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Saint Leo Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Saint Leo vacation rentals

A lush garden with a variety of ferns and greenery, a small pond, and a decorative bird bath.

1. Enjoy the Pleasures of Historic Downtown Dade City- The Dade City Bungalow

Enjoy the Pleasures of Historic Downtown Dade City- The Dade City Bungalow
Dade City
10.0 out of 10, Exceptional, (4 reviews)
"We had an amazing stay will definitely stay again next year "
United States
Lorrie R.
The price is CA $192
CA $233 total
includes taxes & fees
Nov 18 - Nov 19
Enjoy the Pleasures of Historic Downtown Dade City- The Dade City Bungalow
A white brick house with a black door, a small porch, and a white fence.

2. The Carriage House Downtown Dade City is a spacious 2,000 sq ft private two-story residence featuring two bedrooms, two full baths, a king master suite, dedicated office space, full washer and dryer, and private entrance — all just steps from shop

The Carriage House Downtown Dade City is a spacious 2,000 sq ft private two-story residence featuring two bedrooms, two full baths, a king master suite, dedicated office space, full washer and dryer, and private entrance — all just steps from shop
Dade City
The price is CA $187
CA $446 total
includes taxes & fees
Nov 15 - Nov 16
The Carriage House Downtown Dade City is a spacious 2,000 sq ft private two-story residence featuring two bedrooms, two full baths, a king master suite, dedicated office space, full washer and dryer, and private entrance — all just steps from shop
A bedroom with a large window, a bed with multiple pillows, a bedside lamp, and a wicker tray with a towel.

3. Adorable 3-bedroom house in tranquil San Antonio nearby Mirada lagoon

Adorable 3-bedroom house in tranquil San Antonio nearby Mirada lagoon
San Antonio
The price is CA $449
CA $759 total
includes taxes & fees
Nov 19 - Nov 20
Adorable 3-bedroom house in tranquil San Antonio nearby Mirada lagoon
A large water park with multiple water slides and pools.

4. 2 Bed Cozy Home, Dade City, Pickle Ball

2 Bed Cozy Home, Dade City, Pickle Ball
3.0 star property
Dade City
10.0 out of 10, Exceptional, (1 review)
2 Bed Cozy Home, Dade City, Pickle Ball
A hotel with a central courtyard, a covered outdoor seating area, and a parking lot with golf carts.

5. Wake Up on the Green | Lake Jovita Villa, DISCOVER YOUR IDEAL GOLF RETREAT

Wake Up on the Green | Lake Jovita Villa, DISCOVER YOUR IDEAL GOLF RETREAT
Dade City
10.0 out of 10, Exceptional, (12 reviews)
"Right on the course, very clean, wonderful host! Easy check in, Wi-Fi and golf cart!"
United States
Genevieve C.
The price is CA $482
CA $832 total
includes taxes & fees
Dec 8 - Dec 9
Wake Up on the Green | Lake Jovita Villa, DISCOVER YOUR IDEAL GOLF RETREAT
A light blue vintage refrigerator with a built-in wooden shelf unit above it.

6. Cabin At A Wildlife Sanctuary - Diego’s Cabin

Cabin At A Wildlife Sanctuary - Diego’s Cabin
Dade City
9.8 out of 10, Exceptional, (26 reviews)
"We had a great time. The highlight was the sweet resident deer there. It was an experience we will never forget."
United States
Lori L.
The price is CA $128
CA $233 total
includes taxes & fees
Nov 18 - Nov 19
Cabin At A Wildlife Sanctuary - Diego’s Cabin
A kitchen with wooden cabinets, a white refrigerator, a stove, and a microwave.

7. Florida Breeze - Wildlife Sanctuary

Florida Breeze - Wildlife Sanctuary
Dade City
9.8 out of 10, Exceptional, (38 reviews)
"It is a wonderful and peaceful environment. My son and I enjoyed all of the animals and especially appreciated the tour which was provided."
United States
Erik M.
The price is CA $171
CA $309 total
includes taxes & fees
Nov 15 - Nov 16
Florida Breeze - Wildlife Sanctuary
A log cabin with a porch, two rocking chairs, and a small garden area.

8. Charming Farm Stay with Fresh Eggs 🐓 1.5 Acres Near Tampa in Wesley Chapel

Charming Farm Stay with Fresh Eggs 🐓 1.5 Acres Near Tampa in Wesley Chapel
Zephyrhills
10.0 out of 10, Exceptional, (1 review)
"Beautiful and relaxing"
United States
R S.
The price is CA $225
CA $440 total
includes taxes & fees
Nov 15 - Nov 16
Charming Farm Stay with Fresh Eggs 🐓 1.5 Acres Near Tampa in Wesley Chapel
A wooden deck with a hot tub, wooden railings, and a tree.

9. Farmhouse Villa Near Epperson Lagoon

Farmhouse Villa Near Epperson Lagoon
Wesley Chapel South
9.6 out of 10, Exceptional, (19 reviews)
"AMAZING!"
United States
jessica L.
The price is CA $428
CA $929 total
includes taxes & fees
Nov 29 - Nov 30
Farmhouse Villa Near Epperson Lagoon
An outdoor seating area with two chairs and a table, surrounded by a wooden pergola and greenery.

10. Pangola Cottage

Pangola Cottage
2.0 star property
Land O' Lakes
The price is CA $204
CA $337 total
includes taxes & fees
Nov 17 - Nov 18
Pangola Cottage
A living room with hardwood flooring, a beige sofa, a coffee table, and a TV mounted on the wall.

