
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!

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!

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!

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.

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

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.

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.

The Love Shack at The Cove
Take a step back into Cove History with this divine original fish camp cabin! This stylish and cozy gem is perfectly suited for couples! Enjoy authentic wood ceilings, vintage décor, granite counter tops, live oak shelving, breakfast bar and walk in shower. Nestled under huge live oak and surrounded by decking. This cabin offers a romantic retreat and escape from daily life!
Popular amenities for Sumter County family-friendly rentals
Family-friendly home rentals with a hot tub

The Coconut Lounge 3/2 w/ Hot Tub & Pool Table

The Oasis

5-Star Luxury | Prime Location & Top Amenities

Villages home with unique elevated front porch

Villages-Private Heated Pool-Central Location

3/2 Courtyard Villa w/ Hot Tub and Golf Cart

Safari themed private addition with pool/hot tub.

Welcome to the Villages
Family- and pet-friendly home rentals

Cozy Cottage, private back yard, and free coffee!

Carlton Courtyard Villa - Walk to Sumter Landing

Peaceful Cottage in the Heart of Wildwood

Dade City Restful Retro Retreat

Withlacoochee Oasis

Private 2/2 Villa w/ New 4 Seat Gas Golf Cart

New home in the new part of the villages.

Fabulous Courtyard Villa close to Sumter Landing
Family-friendly home rentals with a pool

Charming Country Guest Cottage

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

4 Bedroom Dade City Home

Location Can’t be Beat! With cart!

Heart of The Villages-guest pass for pool, golf

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

FREE Golf Cart + Fabulous Location + Classy Decor!

Brownwood Square - Villages Home
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
- House rentals Sumter County
- Motorhome rentals Sumter County
- Rentals with a firepit Sumter County
- Rentals with a hot tub Sumter County
- Rentals with outdoor seating Sumter County
- Rentals with breakfast Sumter County
- Rentals with a fireplace Sumter County
- Rentals with a washing machine and dryer Sumter County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- Walt Disney World Resort Golf
- SeaWorld Orlando
- Magic Kingdom Park
- Busch Gardens Tampa Bay
- Disney's Animal Kingdom Theme Park
- ESPN Wide World of Sports
- Epcot
- Old Town
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Weeki Wachee Springs
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Bluegreen Vacations Fountains, Ascend Resort Collection
- Island H2O Live!
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club




