Hamptons Vacation Rentals With Pool

Top-Rated Vacation Rentals in Hamptons, NY

Book a vacation rental in Hamptons that has the highest visitor rating. Here are 6 of the best vacation rentals in Hamptons.
Stunning 5+ Bed 5 full bath 3-4 minutes to East Hamp, Bridgehampton &Sag Harbor
10

Excellent

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5 br
·
Sleeps 12
·
Private Pool · Fireplace · Pool ·
From
$1,196/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Private Pool
Fireplace
Pool
Furnished
Air Conditioning
Swimming Pool
In Unit Laundry
Garage Parking
Other spaces
Kitchen
2 acre serene haven in Sag Harbor, recently renovated
10

Excellent

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3 br
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Sleeps 6
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Pool · Hot Tub · Wifi ·
From
$531/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Pool
Hot Tub
Wifi
Garage Parking
Fireplace
Dishwasher
Private Pool
In Unit Laundry
Other spaces
Kitchen, Workspace
Perfect Family Retreat- Sunny, Quiet, Walk to Water, Heated Saltwater Pool!
10

Excellent

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3 br
·
Sleeps 6
·
Fireplace · Swimming Pool · Fitness Center ·
From
$1,110/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fireplace
Swimming Pool
Fitness Center
Wifi
Dishwasher
Furnished
Pool
Private Pool
Other spaces
Kitchen
Very bright contemporary design saltbox getaway in Northwest woods near village.
10

Excellent

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4 br
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Sleeps 8
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Wifi · Dishwasher · Swimming Pool ·
From
$383/night
Check availability
Property
House · 4 Beds · 5 baths
Amenities
Wifi
Dishwasher
Swimming Pool
In Unit Laundry
Private Pool
Residents Lounge
Fitness Center
Hot Tub
Other spaces
Kitchen, Balcony, Workspace
Designer Home Overlooking Marina with spectacular Sunset Views
10

Excellent

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3 br
·
Sleeps 6
·
Private Pool · Kitchen · Oven ·
From
$990/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Private Pool
Oven
Pool
Swimming Pool
High Ceilings
Wifi
Fitness Center
Air Conditioning
Other spaces
Kitchen
Hotel Moraine
9.8

Excellent

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1 br
·
Sleeps 2
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Workspace · Fitness Center · Waterfront ·
From
$760/night
Check availability
Property
Hotel · 1 Bed
Amenities
Fitness Center
Waterfront
On Site Laundry
Swimming Pool
Free Parking
Furnished
Beach
Residents Lounge
Other spaces
Workspace

Our Recommended Vacation Rentals in Hamptons, NY

We analyzed vacation rentals in Hamptons from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Hamptons to help you find a deal for your next trip.
Nice 4bdr all Q size,IG Pool,Billiard

No rating

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4 br
·
Sleeps 8
·
On Site Laundry · In Unit Laundry · Wifi ·
From
$1,452/night
Check availability
Property
Apartment · 4 Beds · 1 bath
Amenities
On Site Laundry
In Unit Laundry
Wifi
Swimming Pool
Assigned Parking
Free Parking
Furnished
Hardwood Floor
Other spaces
Kitchen
Silver Sands Motel & Beach Bungalows
9.5

Excellent

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1 br
·
Sleeps 4
·
Concierge Service · Assigned Parking · Air Conditioning ·
From
$558/night
Check availability
Property
Hotel · 1 Bed
Amenities
Concierge Service
Assigned Parking
Air Conditioning
Swimming Pool
Smoking Allowed
On Site Laundry
Wheelchair Accessible
Residents Lounge
EHP Resort & Marina
8.5

Very good

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2 br
·
Sleeps 6
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Fireplace · On Site Laundry · Pool ·
From
$818/night
Check availability
Property
Hotel · 2 Beds · 2 baths
Amenities
Fireplace
On Site Laundry
Pool
Furnished
Wifi
Business Center
Residents Lounge
Air Conditioning
The Bentley Hotel Southampton
9.1

