
Luxury Homes for Rent in Southold, NY (111 Rentals)
The most luxurious Homes in Southold with high-end amenities, features, and finishes.


17877 Soundview Ave

455 W Shore Dr

355 Windjammer Dr

199 Old Harbor Rd

2620 Orchard St

1355 Watersedge Way

17877 Soundview Ave

2430 Dignans Rd

16125 Soundview Ave
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.

935 Corey Creek Ln

485 Hickory Ave

285 Oyster Ponds Ln

75 Clearview Ave

1080 Lands End Rd

1695 Old Woods Path

470 Goose Creek Ln

650 Pine Ave

150 Hobart Rd

110 Sleepy Hollow Ln

1100 Pine Ave

630 Wild Cherry Way

45 Budds Pond Rd

910 Glenn Rd

495 N Parish Dr

1100 Alvahs Ln

6430 Hortons Ln

270 N Sea Dr

3675 Wells Ave

355 Midway Rd

950 Tasker Ln

130 6th St

950 Blue Marlin Dr

580 Gin Ln

4270 Aldrich Ln

1429 Peconic Bay Blvd

1205 Lake Dr

2160 N Bayview Rd Ext

1745 Bayview Ave

530 Stillwater Ave

425 Cedar Point Dr E

2905 Private Rd

54505 County Rd 48

1175 Waterview Dr

295 Beckwith Ave

215 Northfield Rd

455 Fred St

250 Wesland Rd

400 Hill Rd

1275 The Esplanade
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 | $8,200 | $3,000 | $10,000+ |
Southold 3 Bedroom Homes for Rent | $20,867 | $3,100 | $10,000+ |
Southold 4 Bedroom Homes for Rent | $21,329 | $3,500 | $10,000+ |
Southold 5 Bedroom Homes for Rent | $30,550 | $3,900 | $10,000+ |
Southold 6 Bedroom Homes for Rent | $32,500 | $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
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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 $70,000. There are also 114 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southold ranging from $3,000 to $99,000.
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 $3,000 to $99,000 with an average monthly rent of $21,049.
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 $1,905 to $70,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,100 to $99,000. 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.

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.