
Family-friendly vacation rentals in Sumter County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sumter County
Guests agree: these family-friendly homes 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.

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!

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!

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.

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.

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.

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.

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!

Cute & Cozy Tiny Guesthouse
Take it easy at this cozy and peaceful getaway located in a safe and quiet neighborhood near The Villages. It's conveniently located all within 1.5 miles to Walmart, Aldi, Waffle House, McDonald's, Pizza Hut, Cracker Barrel, BJ's Wholesale and many other shops and restaurants. Plus, The Villages Hospital. We are also located two miles from The Villages Spanish Springs town square which has free entertainment from 5pm to 9pm every night of the week.

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.
Popular amenities for Sumter County family-friendly rentals
Family-friendly home rentals with a hot tub

Villages home with unique elevated front porch

Villages-Private Heated Pool-Central Location

Safari themed private addition with pool/hot tub.

Log cabin on the river

Poolside Paradise-w/ Pool & Golf Cart The Villages

Pool and Spa Luxury Retreat

Holiday home in the villages.

Entire 3 BR Home(Sleeps 8)+Hot Tub in The Villages
Family- and pet-friendly home rentals

Inverness Home with a View

Tranquil guest home with beautiful salt water pool

Withlacoochee Oasis

Country getaway

King Bed, Golf Cart, Small Dogs & Water Filter!

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

The Cove Point House

Walk to Sumter w/cart - Beautiful Courtyard Villa
Family-friendly home rentals with a pool

StJohns is a great area for golf, hiking, Kayaking

Stylish Villages Getaway

Eastport Emerald Escape 2BR Luxury in Well Point

4 Bedroom Dade City Home

FREE Golf Cart + Fabulous Location + Classy Decor!

Pool House Near Eastport and Middleton

The Villages | Heated Pool | Walk to Sawgrass!

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 hot tub Sumter County
- Rentals with a kayak Sumter County
- House rentals Sumter County
- RV rentals Sumter County
- Rentals with breakfast Sumter County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Walt Disney World Resort
- Weeki Wachee Springs
- Orange County Convention Center
- SeaWorld Orlando
- Disney Springs
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Universal's Volcano Bay
- Rainbow Springs State Park
- Epcot
- Camping World Stadium
- Kia Center
- Disney's Animal Kingdom Theme Park
- Discovery Cove
- Tinker Field
- Old Town
- Reunion Resort Golf Courses - Palmer & Watson
- University of South Florida
- Disney's Hollywood Studios
- ChampionsGate Golf Club
- ICON Park
- Aquatica
- Epperson Lagoon
- Island H2O Live!





