
Family-friendly holiday rentals in Winter Haven
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winter Haven
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Haven family-friendly rentals
Family-friendly home rentals with a hot tub

Sleeps 21|Free Pool Heat|15 min to Disney|Hot Tub

Mickey Fantasia Family Friendly w/accessibility

Spectacular Waterfront Home in Winter Haven

Awesome Vacation Home w/ Private Heated Pool/Spa

ThemedHome+NearDisney+Arcade+KingBed+WaterPark+Spa

Fantastic Water Front Home on the Chain of Lakes

Heated pool/hot tub, near Legoland, Disney,

No Airbnb Fees! Pvt Pool/GameRoom/Clubhouse 271161
Family- and pet-friendly home rentals

Hollingsworth Pool Home

Classic Cottage in country setting

The Paradise Hide Away

Lakefront Home on the Winter Haven Chain O’Lakes!

Luxury 4 Bdr~Private Pool at Champions Gate

7 - Country Cottage 2bed/1bath - Unit 9

Spacious Private Family Home with Pool

Freshly Renovated Home
Family-friendly home rentals with a pool

Near Disney/Baby Friendly/Water Park/Mini-Golf/Gym

3bd/2.5b Close to Disney °Luxury Paradise Living

Breathtaking Home

Stylish Lakehome w.HUGE Pool/Arcade/Theater

Themed Resort Condo | Pool | Spa | Mins to Disney

1157 5BD Dream Home Decoration - Champions Gate

4/2 New Spacious Pool Home

Escape Comfort Property
Quick stats about holiday rentals that are family-friendly in Winter Haven
Total rentals
250 properties
Total number of reviews
10K reviews
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
100 properties have a pool
Rentals with dedicated workspaces
160 properties have a dedicated workspace
Wi-Fi availability
250 properties include access to Wi-Fi
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Four Corners Holiday rentals
- Panama City Beach Holiday rentals
- Rentals with lake access Winter Haven
- Rentals with outdoor seating Winter Haven
- Rentals with a hot tub Winter Haven
- Cabin rentals Winter Haven
- Apartment rentals Winter Haven
- Pet-friendly rentals Winter Haven
- Rentals with pools Winter Haven
- Rentals with a washing machine and dryer Winter Haven
- Guesthouse rentals Winter Haven
- Rentals with a kayak Winter Haven
- Waterfront rentals Winter Haven
- Fitness-friendly rentals Winter Haven
- Private suite rentals Winter Haven
- Rentals with breakfast Winter Haven
- Rentals with a fire pit Winter Haven
- Condo rentals Winter Haven
- Cottage rentals Winter Haven
- Hotel rentals Winter Haven
- House rentals Winter Haven
- Rentals with a patio Winter Haven
- Villa rentals Winter Haven
- Rentals with a fireplace Winter Haven
- Family-friendly rentals Polk 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
- Old Town Kissimmee
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Magic Kingdom Park
- ESPN Wide World of Sports
- Epcot
- Amway Center
- Aquatica
- Walt Disney World Resort Golf
- Island H2O Water Park
- Amalie Arena
- Disney's Hollywood Studios
- Streamsong Resort
- Universal CityWalk
- ChampionsGate Golf Club
- ICON Park