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

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  4.  New York

  5.  Eastport

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140 Best Vacation Rentals with Pool in Eastport (Starting from $667)

West Hamptons Zen retreat
West Hamptons Zen retreat
Villa
Westhampton, NY, USA
5.1k from Eastport center

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

5 Bedrooms10 Guests
New to Booking
$1438
Average price / night
Check Availability
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
NEW 7 Bedrm House-Pool, Swim-Up Bar, Grill, Pool Table, Fitness and play room
House
Eastport, NY, 11941, United States
0.8k from Eastport center

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

7 Bedrooms18 Guests
9.4

Superb

16 reviews

$3605
Average price / night
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Waterfront Westhampton Haven Pool and Private Beach
Waterfront Westhampton Haven Pool and Private Beach
House
Westhampton Beach, NY, USA
6.0k from Eastport center

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

7 Bedrooms17 Guests
New to Booking
$4830
Average price / night
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Gracious Mini-Estate 5 mins Westhampton
Gracious Mini-Estate 5 mins Westhampton
House
Eastport, NY, 11941, United States
1.1k from Eastport center

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

5 Bedrooms5 Guests
New to Booking
$1073
Average price / night
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Beach Nirvana
Beach Nirvana
Villa
Westhampton Beach, NY, USA
6.8k from Eastport center

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

2 Bedrooms12 Guests
New to Booking
$1114
Average price / night
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Mamma  Mia Getaway
Mamma Mia Getaway
House
eastport, NY, 11941, United States
1.2k from Eastport center

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

4 Bedrooms6 Guests
New to Booking
$857
Average price / night
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Stunning Westhampton Beach Home with Private Pool
Stunning Westhampton Beach Home with Private Pool
House
Westhampton Beach, NY, USA
8.9k from Eastport center

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

5 Bedrooms11 Guests
New to Booking
$881
Average price / night
Check Availability
Southampton getaway perfection w heated saltwater pool - minutes to the beach!
Southampton getaway perfection w heated saltwater pool - minutes to the beach!
House
Eastport, NY, 11941, United States
1.3k from Eastport center

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

4 Bedrooms10 Guests
New to Booking
$966
Average price / night
Check Availability
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
House
Eastport, NY, 11941, United States
1.5k from Eastport center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking

11 Bedrooms24 Guests
9.6

Exceptional

35 reviews

$1813
Average price / night
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Pristine waterfront eco-estate with panoramic views, surrounded by 22...
Pristine waterfront eco-estate with panoramic views, surrounded by 22...
House
Eastport, NY, 11941, United States
1.6k from Eastport center

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

5 Bedrooms11 Guests
New to Booking
$6654
Average price / night
Check Availability
Hampton Retreat near the Beach
Hampton Retreat near the Beach
Apartment
Remsenburg, NY, 11960, United States
1.6k from Eastport center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

5 reviews

$959
Average price / night
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Exclusive Hamptons Home\nPerfect for US Open
Exclusive Hamptons Home\nPerfect for US Open
House
Eastport, NY, 11941, United States
1.9k from Eastport center

AC, Barbecue, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1726
Average price / night
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Remsenburg Summer Sanctuary!
Remsenburg Summer Sanctuary!
House
Remsenburg, NY, 11960, United States
2.5k from Eastport center

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

3 Bedrooms6 Guests
New to Booking
$1664
Average price / night
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4 Bedroom Private Family Home w/Pool & Tennis on 1 acre, 12 mins to Rogers Beach
4 Bedroom Private Family Home w/Pool & Tennis on 1 acre, 12 mins to Rogers Beach
House
Remsenburg-Speonk, NY, 11960, United States
2.8k from Eastport center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1746
Average price / night
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Come Enjoy the Ultimate Hamptons Escape! Only 70 miles from NYC!
Come Enjoy the Ultimate Hamptons Escape! Only 70 miles from NYC!
House
Remsenburg-Speonk, NY, 11713, United States
2.9k from Eastport center

AC, Arcade, Barbecue, Breakfast Available, Free Parking, Heater, Internet, Kitchen, Living Area

