Vacation Rentals with Private Pool in Sag Harbor, NY: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  New York

  5.  Sag Harbor

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492 Best Vacation Rentals with Private Pool in Sag Harbor (Starting from $500)

Villa Ebrar - Luxury with pool
Villa Ebrar - Luxury with pool
Villa
Sag Harbor, NY, USA
3.3k from Sag Harbor center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

4 Bedrooms8 Guests
New to Booking
$500
Average price / night
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The Ultimate Lux Summer Escape in Sag Hbr.  Renovated, high end everything quiet
The Ultimate Lux Summer Escape in Sag Hbr. Renovated, high end everything quiet
House
Sag Harbor, NY, 11963, United States
0.2k from Sag Harbor center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$5296
Average price / night
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Villa KeyLime
Villa KeyLime
Villa
Sag Harbor, NY, USA
4.2k from Sag Harbor center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

5 Bedrooms9 Guests
New to Booking
$1241
Average price / night
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Sag Harbor Modern Artist/Architect's Solar/Geothermal home
Sag Harbor Modern Artist/Architect's Solar/Geothermal home
House
Sag Harbor, NY, 11963, United States
0.3k from Sag Harbor center

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

4 Bedrooms8 Guests
9.6

Exceptional

14 reviews

$1517
Average price / night
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Villa Nostro Palazzo
Villa Nostro Palazzo
Villa
East Hampton, NY, USA
6.1k from Sag Harbor center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Jacuzzis

7 Bedrooms17 Guests
New to Booking
$5333
Average price / night
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Waterfront, Pool, HotTub, Strong WIFI, Pingpong, Paddleboard, Kayak, Bocce Court
Waterfront, Pool, HotTub, Strong WIFI, Pingpong, Paddleboard, Kayak, Bocce Court
House
Sag Harbor, NY, 11963, United States
0.3k from Sag Harbor center

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

7 Bedrooms13 Guests
10.0

Exceptional

102 reviews

$3865
Average price / night
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A Cozy Family-Friendly Wooden House In Tree Paradise Close to Ocean & Bay Beach
A Cozy Family-Friendly Wooden House In Tree Paradise Close to Ocean & Bay Beach
House
Sag Harbor, NY, 11963, United States
0.4k from Sag Harbor center

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

4 Bedrooms9 Guests
New to Booking
$1591
Average price / night
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Stunning Waterfront Home with Pool, Boat Dock, and Acre of Land
Stunning Waterfront Home with Pool, Boat Dock, and Acre of Land
House
Sag Harbor, NY, 11963, United States
0.5k from Sag Harbor center

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

4 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$4011
Average price / night
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Cove View Manor of Sag Harbor
Cove View Manor of Sag Harbor
House
Sag Harbor, NY, 11963, United States
0.6k from Sag Harbor center

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

3 Bedrooms6 Guests
10.0

Exceptional

72 reviews

$1695
Average price / night
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Sag Harbor charmer steps from beautiful bay beach with heated salt water pool
Sag Harbor charmer steps from beautiful bay beach with heated salt water pool
House
Sag Harbor, NY, 11963, United States
0.7k from Sag Harbor center

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

3 Bedrooms6 Guests
8.0

Good

3 reviews

$1744
Average price / night
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Escape to Sag Harbor
Escape to Sag Harbor
House
Sag Harbor, NY, 11963, United States
0.9k from Sag Harbor center

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

3 Bedrooms7 Guests
10.0

Exceptional

55 reviews

$1134
Average price / night
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Waterfront on the Bay! A beautiful 5 bedroom home with dock and walk to Beach...
Waterfront on the Bay! A beautiful 5 bedroom home with dock and walk to Beach...
House
Bay Point, NY, 11963, United States
0.9k from Sag Harbor center

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

5 Bedrooms10 Guests
9.8

Exceptional

7 reviews

$2209
Average price / night
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Stunning Waterfront 4 Bedroom Home with Pool, a Dock, an Acre of Land & a Boat
Stunning Waterfront 4 Bedroom Home with Pool, a Dock, an Acre of Land & a Boat
House
Sag Harbor, NY, 11963, United States
0.9k from Sag Harbor center

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

4 Bedrooms8 Guests
10.0

Exceptional

13 reviews

$3174
Average price / night
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Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons
Seashell – Short Walk to Long Beach, Heated Pool & Best Sunsets in the Hamptons
House
Sag Harbor, NY, 11963, United States
0.9k from Sag Harbor center

