Vacation Rentals & House Rentals in Fire Island

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Magnificent private Southampton Estate

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Pool or snooker table Swimming pool

All filters match

Price per night from

$5,160

Quaint Seaside Retreat With Full Gym

Hampton Bays house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Pool or snooker table Swimming pool

All filters match

Price per night from

$1,376

Elegance,Privacy, French Farm House

East Hampton farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Pool or snooker table Swimming pool

All filters match

Price per night from

$1,090

Mint Southampton Village 5-BR South of the Highway w Heated Pool

Southampton house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

Match: Pool or snooker table Swimming pool

All filters match

Price per night from

$1,720

SOUTHAMPTON POOL & TENNIS

Southampton house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Pool or snooker table Swimming pool

All filters match

Price per night from

$3,276

Spectacular Family Resort in Hampton Bays, NY

Hampton Bays house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 30 minutes

Match: Pool or snooker table Swimming pool

All filters match

Price per night from

$851

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

Great Rates in 2019- No Increases In Rates and Over Holiday Weeks

Hampton Bays house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great time in Hamptons” Jackie and al's place is in a great location. Block away from the canal. Minutes away from the beach. Very Nice house. Looking forward to next summer.

1 of 2 match: Swimming pool, Pool or snooker table

1 of 2 filters match

Price per night from

$459

SEASHELLS BY THE SEA SHORE

Hampton Bays house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Responds fast! avg. 1 hour 30 minutes

1 of 2 match: Swimming pool, Pool or snooker table

1 of 2 filters match

Price per night from

$1,220

piece of Heaven

Mattituck house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Swimming pool, Pool or snooker table

1 of 2 filters match

Price per night from

$1,720

Villa East.Hamptons Style Villa, Heated Pool N Spa

Old Brookville house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 6

1 of 2 match: Swimming pool, Pool or snooker table

1 of 2 filters match

Price per night from

$2,867

1 of 2 match: Swimming pool, Pool or snooker table

1 of 2 filters match

Price per night from

$975

Montauk Summer rental

Montauk condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$459

Montauk Royal Atlantic Beach Resort

Montauk condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$574

House for Rent North Fork Long Island

Mattituck house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$1,376

Greenwich-Rye 2 Bedroom Loft Apartment, 6 Miles to Westchester Airport

Port Chester apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$459

Relax at our East Hampton home

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$902

Charming cottage in the heart of East Hampton village

East Hampton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$382

Dune Road-Oceanfront Beach House

Westhampton Beach house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$955

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

East Hampton house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$1,921

Village traditional on a quiet cul de sac

Sag Harbor house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$1,278

Summer Vacation House

Hampton Bays house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$382

Village Fringe Ranch

Water Mill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$574

Kings Park Cozy Sanctuary with Pool and Tennis Court

Kings Park house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$183

Exquisite Hamptons Mansion Retreat

Water Mill house

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$631

New Reno Westhampton Beach Heated Pool Steps to Town

Westhampton Beach house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$1,434

Heated Pool 6+ Bedrooms , 4.5 BA

Noyack house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$1,720

Idyllic North Fork Waterfront Home with Pool

Mattituck house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$430

Boutique Waterfront Home with Pool in Heart of North Fork

Southold house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$430

Wine Country Retreat w/ Dock & Pool on Mattituck Inlet

Mattituck house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$430

Beautiful Bridgehampton Home

Bridgehampton house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$1,720

Greenport Beach House

Greenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$918

Southampton Water Front Retreat

Southampton cottage

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 10

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$3,276

Amagansett House with Pool near Village & Beach

Amagansett house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$1,311

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

East Quogue house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$2,064

Family Vacation Home, heated pool

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$1,090

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$343

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

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$1,066

3BR/2BA- Private Heated Pool Steps to Moriches Bay

Remsenburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pool or snooker table, Swimming pool

1 of 2 filters match

Price per night from

$516

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