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

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  2. Vacation Rentals with Pool
  3.  USA

  4.  New York

  5.  Short Beach

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566 Best Vacation Rentals with Pool in Short Beach (Starting from $500)

Coves Bay Beauty
Coves Bay Beauty
House
Sag Harbor, NY, USA
0.5k from Short Beach center

Laundry, Wheelchair Accessible, Pool, Parking, Internet, Child Friendly

5 Bedrooms10 Guests
New to Booking
$3853
Average price / night
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Modern Coastal Farmhouse style home with a private pool, open-floor plan,...
Modern Coastal Farmhouse style home with a private pool, open-floor plan,...
House
Sag Harbor, NY, 11963, United States
0.5k from Short Beach center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$2126
Average price / night
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Villa Kimaal - Luxury with pool
Villa Kimaal - Luxury with pool
Villa
Sag Harbor, NY, USA
2.9k from Short Beach center

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

5 Bedrooms8 Guests
New to Booking
$5693
Average price / night
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Spacious 5-bedroom house with water views and 2 houses from the bay.
Spacious 5-bedroom house with water views and 2 houses from the bay.
House
Sag Harbor, NY, 11963, United States
0.7k from Short Beach center

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

5 Bedrooms10 Guests
New to Booking
$6463
Average price / night
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Heated Pool, Grill, Breakwater by RoveTravel
Heated Pool, Grill, Breakwater by RoveTravel
House
Short Beach, Sag Harbor, New York, USA
2.9k from Short Beach center

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

3 Bedrooms6 Guests
New to Booking
$3014
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
0.8k from Short Beach center

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

3 Bedrooms6 Guests
New to Booking
$1467
Average price / night
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Villa KeyLime
Villa KeyLime
Villa
Sag Harbor, NY, USA
4.0k from Short Beach 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 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
0.9k from Short Beach 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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Villa Ebrar - Luxury with pool
Villa Ebrar - Luxury with pool
Villa
Sag Harbor, NY, USA
4.1k from Short Beach 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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Sag Harbor Zen Heaven, Year-Round Fun
Sag Harbor Zen Heaven, Year-Round Fun
House
Sag Harbor, NY, 11963, United States
0.9k from Short Beach 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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Villa Charlotte - Elegant 7 Bedroom
Villa Charlotte - Elegant 7 Bedroom
Villa
Short Beach, Sag Harbor, New York, USA
4.3k from Short Beach center

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

7 Bedrooms14 Guests
New to Booking
$2500
Average price / night
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Wraparound Porch with Seating, Outdoor Dining, Master Bedroom with Jacuzzi,...
Wraparound Porch with Seating, Outdoor Dining, Master Bedroom with Jacuzzi,...
House
Sag Harbor, NY, 11963, United States
1.0k from Short Beach center

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

4 Bedrooms8 Guests
New to Booking
$2256
Average price / night
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Entertainment Galore, Meadowood Manor by RoveTravel
Entertainment Galore, Meadowood Manor by RoveTravel
House
Sag Harbor, USA
4.4k from Short Beach center

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

1 Bedroom12 Guests
New to Booking
$1778
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
1.0k from Short Beach 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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Dumar Villa by Rove - 6BR Family Home with Pool & Outdoor Spaces
Dumar Villa by Rove - 6BR Family Home with Pool & Outdoor Spaces
House
Sag Harbor, NY, USA
4.5k from Short Beach center

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

6 Bedrooms12 Guests
New to Booking
$1716
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
1.1k from Short Beach 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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Villa Azeeka - Luxury with pool
Villa Azeeka - Luxury with pool
Villa
Short Beach, Sag Harbor, New York, USA
4.8k from Short Beach center

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

7 Bedrooms14 Guests
New to Booking
$2291
Average price / night
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Stunning Sag Harbor Estate on Over 3 Acres, Pool, Tennis, Perfect for Families
Stunning Sag Harbor Estate on Over 3 Acres, Pool, Tennis, Perfect for Families
House
Sag Harbor, NY, 11963, United States
1.2k from Short Beach center

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

5 Bedrooms10 Guests
New to Booking
$3515
Average price / night
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Villa Guldan - Luxury with pool
Villa Guldan - Luxury with pool
Villa
Wainscott, NY, USA
4.8k from Short Beach center

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

7 Bedrooms17 Guests
New to Booking
$2693
Average price / night
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Water Views from Every Room, Open Floor Plan, Indoor/Outdoor Entertaining...
Water Views from Every Room, Open Floor Plan, Indoor/Outdoor Entertaining...
House
Sag Harbor, NY, 11963, United States
1.3k from Short Beach center

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

3 Bedrooms6 Guests
New to Booking
$1811
Average price / night
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Stunning Sag Harbor Home w/Pool &  Water Views,  AVAILABLE JUNE & AUGUST 2024
Stunning Sag Harbor Home w/Pool & Water Views, AVAILABLE JUNE & AUGUST 2024
House
Sag Harbor ( North Haven), NY, 11963, United States
1.3k from Short Beach center

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

3 Bedrooms6 Guests
9.8

Exceptional

17 reviews

$1027
Average price / night
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Luxurious Brand-New Home in Sag Harbor Village Waterfront Community
Luxurious Brand-New Home in Sag Harbor Village Waterfront Community
House
Sag Harbor, NY, 11963, United States
1.6k from Short Beach center

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

5 Bedrooms8 Guests
New to Booking
$3799
Average price / night
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Newly renovated Sag Harbor home with beautiful bay view, Gunite pool & hot tub
Newly renovated Sag Harbor home with beautiful bay view, Gunite pool & hot tub
House
Sag Harbor, NY, 11963, United States
1.6k from Short Beach center

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

3 Bedrooms7 Guests
10.0

Exceptional

5 reviews

$2180
Average price / night
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Sag Harbor - Stylish and elegant modern house
Sag Harbor - Stylish and elegant modern house
House
Sag Harbor, NY, 11963, United States
1.6k from Short Beach center

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

4 Bedrooms7 Guests
New to Booking
$2185
Average price / night
Check Availability
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
2.0k from Short Beach 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
Check Availability
Majestic estate in coveted Private North Haven Community, 2 acres of lush...
Majestic estate in coveted Private North Haven Community, 2 acres of lush...
House
Sag Harbor, NY, 11963, United States
2.0k from Short Beach center

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

6 Bedrooms12 Guests
New to Booking
$7594
Average price / night
Check Availability
Endless Water Views, Full Spa with Gym and Sauna, Direct Water Access,...
Endless Water Views, Full Spa with Gym and Sauna, Direct Water Access,...
House
Sag Harbor, NY, 11963, United States
2.1k from Short Beach center

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

6 Bedrooms6 Guests
New to Booking
$3678
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 Short Beach.

Where to stay in Short Beach? Best neighborhoods & areas

Short Beach Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 566 verified vacation rentals with a pool in Short Beach. 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 Short Beach vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $500 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Short Beach 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 Short Beach welcome pets. Currently, 32 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 Short Beach often include additional outdoor features such as Pool, Fireplace/Heating, and Laundry. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Short Beach 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.