Vacation Rentals with Pool in Hampton Bays, NY: Compare 10+ Sites & Save

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  4.  New York

  5.  Hampton Bays

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368 Best Vacation Rentals with Pool in Hampton Bays (Starting from $328)

Hampton Bays 4bdr all Q size,IG Pool,Billiard, tennis
Hampton Bays 4bdr all Q size,IG Pool,Billiard, tennis
House
Hampton Bays, NY, USA
1.1k from Hampton Bays center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1299
Average price / night
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Beautiful Hampton Bays Home, South of the Highway, Close to town...
Beautiful Hampton Bays Home, South of the Highway, Close to town...
House
Hampton Bays, NY, 11946, United States
0.3k from Hampton Bays center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$526
Average price / night
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Hamptons Vacation Rental with Seasonal Pool!
Hamptons Vacation Rental with Seasonal Pool!
House
Hampton Bays, NY, USA
1.3k from Hampton Bays center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly

3 Bedrooms6 Guests
8.5

Very Good

4 reviews

$573
Average price / night
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7 mins from the beach! Gorgeous home for the perfect vacation.
7 mins from the beach! Gorgeous home for the perfect vacation.
House
Hampton Bays, NY, 11946, United States
0.5k from Hampton Bays center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms7 Guests
10.0

Exceptional

23 reviews

$670
Average price / night
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Tranquil Bays Estate
Tranquil Bays Estate
House
Hampton Bays, NY, USA
1.4k from Hampton Bays center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms10 Guests
New to Booking
$834
Average price / night
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3BR secluded gem w/ pool, minutes to beaches/marinas, walk to town & restaurants
3BR secluded gem w/ pool, minutes to beaches/marinas, walk to town & restaurants
House
Hampton Bays, NY, 11946, United States
0.7k from Hampton Bays center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1297
Average price / night
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The Villa at Hampton Bays.Hampton's Summer Escape Nightlife Pool Spa.
The Villa at Hampton Bays.Hampton's Summer Escape Nightlife Pool Spa.
Villa
Hampton Bays, New York, USA
1.5k from Hampton Bays center

View, Parking, Air Conditioner, Kitchen, Ocean View, Pool, Balcony/Terrace

7 Bedrooms13 Guests
New to Booking
$1440
Average price / night
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Bright Hamptons Getaway ☀️
Bright Hamptons Getaway ☀️
House
Hampton Bays, NY, 11946, United States
0.7k from Hampton Bays center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.4

Superb

3 reviews

$1219
Average price / night
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Hamptons Hideaway
Hamptons Hideaway
House
Hampton Bays, NY, USA
1.9k from Hampton Bays center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms10 Guests
New to Booking
$837
Average price / night
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Spectacular Family Beach Resort - Golfers Paradise for 2026 US Open
Spectacular Family Beach Resort - Golfers Paradise for 2026 US Open
House
Hampton Bays, NY, 11946, United States
0.8k from Hampton Bays center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

7 Bedrooms22 Guests
9.8

Exceptional

24 reviews

$1383
Average price / night
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Bayview Resort
Bayview Resort
Resort
Hampton Bays, NY, USA
2.0k from Hampton Bays center

Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Beach, Places to stay

27 Bedrooms24 Guests
7.5

Good

115 reviews

$370
Average price / night
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SEABREEZE IN THE HAMPTONS- Golfers Paradise for 2026 US Open
SEABREEZE IN THE HAMPTONS- Golfers Paradise for 2026 US Open
House
Hampton Bays, NY, 11946, United States
0.8k from Hampton Bays center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

8 Bedrooms20 Guests
9.2

Superb

10 reviews

$1465
Average price / night
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Canoe Place Waterfront Residences
Canoe Place Waterfront Residences
Apartment
Hampton Bays, NY, USA
2.1k from Hampton Bays center

Internet, Parking, Air Conditioner, Pet Friendly, Balcony/Terrace, Security/Safety, View

