974+ Smithtown Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Smithtown

Discover more than 974 holiday rentals in Smithtown. Casai holiday homes have everything you need to find a place to stay near Smithtown, .

Whether you are looking for luxury villas in Smithtown, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.

If you are planning to travel to Smithtown with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Smithtown for families, large parties, or private owner accommodations for long or short trips. Smithtown Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Smithtown with Casai. Casai makes it easy to compare and book holiday rentals today.

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Frequently Asked Questions About Smithtown Holiday Rentals

There are a lot of options in Smithtown. If you plan on staying in the Smithtown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Smithtown:

There are many holiday rentals available in Smithtown; however, here are a few of the most popular holiday homes listed in Smithtown on our website:
At Casai.ca most of our places to stay are perfect for families. Check out the complete list of holiday homes in Smithtown to find one that works for you.
Yes, there are 974 self-catering family homes and holiday rentals in Smithtown.
There are more than 974 luxury holiday homes in or near Smithtown, according to 2025 data from Casai.ca. Consider these homes for your next holiday:
Yes, there are 974 pet friendly rentals that are available in Smithtown.