4 Bedrooms8 Guests
New to Booking
$2551
Average price / night
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Westhampton Cottage
Westhampton Cottage
Cottage
Remsenburg-Speonk, NY, 11960, United States
3.0k from Eastport center

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

1 Bedroom3 Guests
9.6

Exceptional

4 reviews

$667
Average price / night
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Enjoy Ultimate Hamptons Escape! 70 miles from NYC! Heated Pool, Tennis, & Beach
Enjoy Ultimate Hamptons Escape! 70 miles from NYC! Heated Pool, Tennis, & Beach
House
Remsenburg, NY, 11960, United States
3.0k from Eastport center

AC, Barbecue, Breakfast Available, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$2537
Average price / night
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Expanded Ranch on 1.5 Acres, Open-Concept Floor Plan, Private In-Ground...
Expanded Ranch on 1.5 Acres, Open-Concept Floor Plan, Private In-Ground...
House
Speonk, NY, 11972, United States
3.0k from Eastport center

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

4 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$825
Average price / night
Check Availability
*Available for Holiday Week!* | Fire Pit, Tennis | King Bed
*Available for Holiday Week!* | Fire Pit, Tennis | King Bed
House
Remsenburg, NY, 11960, United States
3.2k from Eastport center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms12 Guests
10.0

Exceptional

22 reviews

$2159
Average price / night
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Bayfront beauty with heated pool!  Minutes to Westhampton!
Bayfront beauty with heated pool! Minutes to Westhampton!
House
East Moriches, NY, 11940, United States
3.3k from Eastport center

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

4 Bedrooms10 Guests
10.0

Exceptional

34 reviews

$1436
Average price / night
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Sprawling Southhampton Township Ranch\n\n
Sprawling Southhampton Township Ranch\n\n
House
Remsenburg-Speonk, NY, 11960, United States
3.5k from Eastport center

AC, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms12 Guests
New to Booking
$2072
Average price / night
Check Availability
Bright Contemporary W/ Private Pool  Steps from Moriches Bay
Bright Contemporary W/ Private Pool Steps from Moriches Bay
House
Remsenburg, NY, 11960, United States
3.5k from Eastport center

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

3 Bedrooms6 Guests
10.0

Exceptional

50 reviews

$922
Average price / night
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Westhampton 6 Bedroom 7 Bathroom Pool Tennis
Westhampton 6 Bedroom 7 Bathroom Pool Tennis
House
Remsenburg, NY, 11960, United States
3.5k from Eastport center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

6 Bedrooms12 Guests
9.2

Superb

10 reviews

$1044
Average price / night
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Pristine Remsenburg Retreat to Play & Work All Summer Long
Pristine Remsenburg Retreat to Play & Work All Summer Long
House
Remsenburg, NY, 11960, United States
3.5k from Eastport center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, No Smoking, Pool, Washer

4 Bedrooms10 Guests
New to Booking
$1816
Average price / night
Check Availability
Villa (Season Memorial Day to Labor Day $135,000 JULY $55,000 AUGUST $65,000 )
Villa (Season Memorial Day to Labor Day $135,000 JULY $55,000 AUGUST $65,000 )
Villa
Remsenburg-Speonk, NY, 11960, United States
3.6k from Eastport center

AC, Barbecue, Dryer, Fireplace, Hot Tub, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
New to Booking
$1439
Average price / night
Check Availability
Sunny Hamptons Getaway With Pool
Sunny Hamptons Getaway With Pool
House
Remsenburg-Speonk, NY, 11960, United States
3.8k from Eastport center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1705
Average price / night
Check Availability
Classic-style Hamptons home, heated freshwater pool, fire pit, extensive...
Classic-style Hamptons home, heated freshwater pool, fire pit, extensive...
House
Westhampton, NY, 11977, United States
3.8k from Eastport center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

5 Bedrooms11 Guests
9.4

Superb

3 reviews

$2346
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 Eastport.

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Eastport Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 140 verified vacation rentals with a pool in Eastport. 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 Eastport vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $667 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Eastport 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 Eastport welcome pets. Currently, 25 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 Eastport often include additional outdoor features such as Pool, Fireplace/Heating, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Eastport 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.