36 Bedrooms32 Guests
New to Booking
$1900
Average price / night
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Charming 3bed/ 2bath house in Hampton Bays w/ Heated Pool
Charming 3bed/ 2bath house in Hampton Bays w/ Heated Pool
House
Hampton Bays, NY, 11946, United States
0.9k from Hampton Bays center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1161
Average price / night
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Private completely fenced in property Near beach
Private completely fenced in property Near beach
House
Hampton Bays, NY, USA
2.6k from Hampton Bays center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Jacuzzis

4 Bedrooms8 Guests
New to Booking
$1683
Average price / night
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Charming House with Pool
Charming House with Pool
House
Hampton Bays, NY, 11946, United States
1.0k from Hampton Bays center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$714
Average price / night
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Distinctive Hamptons Home with Pool Near Bay, Ocean
Distinctive Hamptons Home with Pool Near Bay, Ocean
House
Hampton Bays, NY, USA
3.2k from Hampton Bays center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms5 Guests
8.0

Good

1 reviews

$437
Average price / night
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Guest House Overlooking Pool
Guest House Overlooking Pool
House
Hampton Bays, NY, 11946, United States
1.0k from Hampton Bays center

Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Patio

1 Bedroom4 Guests
New to Booking
$435
Average price / night
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Alluring Hampton Bays Hideaway Less Than 2 Mi to Beach!
Alluring Hampton Bays Hideaway Less Than 2 Mi to Beach!
House
Hampton Bays, NY, USA
3.2k from Hampton Bays center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

5 Bedrooms11 Guests
New to Booking
$489
Average price / night
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Charming 4-bedroom house with salt water pool, AC and WiFi in Hampton Bays
Charming 4-bedroom house with salt water pool, AC and WiFi in Hampton Bays
House
Hampton Bays, NY, 11946, United States
1.1k from Hampton Bays center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$736
Average price / night
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SEASHELLS BY THE SEASHORE -  Golfers paradise for 2026 US Open
SEASHELLS BY THE SEASHORE - Golfers paradise for 2026 US Open
House
Hampton Bays, NY, 11946, United States
1.1k from Hampton Bays center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

8 Bedrooms16 Guests
9.6

Exceptional

21 reviews

$1253
Average price / night
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Quiet Family Getaway - Hamptons Oasis - 4BR sleeps 8
Quiet Family Getaway - Hamptons Oasis - 4BR sleeps 8
House
Hampton Bays, NY, 11946, United States
1.1k from Hampton Bays center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$436
Average price / night
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Contemporary 3-bedroom house with AC in the heart of The Hamptons
Contemporary 3-bedroom house with AC in the heart of The Hamptons
House
Hampton Bays, NY, 11946, United States
1.2k from Hampton Bays center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$1747
Average price / night
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Modern Southampton Retreat Heated Pool Minutes to Beach & Shinnecock US Open '26
Modern Southampton Retreat Heated Pool Minutes to Beach & Shinnecock US Open '26
House
Hampton Bays, NY, 11946, United States
1.2k from Hampton Bays center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

4 Bedrooms8 Guests
New to Booking
$4208
Average price / night
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Spacious Hamptons Apartment.\n\n- New Pool House Available See Listing ID- 2719927
Spacious Hamptons Apartment.\n\n- New Pool House Available See Listing ID- 2719927
Apartment
Hampton Bays, NY, 11946, United States
1.2k from Hampton Bays center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Patio

2 Bedrooms2 Guests
10.0

Exceptional

1 reviews

$328
Average price / night
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Modern Family Retreat with Heated Pool, Playground and Peloton
Modern Family Retreat with Heated Pool, Playground and Peloton
House
Hampton Bays, NY, 11946, United States
1.3k from Hampton Bays center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.8

Exceptional

26 reviews

$1069
Average price / night
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HEATED POOL - Hamptons newly renovated home with fenced yard
HEATED POOL - Hamptons newly renovated home with fenced yard
House
Hampton Bays, NY, 11946, United States
1.3k from Hampton Bays center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1383
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Hampton Bays.

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Hampton Bays Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 368 verified vacation rentals with a pool in Hampton Bays. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Hampton Bays vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $328 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Hampton Bays offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Hampton Bays welcome pets. Currently, 41 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Hampton Bays often include additional outdoor features such as Pool, Balcony/Terrace, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Hampton Bays offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.