Compare Vacation Rentals with Pools in Long Island, NY

Enjoy a peaceful, centrally-located apartment in Hampton Bays with a seasonal swimming pool perfect for weekend getaways.
This apartment offers a home-like feel with on-site parking and garden access, ideal for two guests seeking comfort and convenience.

This apartment offers a secluded setting on an acre, just 2 miles from Westhampton Beach and its dining options.
Enjoy a heated saltwater swimming pool and a hot tub at this family-friendly apartment with a game room and capacity for 9 guests.

Steps from a gorgeous beach, this historic 1883 home in New Suffolk offers a brilliant, modern escape with a heated, saltwater swimming pool (seasonal, May-October).
This 3600 square foot apartment boasts 6 bedrooms and 4 bathrooms, featuring a chef's kitchen, a parlor with a bar, three patios, and amenities like a barbecue, beach gear, bicycles, and kayaks, perfect for families looking for a getaway with a pool.

Directly on the Belle Terre beachfront, this mega mansion in Port Jefferson is located near historical sites like the Mather House Museum and Stony Brook Grist Mill, offering convenient access to Port Jefferson and Harmony Vineyards.
This luxurious house features a 2 million dollar infinity outdoor pool and a state-of-the-art indoor pool, alongside a home theater seating 14 and accommodations for up to 38 guests within its private 9-acre compound.

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.

Located in Southampton Village, this apartment is just 500 feet from the ocean, beaches, restaurants, and shopping, with the train station a convenient 10-minute walk away.
This 3-bedroom, 2-bathroom apartment for 6 guests features a private backyard oasis with a brand-new heated saltwater gunite pool, perfect for a pool getaway.

Offering coastal access near Lighthouse Point Beach, this New Haven house is located approximately 5.1 miles from Yale University and 4.8 miles from City Hall.
This 1460 square foot house includes a private outdoor swimming pool, air conditioning, and a fully equipped kitchen with a dishwasher, perfect for a getaway with a pool.

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.

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.

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.

Beachwood Cove is located in East Hampton, 13 miles from Montauk Point Lighthouse and 19 miles from the Second House Museum.
This 2000 square foot house offers air-conditioned comfort with 3 bedrooms and a family-friendly atmosphere, featuring a heated swimming pool and hot tub for ultimate relaxation, plus complimentary high-speed WiFi and on-site parking.

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 Empire State Building views from this Hoboken apartment, conveniently located 4.2 miles from the Jacob K. Javits Convention Center and 4.3 miles from Penn Station.
This 750 sq ft apartment, perfect for up to 7 guests, features a swimming pool, fitness center, and private parking with EV charging, offering a complete getaway with a pool.

This resort on Star Island, directly on Lake Montauk, offers a prime waterfront location within the renowned East End of Montauk.
Enjoy the resort's expansive 16-acre property, featuring multiple swimming pools including an indoor pool, tennis courts, and a private beach, perfect for a getaway with a pool.

Enjoy an oasis-like backyard with a swimming pool and lush landscaping, creating a private island feel, just an 8-minute walk from the EHP Resort and Harbor Bistro.
This 3-bedroom, 2-bathroom apartment accommodates up to 6 guests and features a sunroom with a smart TV, multiple decks, and complimentary use of paddle boards and beach chairs, perfect for a pool getaway in East Hampton.

Located in Battery Park, this apartment offers Hudson River views and is less than 0.6 miles from the National September 11 Memorial & Museum, with One World Trade Center just a 14-minute walk away.
This spacious 1080 sq ft apartment features two bedrooms, a fully equipped kitchen, air conditioning, and access to an outdoor swimming pool, perfect for your New York getaway with a pool.

Located in Midtown Manhattan, The Beekman Tower is a hotel situated 1.1 miles from the city center and a 13-minute walk from St. Patrick's Cathedral, offering convenient access to attractions like Times Square, the Chrysler Building, and Rockefeller Center.
This hotel provides a fitness center, on-site restaurant and bar, and complimentary WiFi, with valet parking available, though a swimming pool is not listed among its amenities.

This Southampton colonial home provides historic charm within the esteemed Hamptons, located just miles from The Hamptons Beaches, Cooper's Beach, and Shinnecock Hills Golf Course.
Enjoy this 4000 square foot apartment with 6 bedrooms and 7 bathrooms, featuring a chef's kitchen, an exceptional English garden, and a private in-ground swimming pool with a pergola-covered deck for ultimate relaxation.

Just 500 feet from Gardiners Bay beaches and the harbor, this East Hampton apartment offers excellent access to water sports and village exploration.
This 5-bedroom, 3-bathroom apartment with a pool accommodates up to 10 guests and features a private gunite pool, hot tub, and complimentary paddleboards for a perfect pool getaway.

Located in midtown Manhattan, Global Luxury Suites at Sky is 1312 feet from the Jacob K. Javits Convention Center and 0.5 miles from Restaurant Row and NY Cruise Port.
This studio accommodation offers a prime location for exploring New York City, featuring a swimming pool, a fitness center, and a spa for guest convenience.