Smoking friendly holiday rentals in Fire Island

Harbor Water Views

Situated just one house away from the picturesque Great South Bay on a quiet cul-de-sac, this rare gem in an American Venice setting boasts southern exposure and underwent updates in 2019. This charming residence is a 2-bedroom, 1-bathroom Classic Cape featuring a generously sized deck that was revamped in 2021. Conveniently located minutes away from shopping, beaches, and parks, this home provides a secluded retreat from the hustle and bustle, offering tranquility away from traffic and noise.

The Nauti Nook @ Tweed

Around the corner from Tweed Airport and minutes to Anthony’s Ocean View & Downtown New Haven! This 3BR, 1.5BA unit in a 2-family home sleeps 8 (3 queen beds & a full size air mattress) and offers a full kitchen, in-unit laundry, and private backyard. Unwind by the fire pit, fire up the grill, and dine outdoors under the stars. Perfect for family getaways, business trips, or a comfy stop before or after your flight. Wherever you’re headed, welcome aboard and enjoy your stay at The Nauti Nook!

"New and spacious Luxury RV home in Vibrant Town.”

Welcome. Step into our beautiful RV where every detail has been designed for your enjoyment. Our RV is fully equipped with everything you need for a relaxing stay, including complimentary water bottles, and fast WiFi. Located just 30 miles from NYC, our RV offers the perfect blend of convenience and relaxation. When you're ready to unwind, retreat to your private oasis complete with electricity and water. Park your vehicle in your designated parking spot and enjoy a hassle-free stay.

Best hotel alternative for big group, near train

Location, location, location. Nestled in downtown Greenwich, this charming kid-friendly 4-BR house/2.5 bath offers prime location w/ 2 free parking spots. Enjoy a full kitchen, washer/dryer, private entrance, garden & patio. Steps away from Greenwich train station, Greenwich Ave, & key landmarks. Drive minutes to other parks & Greenwich Hospital. Easy access to NYC via train (45-55 mins to Grand Central) & via 95. Experience the best of downtown Greenwich with the convenience of home.

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

STAY. SOMEWHERE. DIFFERENT. This isn’t just a stay—it’s an experience. Welcome to THE GOOD VIBEZ HOUSE! Your private escape in the heart of Long Island. This smart home is located in a safe, quiet neighborhood, this unique retreat is the perfect getaway from the hustle and bustle of the city or everyday life. From the moment you arrive, it feels like vacation. As Superhosts, we go beyond hosting—with warm hospitality, thoughtful touches, and a five-star atmosphere you won’t forget.

Grill & Chill: Summer Escape! 14Miles - Ryder Cup!

Cozy, Comfortable, Chic suburban home with 3 bedrooms/2bath/2 office spaces. Perfect for a relaxing weekend or more! Sleeps 6, Electric BBQ, Hot Tub, Fire Pit, big back yard that’s great for catching up on a nice read, enjoying a hookah and sipping something warm and smooth. 20 min to JFK, near major roadways, Roosevelt Field Mall, golf and all local universities - Adelphi, Hofstra, Molloy, Nassau. Additional $100 fee per guest per day for parties/events (20guest max). No exceptions.

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

Welcome to Coast to Coast - the perfect getaway from NYC! You may have heard about our new little secret - but you’ll have to come see it for yourself to believe it! Step back into prohibition era Long Island in our hidden speakeasy! Right by Smith Point Beach, we provide accommodations that go above and beyond- this is not your average AirBnB! Soak up the sun at one of LI's top beaches, then enjoy complimentary Netflix, Hulu, cable and more while you shoot pool or play games.

The Design Studio Suite | 2 Beds | Spacious | Luxe

Private one bedroom apartment with modern decor offers everything you need for a short or long term stay. Space includes a full kitchen separate from studio area, & washer + dryer. Studio offers a Queen Sized bed, pull-out bed, workspace, 70 inch Roku Smart TV & hand painted artwork. The Location Less than two miles from Merritt Parkway, near I-95 & East Norwalk train station. One mile away from large shopping center and less than half a mile away from local convenience center.

Romantic Getaway in Camper Nature and Charm

Experience an unforgettable romantic getaway surrounded by nature Let yourself be captivated by an enchanting setting designed to awaken emotions and create unique memories. This space, located in the city of West Haven, offers much more than a stay: it's an intimate and special experience, ideal for disconnecting and enjoying as a couple. Discover the perfect place to relax, reconnect, and experience moments that will remain in your memory forever.