Planning a Multi-Generational Family Trip to Orlando

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Grandparents, parents, kids and cousins under one roof: multi-generational trips are one of the best ways to experience Orlando. They also take a bit more planning. These tips help every age group enjoy the vacation.

Choose the right home

  • Enough bedrooms and bathrooms so every family unit has privacy.
  • A downstairs or single-story bedroom for grandparents who prefer to avoid stairs.
  • Common spaces large enough for shared meals and game nights.
  • A private pool where kids can swim while adults relax nearby.

Single-story pool homes and larger villas are popular for this type of trip. Check each home's sleeping arrangements before booking.

Plan a flexible schedule

Not everyone needs to do everything together. Let thrill seekers head to the big coasters while others enjoy a slower park or a pool day. Reunite for dinner and evening fun.

Make park days easier for every age

  • Rent wheelchairs or scooters if long walks are a concern.
  • Plan shaded rest breaks and indoor shows in the afternoon.
  • Use the parks' apps to check wait times and plan the day.

Share meals, share costs

Assign each family one dinner night, order groceries together on arrival and split the cost of the home. One shared house is often far cheaper than several hotel rooms.

Create moments together

A poolside barbecue, a family movie night or a sunset at Kissimmee Lakefront Park can become the highlight of the trip. Take a group photo in matching shirts, a tradition many families love.

Room for everyone. Explore our 4-, 5- and 6-bedroom homes, or call (407) 868-6715 and we will help you choose.