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Find Hotels with a Pool in Village of Southampton, NY

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Check availability on Village of Southampton Hotels with a Pool

Tonight
Dec 8 - Dec 9
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Dec 9 - Dec 10
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Top Village of Southampton Hotels with a Pool

Aerial view
Southampton Inn

Southampton Inn

3.0 star property
Southampton
8.6 out of 10, Excellent, (548)
"Such a great location!"
United States
Elizabeth
The price is ￥31,066
￥38,023 total
includes taxes & fees
Dec 9 - Dec 10
Southampton Inn
A heated pool
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

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

Southampton
10.0 out of 10, Exceptional, (15)
"Just finished a 5 day stay. Best house rental ever! Great and thoughtful hosts. Super relaxing and extremely luxurious! Highly recommend!"
United States
William H.
The price is ￥177,218
￥247,398 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Pool
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

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

Southampton
9.0 out of 10, Wonderful, (10)
"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"
United States
Panagiota K.
The price is ￥108,576
￥200,538 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (391)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is ￥18,255
￥21,012 total
includes taxes & fees
Dec 11 - Dec 12
The Bentley Hotel Southampton
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (543)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ￥20,367
￥30,871 total
includes taxes & fees
Dec 29 - Dec 30
The Harbor Front Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (440)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ￥13,840
￥17,888 total
includes taxes & fees
Dec 9 - Dec 10
Hamlet Inn
Graybarn Cottage | Room amenity
Mill House Inn

Mill House Inn

5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (73)
"We stayed at the Inn for our anniversary last weekend. We are devotees of bed and breakfast hotels and loved this one. We arrived to find a huge, and I mean, huge, bouquet of the most beautiful white roses waiting for us in the suite that they upgraded us to. Totally unexpected. These folks could not do enough for us. Breakfast was extremely nice, cooked to order with quality ingredients. Bed was extremely warm and comfortable. The management, the staff, can't say anything negative about...
United States
margaret
The price is ￥46,599
￥58,564 total
includes taxes & fees
Dec 9 - Dec 10
Mill House Inn
Aerial view
East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast

4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
United States
Dan
The price is ￥61,059
￥69,759 total
includes taxes & fees
Dec 9 - Dec 10
East Hampton Art House Bed & Breakfast
Seasonal outdoor pool, pool umbrellas, sun loungers
Journey East Hampton

Journey East Hampton

4.0 star property
East Hampton North
9.0 out of 10, Wonderful, (159)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
Journey East Hampton
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (572)
"Very clean, helpful staff and convenient location."
United States
Gordon
The price is ￥33,396
￥38,155 total
includes taxes & fees
Dec 9 - Dec 10
Sag Harbor Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Village of Southampton Hotel Reviews

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead

10/10 Excellent
"Everything was good "
Monica 1-night trip
Posted 16 hours ago
Budget Host East End Hotel in Riverhead

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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: Provides a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. The Bentley Hotel Southampton: Offers 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. The Atlantic Hotel: Features free self parking, a seasonal outdoor pool, and sun loungers.
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.