
Holiday rentals in St. Leo
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Top-rated holiday rentals in St. Leo
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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.

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.

Relaxing Howard Hideaway
Welcome to our charming 3-bed, 1.5 bath home nestled in the picturesque town of Dade City, where comfort meets convenience! A perfect blend of modern living and recreational amenities, making it the ideal retreat for your getaway. As you step in, you'll be greeted by a spacious, inviting living area. The open-concept seamlessly connects the living room, dining area and kitchen, perfect for relaxation & socializing. Only 20 min. from Epperson Lagoon, 30 min from the Krate’s and Outlet Shopping.

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.

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.

Lake Jovita Golf Course Villa
Golfer's dream getaway in Lake Jovita! This upscale 3 bedroom, 2 bathroom villa sleeps 8 and overlooks the 18th hole of the South Course, pond, and clubhouse. Fully remodeled with a screened patio and grill for post-round relaxation. Golf cart for transportation is included with the home. Enjoy luxury living just a short drive from beaches, theme parks, and Metro Lagoons. St. Leo University is 2 miles away. Perfect for golf trips, tournaments, or a premium stay for the family on the green.

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

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.

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.

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.

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.

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 holiday rentals
Other great holiday rentals in St. Leo

A Restored 1930s Jewel • Casita Bungalow

Dade City Farm Stay

The Blue House

Tiny Casita•Slow living•Private Entrance•

Charming Willow

The Carriage House

Rural-Lux-Farm Stay-Pool-Animals-Private-Sleeps 8

Magnolia House
Destinations to explore
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- Walt Disney World Resort
- Universal Studios Florida
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- Raymond James Stadium
- Weeki Wachee Springs
- Disney Springs
- SeaWorld Orlando
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Epcot
- Universal's Volcano Bay
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Amalie Arena
- Old Town
- ESPN Wide World of Sports
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- LEGOLAND Florida Resort
- Disney's Hollywood Studios





