
Holiday houses in St. Leo
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Top-rated holiday rentals in St. Leo
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South Brooksville Ave. Bungalow
Welcome to our historic home in Downtown Brooksville! This peaceful unit is located on one of the most historic streets in Brooksville, Florida! We are walking distance to local restaurants, shops, museums, concerts and trails! Sit, relax and enjoy the outdoors from one of the three decks or around the fire pit! Come and visit Florida's Nature Coast! We are near to Weeki Wachee River! Crystal River to visit the manatees and many other springs! Bike from here right to Withlacoochee State Trail!

Dade City Farm Stay
A prime location for bikers and cycling with some of the only rolling hills in Florida. 30 minutes from Tampa attractions: Busch Gardens, Tampa Premium Outlets, Straz Center, ZooTampa. Local attractions: Giraffe Ranch, Kumquat Festival. Down the road is Snow Cat Ridge, Tree Hoppers, Scream-a-geddon. A rural place with a charming downtown scattered with unique eats and antique shops. Get away from it all while making memories on our farm. Enjoy our animals on your stay! Camel, ostrich and more!

Dade City Cozy Little Coop
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.

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.

The Palm Tree Getaway
Ever stayed the night in the woods? Cross it off the bucket list with our ‘Tiny-Home’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This Modern Luxury tiny home was thoughtfully crafted to capture the natural beauty of its old Florida virgin forest surroundings. Glamping at its finest with the best modern conveniences like a full gourmet kitchen, spa like shower, 5G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

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.

Peaceful Home Retreat w/Pool Near St. Leo & Mirada
Comfortable 2BR/1BA home in a residential neighborhood, great for family visits or local events. Includes a dedicated workspace and internet (best effort; speeds not guaranteed). Enjoy a large screened-in lanai with an outdoor kitchen and a private yard with an in-ground pool (seasonally closed November through February; no heater). Dogs are welcome with prior approval (pet fee applies). Cats are not permitted. Owners live nearby and are available if needed while respecting guest privacy.

Cute farmhouse in a park like setting on 10 acres
Come relax away from it all, in the middle of it all. Our super cute farm house is located on 10 peaceful acres in Wesley Chapel where you can sit on the covered porches and watch our abundant assortment of wildlife including deer, tortoises, and rabbits ALL while having your coffee or wine. You can see all of the stars in the night sky, yet you are 5 mins from shopping, dining and entertainment and a mere 15 mins from Tampa. 5 mins from I-75. Complete privacy, but centrally located.

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.

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.

Cozy Golf Villa at Lake Jovita * St. Leo access
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

Fox Ridge House + WiFi + BBQ + Mini Golf

Tiny House near Park+Mainstreet

Charming Willow

The Carriage House

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

Historic Sweetwater Cottage |Fenced Yard & Firepit

Private Guest Suite w/ Private Entrance

10 minutes from Mirada Lagoon/1 bed 1 bath Barndo
Destinations to explore
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- Walt Disney World Resort
- Orange County Convention Center
- Universal Orlando Resort
- Weeki Wachee Springs
- Disney Springs
- SeaWorld Orlando
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Epcot
- Disney's Animal Kingdom Theme Park
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Amalie Arena
- Old Town
- Tampa Convention Center
- Dunedin Beach
- ESPN Wide World of Sports
- Vinoy Park
- Hard Rock Casino
- Disney's Hollywood Studios
- LEGOLAND Florida Resort
- University of South Florida





