
Luxury Apartments for Rent in Southold, NY with Swimming Pool (110 Rentals)Page 2 of 3
The most luxurious Apartments in Southold with high-end amenities, features, and finishes.


910 Glenn Rd

495 N Parish Dr

45 Budds Pond Rd

630 Wild Cherry Way

1100 Pine Ave

650 Pine Ave

470 Goose Creek Ln

1695 Old Woods Path

150 Hobart Rd

110 Sleepy Hollow Ln

1080 Lands End Rd

75 Clearview Ave

285 Oyster Ponds Ln

485 Hickory Ave

935 Corey Creek Ln

2430 Dignans Rd

16125 Soundview Ave

1355 Watersedge Way

2620 Orchard St

17877 Soundview Ave

199 Old Harbor Rd

355 Windjammer Dr

60 Mansfield Road Phase II

Mariners Landing

The Cove at Gateway Commons

The Sound at Gateway Commons

Town and Country Luxury Apartments

Heritage Pine Hills Country Club

Echo Pond Luxury Apartments

Saybrook Station Apartments

Villas at Pine Hills

880 Wiggins St

231 5th Ave

3705 Wells Rd

400 Diamond Ln

1685 Peconic Ln

2315 Mill Ln

324 5th Ave

248 5th Ave

424 4th St

8 Oyster Pt

840 Little Neck Rd

446 6th St

2300 Pine Tree Rd

1600 Pine Tree Rd

635 Strohson Rd

5415 Skunk Ln

150 Mason Dr

905 9th St
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 | $1,660 | $1,250 | $3,127 |
Southold 1 Bedroom Apartments | $2,309 | $905 | $7,000 |
Southold 2 Bedroom Apartments | $2,839 | $1,100 | $5,331 |
Southold 3 Bedroom Apartments | $11,780 | $1,905 | $10,000+ |
Explore Southold
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 575 W Shore Dr listed at $1,600.
How much is the average rent for Southold Apartments with Swimming Pool?
The average rent for a Apartment in Southold with Swimming Pool is $4,922.
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 937 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.

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.