Compare Vacation Rentals with Pools in Long Island, NY

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Long Island, NY vacation rentals
Choose vacation accommodation with a pool
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Choose from Top-Rated Vacation Rentals with Swimming Pools in Long Island, NY

Coastal Retreat|heated Saltwater Pool|5 Mintobeach - Long Island, NY
9.9 103 reviews
Long Island, NY
10/15 – 10/18
$704/nighttotal: $2112 (3 )

Coastal Retreat|heated Saltwater Pool|5 Mintobeach

1 8
apartment, Hampton Bays
This Hampton Bays apartment offers a prime location, just a 5-minute drive from Ponquogue Ocean Beach and an 8-minute drive to Meschutt Beach on the bay side.
Enjoy a heated saltwater swimming pool, a gourmet kitchen, a game room with ping pong, and an outdoor terrace with a BBQ and fire pit, perfect for a getaway with a pool.
Newly Renovated Montauk Condo With Ocean Views! - Long Island, NY
9.8 87 reviews
Long Island, NY
06/20 – 06/27
$674/nighttotal: $4718 (7 )

Newly Renovated Montauk Condo With Ocean Views!

1 4
apartment, Montauk
Just 50 yards from the beach, this Montauk apartment offers unbeatable proximity for your coastal getaway.
Enjoy modern comforts in this newly renovated one-bedroom apartment, featuring a full kitchen, a private patio, and access to a communal swimming pool, all within walking distance to Montauk town.
Luxurious And Private Beach House With Heated Pool - Long Island, NY
9.8 24 reviews
Long Island, NY
09/07 – 09/21
$462/nighttotal: $6468 (14 )

Luxurious And Private Beach House With Heated Pool

3 5
apartment, Hampton Bays
This contemporary apartment in Hampton Bays is located on a woodsy acre, offering a 2-minute drive to Peconic Bay beaches and a 10-minute drive to Ocean (Ponquogue Beach).
Enjoy this 3-bedroom, 2-bathroom apartment with a heated swimming pool, perfect for relaxation and bird-watching, featuring a Frank Lloyd Wright-inspired open floor plan and a working sandstone fireplace.
Staten Island Cozy Private 1-br Basement Apt Close To Nyc Family & Pet Friendly - Long Island, NY
10 4 reviews
Long Island, NY
07/25 – 07/27
$188/nighttotal: $376 (2 )

Staten Island Cozy Private 1-br Basement Apt Close To Nyc Family & Pet Friendly

1 2
apartment, New York
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.
Southampton Home Near Shinnecock | Pool & Game Room - Long Island, NY
9.1 101 reviews
Long Island, NY
10/15 – 10/18
$1447/nighttotal: $4341 (3 )

Southampton Home Near Shinnecock | Pool & Game Room

4 10
apartment, Shinnecock Hills
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.
Bayview Resort - Long Island, NY
8.7 549 reviews
Long Island, NY
07/17 – 07/19
$1752/nighttotal: $3504 (2 )

Bayview Resort

3 10
resort, Hampton Bays
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.
Villa Roman - Long Island, NY
9.8 170 reviews
Long Island, NY
10/16 – 10/19
$1483/nighttotal: $4449 (3 )

Villa Roman

7 8
house, East Quogue
Located in East Quogue, this house is 13 miles from Splish Splash amusement park and 32 miles from Long Island MacArthur Airport.
This 7-bedroom house with 6 bathrooms offers a private swimming pool, a hot tub, and a balcony with sea views, perfect for a getaway with a pool.
Coastal Retreat With Saltwater Heated Pool, 5 Min To Beach, Fire Pit, 4 Bdrm - Long Island, NY
10 3 reviews
Long Island, NY
10/15 – 10/18
$685/nighttotal: $2055 (3 )

Coastal Retreat With Saltwater Heated Pool, 5 Min To Beach, Fire Pit, 4 Bdrm

4 10
apartment, Hampton Bays
Enjoy a beach getaway in Hampton Bays with this spacious apartment, located just moments from The Hamptons Beaches and Cooper's Beach.
This family-friendly apartment features a massive fenced-in heated swimming pool, a gourmet kitchen, a game room with ping pong, and accommodates up to 12 guests.
The Cliffside Resort Condominiums - Long Island, NY
9.1 250 reviews
Long Island, NY
07/17 – 07/19
$1781/nighttotal: $3562 (2 )

