Saint Leo Vacations from $329

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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 Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $706, price is now $329 per person
$329
per person
Jan 10 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (2,105 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was $1,192, price is now $590 per person
$590
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

Disney's Animal Kingdom Lodge

Disney's Animal Kingdom Lodge

4.5 out of 5
Bay Lake
Price was $3,139, price is now $1,583 per person
$1,583
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,002 reviews)

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,049, price is now $539 per person
$539
per person
Jan 24 - Jan 28
found 7 hours ago
Roundtrip flight included
New York (NYC) to Orlando (MCO)
8.6/10 Excellent! (572 reviews)
Great place!

Reviewed on Nov 2, 2026

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $637, price is now $340 per person
$340
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (4,064 reviews)
Excelente para descansar después de los parques

Reviewed on Nov 3, 2026

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Saint Leo Hotel Deals

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
5700 Saddlebrook Way Wesley Chapel FL
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $175 total per night from Nov 29 to Nov 30
$175 total
Nov 29 - Nov 30
Total with taxes and fees
8.2/10 Very Good! (193 reviews)
"Resort was great but no parking and long walk to restaurant"

Reviewed on Nov 2, 2026

Saddlebrook Resort
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 Nov 11 to Nov 12
$123 total
Nov 11 - Nov 12
Total with taxes and fees
Hyatt Place Tampa/Wesley Chapel
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
$97 nightly
The price is $110 total per night from Nov 15 to Nov 16
$110 total
Nov 15 - Nov 16
Total with taxes and fees
9.2/10 Wonderful! (1,003 reviews)
"Great!!"

Reviewed on Nov 1, 2026

SpringHill Suites by Marriott Tampa North/I 75 Tampa Palms
See all 680 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

Is Saint Leo better suited for a beach vacation or a cultural trip?
A Saint Leo vacation is primarily suited for travelers seeking urban attractions, outdoor activities, and a touch of history. The area has historical roots, established by Benedictines in 1889 with the founding of a monastery and college near Lake Jovita, and named after Pope Leo IX.

Saint Leo offers a mix of recreational and entertainment options. You can enjoy activities at places like Lake Jovita Golf and Country Club, about 1 mile from central Saint Leo, or explore Mirada Lagoon, about 4 miles away.

Your Saint Leo vacation package can be customized around these diverse urban and outdoor activities.
How can I save money on a Saint Leo vacation package?
When you bundle, you can save up to 30%*. To save money on a Saint Leo package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Saint Leo?
A Saint Leo vacation offers a variety of attractions, from outdoor recreation and shopping:

Browse and book things to do in Saint Leo on Expedia.
Can I change or cancel my Saint Leo vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Saint Leo vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Saint Leo vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Saint Leo vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Saint Leo?
To find last-minute vacation packages to Saint Leo, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Saint Leo vacation packages?
Free cancellation on a Saint Leo vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Saint Leo vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Saint Leo getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Saint Leo vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.