Compare Vacation Rentals with Pools in Long Island, NY

Just minutes from the pristine beaches and renowned wineries of Long Island, this tranquil pool house in Center Moriches offers a private escape with a spectacular swimming pool featuring a waterfall.
This cozy studio accommodation, perfect for two guests, boasts a convenient kitchenette, a comfortable queen bed, and an electric fireplace, all enhanced by modern amenities and Wi-Fi for a relaxing stay near the Hamptons.

Downtown Stamford offers a prime location, mere steps from Bedford Street's dining and entertainment, and just 0.2 miles from The Palace Theatre.
This 750 sq ft apartment accommodates up to 4 guests and features a fully equipped kitchen, in-suite laundry, and access to a rooftop swimming pool, fitness center, and co-working lounge.

This studio in Valley Stream, Long Island, is situated away from commercial zones and offers convenient access to Manhattan, world-class beaches, and aviation history.
Enjoy a private, solar-powered studio with a fenced-in patio and a swimming pool, perfect for outdoor dining, featuring a full kitchen, air conditioning, and parking for up to 3 guests.

Just 500 feet from prime commuter access to New York City, this resort in Clifton, New Jersey, offers a luxury one-bedroom World Cup Homebase.
This resort features a resort-style swimming pool with a sundeck, a garden, a fitness center, and is family-friendly and pet-friendly.

This renovated cottage offers a prime Westhampton Beach location, providing the full Hamptons experience within a two-hour drive of New York City.
Enjoy a family-friendly escape with a swimming pool, air conditioning, and a furnished open-air patio, accommodating up to six guests with three bedrooms and two bathrooms.

Bayview Resort is located in Hampton Bays, offering views of Tiana Bay and situated 4.7 miles from Ponquogue Beach.
This resort features an outdoor swimming pool with Tiana Bay views, complimentary kayak, canoe, small boat, and bicycle rentals, a fitness center, and barbecue facilities, providing a perfect pool getaway.

Adjacent to Main Town Beach and within walking distance to Montauk village, this resort offers beautiful ocean views and complimentary beach chairs and umbrellas.
Enjoy year-round swimming in the indoor pool, relax on private patios, or utilize the on-site BBQ grills at this family-friendly resort located less than 5 miles from Montauk Point Lighthouse & Museum.

Located in Shinnecock Hills, this apartment offers a private, wooded setting just 1.4 miles from Shinnecock Hills Golf Club, providing quiet seclusion and convenient access to the 2026 U.S. Open.
This pet-friendly apartment boasts a large, private swimming pool with a separate pool house featuring a wet bar and game room, perfect for daytime enjoyment and accommodating up to 10 guests with excellent ratings for cleanliness and location.

Just steps from Kirk Park Beach, this Montauk resort offers a prime beachfront location, putting you within a 5-minute walk of the historic Second House Museum.
This family-friendly resort features a refreshing seasonal outdoor swimming pool, complimentary WiFi, and private on-site parking, perfect for your getaway with a pool.

Prime White Plains location offers easy access to dining, shopping, and is just a short walk to the Metro-North station for a 45-minute commute to New York City.
This modern one-bedroom apartment provides luxury accommodations with a resort-style seasonal outdoor swimming pool, a state-of-the-art fitness center, and rooftop amenities including a coworking lounge and private pods, perfect for travelers seeking a getaway with a pool.

Directly on 1,200 feet of private Long Island beach in Montauk, New York, this resort is a 10-minute drive from Montauk Point Lighthouse Museum and 2.3 miles from Montauk Downs Golf Course.
Enjoy a getaway with a pool at the Royal Atlantic Beach Resort, featuring two heated outdoor swimming pools, a game room, and an on-site restaurant and bar.

Enjoy panoramic NYC views from this 750 sq ft apartment in Hoboken, conveniently located 4.2 miles from the Jacob K. Javits Convention Center and 4.3 miles from Macy's and Penn Station.
This pet-friendly, family-friendly apartment offers a rooftop swimming pool, a hot tub, a fitness center, and barbecue facilities, perfect for a getaway with a pool.

Directly on 8.5 acres with a 550-foot private beach in Montauk, this resort is a 5-minute drive from Hither Woods and 4 miles from Suffolk County Parkland.
This family-friendly resort offers spacious 1-bedroom apartments with fully equipped kitchens and balconies, featuring a seasonal outdoor swimming pool, tennis courts, and a sauna for a complete getaway with a pool.

Enjoy a prime Hampton Bays location, just a 5-minute drive from popular beaches, waterfront restaurants, wineries, and golf courses, with a 3-bedroom, 2-bathroom apartment perfect for up to 6 guests.
This spacious single-family home offers a large outdoor heated pool with an additional cost for heating, an open floor plan, a dedicated dining room, and a living room equipped with games for entertainment.

