Saint Leo Vacations from $432

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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 $837, price is now $432 per person
$432
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,253 reviews)
It was a very nice clean property just a bit smaller unit size than what we’re used to!

Reviewed on May 25, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $930, price is now $451 per person
$451
per person
Aug 4 - Aug 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (1,734 reviews)
Es super increíble me encantó

Reviewed on May 31, 2026

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $929, price is now $467 per person
$467
per person
Aug 1 - Aug 8
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (1,936 reviews)
This was a amazing resort with so many amenities and the Mexican restaurant was great and the ice cream was yummy - rooms are clean and it is very family friendly

Reviewed on May 27, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $2,200, price is now $1,122 per person
$1,122
per person
Aug 18 - Aug 24
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (548 reviews)
Esta bien Accesible a todas las amenidades, incluyendo el área de la playa,Solo que es un poco caro el precio por noche, por lo demás todo muy bien.

Reviewed on May 25, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Save 100% on your flight
Price was $789, price is now $463 per person
$463
per person
Aug 15 - Aug 20
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
7.8/10 Good! (500 reviews)
The hotel was beautiful and staff were courteous. I’d booked this hotel because I wanted to enjoy the rooftop terrace, but upon arrival was told that I couldn’t because I wasn’t a club member. I was put on the highest floor and within two days both elevators were out of service so all guests had to use the service elevator in that part of the building. I had also booked for the breakfast, but it was over by 9:30 so I never made it. Also, on separate occasions, the power went out in my room thus rotting the food that I had in the refrigerator. Finally, the TVs were not set up appropriately, I only had a few live channels, and the guide had no information and no premium channels.

Reviewed on May 10, 2026

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Discover the most popular places to visit in Saint Leo

Saint Leo University

Saint Leo University

4/5(28 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

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
$110 nightly
The price is $123 total per night from Jun 18 to Jun 19
$123 total
Jun 18 - Jun 19
Total with taxes and fees
9.2/10 Wonderful! (1,020 reviews)
"AC was loud, shower wasn’t clean"

Reviewed on Jun 1, 2026

Hyatt Place Tampa/Wesley Chapel
Saddlebrook Resort

Saddlebrook Resort

4 out of 5
5700 Saddlebrook Way Wesley Chapel FL
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $166 total per night from Jun 22 to Jun 23
$166 total
Jun 22 - Jun 23
Total with taxes and fees
7.8/10 Good! (103 reviews)
"I stayed at Saddlebrook Resort from May 27th to May 30th my experience was extremely disappointing. My first room (147) had live and dead insects, a dirty bathtub, and sticky carpet. I was so upset I told the front desk I planned to post the photos online, but *Samantha* handled the situation professionally, ..."

Reviewed on May 31, 2026

Saddlebrook Resort
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
$105 nightly
The price is $118 total per night from Jun 23 to Jun 24
$118 total
Jun 23 - Jun 24
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
"The people in this hotel are so nice and welcoming. The room was clean and smelled good."

Reviewed on May 27, 2026

SPOT X Hotel Tampa - Wesley Chapel by The Red Collection
See all 667 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 $432 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.