The Cliffside Resort Condominiums

2 10
apartment, Greenport
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.
1 Bedroom Hamptons Waterfront Cottage Rental - Long Island, NY
10 32 reviews
Long Island, NY
07/10 – 07/20
$425/nighttotal: $4250 (10 )

1 Bedroom Hamptons Waterfront Cottage Rental

1 2
house, Hampton Bays
Located on 1.6 acres of exclusive waterfront property in Hampton Bays, this house offers a serene country nature experience, perfect for those seeking a tranquil getaway with a pool.
This pet-friendly, family-friendly cottage accommodates two guests and boasts a private deck with a BBQ and living area, access to a shared swimming pool, kayaks, canoes, and bicycles for recreation, all enhanced by a state-of-the-art Wi-Fi system.
Parker’s Place - Long Island, NY
9.9 22 reviews
Long Island, NY
06/14 – 07/01
$265/nighttotal: $4505 (17 )

Parker’s Place

1 2
apartment, Fire Island
Directly across from a bar and just steps from the ferry terminal, this studio apartment in the Grove Manor condos offers a prime location in Fire Island, a short walk from the beach.
This modern studio features air conditioning and direct access to a heated salt water swimming pool, perfect for a relaxing getaway with a pool.
Bayside Paradise W/ Huge Yard - Long Island, NY
10 10 reviews
Long Island, NY
10/16 – 10/19
$530/nighttotal: $1590 (3 )

Bayside Paradise W/ Huge Yard

1 8
apartment, Center Moriches
Directly across from a shopping center and just a short distance from the bay, this apartment in Center Moriches offers ultimate convenience and scenic waterfront proximity.
This two-story cape house with 4 bedrooms and 2.5 baths accommodates 8 guests and features a private paradise with a meditation pond, a pool with an outdoor bar, and a separate guest cottage with a Peloton, perfect for a getaway with a pool.

Find a Luxury Vacation Rental with a Private Pool in Long Island, NY

Charming Home With Pool & Patio - Long Island, NY
10 2 reviews
Long Island, NY
06/24 – 07/05
$500/nighttotal: $5500 (11 )

Charming Home With Pool & Patio

1 6
apartment, Fort Lee
Enjoy exclusive access to an entire house with a private swimming pool, located in a safe and quiet Fort Lee neighborhood, just a 30-minute commute to New York City.
This spacious apartment offers 3 bedrooms, 2 full bathrooms, and a large basement suite, accommodating up to 6 guests with a fully equipped kitchen, fast Wi-Fi, smart TVs, laundry facilities, and free parking.

Best Family-Friendly Vacation Rentals with Pools in Long Island, NY

Among the 34081 accommodations in Long Island, NY, here are the 8 best family friendly rentals

Hamptons Haven: Heated Pool, Hot Tub & Gameroom! 2 Miles To Rogers Beach - Long Island, NY
9.9 265 reviews
Long Island, NY
10/15 – 10/18
$959/nighttotal: $2877 (3 )

Hamptons Haven: Heated Pool, Hot Tub & Gameroom! 2 Miles To Rogers Beach

5 8
apartment, Westhampton Beach
Centrally located in Westhampton Beach, this apartment is just a 5-minute walk to restaurants, shops, and the beach, and under 2 miles to Dune Road mansions and Rogers Beach.
This family-friendly apartment offers 3000 square feet of living space for up to 10 guests, featuring a fabulous 18x36 heated in-ground swimming pool, a hot tub, and a large game room with ping pong and air hockey.
Midtown View - Minutes To City - Long Island, NY
8.0 1 review
Long Island, NY
06/19 – 06/20
$586/nightfor 1 night

Midtown View - Minutes To City

1 4
apartment, Hoboken
Enjoy a rooftop swimming pool with sun terrace views in this Hoboken apartment, located 4 miles from the Jacob K. Javits Convention Center and Macy's.
This 750 square foot apartment accommodates up to 7 guests and offers amenities like free WiFi, a fitness center, and billiards.
Spacious Easton 2br Townhouse With Big Yard - Long Island, NY
Long Island, NY
06/27 – 07/03
$329/nighttotal: $1974 (6 )

