House
10.0(112 Reviews)
1 Bedroom
2 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
US $300/Night
7 Nights - US $2,103
Hamptons Holiday Rentals
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Compare Villas, Resorts, & Rentals in Hamptons
10.0
House
10.0(2 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
EV Charge Station- Parking
Pool
US $1,294/Night
7 Nights - US $9,056
Bed & Breakfast
10.0(16 Reviews)
1 Bedroom
Breakfast- Parking
- Pool
- Balcony/Terrace
US $806/Night
7 Nights - US $5,643
Cottage
10.0(92 Reviews)
1 Bedroom
2 Guests
Private Pool- Parking
- Pool
- Ocean View
US $493/Night
7 Nights - US $3,448
House
10.0(1 Review)
7 Bedrooms
14 Guests
- Parking
- Pool
Spa
View
US $2,043/Night
7 Nights - US $14,303
Cottage
10.0(88 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $911/Night
7 Nights - US $6,374
Apartment
10.0(83 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $437/Night
7 Nights - US $3,058
House
10.0(83 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $300/Night
7 Nights - US $2,103
House
10.0(73 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $422/Night
7 Nights - US $2,951
Luxury Holiday Rentals in Hamptons
Over 5563+ Luxury Holiday Rentals in or Near Hamptons
House
8 Bedrooms
14 Guests
- Private Pool
Hot Tub- Pool
- Balcony/Terrace
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House
6 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
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House
10.0(11 Reviews)
10 Bedrooms
20 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
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House
5 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
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House
8 Bedrooms
1 Guest
- Hot Tub
- Parking
- Pool
Kitchen
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House
10.0(3 Reviews)
7 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
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House
9 Bedrooms
18 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
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House
7 Bedrooms
18 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
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House
7 Bedrooms
12 Guests
Air Conditioner
Internet
Child Friendly
Laundry
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Top-Rated Holiday Rentals with a Pool in Hamptons
Over 3444+ The Best Private Villas and Holiday Rentals in Hamptons with a Pool
House
10.0(109 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $893/Night
7 Nights - US $6,248
House
10.0(108 Reviews)
7 Bedrooms
16 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,675/Night
7 Nights - US $18,726
Cottage
10.0(104 Reviews)
4 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $1,164/Night
7 Nights - US $8,147
House
10.0(100 Reviews)
7 Bedrooms
14 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,674/Night
7 Nights - US $11,716
House
10.0(92 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $783/Night
7 Nights - US $5,482
House
10.0(84 Reviews)
4 Bedrooms
11 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,767/Night
7 Nights - US $12,368
House
10.0(83 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,429/Night
7 Nights - US $10,000
House
10.0(72 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $4,071/Night
7 Nights - US $28,498
House
10.0(67 Reviews)
5 Bedrooms
10 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $1,321/Night
7 Nights - US $9,249
Pet-Friendly Holiday Rentals in Hamptons
Over 2247+ Pet-Friendly Holiday Rentals in or Near Hamptons
Apartment
10.0(54 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $604/Night
7 Nights - US $4,227
House
10.0(1 Review)
2 Bedrooms
27 Guests
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
US $3,365/Night
7 Nights - US $23,557
US $1,708/Night
7 Nights - US $11,956
House
10.0(37 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $816/Night
7 Nights - US $5,710
House
10.0(1 Review)
2 Bedrooms
6 Guests
- Pool
- View
- Air Conditioner
- Internet
US $1,866/Night
7 Nights - US $13,065
House
10.0(35 Reviews)
1 Bedroom
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $535/Night
7 Nights - US $3,747
House
10.0(24 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $520/Night
7 Nights - US $3,639
Apartment
10.0(22 Reviews)
1 Bedroom
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $424/Night
7 Nights - US $2,971
House
10.0(21 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $724/Night
7 Nights - US $5,070
Large Holiday Rentals and Private Villas in Hamptons
Over 1918+ Large Holiday Rentals and Private Villas in or Near Hamptons
House
10.0(77 Reviews)
3 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $2,167/Night
7 Nights - US $15,171
House
10.0(1 Review)
5 Bedrooms
10 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,774/Night
7 Nights - US $12,418
House
6 Bedrooms
8 Guests
US $695/Night
7 Nights - US $4,864
House
10.0(54 Reviews)
6 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,066/Night
7 Nights - US $7,462
US $1,093/Night
7 Nights - US $7,651
House
10.0(52 Reviews)
6 Bedrooms
11 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,061/Night
7 Nights - US $14,425
House
10.0(52 Reviews)
5 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,529/Night
7 Nights - US $10,701
House
10.0(51 Reviews)
6 Bedrooms
15 Guests
- Private Pool
- Parking
- Pool
- Spa
US $2,362/Night
7 Nights - US $16,534
House
10.0(49 Reviews)
4 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $3,555/Night
7 Nights - US $24,888
Wheelchair Accessible Holiday Homes in Hamptons
Over 112+ Wheelchair Accessible Holiday Homes in or Near Hamptons
Apartment
9.8(89 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Spa
- Ocean View
US $261/Night
7 Nights - US $1,827
US $515/Night
7 Nights - US $3,605
Bed & Breakfast
