Saint Leo Vacations from $309

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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 Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $660, price is now $309 per person
$309
per person
Mar 19 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,367 reviews)
Room was very spacious and clean upon arrival. Was able to checkin a hr early and the resort has very many amenities. The mexican restaurants brunch was 5 stars. Will definitely be back!

Reviewed on Jan 25, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $2,427, price is now $1,077 per person
$1,077
per person
Mar 14 - Mar 19
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (500 reviews)
Clean rooms, nice staff, good amenities!

Reviewed on Jan 25, 2026

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
Price was $1,194, price is now $554 per person
$554
per person
Mar 5 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (8,735 reviews)
It was great, really safe and friendly

Reviewed on Jan 30, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $1,002, price is now $468 per person
$468
per person
Apr 19 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,482 reviews)
Very nice experience

Reviewed on Jan 29, 2026

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
Price was $648, price is now $325 per person
$325
per person
Apr 4 - Apr 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (1,002 reviews)
Nice area, clean place to stay, the shopping and outlets very close, will be booking to stay for next visit as well.

Reviewed on Jan 26, 2026

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Discover the most popular places to visit in Saint Leo

Minimalist photo of the Saint Leo abbey church in Saint Leo Florida

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 family-friendly 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
$98 nightly
The price is $110 total per night from Feb 9 to Feb 10
$110 total
Feb 9 - Feb 10
Total with taxes and fees
8.2/10 Very Good! (1,013 reviews)
All very good

Reviewed on Jan 24, 2026

SPOT X Hotel Tampa - Wesley Chapel by The Red Collection
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
$57 nightly
The price is $64 total per night from Feb 15 to Feb 16
$64 total
Feb 15 - Feb 16
Total with taxes and fees
7/10 Good! (1,004 reviews)
My room was very clean in the staff was very helpful and very friendly. And the breakfast was also very nice. Dining room was very clean. The hot food was hot and the cold food was cold. It was great.

Reviewed on Jan 18, 2026

Days Inn by Wyndham Brooksville/Dade City
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
$135 nightly
The price is $151 total per night from Mar 1 to Mar 2
$151 total
Mar 1 - Mar 2
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
Great location, super Clean and staff was great.

Reviewed on Jan 25, 2026

Hyatt Place Tampa/Wesley Chapel
See all 604 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.

Find the Best Saint Leo Vacation Packages

Saint Leo Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tampa Intl. Airport (TPA)
Population
1,350
Top Sights
Pioneer Florida Museum & Village, Dade City Atlantic Coast Line Railroad Depot and Giraffe Ranch

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Frequently asked questions

How much does a Saint Leo vacation package cost?
Offering great value package deals from $309 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.

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