
Luxury Apartments for Rent in Southold, NY with Swimming Pool (110 Rentals)
The most luxurious Apartments in Southold with high-end amenities, features, and finishes.


475 Youngs Ave

2555 Youngs Ave

900 Cedar Dr

3400 Youngs Ave

45 Baywater Ave

1975 Youngs Ave

3825 S Harbor Rd

16640 Main St

5650 N Bayview Rd
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

380 Private Rd

795 Monsell Ln

380 Eds Rd

455 W Shore Dr

480 N Bayview Rd

13595 Soundview Ave

1155 Old Harbor Rd

600 Corey Creek Ln

590 Soundview Ave

3670 Rocky Point Rd
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

640 Orchard St

1265 Brigantine Dr

800 Goose Creek Ln

1275 The Esplanade

400 Hill Rd

485 Pine Rd

780 Minnehaha Blvd

9325 Main Bayview Rd

250 Wesland Rd

455 Fred St

215 Northfield Rd

295 Beckwith Ave

1175 Waterview Dr

425 Cedar Point Dr E

530 Stillwater Ave

2905 Private Rd

54505 County Rd 48

1745 Bayview Ave

2160 N Bayview Rd Ext

1205 Lake Dr

4270 Aldrich Ln

1429 Peconic Bay Blvd

950 Tasker Ln

355 Midway Rd

130 6th St

950 Blue Marlin Dr

580 Gin Ln

3675 Wells Ave

270 N Sea Dr

6430 Hortons Ln
Southold, NY Local Guide

How much does it cost to rent an apartment in Southold?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Southold Studio Apartments | $1,660 | $1,250 | $3,127 |
Southold 1 Bedroom Apartments | $2,308 | $905 | $7,000 |
Southold 2 Bedroom Apartments | $2,839 | $1,100 | $5,331 |
Southold 3 Bedroom Apartments | $11,780 | $1,905 | $10,000+ |
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Southold, NY Local Guide
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Getting Around Southold, NY
Walk Score®
42 / 100
Car-Dependent
Most errands require a car
Bike Score®
46 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Southold Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Southold?
Currently the most affordable Apartment in Southold with Swimming Pool is at 575 W Shore Dr listed at $1,600.
How much is the average rent for Southold Apartments with Swimming Pool?
The average rent for a Apartment in Southold with Swimming Pool is $4,922.
What is the largest Southold Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Southold is a 2,296 square feet unit starting from $15,000 at 231 5th Ave.
What is the average size for Southold Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Southold is currently at 937 sq ft.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.