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Summer’s Coming: 10 Luxe Hamptons Rentals You Must Check Out

Gatsby summered there. So do Spielberg, Madonna, Seinfeld, and plenty of other folks fabulous enough to not need two names. The reason: As the idyllic Northeastern summer retreat, the Hamptons are flush with jaw-dropping houses to buy. Cool ocean breezes, great restaurants, and a particularly upscale version of small-town charm are just some of the enticing reasons to flee New York City for a slice of paradise between Memorial Day and Labor Day.

But if you’re not ready to commit to a year-round purchase in the ultra-popular destination, the region’s rental market offers a chance to swoop into a mansion for a few months and then retire back to the city. For a hefty price, that is.

Within the South Fork towns of East Hampton, Southampton, Sag Harbor, and Water Mill, costs can spiral into six figures to secure just the right summer home rental. With amenities like ocean views, backyard pools, saunas, and kitchens fit for a celebrity chef, here are a few of the hottest.

356 Hayground Road, Water Mill, NY

Price: $195,000 for the entire summer

Rental reality: Built in 2009, this four-bedroom home has modern touches, including soaring ceilings in the two-story great room and lots of light throughout (this includes the bathroom, with its soaking tub beneath multipaned windows). There’s also an outdoor pool on the property, which borders an agricultural reserve.

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75 First Neck Lane, Southampton, NY

Price: $595,000 for the entire summer

Rental reality: Despite having historic design elements (a turret and cedar shingles), this 10-bedroom, 11-bathroom home features modern comforts like a backyard swimming pool (with a pool house), eat-in kitchen, playroom, gym, wine cellar, and conservatory with garden views. You say you don’t want to leave all that competitive fire behind in Manhattan? Go ahead, host a tennis match on your own private court.

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95 Meadowmere Lane, Southampton, NY

Price: $495,000 for the entire summer

Rental reality: At this charming-meets-contemporary six-bedroom, seven-bathroom beauty, there’s a front porch and a chef’s kitchen. Backyard fun includes a smartly designed pool with a waterfall and spa, plus an alfresco dining area protected from the sun by a pergola. The home is perched at the end of a private road, where the nearby beach beckons.

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11 Christopher St., Southampton, NY

Price: $460,000 for July–Labor Day

Rental reality: Look at that 67-foot infinity pool! You can host the party of the summer (or the decade) at this elegant spread that evokes the European countryside with landscaped gardens, a limestone patio, french doors off the kitchen, and an outdoor dining space. Too hot to eat outside? No worries. There are two covered porches.

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385 Great Plains Road, Southampton, NY

Price: $750,000 for the entire summer

Rental reality: With this 10-bedroom, 10-bathroom mansion, you get a saltwater pool and pool house, tennis court, gym, and playground with an enclosed slide. Kick back on the covered porch or, on rainy days, the half-moon-shaped window seat. Built-in bookshelves in the library, a wine cellar, and a chef-grade kitchen ensure your weekend fêtes are rockin’ with class.

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351 Kings Point Road, East Hampton, NY

Price: $110,000 for July

Rental reality: With this six-bedroom, eight-bathroom home, it’s all about location—the beach is just outside the back door. This translates to expansive views of the water from all three levels (including a roof deck plus a balcony off the second-floor master) of the 7,000-square-foot home. Whip up gourmet meals in the open-layout kitchen, and create a cozy mood thanks to three fireplaces.

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92 Egypt Lane, East Hampton, NY

Price: $425,000 for the entire summer

Rental reality: There’s a trifecta of perfection at this seven-bedroom, nine-bathroom manse at the end of a winding drive: landscaped gardens, a pool, and a tennis court, all set on nearly 2 acres. In spite of the bucolic surroundings, it’s also close to town. Put up your visitors in the historic, charming guesthouse ,and host memorable movie nights in the media room.

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172 Cedar St., East Hampton, NY

Price: $650,000 for the entire summer

Rental reality: Too chilly out to swim in the outdoor pool? No worries: there’s one indoors, too, at this 8-acre spread. The 12-bedroom, 16-bathroom estate—inspired by the Cotswolds in England—also has a sauna, gym, tennis court, covered outdoor dining area, caretaker’s cottage, and horse stables.

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1 Green Hollow Road, East Hampton, NY

Price: $395,000 for the entire summer

Rental reality: Luxury meets European style living in this nine-bedroom, 12-bathroom home that spans 14,000 square feet. Perks include an outdoor pizza oven, pool (with spa and fountains), and a kitchen that’s outfitted with warming drawers, dual dishwashers, and a butler’s pantry. Each of the upstairs guest suites is guaranteed to impress your pals when they visit. (Pals not included.)

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19 Lee Ave., East Hampton, NY

Price: $700,000 for the entire summer

Rental reality: Inside and out, this 12,000-square-foot mansion sports a classic look, from the outdoor pool to a wood-paneled library, plus a crisp white kitchen filled with luxury appliances like a stainless-steel oversize fridge (for all your beer!) and a Wolf stove, and a game room with garden views and a wood-paneled ceiling.

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