
Family-friendly holiday 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.

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!

Dade City RV
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!

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!

Spotted Dance Ranch
Spotted Dance Ranch is a small guest ranch and horse breeding facility that has been hosting guests since 2014. Come stay in our cozy Cowboy Cottage located on the beautiful ranch grounds, and enjoy the peace and quiet of the ranch located adjacent to the Croom Tract of the Withlacoochee State Forest! Bring your horse if you have one; otherwise, many other outdoor activities and attractions are available nearby, or just relax! We are conveniently located outside Brooksville, FL near I-75.

Fuel Your Passion, Epic Moto Ranch Privateer
Embark on your escape to the Moto Ranch at Croom; an unforgettable off-road & outdoor adventure in the heart of nature. Situated on a serene 5-acre compound inside Croom Motorcycle Area & Withlacoochee State Forest, this is your exclusive getaway to almost endless thrilling motorcycle/ATV trails, outdoor experiences like mountain biking, horseback riding, kayaking, etc. and best of all… endless natural beauty! ☑ Many modern amenities of home ☑ Private access to Croom’s trails ☑ Pets welcomed

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.

Quaint Cottage on an Old Florida Orange Grove
Come stay with us at The Grove! Located on a retired orange grove on the Floral City chain of lakes, you are sure to have a one-of-a-kind Florida experience. Stroll amongst citrus, ancient oaks, and abundant flora on our 66-acre property. We have a walking path right on the water, or get adventurous and explore the wild "north 40" acres! An exceptional piece of land, we neighbor the Flying Eagle Preserve. And only a few miles away from some of Floridas most famous freshwater springs!

Duck Haven - Wildlife Sanctuary - 5 miles to I75
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

Waterfront Cottage 2BR 1B
This charming house is located on nearly an acre of woodland. Fish from the dock of the screen room on the canal or kayak to the nearby lake. Relax in the private backyard Jacuzzi. Bike on the nearby Withlacoochee Trail. There are 2 bedrooms plus living room sleeper sofa, and a lanai with a day bed. Fully furnished. Orlando theme parks are 1 1/2 hour away, Busch Gardens 1 hour. Close to Weeki Wachee, Homosassa and Crystal River for manatee viewing or scallop season.

Peaceful Farm Cottage Near Villages | Garden, Pets
Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.

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.

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, delight in the opportunity to interact with our friendly farm animals, adding a touch of rural charm to your agritourism escape.
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.

Welcome to the Villages

AFRAM OASIS on Gobbler

Log cabin on the river

Poolside Paradise in The Villages, Florida

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

Kat’s Korner

Bay Breeze Villa

Tranquil guest home with beautiful salt water pool

Lake Sumter 2/2 Villa FREE gas cart/Pet friendly

Dade City Restful Retro Retreat

Withlacoochee Oasis

King Bed, Small Dogs OK, and 4-Seater Golf Cart!

Private, remodeled 3/2, Golf Cart - 4, Pizza Oven!
Family-friendly home rentals with a pool

2 min walk to pool, 4 seat cart, 5 min to Eastport

Spotless Villa Near Brownwood Sq- Lanai & King Ste

Heart of The Villages-guest pass for pool, golf

Newer Villa in The Villages near Brownwood

The Golfer's Edge (Golfcart Included)

BrandX Premium - 1921 McMurtrie

The Brownwood Brassie 3BR 2 Bath w/ Golf Cart

The Villages, Citrus Grove home away from home
Destinations to explore
- Rentals with lake access Sumter County
- House rentals Sumter County
- Motorhome rentals Sumter County
- Rentals with outdoor seating Sumter County
- Rentals with a firepit Sumter County
- Rentals with a kayak Sumter County
- Pet-friendly rentals Sumter County
- Villa rentals Sumter County
- Rentals with a fireplace Sumter County
- Rentals with a washing machine and dryer Sumter County
- Rentals with a hot tub Sumter County
- Rentals with pools Sumter County
- Rentals with breakfast Sumter County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- SeaWorld Orlando
- Disney Springs
- Discovery Cove
- Old Town Kissimmee
- Disney's Animal Kingdom Theme Park
- Weeki Wachee Springs
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- Epcot
- ESPN Wide World of Sports
- Amway Center
- Reunion Resort Golf Courses - Palmer & Watson
- Walt Disney World Resort Golf
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- Rainbow Springs State Park
- Universal's Islands of Adventure
