A beach with a wooden fence, a lifeguard tower, and a house with a balcony overlooking the ocean.

Find Hotels with a Pool in Southampton, NY

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Check availability on Southampton Hotels with a Pool

Tonight
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Southampton hotels with a pool

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.

1. 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.
$150 nightly
$171 total
Oct 5 - Oct 6
Total with taxes and fees
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 spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.
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.

2. 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.
$165 nightly
$186 total
Sep 29 - Sep 30
Total with taxes and fees
Hamlet Inn
A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.
A well-maintained garden with a central pathway leading to a house.
A snow-covered pathway leading to a building with a porch.
A beach with waves and a clear sky.

3. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendor with poolside bar service.
$304 nightly
$348 total
Oct 18 - Oct 19
Total with taxes and fees
Southampton Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.
A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.
A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.
A modern kitchen with a central island, a dining area with a black and white striped sofa, and a living area with a black leather couch.

4. The Atlantic Hotel

The Atlantic Hotel
Southampton
  • Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
$111 nightly
$127 total
Oct 28 - Oct 29
Total with taxes and fees
The Atlantic Hotel
A swimming pool with a white fence, a table with chairs, and a building with a white picket fence in the background.
A covered patio area with outdoor seating, a potted plant, and a well-maintained lawn.
A living room area with a sofa, a dining table, and a separate queen bedroom.
A living room with a wooden entertainment center, a sofa, a coffee table, and a lamp.

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.
$167 nightly
$190 total
Oct 4 - Oct 5
Total with taxes and fees
Southampton Long Island Hotel

6. Capri

Capri
Southampton
  • Dive into cool bliss at the seasonal outdoor pool, a sunny oasis of refreshing relaxation.
$369 nightly
$418 total
Oct 1 - Oct 2
Total with taxes and fees
Capri
A swimming pool area with clear water, surrounded by grass and trees.
A sandy beach with waves, a clear sky, and a few people.
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.
A spacious living room with two white armchairs, a wooden coffee table, and a stone wall.

7. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
  • Sparkling pool and hot tub sanctuary await at this Southampton village home with luxurious water features.
$797 nightly
$911 total
Oct 21 - Oct 22
Total with taxes and fees
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A dark-colored SUV parked on a paved surface with a wooded area in the background.
A road with a clear sky and the sun setting or rising.
A modern bathroom with a glass-enclosed shower, a white toilet, and a wooden vanity with a mirror.
A bedroom with a bed, a window, a bedside table, and a bench.

8. Lux Southampton B&B: Pool, Tennis, Gym & Bikes

Lux Southampton B&B: Pool, Tennis, Gym & Bikes
Southampton
$455 nightly
$516 total
Sep 29 - Sep 30
Total with taxes and fees
Lux Southampton B&B: Pool, Tennis, Gym & Bikes
A backyard with a swimming pool, lounge chairs, and a barbecue area.
A bedroom with a large bed, a dresser, a mirror, a floor lamp, and a window with a view of trees.
A spacious living room with hardwood floors, a staircase, and a view of the outdoors.
A spacious kitchen with white cabinetry, a central island, and a stainless steel refrigerator.

9. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
$2,427 nightly
$2,757 total
Oct 1 - Oct 2
Total with taxes and fees
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
A rectangular swimming pool with a tiled edge, surrounded by a brick patio. There are six lounge chairs aligned along the poolside, each with a matching umbrella. The area is enclosed by dense green foliage and trees.
A dining room with a wooden table and white chairs, a chandelier, and a view of a backyard with a pool.
A backyard with a swimming pool, patio furniture, and a well-maintained lawn.
A wooden gate partially covered by lush green ivy.

10. Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Southampton
$3,169 nightly
$3,496 total
Oct 4 - Oct 5
Total with taxes and fees
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
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Choose what matters most at hotels with a pool in Southampton

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Southampton Hotel Reviews

The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Nice clean hotel in town"
Chris 2-night trip
Posted 3 hours ago
The Atlantic Hotel
Hamlet Inn

Hamlet Inn

10/10 Excellent
"The hotel location is ideal. About a 2 mile radius from the town center, shopping, attractions and beaches. The room is very comfortable where all necessary amenity items are available. We had a nice closet in the room, a refrigerator and microwave. It would have been nice to have a couple of drawers if we had stayed more than 2 nights. The shower was particularly nice! Coffe, tea, soft drinks along with a wide variety of snacks, cakes and candy bars are available the entire day."
Niel 2-night trip
Posted 6 days ago
Hamlet Inn
Capri

Capri

10/10 Excellent
"Great hotel “Capri” with welcoming and friendly staff. We truly enjoyed our stay and had a wonderful time. Thank you so much for your warm hospitality and excellent service!"
Yuliana 1-night trip
Posted 3 weeks ago
Capri

Frequently asked questions

How much does a hotel with outdoor pool in Southampton cost?
Enjoy staying in a hotel in Southampton with an outdoor pool. You can find a great deal from $127 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Southampton that have private outdoor pools?
In Southampton, two exceptional properties stand out for travellers seeking private outdoor pools. The Stunning Private 4 Acre Estate on Preserve near Village/Beach with Heated Pool offers a serene escape with a private, secured heated pool, great for families looking to unwind in a spacious and secure setting. Guests rave about the expansive outdoor areas, including a lovely deck and patio, ideal for enjoying warm summer evenings together.Another fantastic option is the Beautiful Home In SH Village., which boasts an impressive great rating of 10.0. This charming property features a private outdoor pool that invites relaxation and fun for families. The inviting kitchen and comfortable patio create an inviting space, making it an excellent choice for those seeking both comfort and convenience during their stay.
Are there hotels in Southampton with outdoor pool cabanas or loungers?
The Southampton Inn is a charming 3-star hotel that offers a delightful outdoor pool area, complete with sun loungers for relaxation. Guests have rated this hotel an impressive 8.6, appreciating the friendly space and convenient amenities, including a poolside bar for refreshing drinks. Families will love the additional perks, such as free rollaway beds, a children's club, and a playground, making it an ideal spot for those traveling with kids.For a more private experience, consider the Stunning Private 4 Acre Estate on Preserve, which boasts a heated outdoor pool located within a serene setting. This property enjoys a high traveller rating of 9.6 and includes additional features like a spacious kitchen and various outdoor lounging options, great for enjoying sunny days in a tranquil environment.Another exceptional choice is the Beautiful Home in SH Village, which has earned a great score of 10.0 from travellers. This home also features an outdoor pool and ample outdoor space, including a patio and balcony, ensuring a comfortable retreat where families can unwind together.
Which Southampton hotels offer poolside service for food and drinks?
The Southampton Inn is a charming 3-star hotel that offers a delightful poolside bar, superb for enjoying refreshing drinks and light bites while soaking up the sun. Guests appreciate the inclusive setting, with a review rating of 8.6, highlighting its family-friendly amenities.In addition to the poolside service, the Southampton Inn provides a variety of amenities tailored for families, including free rollaway beds, connecting rooms, and a playground, ensuring that both children and adults find comfort and convenience during their stay.
Are there hotels with outdoor pools that are close to The Hamptons Beaches?
The Bentley Hotel Southampton is an exceptional choice for travellers looking for a hotel with an outdoor pool near The Hamptons Beaches. With a stellar review rating of 9.6, guests rave about the beautiful and clean pool area, which is great for families seeking relaxation and fun. The spacious rooms and friendly, helpful staff further enhance the welcoming atmosphere, making it an ideal retreat.For a more budget-friendly option, consider the Southampton Inn, a 3-star hotel boasting an inviting outdoor pool. Guests enjoy the excellent location, just a short distance from local beaches, and appreciate amenities tailored for families, including connecting rooms and a playground for children. With a rating of 8.6, it's a great spot for both convenience and comfort.Another great option is the Hamlet Inn, also rated 8.6 by travellers. This charming hotel features a lovely outdoor pool and is conveniently located near the beach, providing easy access to sun and surf. Guests note the pleasant size of the rooms and fantastic service from the staff, ensuring a delightful stay.Lastly, the Southampton Long Island Hotel offers a shared outdoor pool and has received a great rating of 8.6. Guests appreciate the cleanliness and the friendly desk staff, along with the great price point, making it an attractive choice for families wanting to enjoy The Hamptons.
Is it cheaper to book flights and a Southampton hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Southampton for you.

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