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

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

Magical Hideaway - 15 min to Disney - Storey Lake

Bonheur Ala Maison

Mickey Fantasia Family Friendly w/accessibility

1926 Spanish Carriage House Lower

Spacious Home with Pool & Hot Tub near Downtown

Villa with Guest House & Pool-Patio

Stunning Orlando Getaway w/Spa & Heated Pool
Family- and pet-friendly home rentals

Mirror House

Cozy 3 Bedroom Home, Great location!!

Cozy Getaway | Game Garage + Fenced Backyard +more

Parent's Retreat!

Quiet Place, convenient to everything!

Gated community XL pool Home 2500sq/f

Elegant, Spacious Three Bedroom Residential House.

Apt C -Modern Elegance in the Heart of Winter Park
Family-friendly home rentals with a pool

Livingston Pool House- In The Heart of Downtown

Rate Discount~ Pool~Private Country Retreat

Modern Tropical House Heated Salt Pool

Private Pool at Flamingo Cottage

Tropical Oasis - Heated Luxury Pool - Game Room

O-Gated Resort-5 miles to Disney-2 FREE Water Park

Silver Lake Guest Pool House Very Private !

10 min Disney | Private Hot Tub, BBQ | Game Room
Quick stats about vacation rentals that are family-friendly in Winter Springs
Total rentals
50 properties
Nightly prices starting at
R1,061 ZAR before taxes and fees
Total number of reviews
2.1K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Seminole Vacation rentals
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- Miami Vacation rentals
- Saint Johns River Vacation rentals
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- Miami Beach Vacation rentals
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- Four Corners Vacation rentals
- Panama City Beach Vacation rentals
- House rentals Winter Springs
- Rentals with a patio Winter Springs
- Condo rentals Winter Springs
- Rentals with outdoor seating Winter Springs
- Rentals with pools Winter Springs
- Pet-friendly rentals Winter Springs
- Rentals with a washer and dryer Winter Springs
- Family-friendly rentals Seminole County
- Family-friendly rentals Florida
- Family-friendly rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Universal's Volcano Bay
- Old Town Kissimmee
- SeaWorld Orlando
- Discovery Cove
- Disney Springs
- Disney's Animal Kingdom Theme Park
- ESPN Wide World of Sports
- Magic Kingdom Park
- Playalinda Beach
- Epcot
- Amway Center
- Daytona International Speedway
- Aquatica
- Titusville Beach
- Island H2O Water Park
- Walt Disney World Resort Golf
- Disney's Hollywood Studios
- Apollo Beach
- ChampionsGate Golf Club
- ICON Park
- Universal CityWalk