Compare Vacation Rentals with Pools in Long Island, NY

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.

Located on 5 landscaped acres, this East Hampton hotel is a 5-minute walk from East Hampton Village's high-end shops and restaurants, and just 500 feet from Mecox Gardens and Village Park.
This family-friendly resort offers a swimming pool and tennis court, plus rooms with kitchenettes and private patios, ideal for travelers seeking a getaway with a pool.

Enjoy a 3-bedroom Bridgehampton apartment with a heated swimming pool, conveniently located a 7-minute drive from the Hampton Classic and a 5-10 minute drive to ocean and bay beaches.
This pet-friendly accommodation offers a garden, spa, and parking, with bicycles and beach gear available upon request, making it ideal for a getaway with a pool.

Enjoy waterfront living with spectacular sunset views over Long Island Sound from this Greenport apartment, located less than 2.5 miles from downtown and a 7-minute drive to Hortons Point Lighthouse.
This 550 square foot apartment offers two bedrooms and convenient kitchenette facilities, plus direct access to a private beach and a seasonal swimming pool with a pool, perfect for a poolgetaway.com vacation.

Just 15 minutes walking from Peconic Bay Beach, this apartment in Hampton Bays offers a secluded one-acre escape with convenient access to the Atlantic coast.
This expansive 6-bedroom apartment boasts a brand new, heated saltwater swimming pool and a 4000 square feet floor area, perfect for families with a guest capacity of 14.

Located in tranquil West Tiana Shores, this apartment offers proximity to bay and ocean beaches, just a short drive from Southampton and Westhampton villages.
This spacious 4-bedroom apartment accommodates 8 guests and features a private in-ground saltwater swimming pool, a garden, and a dedicated lounge area, perfect for a getaway with a pool.

Located within a gated estate on over an acre, this house offers a private sanctuary just under a mile from Southampton Village.
This luxurious house features 6 bedroom suites, 6 bathrooms, and a large gunite swimming pool with expansive deck patios for indoor/outdoor enjoyment, perfect for a getaway with a pool.

Just 500 feet from Cedar Beach, this Centereach house offers a private saltwater heated pool and hot tub for ultimate relaxation.
This family-friendly home accommodates up to 12 guests with 6 bedrooms, 4 bathrooms, a game room, a fully-stocked kitchen, and a fenced backyard featuring a fire pit, trampoline, and playground.

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.

Enjoy a family-friendly apartment in West Babylon, conveniently located a short drive from Jones Beach Theater, The Argyle Theatre, Tanger Outlets, and Walt Whitman Shops.
This apartment features a heated saltwater swimming pool and a spacious backyard, offering a perfect getaway with a pool for up to 6 guests.

Located in a quiet neighborhood in Springs, this expansive 5300 sq ft smart home offers a serene escape.
This family-friendly house, perfect for groups of up to 16, features 7 bedrooms, 6 bathrooms, and a private swimming pool with a Jacuzzi for ultimate relaxation.

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 a quiet Noyack neighborhood, this apartment is just a few minutes from Main Street and the ocean.
This family-friendly apartment features a private fenced yard with a heated swimming pool, hot tub, and outdoor fireplace, perfect for a relaxing getaway.

Directly on the beachfront in Montauk, this resort is located less than 1 mile from the town center and Fort Pond, with Montauk Point Lighthouse a 10-minute drive away.
Enjoy a refreshing dip in the outdoor swimming pool with towel service at this family-friendly resort, which also offers free WiFi throughout the property and daily room cleaning.

Harrison Urby, located just outside Manhattan, offers convenient access to the PATH train for a quick commute to the World Trade Center, placing you approximately 5 miles from downtown Manhattan.
This bright and airy studio apartment, perfect for two guests, features a separate sleeping and living area and grants exclusive access to Urby resident events, on-site fitness centers, multiple cafes, and a seasonal swimming pool with a grill and fire pit area.

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.

Just 500 feet from Port Jefferson Harbor and Ferry Dock, this apartment offers a prime location with central Long Island access.
This pet-friendly apartment, accommodating up to 6 guests, features 3 bedrooms, 2 bathrooms, and a refreshing swimming pool for a perfect getaway.

Located at the end of a quiet cul-de-sac in East Hampton Village, this apartment is a short walk to boutiques, cafés, galleries, and tennis courts, and a brief bike ride to ocean beaches.
Enjoy year-round relaxation with a private heated swimming pool at this 1350 square foot apartment, featuring a modern kitchen with Bertazzoni appliances and accommodating up to 6 guests.

Discover this historic 1856 Trading House apartment in Mount Sinai, located just 1 mile from the beach and within easy reach of theme parks, Mather House Museum, and Stony Brook Grist Mill.
This 800 sq ft, two-level apartment accommodates up to 6 guests with 2 bedrooms, 1 bathroom, a full kitchen, and a unique spiral staircase, offering a fantastic getaway with a swimming pool.

Enjoy a prime location in Harrison Urby with direct PATH train access to the World Trade Center in Manhattan, offering an excellent user and location rating.
This apartment provides access to a seasonal swimming pool and other amenities like two fitness centers, work-from-home spaces, and BBQ grills, perfect for a getaway with a pool.

Enjoy a relaxing retreat in Mattituck with this spacious house, conveniently located 15 miles from Splish Splash and 35 miles from Long Island MacArthur Airport.
This comfortable home offers 2000 square feet of living space, sleeping up to 11 guests with 3 bedrooms and 3 bathrooms, and features a private swimming pool, hot tub, and beach access for the ultimate getaway.

Historic Mount Sinai offers direct access to the harbor for clamming, kayaking, and fishing, and is located just 2 miles from Cedar Beach and Downtown Port Jefferson.
This 2-bedroom apartment accommodates up to 6 guests and features a large kitchen with brand-new appliances, antique interiors, and a shared swimming pool perfect for your getaway.

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.

Enjoy partial bay views from a large deck at this Mastic Beach house, just a two-block walk to a pier and beachy cove, and six miles from Smithpoint Beach Fire Island.
This spacious 5-bedroom house accommodates 10 guests and features a kitchen with a fridge, microwave, and dishwasher, plus air conditioning, a garden, and parking, making it ideal for a getaway with a pool.