
Luxury Homes for Rent in Southold, NY (99 Rentals)
The most luxurious Homes in Southold with high-end amenities, features, and finishes.


355 Windjammer Dr

199 Old Harbor Rd

1355 Watersedge Way

17877 Soundview Ave

650 Pine Ave

2620 Orchard St

2430 Dignans Rd

16125 Soundview Ave

65 Rock Cove Ct

485 Hickory Ave

285 Oyster Ponds Ln

75 Clearview Ave

630 Wild Cherry Way

1100 Alvahs Ln

150 Hobart Rd

470 Goose Creek Ln

910 Glenn Rd

1695 Old Woods Path

1100 Pine Ave

1080 Lands End Rd

6430 Hortons Ln

2055 Anchor Ln

3675 Wells Ave

355 Midway Rd

950 Tasker Ln

130 6th St

950 Blue Marlin Dr

4270 Aldrich Ln

1429 Peconic Bay Blvd

1205 Lake Dr

350 West Dr

425 Cedar Point Dr E

530 Stillwater Ave

1265 Brigantine Dr

2905 Private Rd

485 Pine Rd

54505 County Rd 48

1175 Waterview Dr

215 Northfield Rd

455 Fred St

400 Hill Rd

170 Laurel Ave

250 Wesland Rd

1275 The Esplanade

800 Goose Creek Ln

440 Pine Neck Rd

640 Orchard St

935 Corey Creek Ln

1155 Marlene Ln
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 | $9,416 | $3,000 | $10,000+ |
Southold 3 Bedroom Homes for Rent | $16,542 | $3,200 | $10,000+ |
Southold 4 Bedroom Homes for Rent | $21,164 | $3,500 | $10,000+ |
Southold 5 Bedroom Homes for Rent | $30,057 | $3,900 | $10,000+ |
Southold 6 Bedroom Homes for Rent | $55,000 | $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
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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 $15,000. There are also 100 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southold ranging from $2,750 to $80,000.
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 $2,750 to $80,000 with an average monthly rent of $26,516.
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 $1,855 to $15,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,200 to $70,000. Four Bedroom Single-Family rentals are also available starting from $3,500 and Four Bedroom Apartments start at $2,995.
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.

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.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.

Signing Your Apartment Lease: The Basics
Written by: Trey Huguley
When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.