Holiday rentals with a hot tub in Fire Island

Luxury cottage by the sea with hot tub and pool

We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

Calf Creek Cottage (Water Mill/Bridgehampton)

Enjoy the peaceful seclusion of this charming, updated 3 bedroom, 2 bath cottage located on a private, acre-sized flag-lot south of the highway right on the border of Water Mill and Bridgehampton. Each bedroom (1 king, 2 queen) features ample closet space and new smart TVs . The new, fully-stocked kitchen, propane BBQ, outdoor dining table for 8, outdoor shower and spa with lounge furniture, and wood burning fireplace make it the perfect getaway for either summer or the winter season. Pets OK.

Secluded Southampton Cottage w/Pool & Spa

*Follow Us on Insta @SimmerCottage* This designer-decorated cozy cottage near Southampton Village & a short drive or bike to the beach has a stocked chef's kitchen, cozy living room with wood-burning stone fireplace, 2 SmartTVs, whimsical dining room, 3 bedrooms, one bath & charming sunroom w/reading nooks. The Cottage has central heating/air & is set on a gated 1/2 acre w/hot-tub, outdoor dining for 8 on a stone patio, outdoor string lights, fire pit, gardener's potting station & gas BBQ.

The Hilltop Harborview

Guests will immediately walk past spacious hot tub into a comfortable sunroom where you’ll watch the most colorful, water view sunsets Long Island has to offer! This one of a kind offers a sprawling layout that has 3 queen size bedrooms and 1 king . We can also provide an air mattress for an additional guest. There is a kitchen equipped with stove, oven, dishwasher and washer and dryer! This beautiful walking Village has so much to offer! We do allow dogs with prior notice with a $65/dog.

LoveSuite|SPA near JFK & UBS arena

Lower level unit with private entrance and parking, **active driveway** in a shared home. Thoughtfully put together for a cozy feel and a tranquil spa-like experience. This room has one reclinable queen sized bed, private bathroom and access to a private and fully fenced backyard 24 hours of the day, perfect for couples looking for a quiet romantic getaway! Please read our neighborhood’s and property’s description and *other details to note* for very important info you don’t wanna miss.

2bd/room, hot tub,washer/dryer, fenced backyard

Fenced private backyard for your use only, own key for gate. MINS TO JONES BEACH, TOBAY BEACH, 15 mins to ferry to FIRE ISLAND, & SHELTER ISLAND, BLOCK ISLD 15 mins TO BETHPAGE GOLF COURSE - (Home of PGA) 10 mins to ADVENTURE LAND work desk pvt 1st floor 2 b/r, bathroom, kitchen, Bedr 1: King Size bed , full futon Bedr 2: queen size bed Living room: 75 inch TV, stereo, King Size sofa bed. Crib. Air mattress, TV in all bedrooms Webber grill, backyard lighting, outdoor movie

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.

Oceanfront Retreat with Hot Tub

Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

Luxury modern farmhouse with heated pool & hot tub

*pool closed November to end of April This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.

Cozy Colonial - Private Hot Tub & Entire House

The way Airbnb was meant to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more.

Luxury Waterfront Oasis • Modern Retreat for 8

Escape to this serene 3BR/2BA Sayville/Bayport waterfront retreat with breathtaking views and a backyard full of wildlife—ducks, swans, and cranes. Unwind in the spa-style, 2-person steam shower or the oversized 10-person whirlpool tub. Styled with new coastal chic & modern décor, this peaceful home is perfect for quiet getaways and is just 8 minutes from Fire Island ferries and the towns of Sayville and Patchogue.

Peaceful Garden Retreat w/ big Jacuzzi near Yale

Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Just minutes from Yale and downtown, this spacious home offers warmth, comfort, and good vibes — perfect for families, groups, and work trips seeking a relaxing escape.