Southold beach rentals

We found 25 beach rentals — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Frequently asked questions

Are there any beach vacation rentals in Southold?
Select one of our 25 beach vacation rentals in Southold and you'll have a perfect base for your next trip to the coast. Greenport West, Silver Beach and The Heights are among this city's best areas to stay.
How much does it cost to stay in a beach vacation rental in Southold?
A number of factors will influence the price of a beach vacation rental in Southold, such as property size and when and how long you plan to stay. All you have to do is key in your travel dates and preferences to find a property near the beach that meets your style and budget.
When is the best time to book a beach vacation rental in Southold?
Planning a seaside getaway is always a wonderful idea, but don't forget to research the weather conditions in Southold during different seasons before you book. What you'd like to see and the range of activities on offer are among the other factors that'll help you figure out the ideal time to stay in a beach vacation rental in this destination.
Where can I book a Southold beach vacation rental with great views?
Houses with views of historic areas are among the types of beach vacation rentals available in Southold. If you're looking for properties that offer vistas worth remembering, Vrbo will help you find them.
What are the most popular beaches in Southold?
Give the little ones an awesome day out at The Hamptons Beaches. This seaside escape is among the most popular beaches in Southold. For a romantic rendezvous with your significant other, check out 67 Steps Beach. Enjoy a picnic or go for a leisurely stroll along the waterfront.
What are the top things to do in Southold?
A fantastic beach vacation rental and top attractions like The Hamptons Beaches are some of the essential ingredients for a memorable family getaway in Southold. Looking for more things to do with the crew here? Also stop by Orient Point County Park and 67 Steps Beach.
Why should I book my beach vacation rental with Vrbo?
From protecting your payments to answering any questions that come up during your stay, our 24-hour customer support is available to assist you at every turn. It's all part of our Book with Confidence Guarantee. Think your plans may change? Opt for a beach vacation rental with flexible cancellation policies and you'll receive a refund if you cancel within the designated timeframe. On top of all that, our free One Key™ rewards program lets you collect OneKeyCash™* to redeem on all eligible bookings across Vrbo, Expedia and Hotels.com. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Hotels.com and Expedia.

More Vacation Ideas