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

Village of Southampton Hotels with Swimming Pool

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Check availability on Village of Southampton Hotels with Swimming Pools

Tonight
8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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.
A beach with waves and a clear sky.
A snow-covered pathway leading to a building with a porch.
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 splendour with poolside bar service.
RM817
RM1,001 total
includes taxes & fees
1 Nov - 2 Nov
Southampton Inn
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

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.
RM584
RM668 total
includes taxes & fees
26 Oct - 27 Oct
The Bentley Hotel Southampton
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.
A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.
A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.
A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.

3. 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.
RM763
RM987 total
includes taxes & fees
25 Oct - 26 Oct
Hamlet Inn
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 modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.

4. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
RM864
RM987 total
includes taxes & fees
5 Nov - 6 Nov
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 living room with a wooden entertainment center, a sofa, a coffee table, and a lamp.
A bedroom with a bed, bedside tables, a chair, a desk, and a bathroom visible through an open door.
A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.

5. 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.
RM650
RM775 total
includes taxes & fees
11 Oct - 12 Oct
Southampton Long Island Hotel
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 kitchen counter with a coffee maker, thermos, fruits, and breakfast items.
A sign for 'The Atlantic Southampton' with a stylized logo and text.

6. The Atlantic Hotel

The Atlantic Hotel
Southampton
  • Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
RM365
RM519 total
includes taxes & fees
28 Oct - 29 Oct
The Atlantic Hotel
A poolside area with lounge chairs, a table with food and drinks, and a pool.
A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.
A beach chair with a towel labeled "CANOE PLACE" and a wicker basket with bottles and a container on the sand.
A person riding a bicycle under a striped awning with a logo, in front of a building with large windows and a white facade.

7. Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
Hampton Bays
  • Dive into pool-side luxury at this Hamptons retreat where massages and seasonal swimming create a waterfront escape period.
RM1,941
RM2,350 total
includes taxes & fees
20 Oct - 21 Oct
Canoe Place Inn and Cottages
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
A bar area with shelves stocked with various bottles and glasses.
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.

8. Topping Rose House

Topping Rose House
Bridgehampton
  • Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
RM2,556
RM2,934 total
includes taxes & fees
15 Oct - 16 Oct
Topping Rose House
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
Beach

9. A Room At The Beach

A Room At The Beach
Bridgehampton
  • Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
RM1,210
RM1,382 total
includes taxes & fees
15 Oct - 16 Oct
A Room At The Beach
A conservatory with a sofa, chairs, a small table, and a view of houses.
A residential property with a covered patio, a gravel driveway, and a fenced yard.
A bedroom with a bed, two bedside tables, a window with curtains, a wall-mounted lamp, and a framed picture.
A sunlit room with a glass ceiling, a sofa, chairs, a table, and a view of the outside.

10. The Penny Lane

The Penny Lane
Hampton Bays
  • Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
RM716
RM818 total
includes taxes & fees
13 Oct - 14 Oct
The Penny Lane
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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

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Parking wasn’t convenient."
Carl 1-night trip
Posted 2 days ago
Hyatt Place Long Island East End
The Hampton Maid

The Hampton Maid

10/10 Excellent
"excellent stay...staff was friendly. will stay here again."
Joshua 1-night trip
Posted 2 days ago
The Hampton Maid
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"."
andrew 1-night trip
Posted 3 days ago
Ocean Vista Resort
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Great stay. The hotel was clean and convenient. Highly recommend."
Bryan 1-night trip
Posted 4 days ago
Hilton Garden Inn Riverhead
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 8 days ago
Southampton Inn
Budget Host East End

Budget Host East End

8/10 Good
"Staff"
Harvey 2-night trip
Posted 2 weeks ago
Budget Host East End

Frequently asked questions

What are some accommodation options 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 that has an outdoor pool if you're planning to visit Village of Southampton in the hottest months of August, July or September, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or March, when the average temperature is 4°C.
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. If you want to explore the larger area, take a train from Southampton Station. Village of Southampton might not have many public transport options to choose from, so consider a car rental to maximise your time.

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