
4 Bedroom Apartments for Rent in Southold, NY with Swimming Pool (50 Rentals)


5650 N Bayview Rd

455 W Shore Dr

380 Eds Rd

1155 Old Harbor Rd

590 Soundview Ave

6710 Soundview Ave

9325 Main Bayview Rd

780 Minnehaha Blvd

1275 The Esplanade
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.

215 Northfield Rd

425 Cedar Point Dr E

54505 County Rd 48

2905 Private Rd

1745 Bayview Ave

1205 Lake Dr

4270 Aldrich Ln

1429 Peconic Bay Blvd

580 Gin Ln

950 Blue Marlin Dr
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

130 6th St

950 Tasker Ln

3675 Wells Ave

270 N Sea Dr

6430 Hortons Ln

1100 Alvahs Ln

910 Glenn Rd

495 N Parish Dr

45 Budds Pond Rd

630 Wild Cherry Way
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.

1695 Old Woods Path

110 Sleepy Hollow Ln

1080 Lands End Rd

75 Clearview Ave

485 Hickory Ave

16125 Soundview Ave

2430 Dignans Rd

199 Old Harbor Rd

57305 Rte 48

446 6th St

150 Mason Dr

415 6th Ave

485 Sutton Pl

25 Moose Trail

250 Pine Tree Ct

185 Rock Cove Ct

15105 Oregon Rd

1250 Sound Dr

1000 Sound Dr

61 Peconic Ave
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 | $1,644 | $1,250 | $3,092 |
Southold 1 Bedroom Apartments | $2,322 | $905 | $6,588 |
Southold 2 Bedroom Apartments | $2,808 | $1,100 | $5,637 |
Southold 3 Bedroom Apartments | $11,446 | $1,905 | $10,000+ |
Explore Southold
Southold, NY Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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 Brushy Hill Plaza Apartments listed at $1,250.
How much is the average rent for Southold Apartments with Swimming Pool?
The average rent for a Apartment in Southold with Swimming Pool is $2,322.
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 square feet unit at .
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 1,890 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.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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.