Vacation rentals in St. Leo

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Top-rated vacation rentals in St. Leo

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Farm stay in Dade City
4.94 out of 5 average rating, 384 reviews

Florida Breeze - 18 Acre Wildlife Sanctuary

Have you ever wanted the opportunity to feed an egg to a fox? Or feed a grape to a lemur? Hand feed a deer or sheep? Dance with a cockatoo? If so you’ll get to have these and many more experiences here during your stay. Our Airbnb is different, and our main focus is on offering rememberal experiences to our guests. We have a small family run 501C-3 wildlife rescue here on our 18 acre facility that you will be staying at. We do live on the property, but in a detached house across the driveway.

Top guest favorite
A modern living area features a plush navy blue couch and loveseat arranged around a glass coffee table. A large television is mounted on a white media console. Soft gray curtains frame a bright window, while a light area rug adds warmth to the space.
Apartment in Dade City
4.95 out of 5 average rating, 127 reviews

Dade City Restful Retro Retreat

You will be close to everything when you stay at this centrally-located home. Thirty minutes from Tampa and Wesley Chapel, one hour to Disney and minutes to numerous wedding venues and amenities in the Dade City area. Come and enjoy the quaint downtown of Dade City, while still being close to all the action. The apartment has TVs and cable, in each bedroom and living room, kitchen with all amenities, washer and dryer and garage. We ask for dogs to be under 30lbs for reservations over 30 days.

Top guest favorite
A serene view of Lake Dowling captures still waters reflecting fluffy white clouds and a blue sky. Green lily pads float on the surface, surrounded by lush greenery and trees along the shoreline, enhancing the peaceful ambiance of the estate.
Home in Dade City
5 out of 5 average rating, 27 reviews

Waters Edge-A Lakefront Oasis of Peace & Privacy

A 10-acre private lakefront estate ideally located to explore both Tampa Bay & Orlando attractions. A scenic, tranquil & luxurious retreat from the city. Directly on Lake Dowling with great bass fishing. Fishing kayaks (3), dock with custom kayak launch, four bedrooms (2 primary suites), 3 full/2 half baths, lux fully equipped kitchen, heated pool, fire pit, games, library, washer/dryer, birdwatching & stargazing. Water’s Edge promises an unforgettable experience in a stunning natural setting.

Top guest favorite
An outdoor porch features a two-person Jacuzzi, inviting relaxation while overlooking a lake. Warm lighting is provided by lanterns, creating an ambient atmosphere against the backdrop of a colorful sunset and silhouettes of trees.
Tiny home in Dade City
4.98 out of 5 average rating, 222 reviews

Eco-Luxurious Lakefront haven (Fire pit & Hot Tub)

Experience the perfect blend of an eco-friendly retreat and modern luxury of our lakefront container home. Nestled in the heart of nature, this stylish oasis promises an unforgettable experience where you can immerse yourself amidst the beauty of the countryside without sacrificing comfort. Plus, enjoy the opportunity to interact with our farm animals, adding a touch of rural charm to your agritourism escape. Also, feel free to check out my other listing, Casa de Elvira on my host profile.

Guest favorite
Villa in Dade City
5 out of 5 average rating, 12 reviews

Elegant 3BR Lake Jovita Golf Villa • St. Leo Acces

Stay in elegance at Lake Jovita Golf & Country Club in this upscale 3BR/2BA villa overlooking the 18th green. Enjoy sweeping golf course views, modern comforts including a golf cart & a flexible guest room w/Twin XLs that convert to a King. Perfect for golfers, couples, families, and St. Leo visitors. This is the only villa rental offering the rare chance to golf Black Diamond Ranch’s private, members-only courses, including the world-famous Quarry Course, for an unforgettable experience.

