Simms Vacation Rentals, Long Island: house rentals & more

Scroll through and select from vacation rentals in Simms to find one that's perfect for your trip. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll find the amenities you need and want, which might include WiFi and a washer and dryer. You'll be able to choose a rental for everyone's needs, including places that are non-smoking or accessible.

Find the best place to stay - Simms

Wonderful patio along the back of the house provides great ocean views

Villa Aqua, beach & ocean front

Sleeps 4 · 2 bedrooms · 2 bathrooms

Ariel view of Free 3 showing its close proximity to the ocean.

Free-3 Ocean front House in Stella Maris, Long Island. Relax, Unwind And Enjoy

Sleeps 5 · 2 bedrooms · 2+ bathrooms

Find spaces that suit your style

Top rated rentals - Simms

Premier Host

Beautiful

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
Learn more

Book a vacation rental for your Simms getaway

Learn about the unique charm of Simms with a stay in a private vacation home. This city has something for everyone. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Exploring the natural features in Simms

Whether you're an outdoor enthusiast or just want to take in the scenery, Simms is a great spot to appreciate mother nature. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

Cape Santa Maria (11.9 mi / 19.1 km)
Salt Pond Beach (13.6 mi / 21.8 km)

Transportation options to and around Simms

Fly into Stella Maris (SML-Estate Airstrip), the closest airport, located 5.6 mi (8.9 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Deadman's Cay (LGI), which is 24.4 mi (39.2 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Simms?

Length of stay, season and property type are some of the things that can determine the price of a vacation home. Simply enter your travel dates to find your ideal match. From homey country cottages to sprawling villas, all Vrbo vacation rentals offer amazing value.

How much does it cost to rent a beach house in Simms?

The average price for a vacation rental near the beach in Simms depends on when you're traveling and the style and size of property you're looking for. You can easily and quickly find prices on Vrbo by entering your preferred travel dates and destination. Then use our filter tool to pick the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a hot tub.

What are the top attractions for families in Simms?

Enjoy a fun day out with the family at Adderleys Plantation Ruins. This fantastic attraction is located near the center of Simms.

How old do you have to be to rent a vacation rental in Simms?

The minimum required age is generally 16, 18 or 21. It can differ across properties on Vrbo, so check the rules of your preferred Simms vacation rental before making a booking.

How long can I rent a vacation rental in Simms for?

The amount of time you can stay in a Simms vacation home for depends on each property. Just tap in your dates of travel to see options offering longer term stays. They include all you need to make your extended break more comfortable and convenient, like kitchens and laundries. Some vacation homes may also offer weekly or monthly discounted prices, so you can have a longer stay for less.