Hamptons Vacation Rentals With Pool

Private Hamptons Paradise (Rental Registry #16-1225)
9.9

Excellent

·
·
3 br
·
Sleeps 6
·
Ocean · Waterfront · Beach ·
From
$800/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Ocean
Waterfront
Beach
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Other spaces
Kitchen
5 Bedroom Gut Renovated, 10 minutes from downtown Sag Harbor
10

Excellent

·
·
5 br
·
Sleeps 12
·
Beach · Private Pool · In Unit Laundry ·
From
$800/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Beach
Private Pool
In Unit Laundry
Air Conditioning
Wifi
Pool
Furnished
Swimming Pool
Other spaces
Kitchen
Modern Coastal Farmhouse style home with a private pool, open-floor plan,...

No reviews

·
·
5 br
·
Sleeps 10
·
Walk In Closets · Hot Tub · Balcony ·
From
$1,266/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
Walk In Closets
Hot Tub
Beach
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
Spacious Open Floor Plan with Beach Pass Included
10

Excellent

·
·
5 br
·
Sleeps 12
·
On Site Laundry · Outdoor Space · Private Pool ·
From
$1,805/night
Check availability
Property
House · 5 Beds · 7 baths
Amenities
On Site Laundry
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
Sea Breeze & Sunsets:Beach house steps to Beach & Vineyards
9.5

Excellent

·
·
3 br
·
Sleeps 6
·
Fitness Center · Waterfront · Workspace ·
From
$1,027/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fitness Center
Waterfront
Beach
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
Great Summer Hamptons Beach Getaway - Monthly and Seasonal rental available
10

Excellent

·
·
4 br
·
Sleeps 10
·
Ocean · Waterfront · Workspace ·
From
$733/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Ocean
Waterfront
Beach
Private Pool
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Workspace, Kitchen
Colonial-Style Home on 0.48 Acres, Spacious Living and Entertaining Areas,...

No reviews

·
·
3 br
·
Sleeps 10
·
Hardwood Floor · On Site Laundry · Outdoor Space ·
From
$457/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Hardwood Floor
On Site Laundry
Private Pool
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
Contemporary Hampton Bays Home Outdoor Pool!

No reviews

·
·
3 br
·
Sleeps 6
·
Free Parking · Fireplace · Oven ·
From
$624/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Free Parking
Fireplace
Oven
Dishwasher
Wifi
Pool
Furnished
Swimming Pool
Other spaces
Kitchen

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Hamptons Vacation Rental with Seasonal Pool!

No reviews

·
·
3 br
·
Sleeps 6
·
Free Parking · Beach · Oven ·
From
$397/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Free Parking
Beach
Oven
Dishwasher
In Unit Laundry
Wifi
Pool
Furnished
Other spaces
Kitchen
The Hampton Maid

No reviews

·
·
1 br
·
Sleeps 4
·
Assigned Parking · Free Parking · On Site Laundry ·
From
$346/night
Check availability
Property
Hotel · 1 Bed
Amenities
Assigned Parking
Free Parking
On Site Laundry
Air Conditioning
Wifi
Pool
Furnished
Concierge Service
Sag Harbor Hideaway

No reviews

·
·
4 br
·
Sleeps 8
·
On Site Laundry · Workspace · Balcony ·
From
$537/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
On Site Laundry
Beach
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Furnished
Other spaces
Workspace, Balcony, Kitchen
The Pridwin Hotel
8.7

Very good

·
·
1 br
·
Sleeps 4
·
Assigned Parking · Free Parking · On Site Laundry ·
From
$286/night
Check availability
Property
Hotel · 1 Bed
Amenities
Assigned Parking
Free Parking
On Site Laundry
Beach
Air Conditioning
Wifi
Pool
Furnished
Other spaces
Workspace
Shelter Island Retreat with Outdoor Pool!

No reviews

·
·
5 br
·
Sleeps 10
·
Balcony · Beach · Fireplace ·
From
$1,002/night
Check availability
Property
Apartment · 5 Beds · 7 baths
Amenities
Beach
Fireplace
Oven
In Unit Laundry
Wifi
Pool
Furnished
Swimming Pool
Other spaces
Balcony, Kitchen
LUXURIOUS 2-HOME ESTATE COMPLETELY SECLUDED ON 8 ACRES; PROFESSIONALLY...
9

Excellent

·
·
5 br
·
Sleeps 10
·
Walk In Closets · Hot Tub · Outdoor Space ·
From
$673/night
Check availability
Property
House · 5 Beds · 7 baths
Amenities
Walk In Closets
Hot Tub
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Estate Living in the heart of Southold

No reviews

·
·
8 br
·
Sleeps 16
·
Ev Charging · Workspace · Balcony ·
From
$1,583/night
Check availability
Property
House · 8 Beds · 7 baths
Amenities
Ev Charging
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Workspace, Balcony, Kitchen
East Hampton Getaway

No reviews

·
·
4 br
·
Sleeps 8
·
Deck · Fireplace · In Unit Laundry ·
From
$1,143/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Fireplace
In Unit Laundry
Air Conditioning
Pool
Furnished
Swimming Pool
Other spaces
Deck, Kitchen
Classic Southampton Village Home with Pool

