
Family-friendly vacation rentals in Longwood
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Longwood
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 Longwood 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

Cozy 4/2, King Beds, Pergola, Hot Tub & Pool

Mickey Fantasia Family Friendly w/accessibility

1926 Spanish Carriage House Lower

Spacious Home with Pool & Hot Tub near Downtown

Beautiful country house
Family- and pet-friendly home rentals

Lovely Winter Park Home close to Hospitals !

Private guest suite - Studio Retreat

The Cottage A Pet Friendly Guesthouse

Tropical Oasis - Heated Luxury Pool - Game Room

Charming Getaway Near Downtown & Disney

Apt G - Poolside in the Heart of Winter Park

Palmetto Pool Retreat

Retro Arcade | Close to Downtown | Fenced Yard
Family-friendly home rentals with a pool

Oviedo Oasis:2/1 attached Guest Suite;Private Pool

Livingston Pool House- In The Heart of Downtown

The Cypress House

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

5 star Disney Stay with waterpark. Ariel-Buzz-Star

Rate Discount~ Pool~Private Country Retreat

2-bedroom home with pool near Kings Landings!

Private Pool at Flamingo Cottage
Quick stats about vacation rentals that are family-friendly in Longwood
Total rentals
40 properties
Nightly prices starting at
€ 26 before taxes and fees
Total number of reviews
2.2K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Seminole Vacation rentals
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- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
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- Four Corners Vacation rentals
- Panama City Beach Vacation rentals
- Rentals with pools Longwood
- Rentals with a fireplace Longwood
- Rentals with a patio Longwood
- Rentals with a washer and dryer Longwood
- House rentals Longwood
- Pet-friendly rentals Longwood
- Rentals with a fire pit Longwood
- Rentals with outdoor seating Longwood
- 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