Let’s dive right in with the most vacation-worthy Manhattan apartment with a private pool we could find. This Flatiron penthouse has 6,000 square feet of interior space, gorgeous in every way. But its double master suites pale in comparison to the 4,000-square-foot rooftop overlooking downtown. The pool area is complemented by a full-size outdoor bar. We would never leave! Listed by Brian Lewis at Compass.

Having your own private pool in the heart of SoHo is a summertime dream. And this is only one of the three incredible terraces in this duplex penthouse. The second is beautifully landscaped for a lush outdoor oasis. And the third is a top-floor sun deck with 360-degree views of the entire city. Inside, the massive, super-high-end kitchen is a sight to behold. Greg Garwood at Halstead has the listing.

Uptown, we find a private pool in NYC that overlooks the glorious Hudson. This 37-foot stunner is the centerpiece of a palatial terrace, with a hot tub to match. Inside there’s a hard-to-believe 6 bedrooms and 8.5 baths. It’s set in the Aldyn, which means it also sports insane indoor amenities, including a rock-climbing wall and a PGA golf simulator. Contact a StreetEasy Expert on the listing for info.

You won’t believe you’re right on Union Square as you soak up the sun in this gorgeous terrace’s hot tub. It’s part of this duplex penthouse’s ultra-luxe master suite, which also includes an outdoor fireplace. The windowed walk-in closet will spoil you for all other closets forever. There’s another terrace downstairs, with a built-in grill and dining pergola for outdoor entertaining. Contact a StreetEasy Expert on the listing to find out more.

Have you ever seen a sweeter spot? The lowest-priced and smallest of our NYC private pools is also the most charming. Imagine stepping out to the garden of your Greenwich Village home for a refreshing dip in the Japanese-style cedar tub… ahhhh. The apartment has plenty more charm inside and spans the entire ground floor of a perfect Village brownstone. Henry Hershkowitz at Compass has the listing.

We end our fantasy tour at the Manhattan apartment with a private pool that’s the biggest of the bunch. This 50-foot heated beauty belongs to a mansion within a Madison Avenue condo tower. It sits on a spectacular 3,000-square-foot wraparound terrace, with access from the living space and multiple bedrooms. The interior, unsurprisingly, is positively dripping with luxury. For more details, contact a StreetEasy Expert on the listing.