
Homes for Rent in Southold, NY with Swimming Pool (93 Rentals)


2555 Youngs Ave

3400 Youngs Ave

1975 Youngs Ave

3825 S Harbor Rd

16640 Main St

380 Eds Rd

380 Private Rd

795 Monsell Ln
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.

8515 Soundview Ave

480 N Bayview Rd

13595 Soundview Ave

8415 Soundview Ave

600 Corey Creek Ln

1155 Old Harbor Rd

285 Oyster Ponds Ln

590 Soundview Ave

470 Goose Creek Ln

6710 Soundview Ave
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

5650 N Bayview Rd

640 Orchard St

400 Hill Rd

1265 Brigantine Dr

9325 Main Bayview Rd

485 Pine Rd

455 W Shore Dr

780 Minnehaha Blvd
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.

1275 The Esplanade

425 Old Shipyard Ln

250 Wesland Rd

3670 Rocky Point Rd

54505 County Rd 48

455 Fred St

215 Northfield Rd

425 Lake Dr

1175 Waterview Dr

530 Stillwater Ave

425 Cedar Point Dr E

3675 Wells Ave
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.

2905 Private Rd

295 Beckwith Ave

935 Corey Creek Ln

1745 Bayview Ave

2160 N Bayview Rd Ext

1205 Lake Dr

1429 Peconic Bay Blvd

950 Tasker Ln

355 Midway Rd

580 Gin Ln

950 Blue Marlin Dr
Southold, NY Local Guide

How much does it cost to rent a home in Southold?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Southold 2 Bedroom Homes for Rent | $6,709 | $2,500 | $10,000+ |
Southold 3 Bedroom Homes for Rent | $17,820 | $3,500 | $10,000+ |
Southold 4 Bedroom Homes for Rent | $20,895 | $3,500 | $10,000+ |
Southold 5 Bedroom Homes for Rent | $24,285 | $8,000 | $10,000+ |
Southold 6 Bedroom Homes for Rent | $44,500 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Southold
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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.
Frequently Asked Questions about Southold
What type of rentals are currently available in Southold?
There are currently 62 Apartments for Rent in Southold, NY with pricing that ranges from $905 to $70,000. There are also 104 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southold ranging from $2,500 to $75,000.
What is the current price range for Rental Homes in Southold?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Southold ranges from $2,500 to $75,000 with an average monthly rent of $21,158.
How much are larger Three and Four Bedroom Rentals in Southold?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Southold range from $1,925 to $70,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,500 to $75,000. Four Bedroom Single-Family rentals are also available starting from $3,500 and Four Bedroom Apartments start at $10,000.
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 Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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.