Hotels with Pool & Resorts in Southold from AU$349

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Check availability on Southold Hotels with Pool

Best Southold Hotels with Pool

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (187)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"
Ocean Vista Resort

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (290)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is AU$349
includes taxes & fees
14 Sept - 15 Sept
Windward Shores Ocean Resort

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

10.0 out of 10, Exceptional, (1)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
The price is AU$818
includes taxes & fees
4 Sept - 5 Sept
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...
The price is AU$840
includes taxes & fees
1 Sept - 2 Sept
Unit 823 - Ocean Colony Beach and Tennis Club

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

The price is AU$840
includes taxes & fees
4 Sept - 5 Sept
White Studio Apt w/ Balcony, Tub & Ocean view!

The King 1BR Beachside Home | Tennis+Ocean+WiFiPKG

10.0 out of 10, Exceptional, (1)
The price is AU$1,002
includes taxes & fees
1 Sept - 2 Sept
The King 1BR Beachside Home | Tennis+Ocean+WiFiPKG

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."
The price is AU$1,210
includes taxes & fees
7 Sept - 8 Sept
Fancy 1 BR with loft Apt w/ 2 BTHs w/ balcony!

1 BR Beach Studio and Relax Balcony in Amangansett

The price is AU$1,002
includes taxes & fees
1 Sept - 2 Sept
1 BR Beach Studio and Relax Balcony in Amangansett

Pristine 1BR w/ loft, Corner Unit + Heated Pool

10.0 out of 10, Exceptional, (3)
"Loved it! Highly recommend! Beautiful property."
The price is AU$1,210
includes taxes & fees
3 Sept - 4 Sept
Pristine 1BR w/ loft, Corner Unit + Heated Pool

Chic Suite in Amagansett with 3 Comfy Beds

The price is AU$1,210
includes taxes & fees
7 Sept - 8 Sept
Chic Suite in Amagansett with 3 Comfy Beds
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.

Top Southold Hotel Reviews

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: Features a private beach, a seasonal outdoor pool and 2 bars. Greenview Inn Riverhead: Offers 2 outdoor swimming pools, an indoor pool and a full-service spa. Sound View Greenport: Features 2 outdoor tennis courts, a seasonal outdoor pool and continental. Saybrook Point Resort & Marina: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access.
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.