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Heated pool
Wireless Internet
Air conditioning
Swimming pool

Private pool
Private indoor pool
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sea view
Safe
Dishwasher
Children's pool
Pool or snooker table
Table tennis
Games room
Clothes dryer
Shared outdoor pool (heated)
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Cribs
Ceiling Fans
Fax machine
Climbing frame
Video player
Freezer
Kettle
Toaster
Iron
Hair dryer
Stove
Fridge
Microwave
Boat available
Linen provided
Towels provided
Bicycles available
Swing set or jungle gym
Trampoline
Private fishing lake or river
Staffed property
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Waterfront
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront

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54 Houses

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Steve's Place: Heated Pool, 3BR Southold Home, Beach

Southold house

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 2 hours 17 minutes

Match: Heated pool

All filters match

Price per night from

$225

Modern North Fork Haven: Beachfront,Private Pool

Southold house

4 bedrooms
4 bathrooms

sleeps 9

Responds fast! avg. 2 hours 17 minutes

Match: Heated pool

All filters match

Price per night from

$843

Boutique Waterfront Home with Pool in Heart of North Fork

Southold house

4 bedrooms
3 bathrooms

sleeps 12

Match: Heated pool

All filters match

Price per night from

$430

Great rentals within 20 miles that match your search

5 bedroom Private Family Get Away

Westhampton Beach house

5 bedrooms
3 bathrooms

sleeps 10

Match: Heated pool

All filters match

Price per night from

$1,370

East Hampton Classic

East Hampton house

4 bedrooms
4 bathrooms

sleeps 9

Match: Heated pool

All filters match

Price per night from

$1,142

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

3 bedrooms
2 bathrooms

sleeps 6

Match: Heated pool

All filters match

Price per night from

$2,512

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

East Hampton house

3 bedrooms
2 bathrooms

sleeps 7

Match: Heated pool

All filters match

Price per night from

$1,061

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

Southampton house

4 bedrooms
5 bathrooms

sleeps 9

Match: Heated pool

All filters match

Price per night from

$1,713

Ready for Summer 2021

Southampton house

4 bedrooms
3 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$1,713

Fantasy Bay Front Country French Villa

Southampton villa

6 bedrooms
4 bathrooms

sleeps 12

Match: Heated pool

All filters match

Price per night from

$2,284

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.

Match: Heated pool

All filters match

Price per night from

$979

Perfect Hamptons Rental with Pool and Tennis

Bridgehampton house

4 bedrooms
2 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$1,656

Majestic Southampton Waterfront Estate

Southampton villa

7 bedrooms
5 bathrooms

sleeps 18

“Incredible home” This was the perfect home for my husband, kids and grandkids. I can't begin to describe how incredible this home was. From the amazing outdoor kitchen, magnificent landscaping, the toasty warm huge pool, with seating enough for our supersized family of 20 with 4 grandbabies. This home was able to house us all comfortably. The inside of the house was clean, spacious and beautifully decorated. The high count sheets were a dream to sleep on (cute pun intended). The air conditioning was set to the perfect temperature. Every day all of us lived in the pool and at night enjoyed the gorgeous sunsets over the bay. To say we loved this home is an understatement. We are still all talking about the amazing vacation. The owner was really really nice to deal with and made us feel welcomed.

Responds fast! avg. 1 hour 30 minutes

Match: Heated pool

All filters match

Price per night from

$1,386

Waterfront Condo C204 at The Cliffside Resort

Greenport apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Heated pool

All filters match

Price per night from

$457

Luxury Hamptons Quogue Village 4BR Modernist Retre

Quogue house

4 bedrooms
4 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$1,713

Amagansett Estate 3 BR 60ft Pool

Amagansett house

3 bedrooms
3 bathrooms

sleeps 6

Match: Heated pool

All filters match

Price per night from

$1,142

Beautiful Estate home in the Hamptons, New York

Water Mill villa

7 bedrooms
7 bathrooms

sleeps 10

Match: Heated pool

All filters match

Price per night from

$6,851

Amagansett Estate 5 Bedroom 60ft Pool

Amagansett villa

5 bedrooms
5 bathrooms

sleeps 10

Match: Heated pool

All filters match

Price per night from

$1,599

Bishops Pond Southampton NY

Southampton townhouse

4 bedrooms
10 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$147

Amagansett Estate 4BR 60ft Pool

Amagansett manor house

4 bedrooms
4 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$1,370

Southampton Water Front Retreat

Southampton cottage

4 bedrooms
10 bathrooms

sleeps 10

Match: Heated pool

All filters match

Price per night from

$3,262

Amagansett House with Pool near Village & Beach

Amagansett house

4 bedrooms
4 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$1,305

SOUTHAMPTON POOL & TENNIS

Southampton house

5 bedrooms
5 bathrooms

sleeps 12

Match: Heated pool

All filters match

Price per night from

$3,262

East Hampton Village Classic , South of Highway

East Hampton house

7 bedrooms
9 bathrooms

sleeps 12

Match: Heated pool

All filters match

Price per night from

$12,233

Elegance,Privacy, French Farm House

East Hampton farmhouse

3 bedrooms
2 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$1,085

Village traditional on a quiet cul de sac

Sag Harbor house

4 bedrooms
4 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$1,272

East Hampton/Sag Harbor Village Fringe

Sag Harbor house

6 bedrooms
7 bathrooms

sleeps 12

Match: Heated pool

All filters match

Price per night from

$3,426

ROMANTIC LUXURY RETREAT WITH POOL & WATER VIEWS, 1 MILE FROM SAG HARBOR VILLAGE

Sag Harbor house

3 bedrooms
2 bathrooms

sleeps 6

Match: Heated pool

All filters match

Price per night from

$982

Vacation home in Artistic / Historic area of East Hampton, NY

Springs house

4 bedrooms
4 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$1,522

Amagansett w/pool last two weeks of August

Amagansett house

3 bedrooms
2 bathrooms

sleeps 7

Match: Heated pool

All filters match

Price per night from

$1,599

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

East Hampton house

3 bedrooms
4 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$1,913

Summer Vacation House

Hampton Bays house

4 bedrooms
2 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$381

Village Fringe Ranch

Water Mill house

3 bedrooms
3 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$571

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

East Quogue house

4 bedrooms
3 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$2,055

Chic 3 Bed Cottage w/Modern Pool, 5 Mins from Town

East Hampton house

3 bedrooms
2 bathrooms

sleeps 6

Match: Heated pool

All filters match

Price per night from

$657

Family Vacation Home, heated pool

Amagansett house

3 bedrooms
2 bathrooms

sleeps 6

Match: Heated pool

All filters match

Price per night from

$1,251

Exquisite Hamptons Mansion Retreat

Water Mill house

10 bedrooms
10 bathrooms

sleeps 20

Match: Heated pool

All filters match

Price per night from

$628

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

East Hampton house

3 bedrooms
2 bathrooms

sleeps 6

Match: Heated pool

All filters match

Price per night from

$342

Viewing 38 of 54
rentals in Southold

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Southold Rentals

Per night

54 Houses

Viewing 38 of 54rentals in Southold

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Viewing 38 of 54
rentals in Southold