Saint Leo Vacations from $396

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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.
The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Price was $967, price is now $396 per person
$396
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,681 reviews)
Clean room. Exceptional service from all the staff each day. Amazing amenities. And gorgeous views.

Reviewed on Dec 14, 2025

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,496, price is now $448 per person
$448
per person
Feb 15 - Feb 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,145 reviews)
Beautiful place to stay.

Reviewed on Dec 14, 2025

Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was $1,433, price is now $544 per person
$544
per person
Jan 27 - Feb 3
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The outside of the building could use some tlc but inside was clean and updated. Staff was attentive, polite, & helpful. Breakfast was surprisingly better than I anticipated with hot options outside of the traditional continental options. Furniture around pool was pressure washed every morning and plentiful. There are no seating options for the beach however we would definitely stay here again.

Reviewed on Nov 30, 2025

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was $1,126, price is now $441 per person
$441
per person
Feb 2 - Feb 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (2,232 reviews)
Wonderful staff, clean room, and loved how spacious the gym was.

Reviewed on Dec 14, 2025

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was $1,144, price is now $460 per person
$460
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Overall amazing stay. Enjoyed the free amenities at the sister property as well

Reviewed on Dec 10, 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 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 Dec 21 to Dec 22
$110 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (1,013 reviews)
Staff was very welcoming. Room was clean and comfy. Perfect size for what was needed. Hot water quickly ran out and water pressure was ok but it did the job. Would have been 5 stars outside of that! very close to many food options. I did hear traffic but nothing that I lost sleep over.

Reviewed on Dec 8, 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 Dec 22 to Dec 23
$125 total
Dec 22 - Dec 23
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Staff were very friendly! Place was clean and well kept. Easy parking and also a quiet spot as well - in a safe srea

Reviewed on Dec 8, 2025

SpringHill Suites by Marriott Tampa North/I 75 Tampa Palms
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
$75 nightly
The price is $83 total per night from Dec 16 to Dec 17
$83 total
Dec 16 - Dec 17
Total with taxes and fees
7/10 Good! (1,001 reviews)
The room was clean and confortable.

Reviewed on Dec 9, 2025

Days Inn by Wyndham Brooksville/Dade City
See all 613 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 $396 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.