exceptional! (2 reviews)

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-24/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104287738&paandie=true&HotelClass=50&dealMarker=mT7Bav0fJ0tv9qUfKote2qjN22PqwiC9NTvxVEyu9Mp3THaLz1Ml0ivsSwXaXdKI)

![Indian Rocks Escape](https://images.trvl-media.com/lodging/118000000/117150000/117146500/117146493/9b1574d5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Indian Rocks Escape

CA $2,725

per person

Jan 19 - Jan 24

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

No reviews

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-24/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=117146493&paandie=true&HotelClass=50&dealMarker=V0g0QMdJBZkQRfZcj4bxcS-w4hNVoxpNvZ3X6BnYquG0e-IrA_5wuRJ_N3Ht9-dO)

Don't see what you're looking for?

See all available trips from Columbus to Legacy Trail

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-12-07/2025-12-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Kid friendly holidays in Legacy Trail

Price found within the past 48 hours. Click for updated prices.

![Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton](https://images.trvl-media.com/lodging/102000000/101510000/101505800/101505781/a4bc3bc9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

CA $934

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Punta Gorda Airport (PGD)

9.2/10 Wonderful! (1,562 reviews)

Clean room friendly staff

Reviewed on Nov 6, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-18/2025-12-21/?FromAirport=YYZ&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=101505781&paandie=true&HotelClass=40&dealMarker=saTaPViTBPQvzLZUhCerYXTfiRJ2zJjGL7LYn7llWNj_tUbm3cLtA5_RopnSVP3K)

![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Avalon Club

CA $1,408

per person

Dec 19 - Dec 22

found 24 hours ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

9.4/10 Exceptional! (466 reviews)

Overall the property was clean; however, it was a great disappointment to see the street light with wires as an ocean view literally right outside your balcony. I also didn’t appreciate upon greeting the staff stressed about the fees instead of stressing what is already included, such as the beach chairs, umbrella etc…

Reviewed on Oct 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-19/2025-12-22/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67572769&paandie=true&HotelClass=40&dealMarker=VjZgCimI6G6O2PQp-2HElgrpI76e7E9npAYTtTSVr8ufps6FM6L9fvglRpyyF2if)

![Legacy Hotel at IMG Academy](https://images.trvl-media.com/lodging/23000000/22890000/22882300/22882236/80dcbca1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Legacy Hotel at IMG Academy

CA $957

per person

Dec 12 - Dec 15

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Sarasota (SRQ)

9/10 Wonderful! (900 reviews)

Everyone is exceptionally nice except the front desk woman on the morning of Monday October 6th. Not very friendly. Bad mood.

Reviewed on Oct 6, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-12/2025-12-15/?FromAirport=YTO&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=22882236&paandie=true&HotelClass=40&dealMarker=mT7Bav0fJ0tv9qUfKote2rYbWkAfa0UDkHZhnN8ly9YlX16XqBuj_6sBiswfzAqa)

Don't see what you're looking for?

See all available trips from Columbus to Legacy Trail

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-12-07/2025-12-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Kid friendly holidays in Legacy Trail

Price found within the past 48 hours. Click for updated prices.

![Plaza Beach Hotel Beachfront Resort](https://images.trvl-media.com/lodging/1000000/900000/894000/893981/196da8d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Plaza Beach Hotel Beachfront Resort

CA $1,424

per person

Dec 28 - Jan 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

9/10 Wonderful! (1,018 reviews)

This is a small place but the location is great. Beautiful beach with direct access and views from Some Rooms. Conveniently located to stores and restaurants or public transportation. Rooms are clean, beds could’ve been more comfortable. Staff helpful and pleasant. Pool was very nice and clean with a small bar. Overall great place to stay.

Reviewed on Oct 26, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-01/?FromAirport=YTO&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=893981&paandie=true&dealMarker=WJJZNQOGFxkGrX8eRFPZ2vLNfWfYiucUg8yWbJ2sxDqTUPYACfNy8JMzOGAU0soX)

![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/a97427b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Avalon Club

CA $1,938

per person

Dec 24 - Dec 28

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Tampa (TPA)

9.4/10 Exceptional! (466 reviews)

Overall the property was clean; however, it was a great disappointment to see the street light with wires as an ocean view literally right outside your balcony. I also didn’t appreciate upon greeting the staff stressed about the fees instead of stressing what is already included, such as the beach chairs, umbrella etc…

Reviewed on Oct 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-28/?FromAirport=YYZ&Destination=TPA&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67572769&paandie=true&dealMarker=nRJDPqpFm59p2i4sqz1ZUpuEax4kplJFbQVCR-1u81EAackjXW8y-9iXk4F90PLz)

![The Residences at Siesta Key Beach by Hyatt Vacation Club](https://images.trvl-media.com/lodging/4000000/3820000/3819700/3819631/a5a3d5ce_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Residences at Siesta Key Beach by Hyatt Vacation Club

South Village

CA $2,996

per person

Dec 28 - Jan 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Sarasota (SRQ)

9.6/10 Exceptional! (292 reviews)

Really loved our stay! We had a 3 bedroom apartment with plenty of space and modern amenities. 3 gorgeous walk in showers, enormous bathtub. The complimentary breakfast was very useful with small children. Pool and beach access were great. Complimentary paddle boards and kayaks made it really fun. Location is nice as there is a Breeze shuttle stop at the end of the road but the property itself is in a very quiet location. The sunset was fabulous. We will be back!