No reviews

·
·
4 br
·
Sleeps 10
·
Deck · Beach · Oven ·
From
$620/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Beach
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Pool
Furnished
Other spaces
Deck, Kitchen
Exquisite Private Retreat

No reviews

·
·
5 br
·
Sleeps 18
·
Fitness Center · Hot Tub · Beach ·
From
$1,607/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Fitness Center
Hot Tub
Beach
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Dog-friendly Hamptons home with private pool, AC, & private W/D - near lake
6

Good

·
·
4 br
·
Sleeps 10
·
Hardwood Floor · Workspace · Private Pool ·
From
$758/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Hardwood Floor
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Pool
Other spaces
Workspace, Kitchen
Modern-style home with private pool, open-floor living plan, back porch,...

No reviews

·
·
3 br
·
Sleeps 6
·
Balcony · Outdoor Space · Private Pool ·
From
$609/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Pool
Other spaces
Balcony, Kitchen
Three Levels of Entertaining Space, Open Floor Plan, Short Distance to East...
10

Excellent

·
·
4 br
·
Sleeps 8
·
Hardwood Floor · On Site Laundry · Hot Tub ·
From
$650/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Hardwood Floor
On Site Laundry
Hot Tub
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Quintessential Sag Harbor Village Retreat
10

Excellent

·
·
5 br
·
Sleeps 10
·
Private Pool · Fireplace · Oven ·
From
$897/night
Check availability
Property
House · 5 Beds · 3 baths
Amenities
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Pool
Furnished
Other spaces
Kitchen
Recently-Renovated Home in Heart of Southampton, Open Floor Plan with...

No reviews

·
·
3 br
·
Sleeps 6
·
Hardwood Floor · On Site Laundry · Balcony ·
From
$883/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Hardwood Floor
On Site Laundry
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
Modern East Hampton Beach House w/Heated Pool
10

Excellent

·
·
4 br
·
Sleeps 6
·
High Ceilings · Workspace · Beach ·
From
$1,600/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
High Ceilings
Beach
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Workspace, Kitchen
SAG VILLAGE RENTAL WITH HEATED POOL - SECONDS WALK TO TOWN, MARINA &HAVENS BEACH

No reviews

·
·
4 br
·
Sleeps 6
·
Fitness Center · Workspace · Beach ·
From
$2,400/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Fitness Center
Beach
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Workspace, Kitchen
Beautiful Peconic Bay home with water views, private pool, wraparound front...

No reviews

·
·
5 br
·
Sleeps 10
·
High Ceilings · Walk In Closets · Hot Tub ·
From
$2,384/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
High Ceilings
Walk In Closets
Hot Tub
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Serene Contemporary home, large pool and deck, balcony, tucked away in...

No reviews

·
·
4 br
·
Sleeps 10
·
Balcony · Outdoor Space · Private Pool ·
From
$1,067/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Pool
Other spaces
Balcony, Kitchen
Newly Renovated Southampton Getaway House
10

Excellent

·
·
4 br
·
Sleeps 8
·
Ev Charging · Waterfront · Workspace ·
From
$1,876/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Ev Charging
Waterfront
Beach
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Other spaces
Workspace, Kitchen
Has everything and is 6 Minutes to Ocean, 6 Minutes to Town
10

Excellent

·
·
4 br
·
Sleeps 10
·
Hot Tub · Private Pool · Fireplace ·
From
$554/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Hot Tub
Private Pool
Fireplace
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Pool
Other spaces
Kitchen
Organic-Modern Style home with private pool, open-floor plan, grand back...

No reviews

·
·
4 br
·
Sleeps 10
·
Hot Tub · Balcony · Beach ·
From
$1,076/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Hot Tub
Beach
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
New! Spotless & Charming 2 BR / 2 BA with pool!
10

Excellent

·
·
2 br
·
Sleeps 4
·
Assigned Parking · Workspace · Outdoor Space ·
From
$833/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Assigned Parking
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Workspace, Kitchen
Chic Mattituck waterfront home with beautiful views, slate patio, heated...

No reviews

·
·
3 br
·
Sleeps 6
·
Walk In Closets · Balcony · Outdoor Space ·
From
$648/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Walk In Closets
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
NEW! Contemporary Hampton Bays Home: Outdoor Pool!

No reviews

·
·
3 br
·
Sleeps 6
·
Central Heat · Tv · Microwave ·
From
$320/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Central Heat
Tv
Microwave
Free Parking
Fireplace
Oven
Dishwasher
Wifi
Other spaces
Kitchen
North Fork Spring Getaway: Cozy Fireplaces, Farm Views, Beach Sunsets
10

Excellent

·
·
4 br
·
Sleeps 8
·
Carpet · Deck · Balcony ·
From
$577/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Carpet
Beach
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Deck, Balcony, Kitchen
8/6-8/13 special Prime Wainscott Estate South of Highway
10

Excellent

·
·
5 br
·
Sleeps 8
·
Workspace · Balcony · Outdoor Space ·
From
$1,867/night
Check availability
Property
House · 5 Beds · 6 baths
Amenities
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Pool
Other spaces
Workspace, Balcony, Kitchen
Recently constructed modern-style home with a private pool, open-floor...

