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Southampton
$33,000

Southampton, NY
Rental
Bedrooms: 2
Bathrooms: 2.5
Web ID: 908771

RR#240204. Enjoy your summer in this spacious end unit condominium close to the Southampton Village center, shops, restaurants, and beaches. The first floor boasts a bright and light-filled kitchen and living room with dining area, and a newly renovated powder room. Sliders from the living room lead to a sunny patio, inviting for outdoor entertaining and lounging. The second floor features a generous sized primary bedroom and bathroom suit, a guest bedroom and a bath. The condo also has a loft on the third floor for over flowing guests. Amenities at the condo development include two heated pools, tennis and pickleball courts, and a club house. Listing ID: 908771

MD - LD Rental: $40,000
July / Aug Rental: $33,000

Village Of East Hampton
$55,000

Village of East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 865576

Prime East Hampton Village south of the highway location , Main Street , business district, restaurants , Jitney and short distance to ocean beach.Available for summer rental, this newlyrenovated home has spacious lawns and perennial gardens. features include central air conditioning, new chef's kitchen with gas stove and all top-of-the-line appliances. There are four bedrooms and two baths and a living room with new furnishings throughout. Sonos music and internet-ready cable, in addition there is a spacious renovated pool house with a slate patio, outside dining area surrounding the heated pool and lush landscape.Bikes and beach chairs are available.Listing ID: 865576

MD - LD Rental: $150,000
June/July Rental: $85,000
July Rental: $55,000
August Rental: $65,000
October Rental: $30,000

Sharman S Peddy
(631) 903-6171

Village Of Southampton
$75,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 736551

The perfect Hamptons getaway in the Estate section of Southampton Village only 3 blocks from Little Plains Beach and walking/biking distance to the Village. Impeccably decorated with a sophisticated palette, the house is bright, spacious and perfect for entertaining. The first floor has an en-suite junior primary, the second floor has 4 spacious en-suite bedrooms and the basement has a great game and entertaining room, full gym, laundry, staff quarters and access to the outdoors where you can find a heated gunite pool, jacuzzi and pool house with full entertaining facilities and bar. Property is private with lovely landscaping. Listing ID: 736551

January Rental: $25,000
February Rental: $25,000
March Rental: $25,000
April Rental: $25,000
May Rental: $35,000
June Rental: $75,000
September Rental: $150,000
Two Week Rental: $40,000

Lillian A Holtzclaw
(631) 204-2430

Springs
$40,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 755164

Rental Registration #: 23-114. Newly renovated 4 BR/ 2.5 bathroom in desirable Lions Head Association with private marina and bay beach access. Clean, spare living spaces with double height ceilings, multiple skylights, and enormous sliders allowing abundant light and views to Hog Creek. Ample decking for outdoor entertaining and a brand new heated gunite saltwater pool. Listing ID 755164

July Rental: $40,000
August - LD Rental: $40,000

Philip Judson
(631) 771-5328

Village Of Southampton
$300,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 863346

This 6,200 SF, immaculate traditional has it all and is near it all! South of the highway and minutes to word class beaches. Grandiose foyer, gourmet kitchen, grand living room and spacious dining room. The 1st floor master suite is complete with large closets, en-suite bathroom and gas fireplace and sliders to the backyard. Upstairs are four large en-suite bedrooms, two of which lead to the charming balcony. Head to the lower level to find a gym, media room, and full music studio. The gorgeous grounds are complete with a large heated gunite pool and pool house. Don't miss the opportunity to spend a summer in this magnificent house! Listing ID: 863346