Reviewed on Oct 25, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-01/?FromAirport=YTO&Destination=SRQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3819631&paandie=true&dealMarker=WJJZNQOGFxkGrX8eRFPZ2sdUDGEDfeO38M1iAM6s7JG38xxTvXXkPnmdl7bxGekj)

Don't see what you're looking for?

See all available trips from Columbus to Legacy Trail

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-12-07/2025-12-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PGD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Plan the perfect family-friendly vacation in Legacy Trail with Expedia

#### What are some benefits of booking a family-friendly vacation?

Whether it's luxurious or cheap, family vacations in Legacy Trail are among the most memorable experiences you'll ever have with your family. It can be a great way to bond and explore new destinations with the people you love most. Plus, it's easy to keep an eye on your little ones without having to worry about how they are with a sitter back home. You may even meet some other families and establish long-lasting friendships.

  

#### How can I find the best family-friendly vacations?

Using search filters makes finding the perfect family-friendly vacation easy. You can implement the search filter for family-friendly accommodations specifically, but that's just the beginning. You'll also find search filters for price range along with the desired number of bedrooms, so you can ensure you have enough space for everyone you want to bring to Legacy Trail.

#### Are there cheap family vacations to Legacy Trail?

Price varies quite a bit, ranging from to . The price you'll be paying depends on a variety of factors, and you can filter for them all. You can implement a filter for your budget limitations and also remove any 4- and 5-star stays from your search. You can even filter by accommodation type, which can present you with cheap alternatives to what is typically considered standard.

#### When should I book family-friendly vacation packages?

The right time to book family-friendly vacation packages in Legacy Trail depends on what you're looking for. If you're looking to save, booking during least popular month tends to be cheaper compared to the rest of the year, though that's not always a guarantee. Keep in mind that the off-season and the busy season differ from place to place, with family-friendly vacations in Canada being very different compared to options in France and Spain, for example.

#### Can I book an all-inclusive family vacation in Legacy Trail?

Yes, you'll find plenty of all-inclusive family vacation packages for Legacy Trail. To see what's available, just select the all-inclusive filter on your search.

#### How can I book the best family activity vacation?

If you're looking to make the most out of the available activities in Legacy Trail, you'll need to consider what your family likes to do. Cater your itinerary to your family's interests, and you'll create memories that you and your kids will hold on to for the rest of your lives whether it's family ski vacations in Legacy Trail or something a bit more relaxed.

#### Can I find luxury family vacations in Legacy Trail?

If you're looking for a luxury family vacation to Legacy Trail, you can use search filters to find the best options available. Activate the filter for 5-star packages to only see the best of the best. Plus, you'll find a range of first-class flights available to make even the journey there top-of-the-line.

#### How can I search for family vacation deals?

Finding deals is easy when you take advantage of the array of available search filters. You can set budget limitations and remove 4- and 5-star options from your search. If you don't want to miss out on your favourite amenities, however, you can consider travelling during , which often have lower prices because of the off-season in Legacy Trail.

#### Can I book a family vacation package that is fully refundable?

If you're looking for a fully refundable reservation, you won't have to look far on Expedia. Quite a few properties in Legacy Trail are fully refundable. You can search for this feature, but always make sure to check the specific property's policies and requirements before booking.

#### Why should I book my family trip with Expedia?

When you book with Expedia, you can book your accommodation and your flight together, with some discounts available for doing both at once. Additionally, you may be able to enjoy special discounts with Expedia Rewards that will earn you points you can then put toward discounts for subsequent bookings.

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[Flights to Legacy Trail](https://expedia.ca/Cheap-Flights-To-Legacy-Trail.d553248621532652531.Travel-Guide-Flights)[Legacy Trail Hotels](https://expedia.ca/Legacy-Trail-Hotels.d553248621532652531.Travel-Guide-Hotels)[Legacy Trail Vacation Rentals](https://expedia.ca/Legacy-Trail-Vacation-Rentals.d553248621532652531.Travel-Guide-VacationRentals)[Legacy Trail Car Rentals](https://expedia.ca/Car-Rentals-In-Legacy-Trail.d553248621532652531.Car-Rental-Guide)[Legacy Trail Vacations](https://expedia.ca/Legacy-Trail.d553248621532652531.Destination-Travel-Guides)

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