11. Country Home in the City with and Acre of Land

Country Home in the City with and Acre of Land
Zephyrhills
10.0 out of 10, Exceptional, (1 review)
The price is CA $176
CA $504 total
includes taxes & fees
Nov 16 - Nov 17
Country Home in the City with and Acre of Land
A hotel room with a bed, a chair, a desk, a lamp, a handbag, and a view of greenery through a glass door.

12. Oasis of Greens & Courts | Car-Free, Quiet Resort

Oasis of Greens & Courts | Car-Free, Quiet Resort
Wesley Chapel South
The price is CA $454
CA $589 total
includes taxes & fees
Nov 16 - Nov 17
Oasis of Greens & Courts | Car-Free, Quiet Resort
A covered outdoor seating area with a ceiling fan, a sliding glass door, and a view of the surrounding area.

13. Modern luxury studio, cozy retreat

Modern luxury studio, cozy retreat
Wesley Chapel South
The price is CA $214
CA $464 total
includes taxes & fees
Nov 29 - Nov 30
Modern luxury studio, cozy retreat
A beach with thatched umbrellas, lounge chairs, and a clear blue sky.

14. Executive 5 Bedroom Pool Home, Dade City!

Executive 5 Bedroom Pool Home, Dade City!
2.0 star property
Dade City
The price is CA $750
CA $1,636 total
includes taxes & fees
Dec 7 - Dec 8
Executive 5 Bedroom Pool Home, Dade City!
A compact living space with a kitchenette, a sofa, a dining area, and a ceiling fan.

15. Ultimate Glamping Stay & Play Fun Spot

Ultimate Glamping Stay & Play Fun Spot
Ridge Manor
The price is CA $255
CA $476 total
includes taxes & fees
Nov 23 - Nov 24
Ultimate Glamping Stay & Play Fun Spot
A covered porch with a white exterior, a door with a 'No Smoking' sign, a bench, a chair, a table with a potted plant, and a hanging light fixture.

16. Modern studio apartment with covered outside seating area

Modern studio apartment with covered outside seating area
Spring Hill
9.6 out of 10, Exceptional, (71 reviews)
"Room was clean and perfect for 2 people. It’s smaller than a hotel room but loved the privacy. Microwave, refrigerator, and real cutlery were appreciated. Complimentary microwave popcorn bag was a nice touch."
United States
Wayne
The price is CA $67
CA $155 total
includes taxes & fees
Nov 14 - Nov 15
Modern studio apartment with covered outside seating area
An outdoor seating area with two chairs and a table, surrounded by a wooden pergola and greenery.

17. Pangola Cottage - A peaceful farm retreat with a saltwater pool and a shared pool in Land of Lakes

Pangola Cottage - A peaceful farm retreat with a saltwater pool and a shared pool in Land of Lakes
Land O` Lakes
The price is CA $139
CA $264 total
includes taxes & fees
Nov 15 - Nov 16
Pangola Cottage - A peaceful farm retreat with a saltwater pool and a shared pool in Land of Lakes
A kitchen with a central island, bar stools, wooden cabinets, and a ceiling with recessed lighting.

18. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
Brooksville
10.0 out of 10, Exceptional, (14 reviews)
"Great hosts house was clean and beautiful "
United States
Gregg K.
The price is CA $210
CA $705 total
includes taxes & fees
Nov 15 - Nov 16
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!
A covered seating area with a sofa and chairs, surrounded by a wooden pergola with string lights, set in a wooded area.

19. Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!
Brooksville
10.0 out of 10, Exceptional, (5 reviews)
"We love this place, we ride at Croom a few times a year. Would definitely stay here again. "
United States
Richard B.
The price is CA $116
CA $355 total
includes taxes & fees
Nov 16 - Nov 17
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!
A small house with a metal roof, a concrete driveway, and a wooden fence.

20. Cozy 1-bedroom cottage in peaceful Brooksville with AC

Cozy 1-bedroom cottage in peaceful Brooksville with AC
South Brooksville
8.8 out of 10, Excellent, (6 reviews)
"Perfect little getaway. The space is located in a very quiet area and yet you are minutes away from local destinations. For us, the size and set up was great. All we need for our stay. "
United States
George I.
The price is CA $96
CA $188 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 1-bedroom cottage in peaceful Brooksville with AC
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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Top Saint Leo Hotel Reviews

A hotel room with a large bed, a sofa, a coffee table, a desk, and a window with curtains.
Roadstar Hotel Zephyrhills

Roadstar Hotel Zephyrhills

Roadstar Hotel Zephyrhills
Zephyrhills

10/10 Excellent

Great hotel with amazing staff who are so accommodating !!
Canada
Monica
Reviewed April 4, 2026
Roadstar Hotel Zephyrhills

Find out more about Saint Leo

Everything you need to know about Saint Leo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Saint Leo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Saint Leo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Saint Leo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Saint Leo. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Saint Leo vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Saint Leo vacation rentals we have selected for you start as low as CA $66 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Saint Leo rentals

At Expedia, we put the best Saint Leo vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Saint Leo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Saint Leo vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Saint Leo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Saint Leo?

Yes, you can find vacation rentals close to popular sights in Saint Leo, or you can select a more remote option if you want a relaxing place to stay. Saint Leo is known for its university setting.

What are some of the best vacation home rentals that Saint Leo has to offer?

Amazing heated pool 4 BR/2 baths newly renovated home with large deck!: This vacation home rental near Saint Leo offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

What’s there to see and do in Saint Leo?

Explore the area and family-friendly sights such as Mirada Lagoon, or get out into nature at a spot like Wesley Chapel District Park. In the larger area, you’ll find Saint Leo University and Dade City Atlantic Coast Line Railroad Depot.

What are vacation rentals like in Saint Leo?

Vacation rentals are privately owned properties you can book for several days or more in Saint Leo. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family getaway.