Spacious Easton 2br Townhouse With Big Yard

2 2
house, Easton
Located in Weston, this 2-bedroom townhouse is 14 miles from the Russian Railway Museum and 16 miles from Silver Sands State Park.
This spacious 1910 square foot house features a large yard and outdoor seating, perfect for families, and is ideal for travelers seeking a getaway with a pool.
'Dreams Of Paradise' Luxury Home W/ Pool! - Long Island, NY
9.3 12 reviews
Long Island, NY
07/17 – 07/19
$1274/nighttotal: $2548 (2 )

'Dreams Of Paradise' Luxury Home W/ Pool!

4 10
house, Lake Grove
This luxury house is located 22 miles from Splish Splash in Lake Grove, 29 miles from Nassau Veterans Memorial Coliseum, and just 5 miles from Long Island MacArthur Airport.
Offering 2900 square feet of living space, this family-friendly home features 4 bedrooms, 4 bathrooms, and a swimming pool, complemented by a spa center and a cozy fireplace for ultimate relaxation.
Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views - Long Island, NY
9.9 185 reviews
Long Island, NY
10/09 – 10/13
$673/nighttotal: $2692 (4 )

Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

2 4
apartment, Greenport
Enjoy panoramic waterfront views of the Long Island Sound and Connecticut from this apartment, located on the waterfront of the North Fork of Long Island in Greenport, New York, approximately 2 miles from downtown Greenport Village.
This 700 square foot apartment with 2 bedrooms and 2 bathrooms offers direct access to a private beach and features exclusive access to the resort's swimming pool, making it perfect for a getaway with a pool.
Montauk Mansion Indoor + Outdoor Pools - Long Island, NY
9.6 106 reviews
Long Island, NY
12/29 – 01/06
$331/nighttotal: $2648 (8 )

Montauk Mansion Indoor + Outdoor Pools

2 3
apartment, Montauk
Enjoy spectacular hilltop views and majestic sunsets in this Montauk apartment, just a short distance from The Hamptons Beaches and Montauk Point.
This 860 sq ft apartment offers a duplex layout with a queen-size sofa bed, accommodating up to 6 guests and featuring a fully equipped kitchen, air conditioning, and access to a heated swimming pool, indoor pool, and spa.
Cozy Furnished Ranch! Pet Friendly! - Long Island, NY
9.8 9 reviews
Long Island, NY
09/01 – 09/01
$339/nighttotal: $123735 (365 )

Cozy Furnished Ranch! Pet Friendly!

2 1
apartment, Fair Lawn
This apartment is located in Fair Lawn, NJ, just a short drive from American Dream and MetLife Stadium.
Enjoy this 850 sq ft, 2-bedroom apartment with a swimming pool, perfect for up to 4 guests, featuring a patio, backyard, and on-site property manager.
Sea Crest - Long Island, NY
9.0 1330 reviews
Long Island, NY
10/16 – 10/19
$749/nighttotal: $2247 (3 )

Sea Crest

2 8
resort, Napeague
Directly on the oceanfront in Napeague, this resort is a 7-minute drive from Montauk and 15 minutes from East Hampton.
Enjoy an outdoor swimming pool at this family-friendly resort, offering kitchenettes, balconies, and a tennis court for your stay.

Find places to stay

Explore Our Top Pet-Friendly Vacation Rentals with a Pool in Long Island, NY

Among the 34081 accommodations in Long Island, NY, here are the 8 best pet friendly rentals

Charming North Fork Escape By The Beach - Long Island, NY
10 12 reviews
Long Island, NY
06/20 – 06/27
$520/nighttotal: $3640 (7 )

Charming North Fork Escape By The Beach

1 4
apartment, East Marion
Enjoy a serene retreat on the North Fork, just a short stroll from a Long Island Sound beach and a convenient 10-minute drive to Greenport's shops and dining.
This family-friendly apartment accommodates up to 6 guests and features a well-equipped kitchen, a finished basement with a workspace, and a sparkling swimming pool in the lush garden backyard.
Paradise Citadel, Sauna, Htd Pool Hottub Golf Basketball - Long Island, NY
9.9 171 reviews
Long Island, NY
10/16 – 10/19
$858/nighttotal: $2574 (3 )

