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Saint Leo Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Saint Leo vacation rentals

A bedroom with a bed, a ceiling fan, an air conditioning unit, a window with blinds, and a door leading to another room.

1. Comfortable Home in Dade City!

Comfortable Home in Dade City!
2.0 star property
Dade City
Comfortable Home in Dade City!
A room with a bed, a TV mounted on the wall, and a window with curtains.

2. 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.
$151 nightly
The price is $168
Nov 16 - Nov 17
Total with taxes and fees
Enjoy the Pleasures of Historic Downtown Dade City- The Dade City Bungalow
A bedroom with a bed, a ceiling fan, an air conditioning unit, a window with blinds, and a door leading to another room.

3. Dade City 3BR House | Fire Pit, Sleeps 6

Dade City 3BR House | Fire Pit, Sleeps 6
Dade City
8.6 out of 10, Excellent, (10 reviews)
"We had a wonderful stay. We will definitely be back. Highly recommend."
United States
Susan R.
Dade City 3BR House | Fire Pit, Sleeps 6
A dining room with a wooden table, six chairs, a rug, and a staircase.

4. 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
$291 nightly
The price is $301
Nov 8 - Nov 9
Total with taxes and fees
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 living room with a grey sectional sofa, two white armchairs, a small table, and a dining table with chairs. There is a potted plant in the corner.

5. Dade City 2BR | Pets OK — Book Both Sides, Sleeps 8

Dade City 2BR | Pets OK — Book Both Sides, Sleeps 8
dade city
10.0 out of 10, Exceptional, (3 reviews)
"We felt right at home there, great neighborhood and plenty of places nearby to order food from and have delivered. "
United States
Anonymous traveler
$356 nightly
The price is $396
Nov 4 - Nov 5
Total with taxes and fees
Dade City 2BR | Pets OK — Book Both Sides, Sleeps 8
A kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with stools.

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

Adorable 3-bedroom house in tranquil San Antonio nearby Mirada lagoon
San Antonio
$479 nightly
The price is $532
Nov 4 - Nov 5
Total with taxes and fees
Adorable 3-bedroom house in tranquil San Antonio nearby Mirada lagoon
A modern kitchen with wooden cabinets, a marble countertop, and a dining area with wooden chairs.

7. Dade City 2BR | Gated Pool & Pickleball

Dade City 2BR | Gated Pool & Pickleball
Dade City
10.0 out of 10, Exceptional, (4 reviews)
"I came back to this property after a stay in June. It provided just what I needed."
United States
Cindy S.
$368 nightly
The price is $409
Nov 30 - Dec 1
Total with taxes and fees
Dade City 2BR | Gated Pool & Pickleball
A kitchen with teal walls, wooden cabinets, a microwave, a toaster, and a sink.

8. 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.
$147 nightly
The price is $163
Nov 18 - Nov 19
Total with taxes and fees
Cabin At A Wildlife Sanctuary - Diego’s Cabin
A spacious dining room with a large wooden table, white upholstered chairs, and a crystal chandelier.

9. Lakefront Estate | Sleeps 18, Pool, Events OK

Lakefront Estate | Sleeps 18, Pool, Events OK
dade city
9.4 out of 10, Exceptional, (8 reviews)
"Second time staying at the lovely well appointed home. Extremely spacious well appointed home away from home. "
United States
Meghan C.
$963 nightly
The price is $1,070
Nov 9 - Nov 10
Total with taxes and fees
Lakefront Estate | Sleeps 18, Pool, Events OK
A kitchen with wooden cabinets, a white refrigerator, a stove, and a microwave.

10. 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.
$194 nightly
The price is $216
Nov 4 - Nov 5
Total with taxes and fees
Florida Breeze - Wildlife Sanctuary
A living room with a grey sectional sofa, two white armchairs, a small table, and a dining table with chairs. There is a potted plant in the corner.

11. Cozy 2 Bedroom Home, Dade City! #2

Cozy 2 Bedroom Home, Dade City! #2
2.0 star property
Dade City
$359 nightly
The price is $402
Nov 4 - Nov 5
Total with taxes and fees
Cozy 2 Bedroom Home, Dade City! #2
A log cabin with a porch, two rocking chairs, and a small garden area.

12. 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.
$209 nightly
The price is $233
Nov 4 - Nov 5
Total with taxes and fees
Charming Farm Stay with Fresh Eggs 🐓 1.5 Acres Near Tampa in Wesley Chapel
A view from a window overlooking a lush garden with trees and a grassy field.

13. 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.
$603 nightly
The price is $650
Nov 23 - Nov 24
Total with taxes and fees
Wake Up on the Green | Lake Jovita Villa, DISCOVER YOUR IDEAL GOLF RETREAT
A modern interior with a bed, sofa, dining area, and kitchen.

14. Modern luxury studio, cozy retreat

Modern luxury studio, cozy retreat
Wesley Chapel South
$275 nightly
The price is $306
Nov 5 - Nov 6
Total with taxes and fees
Modern luxury studio, cozy retreat
A living room with hardwood flooring, a beige sofa, a coffee table, and a TV mounted on the wall.

15. 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)
$315 nightly
The price is $350
Nov 4 - Nov 5
Total with taxes and fees
Country Home in the City with and Acre of Land
A living room with a sofa, a wooden coffee table, a wicker armchair, a green cabinet, and a painting on the wall.

16. Pangola Cottage

Pangola Cottage
2.0 star property
Land O' Lakes
$204 nightly
The price is $228
Nov 10 - Nov 11
Total with taxes and fees
Pangola Cottage
A modern kitchen with a central island, black cabinetry, stainless steel appliances, and a large window providing natural light.

17. Farmhouse Villa Near Epperson Lagoon

Farmhouse Villa Near Epperson Lagoon
Wesley Chapel South
9.6 out of 10, Exceptional, (19 reviews)
"This place was great! Very clean and updated. Enjoyed all the extra…and the goats!"
United States
Cindi T.
$587 nightly
The price is $652
Nov 8 - Nov 9
Total with taxes and fees
Farmhouse Villa Near Epperson Lagoon
A wicker outdoor sofa set with cushions and a glass-top coffee table, placed on gravel.

18. 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.
$104 nightly
The price is $115
Nov 16 - Nov 17
Total with taxes and fees
Cozy 1-bedroom cottage in peaceful Brooksville with AC
A living room with a sofa, a wooden coffee table, a wicker chair, and a small cabinet.

19. 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
$161 nightly
The price is $180
Nov 8 - Nov 9
Total with taxes and fees
Pangola Cottage - A peaceful farm retreat with a saltwater pool and a shared pool in Land of Lakes
A modern living room with a sofa, coffee table, TV stand, and a decorative wall piece.

20. Gorgeous 1-bedroom/bathroom condo with AC in charming Zephyrhills

Gorgeous 1-bedroom/bathroom condo with AC in charming Zephyrhills
Wesley Chapel South
10.0 out of 10, Exceptional, (2 reviews)
"Great place. Quiet and clean. Terry was great"
United States
Shannon M.
$264 nightly
The price is $293
Nov 4 - Nov 5
Total with taxes and fees
Gorgeous 1-bedroom/bathroom condo with AC in charming Zephyrhills
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

Hampton Inn & Suites Tampa-Wesley Chapel

Hampton Inn & Suites Tampa-Wesley Chapel

10/10 Excellent
"Goodaroo"
Russell 1-night trip
Posted 11 hours ago
Hampton Inn & Suites Tampa-Wesley Chapel

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Saint Leo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $99 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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.