Oceanfront resort in Napeague, this accommodation is a 7-minute drive from Montauk and 15 minutes from East Hampton.
Enjoy an outdoor swimming pool at this family-friendly resort, offering complimentary beach umbrellas and lounges just steps away.

Just half a mile from Kirk Park Beach, this Montauk resort offers ocean views and easy access to Montauk Point Lighthouse Museum, located a 10-minute drive away.
Enjoy a family-friendly stay at this resort with a pool, featuring 650 square feet of living space, air conditioning, internet, and gardens with barbecue facilities.

Enjoy a private, gated apartment in North Bellport, eastern Long Island, just 3 miles from Sunrise Highway and 20 miles west of Westhampton Beach.
This family-friendly apartment features 3 bedrooms and sleeps up to 5 guests, offering air conditioning, a full kitchen, a private washer/dryer, and access to a swimming pool from May to September, along with a BBQ deck and fire pit for a perfect getaway.

This waterfront apartment in East Quogue offers direct access to a private beach, just a minute's stroll away, and is conveniently located within walking distance to a local playground.
Enjoy this 1750 sq ft apartment with 4 bedrooms and 2 bathrooms, featuring a newly renovated 12x24 heated saltwater swimming pool, ample living space with two family rooms, and accommodation for a 35 ft. boat.

Directly on the beach, this resort is located 1640 feet from Montauk village and offers easy access to Shadmoor State Park, with Montauk Lighthouse 5.7 miles away.
Enjoy a refreshing dip in the outdoor oceanside swimming pool at this family-friendly resort, which also provides free Wi-Fi and air-conditioned rooms with private terraces or balconies.

Just 500 feet from Moriches Bay, this historic seaside farmhouse in East Moriches offers deep historical allure and direct beach access a 5-minute walk away.
This 3000 sq ft apartment accommodates 8 guests and features an oversized heated saltwater swimming pool, a luxurious master suite with a steam shower and Jacuzzi tub, and a gourmet kitchen with a fireplace, providing an exceptional getaway with a pool.

Just 5 minutes from the beach and 2 minutes from town, this Hampton Bays house offers a prime location for enjoying the area's attractions, with South Hampton Village's upscale shopping and dining only 12 minutes away.
This family-friendly house with a pool features a luxurious outdoor living space including a heated saltwater swimming pool, hot tub, and outdoor kitchen, perfect for up to 6 guests, and includes a private gym for your convenience.

Discover a tranquil West Babylon apartment, conveniently located within a 25-mile drive of beautiful beaches and offering a relaxing backyard with an amazing heated swimming pool.
This 3-bedroom apartment accommodates up to 7 guests and features a full kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and parking, perfect for a memorable getaway with a pool.

A short stroll from a marina and brilliant sunsets, this East Hampton Cape Cod apartment is located in the city center, offering convenient access to East Hampton Village and Amagansett.
This spacious 2200 sq ft apartment accommodates up to 8 guests and features a heated swimming pool, a designer kitchen with stainless steel appliances, and high-speed WiFi, perfect for a getaway with a pool.

Located in downtown Stamford, this apartment is 300 feet from the Stamford Palace Theatre and 500 feet from the Ferguson Library, offering immediate access to Bedford Street's dining and entertainment.
This 780 sq ft, 2-bedroom apartment accommodates 5 guests and features a rooftop swimming pool, a 24/7 fitness center, and a fully equipped kitchen, perfect for a getaway with a pool.

This waterfront apartment in Hampton Bays, NY, offers exclusive acreage with a private deck and BBQ, just miles from Splish Splash Water Park and world-renowned Hamptons Beaches.
Enjoy a recently renovated space with a high-end kitchen and bathroom, a shared swimming pool, and complimentary kayaks and bicycles for exploring the scenic surroundings.

This Commack apartment is located 1.2 miles from Hauppauge Industrial Park and within 6 miles of Monster Mini Golf, Sky Zone, Blydenburgh County Park, and Tanger Outlets.
Enjoy a family-friendly stay with a swimming pool, jacuzzi, and a garden with barbecue grills, perfect for outdoor relaxation.

Located in Willowbrook, Staten Island, this apartment is conveniently situated 10 miles from the Statue of Liberty and 11 miles from Coney Island, with Newark Liberty International Airport just 9.3 miles away.
This spacious 8610 square foot apartment offers a relaxing stay with its outdoor swimming pool and garden, alongside amenities like free WiFi and on-site parking, perfect for families and pet owners.

Secluded on a 2-acre property in Southampton's Town, this modern estate offers privacy just 5 miles from the Indian golf course and 10-15 miles from popular Hamptons beaches.
This family-friendly apartment, ideal for 8 guests, boasts a brand new private swimming pool, a hot tub, and is conveniently located near Riverhead for easy access to Splish Splash Water Park and local wineries.