9.6(65 Reviews)
1 Bedroom
- Hot Tub
- Breakfast
- Parking
- Pool
US $517/Night
7 Nights - US $3,617
Condo
9.8(7 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $597/Night
7 Nights - US $4,180
Resort
8.4(148 Reviews)
53 Guests
- Private Pool
Private Beach- Oceanfront
- Breakfast
US $364/Night
7 Nights - US $2,548
Condo
9.6(114 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Spa
US $396/Night
7 Nights - US $2,771
Condo
9.6(53 Reviews)
1 Bedroom
4 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $389/Night
7 Nights - US $2,722
Condo
1 Bedroom
2 Guests
- Ocean View
- View
- Air Conditioner
- Internet
US $1,032/Night
7 Nights - US $7,222
Bed & Breakfast
1 Bedroom
2 Guests
- Private Pool
- Breakfast
- Parking
- Pool
US $471/Night
7 Nights - US $3,299
Hamptons Private Villas and Holiday Homes Under $200
Over 83+ Hamptons Private Villas and Holiday Homes Under $200
Cottage
10.0(11 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $194/Night
7 Nights - US $1,355
House
9.3(3 Reviews)
1 Bedroom
2 Guests
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $154/Night
7 Nights - US $1,076
Bed & Breakfast
9.8(90 Reviews)
1 Bedroom
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $194/Night
7 Nights - US $1,360
House
10.0(1 Review)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $179/Night
7 Nights - US $1,252
US $174/Night
7 Nights - US $1,221
House
10.0(1 Review)
2 Bedrooms
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $174/Night
7 Nights - US $1,216
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $171/Night
7 Nights - US $1,196
House
9.2(15 Reviews)
2 Bedrooms
3 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $192/Night
7 Nights - US $1,345
Apartment
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $141/Night
7 Nights - US $987
Instantly Bookable Holiday Homes in Hamptons
Over 1926+ Instantly Bookable Holiday Homes in or Near Hamptons
Cottage
10.0(49 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $779/Night
7 Nights - US $5,455
House
3 Bedrooms
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $203/Night
7 Nights - US $1,422
Condo
10.0(31 Reviews)
2 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,939/Night
7 Nights - US $13,574
House
10.0(30 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $751/Night
7 Nights - US $5,254
Cottage
10.0(24 Reviews)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $554/Night
7 Nights - US $3,879
House
10.0(21 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $610/Night
7 Nights - US $4,267
House
10.0(20 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,373/Night
7 Nights - US $9,613
House
10.0(16 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,210/Night
7 Nights - US $8,471
House
10.0(12 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $527/Night
7 Nights - US $3,688
Book a Last Minute Place to Stay in Hamptons
About Casai's Private Villas and Holiday Rentals in Hamptons
Discover more than 5572 vacation rentals available in Hamptons. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Hamptons.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Hamptons, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Hamptons. On average, places to stay near Hamptons offer 1210.13 ft², with nightly prices averaging US $1,890.
With Casai, finding and comparing holiday rentals in Hamptons is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Hamptons, NY
There are 5572 Hamptons, NY Holiday Rentals
- Prices for a holiday home in Hamptons start at US $38
- Top rated vacation home in Hamptons is WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
- Most popular short term in Hamptons is Montauk Manor
- Cheapest place to stay in Hamptons is A SERENE HAMPTONS ESCAPE- SOUTH OF THE HIGHWAY
- Most expensive holiday rental in Hamptons is Amazing Sagaponack Estate Minutes to Gibson Beach and Wolffer Estate.
Frequently Asked Questions About Hamptons?
What are the top holiday rentals in Hamptons?
With numerous options available in Hamptons, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Hamptons:
- WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
- 88 East Lake - Montauk House with Lake View
- Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!⛱️
- Private Farmhouse in Wainscott, East Hampton : Heated Pool & Ultimate Peace
- Relaxing Lake Retreat
- Hampton’s Haven: Heated Pool, Hot Tub & Gameroom! 2 miles to Rogers Beach
- Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa
- Charming East Hampton cottage w/pool, near Georgica beach
- Historic Sag Harbor Village Gem
- Fun for All Ages! In the Heart of the Hamptons! Thanksgiving Now Available !
How many holiday rentals have private pools in Hamptons?
Discover a selection of holiday rentals with private pools near Hamptons with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Hamptons are best for families?
If you're searching for a family-friendly holiday home in Hamptons, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Hamptons:
How many Casai.com holiday rentals are available in Hamptons?
As of 2026, Casai boasts over 5572 properties listed in the Hamptons area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Hamptons.
Nearby Neighborhood (11)
| Neighborhood | Property Count |
|---|---|
| East Hampton North Vacation Rentals in New York | 90 |
| Culloden Shores Vacation Rentals in New York | 40 |
| Amagansett North Vacation Rentals in New York | 35 |
| Clearwater Beach Vacation Rentals in New York | 28 |
| Barnes Landing Vacation Rentals in New York | 731 |
| Amagansett Dunes Vacation Rentals in New York | 551 |
| Beach Hampton Vacation Rentals in New York | 343 |
| Bay Point Vacation Rentals in New York | 591 |
| Amagansett Lanes Vacation Rentals in New York | 661 |
| Villas at Montauk Downs Vacation Rentals in New York | 780 |
| Village Fringe Vacation Rentals in New York | 673 |
