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Hamptons rentals run the gamut from modest to superlative, from reasonably priced to Holy Crap! Curbed is starting this year's Summer Rental Roundup in the enclaves of Hampton Bays, Westhampton, and Westhampton Beach; we'll bring you three rentals per destination in various prices as we head east.

4 Wintergreen Way, Westhampton; BHS
Price: $75,000 MD-LD
The Lowdown: Spend your summer relaxing by the 20' x 50' pool. Inside, "the flow in this one level home is very open and yet private." The four bedroom-, 3400sf house offers a finished basement with wet bar and ping pong table for rainy days.

23 Westbridge Road, Westhampton Beach; T&C
Price: $150,000 MD-LD
The Lowdown: This property isn't even waterfront; the listing says it's "terrific value for spending the summer without much traveling." But the house is spacious at 6700sf, and the one-acre property sports a private pool. There's also plenty of room for parties, with a billiard room and a den with a large bar.

Holy Crap!
145 Dune Road, Westhampton Beach; Elliman
Price: $275,000, MD-LD
The Lowdown: This oceanfront house, c. 1895, is "one of the few remaining grand oceanfront estates located 'between the bridges.'" With seven bedrooms and 6.5 baths in 4117sf, there's plenty of room for everyone. Of course there is plenty of old-fashioned charm, and gorgeous ocean views, but there's one drawback: no pool on the one-acre property.