Hotels with Pool & Resorts in Southold from NZ$677

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Check availability on Southold Hotels with Pool

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Best Southold Hotels with Pool

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (178)
"Adorable, large, comfortable rooms steps away from the beach. "
Catherine
Ocean Vista Resort

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (286)
"Good family friendly resort! Hope it’s a heated
pool
.. Easy Check-out before 11:00 am!"
Venus Marie
The price is NZ$677
includes taxes & fees
9 July - 10 July
Windward Shores Ocean Resort

My Humble Abode 2BR Beachside Home | TennisPoolPKG

The price is NZ$2,755
includes taxes & fees
20 July - 21 July
My Humble Abode 2BR Beachside Home | TennisPoolPKG

Fancy 1 BR with loft Apt w/ 2 BTHs w/ balcony!

4.0 out of 10, (1)
"I didn’t receive the 1BR, 2 bathroom unit with TVs in the bedroom and loft that I booked online. The unit I was given only had 1 bathroom and no TVs in any of the bedrooms. The property was great. But I feel like I got bait and switched with the unit I booked online."
Michael
The price is NZ$2,016
includes taxes & fees
7 July - 8 July
Fancy 1 BR with loft Apt w/ 2 BTHs w/ balcony!

Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub

The price is NZ$1,478
includes taxes & fees
7 July - 8 July
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub

Unit 823 - Ocean Colony Beach and Tennis Club

10.0 out of 10, Exceptional, (1)
"We loved the ocean colony resort as it was centrally located but also felt very calm and peaceful - close to nature. We loved the apartment, and the amenities - though it was too cold for the
pool
. The proximity to the beach was unmatched and the services they provide (chairs, umbrellas, towels) are so nice. The section of beach is private, serene, and just gorgeous. Because we were so close to the water, we could fall asleep to the sound of waves and enjoy coffee on the porch overlooking the...
Amanda A.
The price is NZ$1,526
includes taxes & fees
14 July - 15 July
Unit 823 - Ocean Colony Beach and Tennis Club

Your Quietude 1BR Beachside Home |Tennis+Pool+WiFi

10.0 out of 10, Exceptional, (1)
"Love place to stay. The beach was amazing "
Brett
The price is NZ$1,798
includes taxes & fees
7 July - 8 July
Your Quietude 1BR Beachside Home |Tennis+Pool+WiFi

White Studio Apt w/ Balcony, Tub & Ocean view!

The price is NZ$1,526
includes taxes & fees
31 July - 1 Aug
White Studio Apt w/ Balcony, Tub & Ocean view!

My Amity 1BR Beachside Home | Tennis+Pool+WiFi+PKG

9.0 out of 10, Wonderful, (4)
"Overall, it was a great spot— the private beach,
pool
, and attentive staff were the cherry on top to the convenient location, and we’ll maintained unit and property"
Michelle R.
The price is NZ$1,795
includes taxes & fees
14 July - 15 July
My Amity 1BR Beachside Home | Tennis+Pool+WiFi+PKG

Modern Studio Apt w/ Balcony & Pool View | 1 BTH

The price is NZ$1,772
includes taxes & fees
13 July - 14 July
Modern Studio Apt w/ Balcony & Pool View | 1 BTH
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.

Frequently asked questions

What's it like visiting Southold?
If laying by the pool is your idea of the perfect getaway, you may want to consider family-friendly Southold, which offers 6 places to stay with pools. During your visit, you can explore sights such as Sparkling Pointe and Croteaux Vineyards, and then kick back and relax poolside at one of the accommodation options in Southold that guests like for their pools.
What are some accommodation options with pools in Southold?
The Shoals Suites and Slips: Offers buffet, a seasonal outdoor pool and free self parking. Vine & Sand: Provides buffet, an indoor pool and free self parking. Quality Inn Old Saybrook - Westbrook: Hotel, 2-minute walk from The Hamptons Beaches. Features spa services, a seasonal outdoor pool and a snack bar/deli. Baron's Cove: Features 2 outdoor swimming pools, an indoor pool and a full-service spa. Pier Blue Inn Old Saybrook - Essex: Offers a private beach, a seasonal outdoor pool and 2 bars.
How many pool hotels are there in Southold?
Expedia has 6 hotels in Southold for your poolside break.
What is there to see and do in Southold?
Enjoy a stroll along the shore at McCabe's Beach and Horton Lane Beach. Discover sights such as Sparkling Pointe, Croteaux Vineyards and Osprey's Dominion during your stay.
When is the best time to book a hotel with a pool in Southold?
You may want to think about a place to stay that offers an outdoor pool if you plan to visit Southold in the warmest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or March, when the average temp is 3°C.
What's the best way to travel around Southold?
Knowing the transportation options in Southold can help you enjoy the area beyond your hotel pool. To see more of the larger area, hop on a train at Southold Station. Southold may not have many public transport options to choose from, so consider renting a car to explore more.