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

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Check availability on Southampton Hotels with a Pool

Tonight
Oct 4 - Oct 5
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Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

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 hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
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.

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.
$144 nightly
$165 total
Oct 12 - Oct 13
Total with taxes and fees
The Bentley Hotel Southampton
An indoor swimming pool with a view of the beach, lounge chairs, and large windows.
A modern living room with a sofa, a chair, a coffee table, and a view of the sea.
A wooden pathway leading to a beach with a view of the ocean.
A wooden deck with a view of the sea, potted plants, and a modern building with large windows.

2. Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
Montauk
  • Plunge into seaside bliss at a beachfront haven with private white sands, seasonal outdoor pool, and indoor swimming sanctuary.
$446 nightly
$510 total
Nov 2 - Nov 3
Total with taxes and fees
Gurney's Montauk Resort & Seawater Spa
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.
Restaurant

3. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendor with poolside bar service.
$214 nightly
$245 total
Nov 1 - Nov 2
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 lounge chairs and umbrellas, surrounded by a white building with multiple windows.
A modern outdoor deck with lounge chairs and a view of the beach.
A modern hotel with multiple balconies and large windows.
A room with a large window overlooking a natural landscape, a flat-screen TV mounted on the wall, and a wooden bench.

5. Offshore Montauk

Offshore Montauk
Montauk
$205 nightly
$234 total
Nov 4 - Nov 5
Total with taxes and fees
Offshore Montauk
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.
A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.
A beach with sand and sparse vegetation.
A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

6. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
$212 nightly
$242 total
Oct 19 - Oct 20
Total with taxes and fees
The Hampton Maid
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A waterfront property with a large house, multiple boats docked, and lush greenery.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

7. 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.
$219 nightly
$250 total
Nov 1 - Nov 2
Total with taxes and fees
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 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.

8. 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.
$146 nightly
$164 total
Oct 5 - Oct 6
Total with taxes and fees
Hamlet Inn
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
A spacious room with wicker furniture, large windows, and a view of the sea.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A beach bar with wooden chairs and a small table, overlooking the sea.

9. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
$184 nightly
$210 total
Nov 4 - Nov 5
Total with taxes and fees
Sound View Greenport
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.

10. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
  • Pristine waters await at this coastal retreat with private beach access and year-round pools.
$193 nightly
$222 total
Nov 1 - Nov 2
Total with taxes and fees
Water's Edge Resort & Spa
View all properties

Choose what matters most at hotels with a pool in Southampton

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Southampton Hotel Reviews

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 4 days ago
Southampton 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 1 month 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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