
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

Luxury near Disney Large extended private pool/spa

Close to Convention, Epic Universal, Disney, Icon

Cozy Townhouse in Kissimmee, near Orlando!

Luxurious Reunion 3 bd Townhouse- Close to Disney

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

Highgate Palace-near Disney World. 20min Drive

Elegant 4bdrs lakefront w/private pool

King Bed First Floor Disney Universal Family Condo
Family- and pet-friendly home rentals

Private Pool & Spa, Close Disney, Disney Playhouse

5 bedroom villa close to Disney

Family Home near Orlando amusement parks!

Family friendly/Pet friendly Orlando paradise

Vista Cay Resort Orlando Luxury 3 bed condo W73055

Modern home with heated pool 15 min. to Disney

View the Disney fireworks from your pool!

Lake 1BR Villa-near Universal,Convention & Disney!
Family-friendly home rentals with a pool

Mickey's Lakefront Villa at Sunset Lakes

INTERNATIONAL dr/UNIVERSAL 2 BEDROOMS KING SUITES

Penthouse 3 beds Bahama Bay resort

Pool home located on the Golf Course - hidden gem!

Private 2 bedroom w/bathrm in portion of POOL home

Near Disney 2 Story Penthouse w/ Private Elevator

TOP CLASS 4 bedroom villa near Disney area

House, backyard on the golf course Park Place
Quick stats about holiday rentals that are family-friendly in Winter Haven
Total rentals
260 properties
Total number of reviews
9.7K 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
Wifi availability
250 properties include access to wifi
Destinations to explore
- Central Florida Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Tampa Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Saint Johns River Holiday rentals
- Fort Lauderdale Holiday rentals
- Gold Coast Holiday rentals
- Miami Holiday rentals
- Rentals with a fireplace Winter Haven
- Cabin rentals Winter Haven
- Fitness-friendly rentals Winter Haven
- Rentals with a kayak Winter Haven
- Rentals with a hot tub Winter Haven
- Private suite rentals Winter Haven
- Rentals with pools Winter Haven
- Rentals with a washing machine and dryer Winter Haven
- House rentals Winter Haven
- Rentals with breakfast Winter Haven
- Guest house rentals Winter Haven
- Hotel rentals Winter Haven
- Rentals with a patio Winter Haven
- Rentals with lake access Winter Haven
- Villa rentals Winter Haven
- Cottage rentals Winter Haven
- Rentals with outdoor seating Winter Haven
- Apartment rentals Winter Haven
- Waterfront rentals Winter Haven
- Rentals with a firepit Winter Haven
- Family-friendly rentals Winter Haven
- Flat rentals Winter Haven
- Pet-friendly rentals Winter Haven
- Family-friendly rentals Polk County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Universal Orlando Resort
- Discovery Cove
- SeaWorld Orlando
- Disney's Animal Kingdom Theme Park
- Disney Springs
- Raymond James Stadium
- ESPN Wide World of Sports
- Busch Gardens Tampa Bay
- Amalie Arena
- Amway Center
- Epcot
- Magic Kingdom Park
- Aquatica
- Reunion West
- Walt Disney World Resort Golf
- ChampionsGate Golf Club
- Island H2O Water Park
- Kissimmee Lakefront Park
- Disney's Hollywood Studios
- ICON Park