Paradise Citadel, Sauna, Htd Pool Hottub Golf Basketball

6 8
house, Mastic
Located in Mastic, this vacation home is 14 miles from Long Island MacArthur Airport and 16 miles from Splish Splash water park.
This expansive 5-bedroom house offers a heated swimming pool, hot tub, mini-golf, and a shared kitchen, providing ample space and entertainment for families.
Furnished Quarters At 15/25 Bank Street - Long Island, NY
Long Island, NY
12/29 – 01/06
$165/nighttotal: $1320 (8 )

Furnished Quarters At 15/25 Bank Street

1 3
apartment, White Plains
Centrally located in White Plains, this apartment is just 4.3 miles from Westchester County Airport and offers convenient access to Manhattanville College (3.8 miles) and State University of New York at Purchase (5.4 miles).
This apartment complex features an indoor swimming pool, a fitness center, and fully equipped kitchens, making it an ideal choice for families and business travelers seeking accommodations with a pool.
Stunning 1-bed, 1-bath With Breathtaking Views & Luxury Finishes - Long Island, NY
Long Island, NY
06/14 – 07/01
$276/nighttotal: $4692 (17 )

Stunning 1-bed, 1-bath With Breathtaking Views & Luxury Finishes

1 2
apartment, New Rochelle
Located in downtown New Rochelle on the river, this apartment offers stunning city or waterfront views and convenient access to attractions like the Bronx Zoo and Flushing Meadows-Corona Park, both within 10 miles.
Enjoy resort-style relaxation with a swimming pool available from May to August, alongside a chef's kitchen, spa-like bathroom, and 24/7 concierge service at this apartment with a pool.
Stamford Grand Apartment + Cozy Den - Long Island, NY
9.8 8 reviews
Long Island, NY
07/03 – 07/05
$746/nighttotal: $1492 (2 )

Stamford Grand Apartment + Cozy Den

2 4
apartment, Stamford
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.
Sh Shores With Sauna, Jacuzzi, Pool, Tennis, Beach - Long Island, NY
9.9 69 reviews
Long Island, NY
06/27 – 06/29
$1883/nighttotal: $3766 (2 )

Sh Shores With Sauna, Jacuzzi, Pool, Tennis, Beach

4 10
apartment, North Sea
Located in Southampton Shores, this apartment offers direct access to a private bay beach and stunning water views, just a short drive from local attractions.
This spacious apartment features a private heated swimming pool, accommodating up to 10 guests with four bedrooms, three bathrooms, and two pull-out couches, plus access to three shared tennis courts.
Modern Coastal Elegance- Heated Pool, Bike To Bay - Long Island, NY
10 26 reviews
Long Island, NY
11/22 – 12/27
$316/nighttotal: $11060 (35 )

Modern Coastal Elegance- Heated Pool, Bike To Bay

4 2
apartment, Springs
Located on a private acre in East Hampton's Wildflower Woods, this apartment offers seclusion near Gardiner's Bay and Three Mile Harbor, providing easy access to waterfront dining and boating activities.
This spacious 2200 square foot apartment, perfect for up to 8 guests, features a heated swimming pool, a state-of-the-art kitchen with a wine cellar, and 1GB fiber WiFi for an exceptional getaway.
Pool|golf Sim|hottub|movie|games|firepit|golf Open - Long Island, NY
9.9 89 reviews
Long Island, NY
10/16 – 10/19
$1099/nighttotal: $3297 (3 )

Pool|golf Sim|hottub|movie|games|firepit|golf Open

4 8
house, Northwest Harbor
This house offers a serene escape in a quiet, woodsy neighborhood near Northwest Harbor, just 3 miles from Sammy's Beach and 11 miles from East Hampton Village.
Enjoy a fantastic vacation with this 4-bedroom house featuring a heated swimming pool, a hot tub on a covered deck, a dedicated movie theater, and a sporting pavilion with a golf simulator and arcade games, accommodating up to 8 guests.
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