Holiday rentals in Sumter County

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Top-rated holiday rentals in Sumter County

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

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Guest favourite
A bright and airy screened porch features a wicker chair and ottoman, inviting relaxation. Sliding glass doors open to the outdoors, while natural light fills the space. A dining table and colorful chairs are positioned nearby, enhancing the connection with nature.
Holiday home in Bushnell
4.94 out of 5 average rating, 151 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!

Guest favourite
The exterior of the mobile home is partially obscured by lush greenery, featuring green shutters that complement the light yellow siding. Sunlight filters through the branches, creating a serene atmosphere around the home.
Home in Floral City
4.96 out of 5 average rating, 206 reviews

Latitude 28 a little Patch of Paradise!

"Latitude 28" in Floral City is a spacious 2 BR/2BA Mobile Home. Once inside you'll find semi-open living concept with split bedrooms; Ciozy bedding w/Queen Pillowtop & ensuite bath in MBR, GBR offers Full gel-foam topper. Living area has unique design elements from a local artisan. Amenities include 40" Smart TV, Wi-Fi, fully equipped eat-in Kitchen w/Keurig. Large Sun Room overlooking the expansive lawn great for Birdwatching and located just .07 miles from Trail for Cycling Enthusiasts!

Top guest favourite
Home in The Villages
4.99 out of 5 average rating, 102 reviews

Virginia Trace | 1 mile to square, walk to pool

1 mile from Lake Sumter Town Square Virginia Trace Villa has everything you need in this updated 3 BR, 2 bath 1740 sq ft villa. A perfect space centrally located to explore The Villages. The villa features a spacious LR area w/ a 65" smart TV, fully stocked kitchen, 2 dining areas, & screened in patio where guests can relax & enjoy the sitting area. In unit washer & dryer. Wifi & parking included. Golf cart accessible. Guest passes available upon request (provide info 3 days prior to check-in).

Top guest favourite
Farm stay in Dade City
4.94 out of 5 average rating, 383 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 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, 154 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
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, 177 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, 220 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 favourite
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, 125 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
Home in Wildwood
5 out of 5 average rating, 34 reviews

Newest Hotspot in The Villages Eastport/Middleton”

Welcome to Eastport! The Villages’ most exciting new lifestyle destination — Eastport! Whether you're visiting for a weekend getaway or an extended stay, this beautifully furnished 2-bedroom, 2-bath Patio Villa w/golf cart puts you in the heart of everything The Villages has to offer — golf, pickleball, shopping, dining, entertainment, recreation, and serene nature. From the moment you arrive, you’ll see why Eastport is the new standard for luxury, leisure, and active adult living.

Top 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, 109 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.

Top guest favourite
Cottage in Inverness
4.96 out of 5 average rating, 137 reviews

Serendipity Lake private dock, canoes & kayaks

FL is in a drought, water levels are 8ft + lower than normal. You can still enjoy fishing and kayaking on our direct waterway. Watch the sunrise and sunset over the water on a private dock. This is a place you will want to come back to time and time again. We do provide kayaks and canoes to enjoy the lakes. 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
Home in The Villages
4.99 out of 5 average rating, 169 reviews

Private 3/2, 2 Golf Carts, Pizza Oven, Game Table!

3-bedroom (sleeps 6), 2-bath home in The Villages with 2 golf carts! Screened & covered patio includes grill, pizza oven, fire table, outdoor seating, table and privacy - rare in The Villages! Access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in family room, all bedrooms & patio, fully equipped kitchen, gaming table & more! 10 minutes to Spanish Springs & Sumter Landing Town Squares.

Popular amenities for Sumter County holiday rentals

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