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Match: Rental types Private outdoor pool (heated) Staffed property
All filters matchPrice per night from
$2,519
Hamptons Waterfront Romantic Guest Suites (2 available, pricing is per suite)
Remsenburg house
- 2 bedrooms
- 2 bathrooms
- sleeps 4
Responds fast! avg. 1 hour 47 minutes
Match: Rental types Private outdoor pool (heated) Staffed property
All filters matchPrice per night from
$572
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$631
New Reno Westhampton Beach Heated Pool Steps to Town
Westhampton Beach house
- 5 bedrooms
- 2 bathrooms
- sleeps 16
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,434
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,719
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice 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
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,918
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,718
Brand new, Hamptons beach house w/gunite pool & spa
East Quogue house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$2,065
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$343
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,309
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,088
Coastal Haven: Private Pool, Bay Access, Water Sports
Aquebogue house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$333
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,064
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$258
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,603
Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach
Southampton house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$523
Westhampton Waterfront 6 Bedroom Secluded 3 Acre E
Westhampton house
- 6 bedrooms
- 4 bathrooms
- sleeps 16
Responds fast! avg. 2 hours 54 minutes
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,145
Southampton Retreat: Heated Pool, Hot Tub, Near Beach
Southampton house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$458
Hamptons Lifestyle At Private Refuge On The Ocean With Pool & Near Wine Trail
Westhampton Beach house
- 5 bedrooms
- 5 bathrooms
- sleeps 10
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$2,290
Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town
East Hampton house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$659
Waterfront Southampton Estate, Heated Pool, Spa, Gym, Outdoor Kitchen, Sonos
Tuckahoe house
- 5 bedrooms
- 5 bathrooms
- sleeps 12
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$2,521
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,374
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,718
“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.
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$982
Luxury Oceanfront 8bd House! Pool & Jacuzzi facing Ocean call for Deals!
Westhampton Beach house
- 8 bedrooms
- 7 bathrooms
- sleeps 18
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$2,000
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice 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
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,500
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,145
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$3,272
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$12,268
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,374
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$1,145
Gorgeous Vintage Farmhouse, Pool/Central Air, Town 4 min Walk, Beach 8 min Drive
East Quogue house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$573
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$5,153
ROMANTIC LUXURY RETREAT WITH POOL & WATER VIEWS, 1 MILE FROM SAG HARBOR VILLAGE
Sag Harbor house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$985
Hilltop Haven in Montauk with Heated Pool perfect for Families
Montauk house
- 4 bedrooms
- 4 bathrooms
- sleeps 9
2 of 3 match: Staffed property, Rental types, Private outdoor pool (heated)
2 of 3 filters matchPrice per night from
$687
1 of 3 match: Rental types, Staffed property, Private outdoor pool (heated)
1 of 3 filters matchPrice per night from
$3,272