Saint Leo Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Your Saint Leo Vacation

With all the details organized before you go, our Saint Leo vacation packages mean you can focus more on letting the good times roll. Whether you're staying in the neighborhood of Lake Jovita, which is great for golfing, or another area, this city offers an array of discoveries. Ready to venture out and explore? Saint Leo University, Lake Jovita Golf and Country Club and Dade City Atlantic Coast Line Railroad Depot are among the top places to visit during your trip to Saint Leo. Whoever you're heading away with and whatever the size of your budget, your dream Saint Leo vacation is only clicks away with Expedia.

Top Saint Leo Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,322, price is now CA $716 per person
CA $716
per person
Sep 23 - Sep 30
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.2/10 Very good! (1,979 reviews)
Clean room, not flexible if you want to stay extra nights but great place to stay for vacay!

Reviewed on Jul 7, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $1,618, price is now CA $792 per person
CA $792
per person
Sep 29 - Oct 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
9/10 Wonderful! (1,275 reviews)
Dryer and washer had hair in them poor Internet connection needs extra parking spaces for customers

Reviewed on Jul 8, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,744, price is now CA $1,000 per person
CA $1,000
per person
Sep 23 - Sep 30
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.2/10 Very good! (1,806 reviews)
As a solo traveler I truly enjoyed my time here. The resort had everything you need within close proximity and the room was an unbeatable price.

Reviewed on Jul 8, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was CA $2,538, price is now CA $1,458 per person
CA $1,458
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9.2/10 Wonderful! (1,003 reviews)
Excellent location

Reviewed on Jul 2, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,463, price is now CA $858 per person
CA $858
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very good! (6,621 reviews)
The unit was exactly what our family needed for the week in Orlando. Clean, attentive staff, accessible amenities.

Reviewed on Jul 9, 2026

Ready to book your vacation to Saint Leo?

 

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Saint Leo Hotel Deals

Hyatt Place Tampa/Wesley Chapel

Hyatt Place Tampa/Wesley Chapel

3 out of 5
26000 Sierra Center Boulevard Lutz FL
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Jul 30 to Jul 31
CA $156
CA $175 total
Jul 30 - Jul 31
includes taxes & fees
9.2/10 Wonderful! (1,071 reviews)
"everything was amazing pool breakfast the bar room service"

Reviewed on Jul 8, 2026

Hyatt Place Tampa/Wesley Chapel
Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City

2 out of 5
6320 Windmere Rd Brooksville FL
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Aug 9 to Aug 10
CA $99
CA $110 total
Aug 9 - Aug 10
includes taxes & fees
Days Inn by Wyndham Brooksville/Dade City
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
5700 Saddlebrook Way Wesley Chapel FL
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Jul 22 to Jul 23
CA $183
CA $249 total
Jul 22 - Jul 23
includes taxes & fees
8/10 Very good! (132 reviews)
"the staff, the room, the food. Everything was fabulous"

Reviewed on Jul 8, 2026

Saddlebrook Resort
See all 672 properties in Saint Leo
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Saint Leo vacation package cost?
Offering excellent value package deals from CA $716 on Expedia, you'll be surprised at how little a vacation to Saint Leo costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Saint Leo?
You can generally find reduced prices and better availability in January, February and September. Take a look at our cheap Saint Leo vacation packages and you could land some excellent off-season deals.
How many days is enough for Saint Leo?
Generally, a few days is ideal for a Saint Leo vacation. With a carefully crafted itinerary, you can go to all the main sights like The HiBrow Gallery, as well as explore some hidden treasures along the way.
How to find the best Saint Leo package deals?
Use Expedia's filters to help you find some of the best Saint Leo package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Saint Leo package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Saint Leo vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Saint Leo vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Saint Leo?
Score incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Saint Leo adventure.
How to plan a trip to Saint Leo?

  1. Choose when to get away: Check your diary and pack your bags. Your preferred season and the activities on offer will also help you decide when to escape to Saint Leo.
  2. Budget wisely: As well as the cost of your accommodations, you should factor in other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Saint Leo.
  3. Decide how long to go away for: Now that you're more familiar with Saint Leo, you can work out the ideal length of your vacation. Put together a rough plan and give yourself enough time for all the things you want to do.
  4. Combine your airfare and accommodations: Once you've settled on your travel dates and duration, book the ideal Saint Leo vacation package for you.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.