Top guest favorite
Cottage in Dade City
4.98 out of 5 average rating, 63 reviews

Historic Sweetwater Cottage |Fenced Yard & Firepit

Stay in a charming pet friendly 1920s historic home in Dade City featuring a fully fenced yard, front porch swing, and firepit.— thoughtfully updated with modern comfort. Highlights: • 2 bedrooms: 1 king bed, 1 queen bed + air mattress • Front porch swing — perfect for morning coffee or evening relaxation • Deck with grill for outdoor dining • Firepit with chairs for cozy nights • Cornhole game for added fun • Just 10 minutes from downtown Dade City • 15 minutes from Saint Leo University

Top guest favorite
Apartment in Dade City
5 out of 5 average rating, 9 reviews

The Carriage House

The Carriage House – Downtown Dade City The Carriage House is a spacious 2,000 sq ft private two-story residence in the heart of Downtown Dade City. Featuring two bedrooms, two full baths, a king master suite, office space, full-size washer and dryer, dining area, and private entrance, this beautifully appointed home offers comfort and convenience just steps from shops, dining, and local charm. Ideal for extended stays, business travel, or a relaxing downtown getaway.

Top guest favorite
A tiny house, characterized by its vibrant green exterior and metal roof, is positioned alongside a gently sloping ramp leading to the entrance. Surrounding foliage and gravel pathways offer a natural setting, while the background displays open fields and a fading sunset.
Tiny home in Wesley Chapel
4.97 out of 5 average rating, 170 reviews

King Lake Hideaway

Experience something different Our Tiny house with the amenities of home. Enjoy our very private spot in nature. Beautiful lake view. This is a tiny house. 280 sq feet including the loft. Lots of natural light. It’s perfect for relaxing. We are close to beaches, Sporting venues, museums the aquarium and Busch Gardens in Tampa. Situated between Epperson and Mirada lagoons. Wesley Chapel has movie theaters, mini golf, shopping and restaurants within a short drive.

Guest favorite
Home in Dade City
4.93 out of 5 average rating, 28 reviews

Peaceful Home Retreat w/Pool Near St. Leo

Comfortable 2BR/1BA single-family home in a residential neighborhood, ideal for visiting family, extended stays, remote work, or local events. Includes a dedicated workspace and internet service (best effort; speeds not guaranteed). Enjoy a large screened-in lanai with an outdoor kitchen and a private yard with a gated in-ground pool (seasonally close November through February; No Heater). Owners live nearby and are available if needed while respecting guest privacy.

Top guest favorite
A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A coffee table sits in front, with a tray positioned on top. The kitchen in the background includes a black refrigerator and a dining table surrounded by chairs, illuminated by pendant lighting.
Guesthouse in Zephyrhills
4.99 out of 5 average rating, 116 reviews

Under The Oaks Cottage

A charming cottage nestled beneath majestic oak trees, combining country living within reach of city amenities. This comfortable space features one bedroom with a king size bed along with built in bunk beds in the main living area. Savor a morning cup of coffee in the screened back porch while enjoying the beautiful tropical foliage. Chickens, goats, cows, and a horse forage nearby. You could possibly be entertained by the goats playing on the roof-tops.

Top guest favorite
An aerial view captures a rustic property surrounded by lush greenery, including oak and hickory trees. A winding path leads from the road to the guest house, which is nestled within the expansive landscape. A serene lake is visible in the background.
Guesthouse in Dade City
4.95 out of 5 average rating, 237 reviews

Hickory Breeze Guest House

We invite you to come and enjoy our little piece of country in north Pasco County, Florida! Not fancy, but comfortable is our objective for our guests! We are not a business (nor are we owned by a business) therefore we do not conduct our hospitality like a business, but rather as hosts looking to meet and make new friends! We do all our own cleaning and set-up in the guesthouse so that we know it is done the way we would do it for our own family.

Top guest favorite
Villa in Dade City
4.95 out of 5 average rating, 44 reviews

Villa #9 at Lake Jovita Golf & Country Club

Villa #9 Stay and Play: Stay on the signature hole in this furnished 3BR/2BA villa overlooking the 18th & 9th greens, pond, and fountain of Lake Jovita’s renowned South Championship Course. Play a top‑tier layout with rolling hills and pristine greens, then relax on your screened lanai. Includes 4‑person golf cart for easy access to clubhouse, pro shop, and dining. 30 min to Tampa, near Dade City & Saint Leo.

Popular amenities for St. Leo vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Pasco County
  5. St. Leo