MD - LD Rental: $350,000
July / Aug Rental: $300,000
Year Round: $450,000

Roxanne Marina Sarrigeorgiou
(631) 204-2417

Cristina Matos
(631) 204-2408

Village Of Sag Harbor
$140,000

Village of Sag Harbor, NY
Rental
Bedrooms: 7
Bathrooms: 7.5
Web ID: 736094

Located on a beautifully landscaped parcel which is just shy of an acre, in the heart of Sag Harbor's historic district, this Federal-style house dates back to 1750 and has been beautifully restored and updated with every modern amenity. The peaceful and private retreat, only seconds from wonderful shops and restaurants, boasts century old boxwoods, an allee of cherry trees, a gunite pool, bluestone terrace and pool house. The principal rooms include a lovely living room, bonus room and library, gracious dining room overlooking the garden and a gourmet chefs kitchen with 2 Bosch dishwashers, a Viking range, a SubZero refrigerator and wine cooler. The private rooms include an exquisite master suite with fireplace, cathedral ceilings and spa bathroom plus two en-suite guest bedrooms, a new private en-suite guest bedroom with queen bed, sitting area and bathroom, as well as a maid's room with separate egress and two additional...

Custom Rental: $235,000
MD - LD Rental: $425,000
June Rental: $95,000
July Rental: $140,000
July / Aug Rental: $335,000
August - LD Rental: $195,000
Ext. Season: $160,000

Stacy Pennebaker
(516) 532-5765

Linley Pennebaker Hagen
(631) 725-5583

Bridgehampton
$325,000

Bridgehampton, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 735474

Beautifully crafted and furnished two-story traditional is privately situated on a 1.1-acre with water views. Tailor-made for gracious Hamptons living, with impeccable attention to detail evident at every turn. Covered porches, large living room and dining area, Epicurean kitchen, five bedrooms and five baths. Adorned with two fireplaces and hardwood floors. Central air conditioning, two-car garage, outdoor shower and a sparkling heated Gunite pool. Close proximity to the ocean. Available seasonal or year round.

MD - LD Rental: $325,000
Year Round: $400,000

Mary Ellen McGuire
(631) 537-4324

Susan L Ratcliffe
(631) 537-4327

Village Of Southampton
$55,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 737148

Privately located, this recently upgraded and immaculate traditional offers 5 bedrooms and 3 baths, living room, dining area off the eat-in kitchen and a large informal entertaining room/ sunroom which leads out to the pool and lushly-landscaped property. Ample room for enjoying the sun and proximity to village shops and Southampton Village beaches. Listing ID: 737148

June Rental: $35,000
July Rental: $55,000
July / Aug Rental: $115,000
August - LD Rental: $65,000

East Hampton
$90,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 2.5
Web ID: 759065

Rental Reg. # 22-1174. Spend a perfect summer or year in this clean and pristine 2000 square foot four bedroom, two and one-half bathroom, updated open-plan contemporary with central air conditioning, hot tub and heated pool. New deck and baths in 2021. New kitchen and landscaping in 2024. Located on a quiet block in the near northwest, this home is convenient to both Town and bay and ocean beaches. Update for 2024. Listing ID: 759065

Year Round: $90,000

Margaret Turner
(631) 771-5314

Water Mill
$200,000

Water Mill, NY
Rental
Bedrooms: 6
Bathrooms: 9
Web ID: 754361

RP#230019. This beautiful gated high-end Villa features 6 bedrooms, 9 baths, cathedral ceilings entrance and living room with wall to ceiling glass doors with automatic shades; formal dining room, extra-large gourmet kitchen with top-of-the-line appliances, several seating areas, large heated gunite pool, pool house, gym, and a finished basement. House has been just upgraded and refreshed and has an elevator for the three levels. Located on 2.7 park like acres including all-weather tennis court. Golf cart included for trips to private ocean beach. Available August 2025 Listing ID: 754361

August - LD Rental: $200,000
Two Week Rental: $100,000
Short Term Weekly: $35,000

Amelia M Doggwiler
(631) 204-2426

Village Of Southampton
$450,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 908437

This exquisite Southampton Village rental, moments from Coopers and Halsey Neck Ocean beaches, seamlessly blends modern amenities with farmhouse charm, creating an inviting and luxurious living experience. Built in 2022, fully furnished (including a grand piano), and stunning. This modern farmhouse is sited on over an acre, features a pool, pool house, a fully equipped barn set up as an incredible entertainment area, and an intricately designed landscape creating a true oasis in the Village, near world-class Southampton Main Street amenities. The property offers 5 bedrooms and 6.5 baths in total, providing ample space for comfortable living, 7,500+/- square feet. Open interiors with rich hardwood flooring throughout, coffered ceilings, gorgeous wall paneling and simply faultless interior design. The great room includes a chef's kitchen, dining area, living room, and a charming breakfast nook with a wet bar. Smart home technology enhances convenience, with features like a Lutron lighting...

