
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.

Heated Pool & Kayaking House in Lake Panasoffkee
Bring the whole family to this great place with lots of room for fun. Enjoy this stylish house very close to the lake. Create new memories while staying at this beautiful property and all its amenities such as an indoor pool with nature view. Designed play room with pool/hockey air table and so much fun. With lake access from the its yard and 5 minutes from all restaurants and entertainments at Lake Panasoffkee. This fully renovated house will make your trip a unique and unforgettable experience
4.85 out of 5 average rating, 117 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!
4.94 out of 5 average rating, 156 reviews
Nature Coast Lakeside Getaway- Pool Home w/ Dock
Enjoy lakefront living close to everything the Nature Coast has to offer. Entire home is for your use with a private pool and boat dock. Beautifully decorated and comfortable living space to enjoy some family time. The 3 bedroom home has 2 king beds, 1 bunk bed (twin and full size) and 1 twin trundle bed. Sleeps 8. Enjoy using the 3 kayaks on the lake during the day, then challenge each other to a game of 8 ball at night on the billiards table. Swim and enjoy cocktails by the pool on the lanai.
4.95 out of 5 average rating, 149 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.
4.94 out of 5 average rating, 396 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!
4.98 out of 5 average rating, 177 reviews
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!
4.9 out of 5 average rating, 115 reviews
Safari themed private addition with pool/hot tub.
This special Guest house addition is Central to everything in The Villages! Making it easy to plan your visit. In The Village of Osceola Hills @ Soaring Eagle Preserve. Just North of Rt 44. A short golf cart or car ride to Brownwood Square & Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Play over 50 golf courses at a minimal fee, & free rec centers! We have an easy 4 seater Golf-cart rental , & request free Guest passes!
5.0 out of 5 average rating, 128 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!
4.97 out of 5 average rating, 188 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.
4.98 out of 5 average rating, 244 reviews
Perfect "get-away" home for a couple or family!
Great getaway for a single, couple, or a family. Only an hour from the Disney Parks! By golf cart, you are only minutes from pools, rec. centers, golf courses and many dining options as well as the grocery store. The home includes a nice outdoor seating area. The "squares" provide FREE nightly entertainment. Golf cart included in price for getting around in The Villages. This get-away home is perfect for people looking to relax OR never be bored! It's always a great day at The Villages!
4.86 out of 5 average rating, 277 reviews
Location Can’t be Beat! With cart!
Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.
4.84 out of 5 average rating, 134 reviews
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!
4.96 out of 5 average rating, 143 reviewsPopular amenities for Sumter County family-friendly rentals
Family-friendly home rentals with a hot tub

Entire 3 BR Home(Sleeps 8)+Hot Tub in The Villages
4.92 out of 5 average rating, 153 reviews
Villages-Private Heated Pool-Central Location
4.94 out of 5 average rating, 162 reviews
3 BR 2 BA Coastal-vibe,Golf Cart,Pools, Pickleball
4.94 out of 5 average rating, 101 reviews
Htd Pool & Attached Hot Tub. Rare corner propty
5.0 out of 5 average rating, 6 reviews
Hilltop Cattle Farm Stay w/pool house
5.0 out of 5 average rating, 28 reviews
Log cabin on the river
4.84 out of 5 average rating, 195 reviews
Poolside Paradise-w/ Pool & Golf Cart The Villages
5.0 out of 5 average rating, 21 reviews
Pirates & Parrots - The Villages - Golf Cart &Pool
5.0 out of 5 average rating, 61 reviewsFamily- and pet-friendly home rentals

Farmhouse Stay / Perfect for Florida Adventures
4.89 out of 5 average rating, 102 reviews
Cypress Cottage
4.97 out of 5 average rating, 115 reviews
Inverness Home with a View
4.95 out of 5 average rating, 241 reviews
Dade City Cozy Little Coop
5.0 out of 5 average rating, 103 reviews
Studio Zen
4.82 out of 5 average rating, 277 reviews
Private 3/2, 2 Golf Carts, Pizza Oven, Game Table!
4.99 out of 5 average rating, 176 reviews
Lake Pan Cabin #4
4.85 out of 5 average rating, 221 reviews
The Cove Point House
4.96 out of 5 average rating, 356 reviewsFamily-friendly home rentals with a pool

Hickory Breeze Guest House
4.95 out of 5 average rating, 243 reviews
4 Bedroom Dade City Home
4.9 out of 5 average rating, 181 reviews
1199 Merryweather - Walk to Lake Sumter Sq 3nt min
4.94 out of 5 average rating, 102 reviews
2/2 custom pool home with 4 person gas golf cart
4.96 out of 5 average rating, 156 reviews
King Bed, Golf Cart, Small Dogs & Water Filter!
4.96 out of 5 average rating, 105 reviews
Rural-Lux-Farm Stay-Pool-Animals-Private-Sleeps 8
5.0 out of 5 average rating, 57 reviews
Historical Home away from Home
5.0 out of 5 average rating, 17 reviews
Pool House Near Eastport and Middleton
5.0 out of 5 average rating, 28 reviewsDestinations to explore
- Pet-friendly rentals Sumter County
- Villa rentals Sumter County
- Rentals with pools Sumter County
- Rentals with lake access Sumter County
- Rentals with a kayak Sumter County
- Rentals with a hot tub Sumter County
- House rentals Sumter County
- Motorhome rentals Sumter County
- Rentals with breakfast Sumter County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Walt Disney World Resort
- Universal Studios Florida
- Universal Orlando Resort
- Disney Springs
- Weeki Wachee Springs
- SeaWorld Orlando
- Orange County Convention Center
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Epcot
- Universal's Volcano Bay
- Kia Center
- Rainbow Springs State Park
- Camping World Stadium
- Disney's Animal Kingdom Theme Park
- Tinker Field
- Discovery Cove
- Reunion Resort Golf Courses - Palmer & Watson
- Old Town
- University of South Florida
- ChampionsGate Golf Club
- ICON Park
- Disney's Hollywood Studios
- Epperson Lagoon





