Smoking friendly vacation rentals in Fire Island

Private + serene Hamptons oasis! Near attractions

Get away to your chic, serene, Hamptons home. Nestled in nature yet near all of the best attractions! Enjoy your private home w/ great indoor/outdoor living. Curl up to the wood burning fireplace, 80' streaming TV + book collection. Cook in the large Chef's kitchen. Spark up the BBQ + Firepit under the starry sky while you dine al fresco. Take a stroll through the serene neighborhood, one block to EHP marina, minutes to East Hampton Main St. shopping, beaches, coffee shops and so much more!

Modern home with pool near beach

Our home is located in Shirley, Long Island. It is two miles away from oceanfront Smith Point Beach. This listing is to book the entire home when we are out of town. Please check our reviews on the other listing of the same room and home. The guest bedroom is on the main level of our home, with a bathroom adjacent to the room. The room is equipped with a comfortable queen size bed, table with two chairs, closet, two nightstands, an armchair, and Apple TV with various streaming apps to use

"Spacious Retreat | 1- Night Stays Welcome"

* We are open for One Night Stays-please message for price$ Escape to this beautiful home on 3 private acres close to West Hills County Park. Enjoy the best of both worlds—serene outdoor adventures just minutes from the Walt Whitman Mall and top shopping spots. Designed for entertainment and family gatherings, this home boasts a stunning kitchen, luxurious bathrooms, and two relaxing hot tubs. Whatever your pleasure, this is the perfect getaway for nature lovers and city explorers alike!

“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath

Discover the “Cool House” This is the coolest waterfront getaway on the south shore of Long Island! Waking up to beautiful sunrises, dinners with a sunset every night & dancing under the stars is a lifestyle your family & friends will cherish forever. The perfect escape from NYC, minutes from the Atlantic Ocean & just a short drive to the Hamptons! This meticulously renovated oasis is the perfect living & entertaining space, a trendy retro beach vibe designed for fun or relaxation.

Chic Hamptons Retreat | Fireplace, Hot Tub, Beach

Stylish & airy Hamptons retreat on over an acre, 5 min to ocean beaches and Westhampton Village. Thoughtfully designed, this home features 4 bedrooms, 3 full baths, and a modern open layout across 2 floors. Outside, a heated pool, hot tub and fully fenced yard offer space to unwind in privacy. Clean design, abundant natural light, seamless indoor-outdoor flow, and a calm vibe make this home ideal for an escape. Enjoy peaceful mornings, beach walks, and cozy nights by the fireplace.

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.

Bridies Edge - Southampton w/ Gunite Pool & Spa

Designer Sophia Lovito integrates a blend of contemporary design and costal furnishings to complete this fully renovated 4-Bedroom 3.5 Bath Southampton Colonial stunner, perfect for your retreat away from the city The home features a marble-dusted 20x40 heated Gunite Pool with 8x8 Hot Tub with Fire Pit, built-in Weber Grill and is fully stocked for your summer getaway Each bedroom features luxurious bedding and the theatre room will cap your lovely evenings in the Hamptons

3 bedroomprivate/Downtown heart/convenience galore

Beautiful newly renovated home in the village of Farmingdale. FULL HOUSE COMPLETELY PRIVATE 1min walk to Restaurants, Bars, LIRR to NYC, STARBUCKS, Free delivery Dry cleaners, SPA, Nail Salon, Barber Shop and Hair Salon, DUNKIN DONUTS, short drive to movies, mall, Long Island Beaches Vineyards and more! 5min from Bethpage Black Golf Course home of the PGA Tour

Fun Escape in a Caravan

Disconnect from the metropolis for a day in nature. This space offers the warmth and affection of home so you can share unique moments with your partner . Live the RV experience without having to move in one, create unique moments for your heart or relive those similar sensations that you experienced in your past. This is a very simple and fun style.

Serene Bohemian Paradise *420 friendly*

This unique place has a style all its own. Enter into this serene bohemian paradise in a cute quiet neighborhood. Perfect get-a-way, yet still close to downtown New Haven! Just a few miles from restaurants, shopping plazas, hiking trails and more!

The Bayfront Hideaway

Escape to a stylish 1-bedroom retreat blending coastal charm and urban luxury. Enjoy waterfront serenity, elegant finishes, private parking, and an in-unit washer/dryer—just steps from Glen Island Park and 29 minutes to NYC!