Compare Villas, Resorts, & Rentals in Smithtown, New York, USA
About Casai's Private Villas and Holiday Rentals in Smithtown
Discover more than 93 vacation rentals available in Smithtown. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Smithtown.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Smithtown, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Smithtown. On average, places to stay near Smithtown offer 683.88 ft², with nightly prices averaging US $740.
With Casai, finding and comparing holiday rentals in Smithtown is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Smithtown, NY
Frequently Asked Questions About Smithtown?
What are the top holiday rentals in Smithtown?
- Snow Birds, Transitions, Temporary Work Assignments, This is it!
- Whole home SmartTV pet friendly King bed
- THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
- Tranquil & Pet-Friendly Estate on Long Island!
- Updated top level apartment - modern design with open floor plan
- Private Guest House-Lake Ronkonkoma
- Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
- Cozy Riverside Cottage
- The Ronkonkoma Bungalow
- The Bella Vista St James! Waterfront house with a beach dock and so much more!
How many Casai.com holiday rentals are available in Smithtown?
As of 2025, Casai boasts over 93 properties listed in the Smithtown area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Smithtown.
