The Westin St John Resort

St John Condos helps travelers from Paoli plan a shared trip for three generations, from the first ferry ride to Cruz Bay to a week of villa living at the Westin St John Resort.

A trip for three generations asks a lot of any group: grandparents who want a slower pace, parents balancing schedules, and children who want to run ahead. From Paoli, the journey to St. John starts with a long day of connections, so it helps to decide early what the shared days will look like. Villa rentals suit this kind of group well, because each generation can keep its own rhythm while still gathering together for meals on the terrace. Many families from Colorado arrive with a mix of expectations, and the easiest way to honor them is to talk through them before you book. Ask who needs a quiet morning, who wants an active afternoon, and who would like an evening meal everyone shares. St John Condos is a local team that answers these questions before you commit, so you can settle the details with people who know the island.

The basics, at a glance.

  • Coverage: Colorado. Open to people across the state.
  • Offer: Villa Rentals. Ask what is included.
  • Talk to us: (281) 881-5020. Questions are welcome.

City: Paoli | State: Colorado

If you are in or near Paoli, Colorado, this page is for you.

You will always be able to ask St John Condos for details in writing before you decide.

Paoli at a glance

City
Paoli
State
Colorado
Region
Mountain West
Nearby cities
Aguilar, Alma, Alpine, Amherst, Arapahoe, Arboles
Largest cities in the state
Denver, Colorado Springs, and Aurora

Other cities nearby

Planning a shared trip from Paoli

  1. Getting to the island. Most visitors from Paoli fly into St. Thomas, which is the airport code STT, then take a taxi to Red Hook and board the passenger ferry to Cruz Bay. Plan for the transfer with older relatives in mind, and consider whether a single taxi can carry the whole group with its luggage. Once you land on St. John, you will be driving on the left, so let the adults who drive know that before the trip begins.
  2. Choosing when to leave. Colorado winters are cold and snowy, so many families from Paoli find that a winter escape to the islands feels especially welcome. The Caribbean stays warm year round, which makes it easier for grandparents and young children to enjoy the outdoors without bundling up. Talk through school calendars, family birthdays, and mobility needs together, then pick a window that suits the oldest and youngest members of the group.
  3. Planning the stay. Villa rentals are typically booked by the week, which gives a multigenerational group room to spread out and still share the same space. Look for a layout with separate bedrooms, a comfortable kitchen, and outdoor seating where everyone can gather. Ask St John Condos to walk you through the villa options at the Westin St John Resort so you can match the home to your family's needs.

Frequently asked questions

Is a villa better than a hotel for three generations?

For many families it is. A villa gives grandparents a quiet space to retreat to, parents room to unwind after the children are asleep, and children a shared living area to play in. Villa rentals at the Westin St John Resort often make it easier for everyone to keep their own routines while still spending time together.

How do we handle the travel day with older relatives?

Plan the trip in stages and build in a little extra time between flights, taxis, and the ferry. Pack medications and essentials in carry-on bags, and let St John Condos know about any accessibility needs before you book so the villa can be matched to your group.

How do I compare my options for Villa Rentals?

Tell St John Condos your priorities for Villa Rentals and we will help you compare in a straightforward way.

Who is St John Condos?

St John Condos is the business behind this page, and we offer Villa Rentals. We rent villas (condominiums) that are located on the Westin St. John Resort, the most popular resort on the island of St. John in the US Virgin Islands.

How much does Villa Rentals cost?

Prices can change, so St John Condos gives you the current details directly. Ask and we will tell you what applies to you.

Let's talk about Villa Rentals.

We are glad to answer questions before you decide anything.

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If this page answered your questions, great. If not, St John Condos is a message away.

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