Holiday houses in Sumter County

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Top-rated holiday rentals in Sumter County

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Guest favourite
A serene river scene is depicted, featuring a lone kayaker maneuvering through calm waters reflecting the sky and surrounding trees. Vibrant autumn foliage borders the riverbanks, creating a peaceful ambience in a natural setting.
Holiday home in Bushnell
4.94 out of 5 average rating, 147 reviews

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!

Top Guest favourite
Cottage in Coleman
4.97 out of 5 average rating, 202 reviews

Peaceful Farm Cottage Near Villages | Garden, Pets

Escape to a peaceful private farm cottage just minutes from Villages. Enjoy a romantic, cozy retreat with a private fenced courtyard, mini farm charm, and thoughtful comforts throughout. Pets are welcome with no surprise fees. Easy self check-in and simple checkout make your stay stress-free. Close to Brownwood, dining, shopping, and I-75. Extra parking may be available for boats, trailers, or larger vehicles with advance notice. Traveling with family or friends? Ask about nearby sister rentals.

Top Guest favourite
The exterior of a converted Chinook helicopter is showcased, featuring a fenced area and a welcoming entryway. The surrounding landscape includes greenery and sky, with details of the helicopter's design visible, blending seamlessly into the natural setting.
Plane in Brooksville
4.98 out of 5 average rating, 149 reviews

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!

Top Guest favourite
A screened porch offers a view of the water and surrounding landscape, with seating options including a red leather chair and a light-colored sofa. Natural light fills the space, enhancing the connection with the outdoors.
Cottage in Inverness
4.96 out of 5 average rating, 135 reviews

Serendipity Lake private dock, canoes & kayaks

What a view, what a really good view, YES IT IS! Watch the sunrise and sunset over the water on a private dock. We have 2 canoes and 2 kayaks to enjoy the water or bring your boat! This is a place you will want to come back to time and time again. Water views from all angles, you will feel like you're on a houseboat there's so much water! Plenty of room for outdoor games and activities. Pet friendly. Just a short drive to downtown Inverness and 30 minutes to Crystal River. Simply perfect!

Top Guest favourite
The cabin is surrounded by lush greenery, positioned on a private peninsula. A spacious deck with seating faces the water, offering a serene view of the canal. Natural light filters through the trees, illuminating the inviting structure.
Cabin in Floral City
4.97 out of 5 average rating, 173 reviews

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!

Top Guest favourite
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, 215 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.

Top Guest favourite
A well-maintained pathway leads through a grassy area towards two adjacent structures. One features large screened windows, while the other displays a decorative wall accent. In the background, a view of the water can be seen, framed by lush greenery.
Home in Inverness
4.95 out of 5 average rating, 235 reviews

Inverness Home with a View

Relax in a clean, welcoming, home that has been updated. There are 2 fishing poles available for your use. We make sure they are in working condition and well maintained. Shopping, restaurants, and entertainment is close by. Want a beach....35 minute ride to Fort Island Trail Beach and boat ramp. We do allow hypoallergenic small dogs (2 max), non-shedding, 25 lbs. or less, each w/ proof of shot records, please bring a kennel with you. There is a non refundable $25.00 per dog fee.

Superhost
A spacious living area is presented with a large sectional sofa adorned with textured pillows. A glass coffee table holds decor items, while natural light enters through a nearby window, enhancing the neutral color palette of the room.
Home in Brooksville
4.83 out of 5 average rating, 122 reviews

Family Home in Brooksville FL

This beautiful newly constructed home is located in Brooksville Fl. Perfect getaway, amazing location for family and friends. It is also right next to I-75! The neighborhood is a safe family neighborhood, not far from restaurants and outdoor activities. Travel times: •Treehoppers Aerial Adventure park(24min drive) •Withlacoochee state forest (21mins drive) •Croom motorcycle area(7min drive) •Weeki wachee(25min drive) •Hernando beach(35min drive) •Tampa(35min drive) •Orlando(45min drive)

Top Guest favourite
Farm stay in Dade City
4.92 out of 5 average rating, 365 reviews

Duck Haven - Grounding 18 Acre Wildlife Sanctuary

Have you ever wanted the opportunity to feed an egg to a fox? Or feed 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 sanctuary 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

Guest favourite
The exterior of the home showcases a spacious front porch with a charming swing surrounded by greenery. The light-colored walls and dark roof contrast with the extensive lawn, while large windows provide views into the inviting interior. A decorative star and hanging plants enhance the porch's welcoming appearance.
Home in Webster
4.89 out of 5 average rating, 100 reviews

Quet’s Place | 10-Acre Retreat in Richloam

Escape to the peace and quiet of Old Florida at Quet’s Place, a private 10-acre retreat tucked down a scenic gravel road in historic Richloam. Relax on the front porch with your morning coffee, watch wild turkeys and deer pass by, and unwind in a setting that feels a world away from the noise. Whether you're looking to slow down and enjoy the country or explore nearby attractions, this is the perfect place to relax and recharge.Just about an hour from Florida’s major theme parks.

Guest favourite
A serene waterway reflects the cloudy sky and surrounding trees. Calm water surfaces mirror the landscape, creating a peaceful scene. Several boats are docked along the banks, complementing the tranquil atmosphere of the setting.
Home in Inverness
4.96 out of 5 average rating, 108 reviews

Cypress Cottage

Handicap accessible. Relax with the whole family at this peaceful place to stay. On a dead end street on a channel that goes out to some lakes in the area. Have a canoe,peddle boat and three bikes included to use during your stay. Little over an hour from Orlando Airport and about the same from Tampa Airport. 30 minute drive to Homosassa Springs that has many attractions. If you see any alligators please do not feed them. They become a nuisance and it’s also against the law.

Guest favourite
The entrance features a welcoming porch with a wooden overhang, complemented by two planters filled with greenery. A central door is flanked by large windows, creating a bright and airy feel. The surrounding natural landscape provides a serene backdrop.
Bungalow in Inverness
4.95 out of 5 average rating, 349 reviews

The Cove Point House

Escape to this beautiful retreat surrounded by picturesque ferns. Relax on a screened in porch in one of the most utilized rentals around! Our piece of paradise offers a private dock with views of the sunset and scenic native plants. Lounge on the back deck and grill your favorite meal. Be wonderstruck by personalized touches, customized light fixtures and knotty pine ceilings. Bring the family as the second bedroom offers two twin sized beds!

Popular amenities for Sumter County holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Sumter County