A wooden boardwalk leading through tall grass towards a body of water.

Hotels with Swimming Pool in Village of Southampton, Southampton

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Check availability on Village of Southampton Hotels with Swimming Pool

Tonight
Oct 12 - Oct 13
Tomorrow
Oct 13 - Oct 14
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Village of Southampton hotels with a pool

A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.
Restaurant
A beach with waves and a clear sky.
A well-maintained garden with a central pathway leading to a house.

1. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendor with poolside bar service.
P12,552
P15,363 total
includes taxes & fees
Nov 11 - Nov 12
Southampton Inn
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

2. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
  • Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
P8,975
P10,254 total
includes taxes & fees
Nov 10 - Nov 11
The Bentley Hotel Southampton
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.
A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.
A beach with sand and sparse vegetation.
A bedroom with a large bed, a chandelier, and multiple windows.

3. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
P13,287
P15,179 total
includes taxes & fees
Oct 19 - Oct 20
The Hampton Maid
A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.
A bedroom with a bed, bedside tables, a chair, a desk, and a bathroom visible through an open door.
A living room with a wooden entertainment center, a sofa, a coffee table, and a lamp.
A living room area with a sofa, a dining table, and a separate queen bedroom.

4. Southampton Long Island Hotel

Southampton Long Island Hotel
Southampton
  • Luxurious poolside retreat with seasonal outdoor oasis and plush sun loungers, just minutes from Cooper's Beach in the Hamptons.
P9,979
P11,900 total
includes taxes & fees
Oct 27 - Oct 28
Southampton Long Island Hotel
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
A large, white, two-story building with a covered porch and a bicycle parked in front.
A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.
A modern hotel room with a bed, bedside table, and a view of the garden.

5. Topping Rose House

Topping Rose House
Bridgehampton
  • Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
P39,256
P45,069 total
includes taxes & fees
Oct 27 - Oct 28
Topping Rose House
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A hotel lobby with a sofa, chairs, tables, and a large window.

6. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.
P13,744
P15,703 total
includes taxes & fees
Nov 10 - Nov 11
Sag Harbor Inn
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.
A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.
A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

7. Hamlet Inn

Hamlet Inn
Southampton
  • Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
P12,502
P16,159 total
includes taxes & fees
Nov 11 - Nov 12
Hamlet Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.
A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.
A sign for 'The Atlantic Southampton' with a stylized logo and text.
A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.

8. The Atlantic Hotel

The Atlantic Hotel
Southampton
  • Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
P6,721
P9,248 total
includes taxes & fees
Oct 29 - Oct 30
The Atlantic Hotel
A conservatory with a sofa, chairs, a small table, and a view of houses.
A sunlit room with a glass ceiling, a sofa, chairs, a table, and a view of the outside.
A beach with waves crashing onto the shore.
A residential property with a covered patio, a gravel driveway, and a fenced yard.

9. The Penny Lane

The Penny Lane
Hampton Bays
  • Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
P10,001
P11,426 total
includes taxes & fees
Oct 20 - Oct 21
The Penny Lane
A pool area with lounge chairs and a covered seating area, surrounded by greenery and a view of neighboring houses.
Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.
A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.
A house with a dark blue exterior, a white porch railing, and a red door.

10. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
P6,895
P11,336 total
includes taxes & fees
Oct 14 - Oct 15
Ocean View Terrace Inn
View all properties

Choose what matters most at hotels with a pool in Village of Southampton

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Village of Southampton Hotel Reviews

Budget Host East End

Budget Host East End

10/10 Excellent
"La habitación estaba limpia, el baño también. Las camas talvez deberían ser más firmes, pero por lo demás la estadía en el hotel estuvo muy cómoda"
Juan 2-night trip
Posted 1 day ago
Budget Host East End
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Beautiful property. Lovely rooms."
Meredith 1-night trip
Posted 1 day ago
The Hampton Maid
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Ocean Vista was a very well-maintained property. Staff was very welcoming and pleasant as well as professional. Enjoyed our stay we’ll go back."
JEAN-LUC 2-night trip
Posted 2 days ago
Ocean Vista Resort
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

8/10 Good
"Staff were very helpful, they printed some documents for me at the front desk. And, my room had reading lights over the bed. May not matter to most, but those lights are great for those of us who like to read in bed."
Darla 1-night trip
Posted 2 days ago
Hilton Garden Inn Riverhead
Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Parking wasn’t convenient."
Carl 1-night trip
Posted 6 days ago
Hyatt Place Long Island East End
Southampton Inn

Southampton Inn

8/10 Good
"The check-in date of 4PM in the afternoon was a turn off given you are paying foe the full day. Bit of a money grab. Further the gentleman at the front desk who checked us in when we got there was arrogant. Otherwise a nice stay."
Catherine 4-night trip
Posted 12 days ago
Southampton Inn

Frequently asked questions

What are some accommodations with pools in Village of Southampton?
Southampton Inn: Features 2 bars, a seasonal outdoor pool, and a beach shuttle. Harpoon House: Offers 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. Southampton Village Motel: Features a private beach, a seasonal outdoor pool, and 2 bars. The Atlantic Hotel: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Sound View Greenport: Hotel, 3-minute walk from The Hamptons Beaches. Offers spa services, a seasonal outdoor pool, and a snack bar/deli.
What is there to see and do in Village of Southampton?
The picturesque setting of Cooper's Beach and The Hamptons Beaches showcase the area's natural beauty. Discover sights such as Southampton Historical Museum, Southampton Arts Center, and Southampton Cultural Center during your stay.
When is the best time to book a hotel with a pool in Village of Southampton?
You may want to consider a place to stay with an outdoor swimming pool if you will be visiting Village of Southampton in the hottest months of August, July, or September when the average temperature is 70°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or March when the average temperature is 39°F.
What's the best way to travel around Village of Southampton?
Knowing the transportation options in and around Village of Southampton can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Southampton Station. Village of Southampton might not have very many public transit options so consider a car rental to maximize your time.

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