Holiday rentals in Sumter County

Withlacoochee River House w/ Kayaks, Bikes, Canoes

Located on the main channel of the Withlacoochee River across from the State Forest, this home offers relaxation and recreation. The home is equipped with canoes & kayaks to launch from the backyard, and bikes to enjoy the 40+ miles of paved and mountain bike trails. Come home to relax by the fireplace and enjoy the river view, hang out and fish from the river bank, lie out back in a couple hammocks, or fire up the grill. This home is a great vacation getaway for couples, families, & friends!

Location · Value · Check-in

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

The Guesthouse at 3 Ponds Farm is located in Central Florida on a 22 acre family farm, at the end of a gravel country road. The house is private and situated under majestic oaks dripping in Spanish moss. The property is convenient to both popular amusement parks and Florida's beautiful natural springs and wildlife. Enjoy the pool (not heated) fire pit & yard games The Guesthouse is perfect for a family vacation, girls getaway, fishing trip, or to celebrate an anniversary. Max occupancy is 8

Location · Family · Decor

Get to the Choppa! One-of-a-kind 2/1 Helicopter!

Experience a truly UNIQUE Stay! “Chinook” is situated on a serene 5-acre compound inside the breathtaking Withlacoochee State Forest and the thrilling Croom Motorcycle Area, outside of Brooksville, FL. This unforgettable vacation experience is sure to take your adventure to new heights! Our one-of-a-kind accommodation, a REAL repurposed Chinook CH-47D helicopter, promises a stay like no other. This iconic “choppa” with the modern amenities of home, can not be found anywhere else in the world!

Value · Location · Bathroom

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.

Location · Family · Pets

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.

Value · Location · Getting around

The Eagle's Nest

Come relax at this unique and tranquil old Florida home in charming Floral City. This 2-bedroom, 2-bathroom vacation rental offers a fully equipped kitchen, a screened-in porch, and a spacious yard. Fish for bass right off dock, canoe down the canal, or just relax around the fire pit. Airboaters, bring your boat and enjoy the Flying Eagle Preserve. Lots of fun trails and many islands to explore. Hommassa Springs & Crystal River only 30 miles away. Withlacoochee Bike trail within a few miles.

Family · Location · Amenities

Sweetwater Cottage private dock, canoe & kayaks

Please note the 15.5% Host Service Fee is an Airbnb fee, they chose the name, host do not collect this fee. FL is in a drought, water levels are 8ft + lower than normal. You can still enjoy fishing and kayaking. This home is fully fenced and features a private dock. We are pet friendly for well behaved four legged friends that enjoy traveling. We have a 14 ft canoe and 2 kayaks for you to enjoy. We do have a small gas motor you can rent for the canoe allowing you to truly explore the lakes.

Value · Family · Wifi

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.

Value · Family · Condition

Private Waterfront Cabin Retreat with Kayaking

Your private retreat on an acre nestled on a canal to the Withlacoochee River, wrapping around 2 sides of the property. Relax on your porch overlooking the water as you watch the birds and deer play. Kids will love the tire swing, toys such as Lego, Lincoln logs, pool table and ski ball. Kayaks available to our guests awaiting adventure. Bond around the fire pit, walk the trails, lounge in the hammocks, and fish on the dock. Setup the big screen to watch a movie. Welcome to your get-a-way!

Location · Value · Cleanliness

Log Cabin - Authentic & Private

Tucked away in the heart of Central Florida, this two-story log cabin offers a rare blend of rustic charm and unbeatable location. The warmth of natural wood and a stone fireplace invites slow mornings and relaxed evenings. What truly makes this cabin special is its setting. You get the peaceful, lodge-style feel of a country retreat while being just a short drive from Florida’s famous beaches and world-class attractions. Experience a side of Florida most people never expect.

Family · Location · Kitchen

Welcome happy Campers, have fun!

Enjoy peaceful surroundings & have fun with our little furry friends @theranchsite 5 minutes away from the chase wildlife sanctuary and the 29 Mile Van Fleet Trail . Just 25 minutes to the Clermont Downtown and 1 hour to Tampa , Orlando ,Ocala and the theme parks . In the heart of Florida and closer to the most stunning springs in the state . Bushnell Motorsport park offers an incredible high speed rental kart experience ,no reservation required and only 25 minutes away .

Value · Family · View

Stunning Waterfront Retreat!

Prime Waterfront Location Between The Villages & Inverness! This 2-bed, 2-bath gem offers over 100 ft of waterfront, vaulted ceilings, granite countertops, and an open layout. The master suite features stunning water views. Enjoy coffee or cocktails on the screened patio or fish from your private dock. A one-car garage and unbeatable location make this the perfect Florida retreat—combining comfort, style, and serene living. Don’t miss this slice of paradise!

Location · Value · River