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CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Heated pool Private pool Golf course on site or within 15 min walk

All filters match

Price per night from

$2,519

Hilltop Haven in Montauk with Heated Pool perfect for Families

Montauk house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Match: Rental types Heated pool Private pool Golf course on site or within 15 min walk

All filters match

Price per night from

$687

These homes match some but not all of your filters. Clear all filters

2 of 4 match: Rental types, Private pool, Golf course on site or within 15 min walk, Heated pool

2 of 4 filters match

Price per night from

$172

Exquisite Hamptons Mansion Retreat

Water Mill house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$630

New Reno Westhampton Beach Heated Pool Steps to Town

Westhampton Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,430

Boutique Waterfront Home with Pool in Heart of North Fork

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$429

Greenport Beach House

Greenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$916

Village traditional on a quiet cul de sac

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,276

East Hampton Charming Cottage South Of the Highway Near Ocean/ Further Lane

East Hampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,918

Beautiful Bridgehampton Home

Bridgehampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,718

Heated Pool 6+ Bedrooms , 4.5 BA

Noyack house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,718

Abigail ‘s Nest

Brimfield house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

3 of 4 match: Heated pool, Rental types, Golf course on site or within 15 min walk, Private pool

3 of 4 filters match

Price per night from

$1,031

Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$342

Amagansett House with Pool near Village & Beach

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,309

Brand new, Hamptons beach house w/gunite pool & spa

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$2,061

Family Vacation Home, heated pool

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,254

Airy, Woodsy, Walk to Beach, New Saltwater Pool!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,064

Amagansett w/pool last two weeks of August

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,603

Coastal Haven: Private Pool, Bay Access, Water Sports

Aquebogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 17 minutes

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$379

Modern North Fork Haven: Beachfront,Private Pool

Southold house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 17 minutes

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$842

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Southampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 17 minutes

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$470

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Southampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 17 minutes

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$424

Cottage w/Waterview in Private Beach Community

Mystic house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 4 match: Heated pool, Private pool, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$287

Southampton Water Front Retreat

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

2 of 4 match: Rental types, Golf course on site or within 15 min walk, Heated pool, Private pool

2 of 4 filters match

Price per night from

$3,272

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Heated pool, Private pool, Rental types, Golf course on site or within 15 min walk

2 of 4 filters match

Price per night from

$974

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$2,514

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,374

East Hampton Classic

East Hampton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,145

Beachy Keen - East Hampton NY

East Hampton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,374

Ready for Summer 2021

Southampton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,718

Hip & Stylish East Hampton Getaway

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Airy & beautiful home!” We had a wonderful stay at this beautiful East Hampton home. The floor plan is open and makes for an easy flow between the airy living space and kitchen and dining area. The bedrooms are large and well appointed with comfortable beds and fresh linens. The setting of the house is on a wooded acre with incredible views out over the trees and the swimming pool below. The huge deck affords an outdoor dining area perfect for summer entertaining. We will definitely be back for another visit to this amazing get away.

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$982

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,661

Luxury Oceanfront House, Pool+Jacuzzi facing the ocean, call for Deals!

Westhampton Beach house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,500

Amagansett Estate 3 BR 60ft Pool

Amagansett house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$1,145

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$3,272

East Hampton Village Classic , South of Highway

East Hampton house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 12

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$12,268

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$573

Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

3 of 4 match: Golf course on site or within 15 min walk, Rental types, Heated pool, Private pool

3 of 4 filters match

Price per night from

$5,153

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