Photo by Doug Kerr

Search Villas in Smithtown

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Villas in Smithtown

Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16
Exterior

Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16

10.0 out of 10, Exceptional, (20)
"My group of 20 had a great stay here. Place is beautifully and as pictured. Host was responsive and happy to help with anything. Would book again."
Luxury 8BR Villa w/ Heated Pool, Hot Tubs, Home Theater – Sleeps 16
Charming 4-bedroom villa with Pool
Pool

Charming 4-bedroom villa with Pool

Charming 4-bedroom villa with Pool
Beachfront Mega Mansion
Pool

Beachfront Mega Mansion

Beachfront Mega Mansion
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Smithtown Hotel Reviews

Hampton Inn & Suites By Hilton Long Island Farmingdale

Hampton Inn & Suites By Hilton Long Island Farmingdale

10/10 Excellent
"The hotel was clean, had a decent breakfast, and coffee out all day long which was great."
Natalie 3-night trip
Posted 2 days ago
Hampton Inn & Suites By Hilton Long Island Farmingdale

Frequently asked questions

Why book your villa in Smithtown with Expedia?
We think vacation time shouldn't be complicated, so if you're in search of villas at a nice price, Expedia can help. Save those pennies and pick an all-inclusive stay, or splurge on a 5-star villa to spoil your loved ones. Our handy filters make it simple to find a retreat in Smithtown that you'll adore.
How can I find cheap villas in Smithtown?
With Expedia's user-friendly filter tool, locating cheap villas in Smithtown is a cinch. To find accommodations that are easy on the wallet, refine your search results by budget, star rating and amenities.