
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.


53395 NY-25

475 Youngs Ave

2555 Youngs Ave

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.

795 Monsell Ln

380 Private Rd

380 Eds Rd

480 N Bayview Rd

13595 Soundview Ave

1155 Old Harbor Rd

600 Corey Creek Ln

590 Soundview Ave

470 Goose Creek Ln

6710 Soundview Ave
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

400 Hill Rd

640 Orchard St

1265 Brigantine Dr

1275 The Esplanade

485 Pine Rd

780 Minnehaha Blvd

455 W Shore Dr

9325 Main Bayview Rd

250 Wesland Rd

3670 Rocky Point Rd
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.

425 Old Shipyard Ln

455 Fred St

215 Northfield Rd

295 Beckwith Ave

1175 Waterview Dr

425 Cedar Point Dr E

3675 Wells Ave

530 Stillwater Ave

2905 Private Rd

54505 County Rd 48
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.

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
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 | $1,625 | $1,250 | $3,092 |
Southold 1 Bedroom Apartments | $2,322 | $905 | $6,461 |
Southold 2 Bedroom Apartments | $2,801 | $1,100 | $5,653 |
Southold 3 Bedroom Apartments | $10,141 | $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 The Sound at Gateway Commons listed at $1,800.
How much is the average rent for Southold Apartments with Swimming Pool?
The average rent for a Apartment in Southold with Swimming Pool is $4,573.
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 919 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.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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.