Sarah Doud SD monogram 631.745.2127

588 Pleasure Drive, Flanders

serene retreat

4 bd · 4 ba · 2.09 ac · 2,225 sq ft

For rent $55,000 Memorial Day–Labor Day Other periods from $10,000
588 Pleasure Drive, Flanders: Front of the house and private drive
588 Pleasure Drive, Flanders: Heated pool
588 Pleasure Drive, Flanders: Living room with vaulted ceiling
588 Pleasure Drive, Flanders: Kitchen
588 Pleasure Drive, Flanders: Dining room with garden views
588 Pleasure Drive, Flanders: Deck with dining table
588 Pleasure Drive, Flanders: Bedroom
588 Pleasure Drive, Flanders: Bedroom
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About this home

Rental Registration # RP251105

Past a gated entry with a long private drive, this serene retreat offers the perfect blend of open-concept living, natural beauty, and coveted seclusion. Sited on 2.09 acres with 2,225 +/- sq. ft. of living space, 4 bedrooms, 4 baths, and a pool, the home is ideally located just minutes from Westhampton Beach, Quogue, East Quogue, and Hampton Bays, with easy access to North Fork vineyards, golf, and equestrian destinations. Inside, the home unfolds with a contemporary layout that welcomes beaming natural light throughout. The renovated kitchen flows seamlessly into a bright breakfast nook and formal dining room, all overlooking the private backyard oasis. Perfect for summer entertaining, the living areas open to a generous patio where an oversized dining table, hot tub, and heated pool are surrounded by lush landscaping and total privacy. Bedrooms are thoughtfully positioned across both levels, offering flexibility and comfort for hosting guests or extended stays. Whether you're gathering in the open living spaces or enjoying a quiet morning coffee outside, the home is designed to capture the ease and elegance of Hamptons summer living. The property's natural setting creates a true sense of escape, while its proximity to some of the region's best beaches, marinas, shops, and restaurants offers a lifestyle that's equal parts laid-back and luxurious. Whether you're lounging poolside, dining al fresco beneath the stars, or exploring nearby villages and vineyards, this is summer in the Hamptons-at its most effortless and unforgettable.

Rental periods

PeriodPrice
Memorial Day–Labor Day$55,000
June$10,000
July$25,000

Hamptons rentals are priced by period. Ask Sarah which periods are still open.

Ask Sarah about 588 Pleasure Drive.

631.745.2127 sdoud@saunders.com Saunders & Associates, Bridgehampton
2287 Montauk Hwy, Bridgehampton, NY 11932