The Westin St John Resort
St John Condos helps families from Christmas, Florida plan a shared trip to the Westin St John Resort, with villa rentals that give three generations room to gather together. Their local team answers questions before you book.
A trip with grandparents, parents, and children asks a lot of any rental. Everyone has different needs for sleep, meals, quiet time, and time at the water. For families coming from Christmas, Florida, the question is usually how to keep everyone comfortable without splitting the group across separate hotel rooms. A villa rental at the Westin St John Resort offers one shared home base, with space to spread out and come together when you want to. Florida travelers already know warm weather, which makes the Caribbean feel familiar in its climate while still feeling like a true change of scene. St John is a small island, and the pace is unhurried. Many visitors reach it by flying into St. Thomas, then taking a taxi to Red Hook and the passenger ferry to Cruz Bay. Villas are rented by the week, so a multigenerational group can plan one stretch of time together, matching schedules rather than fitting everyone around a short stay.
What to expect from St John Condos.
- Coverage: Florida. Open to people across the state.
- Offer: Villa Rentals. Ask what is included.
- Talk to us: (281) 881-5020. Questions are welcome.
City: Christmas | County: Orange County | State: Florida
Christmas sits in Orange County, Florida. Details on Villa Rentals from St John Condos are below.
St John Condos is happy to answer questions and explain each option before you commit to anything.
Christmas at a glance
- City
- Christmas
- County
- Orange County
- State
- Florida
- Region
- Southeast
- Nearby cities
- Alafaya, Apopka, Azalea Park, Bay Hill, Belle Isle, Bithlo
- Largest cities in the state
- Jacksonville, Miami, and Tampa
Other cities nearby
Planning a multigenerational island stay from Christmas
- Getting from Christmas. Most families from the Christmas area will fly to St. Thomas, airport code STT, and then take a taxi to Red Hook for the passenger ferry to Cruz Bay. Plan for luggage and older relatives who may need a bit more help at each transfer. Ask your St John Condos contact about the ferry schedule before you book, and build in a comfortable buffer day so no one feels rushed on arrival.
- Choosing the season. Think about who in your group needs the most ease. Grandparents may prefer a steady, mild stretch, while school-age children may be tied to certain calendar weeks. Because the Caribbean keeps warm weather across much of the year, you can usually match the trip to family commitments rather than the forecast. Talk through dates together early, since a large group often needs more lead time to line up.
- Planning the stay. Choose a villa with enough bedrooms that each generation has a quiet corner. Plan a few shared meals at the villa and leave open afternoons for rest or solo outings. Remember that St John drives on the left, so consider who will do the driving and whether a rental vehicle suits everyone. Share your group's needs with the St John Condos team, who can help match the villa to your household.
Frequently asked questions
Is a villa better than hotel rooms for three generations?
For many multigenerational groups, yes. A villa lets grandparents, parents, and children share common space, cook meals together, and still retreat to separate bedrooms. Rooms in one shared home usually keep the group closer without anyone feeling crowded, which is often what families from Florida and beyond are hoping for.
Can the St John Condos team help us pick the right villa?
Yes. Tell the team how many people are traveling, the ages in your group, and any accessibility needs. They answer questions before you book, so you can talk through layout, bedroom arrangements, and access to the pool and grounds. That local guidance helps you choose a villa that fits your family rather than guessing from photos alone.
Can I contact St John Condos by email?
Yes. Write to info@stjohncondos.com and St John Condos will reply.
What is the best way to reach St John Condos?
Use the button on this page and St John Condos will receive your message right away.
Can I ask questions before I decide on Villa Rentals?
Of course. Ask St John Condos anything about Villa Rentals before you make a choice.
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