No reviews

·
·
5 br
·
Sleeps 14
·
Hot Tub · Outdoor Space · Private Pool ·
From
$2,043/night
Check availability
Property
House · 5 Beds · 6 baths
Amenities
Hot Tub
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
Entertainment Galore|Meadowood Manor by RoveTravel
10

Excellent

·
·
6 br
·
Sleeps 12
·
Waterfront · Hot Tub · Workspace ·
From
$1,439/night
Check availability
Property
House · 6 Beds · 4 baths
Amenities
Waterfront
Hot Tub
Beach
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
Traditional-style home with rustic flare featuring a lap-size pool,...

No reviews

·
·
5 br
·
Sleeps 10
·
Walk In Closets · Hot Tub · Balcony ·
From
$1,111/night
Check availability
Property
House · 5 Beds · 4 baths
Amenities
Walk In Closets
Hot Tub
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
Private, Luxury Designer Condo in Southampton

No reviews

·
·
2 br
·
Sleeps 5
·
Workspace · Beach · Oven ·
From
$756/night
Check availability
Property
Condo · 2 Beds · 3 baths
Amenities
Beach
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Pool
Furnished
Other spaces
Workspace, Kitchen
Private Pool, Close to Beach, Shops, Restaurants
10

Excellent

·
·
3 br
·
Sleeps 6
·
Ceiling Fan · Fitness Center · Hardwood Floor ·
From
$658/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Ceiling Fan
Fitness Center
Hardwood Floor
On Site Laundry
Beach
Private Pool
Fireplace
Oven
Other spaces
Workspace, Kitchen
Enchanting East Hampton estate, lush gardens, rolling lawns, heated pool,...
10

Excellent

·
·
3 br
·
Sleeps 5
·
Hot Tub · Balcony · Outdoor Space ·
From
$848/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Hot Tub
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Balcony, Kitchen
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa
8

Very good

·
·
6 br
·
Sleeps 14
·
Smoking Allowed · High Ceilings · Hot Tub ·
From
$1,192/night
Check availability
Property
House · 6 Beds · 4 baths
Amenities
Smoking Allowed
High Ceilings
Hot Tub
Beach
Private Pool
Fireplace
Oven
Dishwasher
Other spaces
Balcony, Kitchen
Lagoon Lodge: North Fork,Charming 3Br, Waterfront, near Greenport, WIFI
10

Excellent

·
·
3 br
·
Sleeps 8
·
Fitness Center · Waterfront · Balcony ·
From
$459/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Fitness Center
Waterfront
Beach
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
EHP Resort
8.8

Very good

·
·
2 br
·
Sleeps 6
·
Assigned Parking · Free Parking · On Site Laundry ·
From
$540/night
Check availability
Property
Hotel · 2 Beds · 2 baths
Amenities
Assigned Parking
Free Parking
On Site Laundry
Fireplace
Air Conditioning
Wifi
Pool
Furnished
The Cliffside Resort Condominiums
8.5

Very good

·
·
2 br
·
Sleeps 6
·
Free Parking · On Site Laundry · Balcony ·
From
$359/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Free Parking
On Site Laundry
Beach
Dishwasher
Air Conditioning
Wifi
Pool
Furnished
Other spaces
Balcony, Kitchen
Canoe Place Inn & Cottages

No reviews

·
·
1 br
·
Sleeps 2
·
Smoking Allowed · Assigned Parking · Free Parking ·
From
$533/night
Check availability
Property
Hotel · 1 Bed
Amenities
Smoking Allowed
Assigned Parking
Free Parking
On Site Laundry
Air Conditioning
Pool
Furnished
Fitness Center
Other spaces
Workspace
Southampton Stunner: Modern & Bright, Pool, Beach & More!

No reviews

·
·
3 br
·
Sleeps 6
·
High Ceilings · Deck · Workspace ·
From
$833/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
High Ceilings
Beach
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Deck, Workspace, Balcony, Kitchen
House with pool in private beach community

No reviews

·
·
3 br
·
Sleeps 10
·
Walk In Closets · Workspace · Balcony ·
From
$877/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Walk In Closets
Beach
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Workspace, Balcony, Kitchen
Beautiful cottage on meticulously maintained lawn, surrounded by...
10

Excellent

·
·
2 br
·
Sleeps 6
·
Deck · Hot Tub · Balcony ·
From
$216/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Hot Tub
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Pool
Other spaces
Deck, Balcony, Kitchen
Perfect Family-Friendly Home on the North Fork With Pool + Steps to the Beach
10

Excellent

·
·
4 br
·
Sleeps 8
·
Beach · Outdoor Space · Private Pool ·
From
$700/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Beach
Private Pool
Fireplace
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Wifi
Other spaces
Kitchen
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Updated: March 28, 2023

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