Holiday rentals with a pool in Westhampton Beach

Luxe Westhampton Beach Home w/ Pool & Hot Tub

Finally get around to planning that luxury Hamptons getaway you've been dreaming of at this beautifully furnished home in Westhampton Beach! Designed for a couple's getaway, this vacation rental boasts 4 beds, 3 baths, and a variety of on-site entertainment, including a pool table and theater system. Begin your days with a gentle flow in the yoga room, then relax by the heated pool with a good book. Come evening, walk to Main St. for a night on the town, or enjoy a soak in the private hot tub.

Mamma Mia Getaway

Escape this holiday season to Eastport, NY, and indulge in a memorable stay at this spacious 4-bedroom, 2-bathroom vacation rental house. With a dreamy yard, and a deck, this home has everything needed for a relaxing getaway. Explore nearby attractions such as the captivating wineries and breweries, apple picking, the vibrant Montauk Point Lighthouse, and the unspoiled beauty of the Hamptons. After a day of adventure, return home to unwind by the deck or in the cozy bar room. Eastport awaits!

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ. Fully-fenced, tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.

Walk to US Golf Open! Southampton Lux Stay

Welcome to your perfect Hamptons getaway! This sun-filled, architecturally unique home is ideal for a summer retreat or a cozy weekend escape. Offering modern furnishings, and an open floor plan, this space is perfect for small groups. Whether you're enjoying the crisp evenings of early spring, sun-drenched summer days, or the vibrant fall season, this home is a serene escape year-round. Cozy up by the fire, relax on the sun-soaked balconies, or unwind in the beautifully renovated pool house.

Hamptons Oasis | Saltwater Pool, Hot Tub & Games

Welcome to our renovated 3-bedroom retreat in the pristine East Quogue community! You're just a 10-minute drive from both ocean and bay beaches. Revel in the great outdoors with a saltwater pool, hot tub, fire pit, bocce court, and ping pong — plus a backyard grill and spacious patio and deck for seating and dining. Whether you are planning an elevated weekend getaway with friends and family, or need a change in scenery for your work-from-home lifestyle, this is the perfect home to do both.

Gorgeous Waterfront and Indoor Pool Family Oasis!

Breathtaking Waterfront home with 37 foot heated indoor pool. 3 Bedrooms plus a 800 Sq/Ft master bedroom with wood burning fireplace. WiFi, 3rd floor entertainment room with 120 inch screen movie projector, karaoke, fooseball, pool table. Wraparound terrace, sunroom, 45ft dock with launching ramp, putting green, sand trap, outdoor kitchen, bar & stone patio with tables & BBQ grills & fire pit. Ability to catch abundant fish & blue crabs right from the dock. Picture tells a thousand words.

Charming & Bright Pool Cottage

Take a deep breath when you enter this very bright, well appointed pool cottage. Lush backyard with the main residence and use of the salt water, unheated pool and outdoor shower. Property is on a tree lined street that ends at the bay. A 5 minute walk to the quaint village of East Quogue. Want to hit the fabulous Hampton beaches, they are a 10 minute drive away. Closest downtown Hamptons are Hampton Bays (5 min), Westhampton (our favorite ...10 min) and Southampton (15 min).

Hamptons • Lincoln Log Getaway • Heated Pool

Quiet- Pristine- Lincoln Log Home with amazing amenities ✔Self Check-in ✔Heated Salt Water Pool ✔Sauna ✔Ping Pong ✔Bicycles ✔Outdoor Shower ✔Fast Wifi- Perfect for Working Remotely ✔24/7 Guest Support ✔Ideal for Longer Stays & Flexcations ✔Easy access to Ocean, Bay Beaches ✔Fully stocked Kitchen ✔Complimentary Netflix ✔King Bed ✔Fully Cleaned & Sanitized *Pool closed for the winter *There will be an extra charge for propane usage with the heated pool. it varies by the length of stay

Brand new house with an all year round hot tub.

Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

Beach House Feel - Newly renovated Backyard Oasis

You will love this sunny, completely renovated three bedroom ranch. It's beautifully decorated with beach and nautical themes throughout the house. You can cook or barbeque at home on your private deck or go out and enjoy the many award winning restaurants in the area. Come home from the beach or shopping and lounge by the pool. At night, gather around the fire pit while making smores or just admiring the stars. This house is perfect for families, couples, or a girls/guys getaway.

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach

Unwind in Hamptons Bliss! A coastal oasis awaits at this exquisite vacation house. Immerse yourself in luxury, from the elegant interiors to the serene outdoor retreat including a massive fenced-in salt water heated pool (Memorial Day to Labor Day) that will leave you in awe. Indulge in beachside bliss, upscale shopping, and culinary delights. Create memories that will linger long after the sun sets over the horizon. Your dream Hamptons getaway starts here!

Hampton's Haven

5 bedroom, 3.5 bath contemporary ranch style home, with custom shaped heated pool and meticulously maintained 7 seater hot tub. Expansive patio w/outdoor dining for 10 - close to beach, town and more! Our home has comfortable office space with gigabit wifi throughout! Fabulous game room with ping pong, 4 person air hockey, smart tv and board game lounge. Everything you'll need for a memorable gathering of friends or the perfect family vacation!