Town of Southold Town rentals with pool

We found 2,386 rentals with pool — enter your dates for availability

Find spaces that suit your style

Frequently asked questions

Are there any holiday rentals with a pool in Town of Southold Town?
Pick one of our 2,386 holiday rentals with a pool in Town of Southold Town and get ready for cannonball contests. Greenport West, Silver Beach and Pipes Cove are among this city's most popular areas.
How much does it cost to stay in a holiday rental with a pool in Town of Southold Town?
A number of factors will influence the price of a holiday rental with a pool in Town of Southold Town, such as the size of the property and when and how long you want to stay. All you have to do is key in your holiday dates and any preferences to find a house where you can have some poolside fun.
When is the best time to book a holiday rental with a pool in Town of Southold Town?
With temperatures that range from 17ºC to 20ºC, June is popular with the majority of Bookabach guests. Be sure to browse our holiday rentals with a pool in this corner of Suffolk County at other times too. There may be greater availability if you avoid Town of Southold Town's busier months.
What holiday rentals with a pool in Town of Southold Town have nice views?
From splashing around to poolside cocktail parties, a holiday rental with a pool offers fun and excitement by the water. Toss in some incredible views and you won't want your getaway to end. Use our filter tools to personalise your search for a holiday home in Town of Southold Town that comes with the amenities you want and vistas that'll leave a lasting impression.
Are there holiday rentals with a private pool in Town of Southold Town?
From poolside get-togethers to solo soaks, a holiday rental with a private pool gives you plenty of possibilities for fun and relaxation. If you're visiting Town of Southold Town, use our "Private pool" filter to search for accommodation that come with this premium perk.
What are the top things to do in Town of Southold Town?
It's easy to see why families love Town of Southold Town, with top attractions like The Hamptons Beaches, Orient Point County Park and 67 Steps Beach to explore. Uncover this destination's best sights together and then return to the comforts of your holiday home rental.
Why should I book my holiday rental with a pool with Bookabach?
No sharing your space, no dealing with strangers. When you choose a Bookabach holiday rental with a pool, you'll get the entire place to yourself to splash around. Need to cancel or change your plans? Our flexible cancellation policies let you book your rental house with complete peace of mind.