
Vacation rentals in Sumter County
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Sumter County
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

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.

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!

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!

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.

The Webster House
Entire private home on 1 acre Three queen bedrooms • Sleeps up to 6 * Known for exceptional cleanliness * Fully equipped kitchen * Dog friendly — No pet fees * Minutes from many of the area's most popular wedding venues and ideal for bridal party staging * Perfect for family visits, business travel, local events, and extended stays * Just a minute from the Webster Public Library, offering ,printing, scanning, and meeting rooms—perfect for business travelers, remote workers * Ample parking

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

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.

Serendipity Lake private dock, canoes & 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 on our direct waterway. 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, Dunnellon or Homosassa. Simply perfect!

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!

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.

Lake Tsala Gardens Waterfront Home
Welcome to our Tsala Gardens Home centrally located in Inverness. There is plenty of outdoor space and decks with room to relax and enjoy. This property has direct access to multiple lakes prime for bass fishing. Bring your boat and launch from the private community boat ramp or public ramp and dock up at our dock house. We are located one mile from downtown Inverness and its shops, restaurants, parks, and bike trails.
Popular amenities for Sumter County vacation rentals
Other great vacation rentals in Sumter County

Private Country Getaway on 20 Acres

The Eagle's Nest

Bay Breeze Villa Free Golf Cart Close to Eastport

Eastport Emerald Escape 2BR Luxury in Well Point

Pool House Near Eastport and Middleton

2BR Mins to Pools & Eastport | Middleton | Patio

Welcome happy Campers, have fun!

Rural-Lux-Farm Stay-Pool-Animals-Private-Sleeps 8
Destinations to explore
- Pet-friendly rentals Sumter County
- Villa rentals Sumter County
- Rentals with lake access Sumter County
- Rentals with pools Sumter County
- Rentals with a kayak Sumter County
- Rentals with a hot tub Sumter County
- House rentals Sumter County
- RV rentals Sumter County
- Family-friendly rentals Sumter County
- Rentals with breakfast Sumter County
- Walt Disney World Resort
- Universal Studios Florida
- Weeki Wachee Springs
- Disney Springs
- SeaWorld Orlando
- Orange County Convention Center
- Universal Orlando Resort
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Rainbow Springs State Park
- Epcot
- Kia Center
- Camping World Stadium
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Tinker Field
- Old Town
- University of South Florida
- Disney's Hollywood Studios
- ESPN Wide World of Sports
- ChampionsGate Golf Club
- ICON Park