Excellent

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1 br
·
Sleeps 6
·
Outdoor Space · Workspace · Swimming Pool ·
From
$589/night
Check availability
Property
Hotel · 1 Bed
Amenities
Swimming Pool
Wifi
Carpet
Furnished
Air Conditioning
Free Parking
Residents Lounge
On Site Laundry
Other spaces
Workspace, Balcony
The Cliffside Resort Condominiums
8.6

Very good

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2 br
·
Sleeps 6
·
Swimming Pool · Pool · Furnished ·
From
$364/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Swimming Pool
Pool
Furnished
Wifi
On Site Laundry
Beach
Free Parking
Air Conditioning
Other spaces
Balcony, Kitchen

Budget-Friendly Vacation Rentals in Hamptons, NY

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Hamptons starting at $51. Use the price filter at the top of the page to search for more specific prices.
2 room suite with private bath & entrance

No rating

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2 br
·
Sleeps 2
·
Residents Lounge · Kitchen · Air Conditioning ·
From
$51/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Residents Lounge
Air Conditioning
Pool
In Unit Laundry
Furnished
Fitness Center
Private Pool
Dishwasher
Other spaces
Kitchen
Greenporter Hotel
7.9

Very good

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1 br
·
Sleeps 4
·
Carpet · Elevator · Assigned Parking ·
From
$99/night
Check availability
Property
Hotel · 1 Bed
Amenities
Carpet
Elevator
Assigned Parking
Pool
Business Center
Concierge Service
Hot Tub
On Site Laundry
Hamlet Inn
8.1

Very good

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1 br
·
Sleeps 3
·
Workspace · Furnished · Hardwood Floor ·
From
$99/night
Check availability
Property
Hotel · 1 Bed
Amenities
Furnished
Hardwood Floor
On Site Laundry
Residents Lounge
Beach
Assigned Parking
Smoking Allowed
Air Conditioning
Other spaces
Workspace
Southampton Long Island Hotel
8.2

Very good

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1 br
·
Sleeps 4
·
Hardwood Floor · Smoking Allowed · Air Conditioning ·
From
$99/night
Check availability
Property
Hotel · 1 Bed · 1 bath
Amenities
Hardwood Floor
Smoking Allowed
Air Conditioning
Pool
Wifi
Residents Lounge
Furnished
Swimming Pool
Other spaces
Workspace
East Hampton House Resort
8.5

Very good

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1 br
·
Sleeps 4
·
Outdoor Space · Residents Lounge · Air Conditioning ·
From
$105/night
Check availability
Property
Hotel · 1 Bed
Amenities
Residents Lounge
Air Conditioning
Furnished
Swimming Pool
Storage
Free Parking
Fitness Center
Pool
Other spaces
Workspace
Pools tennis gym golf pickelball

No rating

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2 br
·
Sleeps 4
·
Fitness Center · Pool · Kitchen ·
From
$124/night
Check availability
Property
Condo · 2 Beds · 3 baths
Amenities
Fitness Center
Pool
Furnished
Air Conditioning
Oven
Wifi
Dishwasher
In Unit Laundry
Other spaces
Kitchen

Vacation Rentals With AC and/or Heat in Hamptons, NY

Whether you need air conditioning or central heating, these vacation rentals are for you.
Hampton Bays Retreat: Walk to Squires Beach!

No rating

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2 br
·
Sleeps 6
·
Swimming Pool · Outdoor Space · Wifi ·
From
$231/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Swimming Pool
Wifi
Private Pool
Fireplace
Pool
Dishwasher
Air Conditioning
Furnished
Other spaces
Kitchen
♥HAMPTONS Wooded Oasis with Guesthouse! 5 beds 6 baths 11 min to beach♥
10

Excellent

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5 br
·
Sleeps 10
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Central Heat · Fireplace · Beach ·
From
$509/night
Check availability
Property
House · 5 Beds · 6 baths
Amenities
Central Heat
Fireplace
Beach
Oven
Hot Tub
Swimming Pool
Dishwasher
Private Pool
Other spaces
Kitchen
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
10

Excellent

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3 br
·
Sleeps 6
·
Beach · Swimming Pool · Wifi ·
From
$762/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Beach
Swimming Pool
Wifi
Oven
Private Pool
Dishwasher
Central Heat
Furnished
Other spaces
Kitchen, Workspace
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Updated: December 3, 2023