Saint Leo Vacations from $363

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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.

The Latest Saint Leo vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was $647, price is now $363 per person
$363
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,012 reviews)
clean and beautiful

Reviewed on Sep 26, 2025

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,505, price is now $722 per person
$722
per person
Nov 16 - Nov 21
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (486 reviews)
They messed up my reservation for our second and third days by putting my name incorrectly. I was called out of the pool in front of all the guests in the middle of the dayand made to go to the front desk. Only to find we had to scurry to pack our belongings and moved to another room. No fault of ours yet we were left to fend for ourselves. . It took 1 1/2 hours of prime day with our friends. It was humiliating and beyond inconvenient. We were compensated with 2 free drinks tickets. Judge for yourself if this was proper and professional.

Reviewed on Sep 28, 2025

Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Davis
Save 100% on your flight
Price was $701, price is now $380 per person
$380
per person
Dec 18 - Dec 24
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (1,463 reviews)
The beach views were amazing it was close to family. The staff are what made my stay at the boardwalk Inn absolutely amazing! They were kind respectful and knowledgeable of the area!

Reviewed on Sep 28, 2025

Hilton Daytona Beach Oceanfront Resort

Hilton Daytona Beach Oceanfront Resort

4 out of 5
Brush - Stewarts
Save 100% on your flight
Price was $893, price is now $486 per person
$486
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
7.4/10 Good! (4,926 reviews)
Staff was very accommodating

Reviewed on Sep 28, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $912, price is now $501 per person
$501
per person
Nov 30 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,360 reviews)
The place is huge, and they have everything. The room was clean and everyone was so kind.

Reviewed on Sep 23, 2025

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Discover the most popular places to visit in Saint Leo

Saint Leo University

4/5(26 reviews)

Take a campus tour or just explore the area of Saint Leo University, during your trip to Saint Leo. While in this relaxing area, you can savor the top-notch restaurants.

Saint Leo University

Saint Leo Hotel Deals

SPOT X Hotel Tampa - Wesley Chapel by The Red Collection

SPOT X Hotel Tampa - Wesley Chapel by The Red Collection

3 out of 5
5703 Oakley Blvd, Wesley Chapel, FL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $120 total per night from Oct 5 to Oct 6
$120 total
Oct 5 - Oct 6
Total with taxes and fees
8.4/10 Very Good! (1,017 reviews)
"The staff was absolutely amazing, it’s half a mile from the mall and there’s a variety of really good restaurants nearby"

Reviewed on Sep 28, 2025

SPOT X Hotel Tampa - Wesley Chapel by The Red Collection
SpringHill Suites by Marriott Tampa North/I 75 Tampa Palms

SpringHill Suites by Marriott Tampa North/I 75 Tampa Palms

3 out of 5
5396 Primrose Lake Cir, Tampa, FL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $125 total per night from Oct 5 to Oct 6
$125 total
Oct 5 - Oct 6
Total with taxes and fees
9/10 Wonderful! (1,013 reviews)
"Good"

Reviewed on Sep 23, 2025

SpringHill Suites by Marriott Tampa North/I 75 Tampa Palms
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
$116 nightly
The price is $130 total per night from Oct 5 to Oct 6
$130 total
Oct 5 - Oct 6
Total with taxes and fees
9.2/10 Wonderful! (1,012 reviews)
"Very impressive"

Reviewed on Sep 24, 2025

Hyatt Place Tampa/Wesley Chapel
See all 535 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.

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Frequently asked questions

How much does a Saint Leo vacation package cost?
Offering great value package deals from $363 on Expedia, you'll be thrilled with how little a vacation to Saint Leo costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Saint Leo?
May, July and August are great times to look for cheap Saint Leo vacation packages. Opting to travel in quieter periods means you'll typically find better prices on hotels and flights.
How many days is enough for Saint Leo?
With a well-planned itinerary, you can easily visit the most popular Saint Leo sights in a handful of days. But if you'd like to discover lesser-known spots or go on day tours, consider booking your Saint Leo vacation for longer.
How to find the best Saint Leo package deals?
Start your search for a Saint Leo package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Saint Leo package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Saint Leo escape underway.
Is it cheaper to book a Saint Leo vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels separately. Better still, you can personalize your Saint Leo trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Saint Leo?
If you're planning an impromptu Saint Leo trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Saint Leo vacation packages?
Your Saint Leo trip is meant to be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

Explore a world of travel with Expedia

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.