
Luxury Homes for Rent in Southold, NY (111 Rentals)Page 2 of 3
The most luxurious Homes in Southold with high-end amenities, features, and finishes.


485 Pine Rd

9325 Main Bayview Rd

800 Goose Creek Ln

1265 Brigantine Dr

640 Orchard St

3670 Rocky Point Rd

590 Soundview Ave

1155 Old Harbor Rd

600 Corey Creek Ln

13595 Soundview Ave

480 N Bayview Rd

455 W Shore Dr

380 Eds Rd

795 Monsell Ln

380 Private Rd

5650 N Bayview Rd

16640 Main St

3400 Youngs Ave

45 Baywater Ave

1975 Youngs Ave

3825 S Harbor Rd

900 Cedar Dr

2555 Youngs Ave

32 Hilo Dr

2 E Brander Pkwy

5 Penny's Path

91 Shore Rd

21 Peconic Ave

400 Diamond Ln

8 E Brander Pkwy

11 Tims Trail

3 Crab Creek Rd

6 Crab Creek Rd

56765 County Rd 48

2315 Mill Ln

1000 Sound Dr

21 Peconic Ave

1250 Sound Dr

61 Peconic Ave

15105 Oregon Rd

250 Pine Tree Ct

185 Rock Cove Ct

25 Moose Trail

415 6th Ave

485 Sutton Pl

905 9th St

5415 Skunk Ln

150 Mason Dr

1685 Peconic 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 | $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
Explore Southold
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.