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

4 Bedrooms8 Guests
10.0

Exceptional

60 reviews

$1746
Average price / night
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Paddle board? Beach Sunsets? Fine dining? Vineyards? This is the ideal getaway.
Paddle board? Beach Sunsets? Fine dining? Vineyards? This is the ideal getaway.
House
Sag Harbor, NY, 11963, United States
0.9k from Sag Harbor center

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

4 Bedrooms8 Guests
9.6

Exceptional

5 reviews

$1364
Average price / night
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Beautiful and Spacious Vacation Home in Sag Harbor!
Beautiful and Spacious Vacation Home in Sag Harbor!
House
Sag Harbor, NY, 11963, United States
1.1k from Sag Harbor center

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

5 Bedrooms12 Guests
9.8

Exceptional

40 reviews

$1563
Average price / night
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Wonderful & charming house in Sag Habour
Wonderful & charming house in Sag Habour
House
Sag Harbor, NY, 11963, United States
1.1k from Sag Harbor center

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

4 Bedrooms8 Guests
New to Booking
$532
Average price / night
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Sag Harbor Zen Heaven, Year-Round Fun
Sag Harbor Zen Heaven, Year-Round Fun
House
Sag Harbor, NY, 11963, United States
1.1k from Sag Harbor center

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

4 Bedrooms6 Guests
New to Booking
$1006
Average price / night
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Island View Manor-Secluded, Pool Hot, Tub
Island View Manor-Secluded, Pool Hot, Tub
House
Sag Harbor, NY, 11963, United States
1.1k from Sag Harbor center

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

5 Bedrooms12 Guests
10.0

Exceptional

6 reviews

$1444
Average price / night
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Quiet Cul de Sac, Sag Harbor Village 1 mi,  Heated Salt Water Pool w/ Waterfall
Quiet Cul de Sac, Sag Harbor Village 1 mi, Heated Salt Water Pool w/ Waterfall
House
Sag Harbor, NY, 11963, United States
1.2k from Sag Harbor center

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

4 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$1660
Average price / night
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Sag Harbor Water View w Dock 1.5ml from town
Sag Harbor Water View w Dock 1.5ml from town
House
Sag Harbor, NY, 11963, United States
1.3k from Sag Harbor center

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

5 Bedrooms10 Guests
New to Booking
$2871
Average price / night
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Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor
Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor
House
Sag Harbor, NY, 11963, United States
1.3k from Sag Harbor center

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

5 Bedrooms10 Guests
New to Booking
$695
Average price / night
Check Availability
5 BR Newly Renovated. Entertainers Dream. 5 min from Beach & Town of Sag Harbor
5 BR Newly Renovated. Entertainers Dream. 5 min from Beach & Town of Sag Harbor
House
Sag Harbor, NY, 11963, United States
1.3k from Sag Harbor center

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

5 Bedrooms9 Guests
9.4

Superb

26 reviews

$999
Average price / night
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Newly constructed modern home, bluestone patio, Gunite pool, indoor/outdoor...
Newly constructed modern home, bluestone patio, Gunite pool, indoor/outdoor...
House
Sag Harbor, NY, 11963, United States
1.4k from Sag Harbor center

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

6 Bedrooms10 Guests
New to Booking
$3667
Average price / night
Check Availability
Modern Sag Harbor Escape, Moments from the Water and Long Beach to View...
Modern Sag Harbor Escape, Moments from the Water and Long Beach to View...
House
Sag Harbor, NY, 11963, United States
1.4k from Sag Harbor center

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

3 Bedrooms6 Guests
8.0

Good

3 reviews

$1470
Average price / night
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Stunning Sag Harbor Beach Cottage - Pool, Bay View
Stunning Sag Harbor Beach Cottage - Pool, Bay View
House
Sag Harbor, NY, 11963, United States
1.4k from Sag Harbor center

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

3 Bedrooms6 Guests
New to Booking
$1467
Average price / night
Check Availability
Expansive Modern Sag Harbor Home with Private Heated Pool, Perfect for Families
Expansive Modern Sag Harbor Home with Private Heated Pool, Perfect for Families
House
Sag Harbor, NY, 11963, United States
1.5k from Sag Harbor center

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

5 Bedrooms9 Guests
9.0

Fabulous

2 reviews

$1893
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 Private Pool in Sag Harbor.

Stay Near Sag Harbor's Top Attractions

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Sag Harbor Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 492 verified vacation rentals with a private pool in Sag Harbor. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Sag Harbor vary depending on the property size, location, and travel season. Rates typically start from around $500 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Sag Harbor also welcome pets. Currently, 27 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Sag Harbor often include additional features such as Pool, Private Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Sag Harbor include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.