MD - LD Rental: $450,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

Village Of Southampton
$200,000

Village of Southampton, NY
Rental
Bedrooms: 8
Bathrooms: 8.5
Web ID: 736485

This park-like beauty has private and serene water views from these eight bedrooms, eight- and one-half bath traditional residence, which includes a first-floor primary bedroom. Decorated with style and sophistication by Greg McKenzie Design. Eat-in gourmet chef's kitchen, living room with wood burning fireplace, dining and an enclosed sunroom. All this on over two waterfront acres in the estate section of Southampton Village, heated 40x20 gunite pool with jacuzzi, patios, two gazing ponds and your very own dock that leads out to Shinnecock Bay. Available for summer and extended season 2025. Other periods upon request. ID: 736485

June Rental: $100,000
July Rental: $200,000
July / Aug Rental: $400,000
August - LD Rental: $200,000

Amelia M Doggwiler
(631) 204-2426

John P Vitello
(631) 204-2407

Village Of Southampton
$80,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 735460

A wonderful south of the highway location in the Village estate area. The immaculate and stylish five-bedroom house features a living room with fireplace and beamed cathedral ceiling, handsome library/media room, dramatic dining room with curved glass wall, four baths and sauna/steam bath. Master suite with cathedral ceiling fireplace and steam bath. Two of the 5 bedrooms are located on the walk-out lower level with media extra sitting room. Central air conditioning and new Sonos sound system. The landscaped one-acre grounds feature rolling lawns and a courtyard with heated swimming pool, Jacuzzi, gazebo and studio above garage. Minutes to Coopers Beach. Listing ID: 735460

MD - LD Rental: $195,000
June Rental: $40,000
June/July Rental: $115,000
July Rental: $80,000
July / Aug Rental: $165,000
August - LD Rental: $90,000
September Rental: $40,000
Winter Rental: $140,000
Year Round: $295,000

Wainscott
$104,500

Wainscott, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 737760

Rental Registration #: 24-114 (Feb 2, 2026)• Dynamic great room with two story vaulted ceilings • 1st floor master bedroom suite with fireplace • 6 bedrooms • 4 1/2 bathrooms • 3 fireplaces • Cook's kitchen featuring Wolf stove, Subzero refrigerator and wine refrigerator, Bosh dishwasher and Scotsman ice machine • Covered bluestone patio with ceiling fans and dining and seating area for entertaining with fire pit • 2 washing machines and 2 dryers • Indoor/outdoor sound system • Central air conditioning and heating (Nest Thermostat) • Heated 20 X 40 gunite pool (Jandy pool heater with iPhone control) • Beautiful landscaping including extensive privacy screening • Nest locks and thermostat • Housekeeping, handy-person and chef available on request • Town water connection with top-of-the-line water filtration system; garbage disposal • Dogs allowed with owner permission. Listing ID: 737760

MD - LD Rental: $264,000
June Rental: $82,500
July Rental: $104,500
August - LD Rental: $110,000
Year Round: $440,000

David Blumenfeld
(631) 537-4329

Tuckahoe
$9,000

Tuckahoe, NY
Rental
Web ID: 898665

Available for lease with a 5/1/23 occupancy date. $32 per s/f. 16,000 s/f or 5 3,200 s/f units still available of the 22,400 s/f total on main level. 22,000 s/f lower level with lift. Listing ID: 898665

Alyssa Bashaw
(631) 204-2428

Village Of Southampton
$30,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 835449

Let this lovely completely renovated 3 bedroom townhouse home be your summer retreat. First floor consists of an open floor plan, kitchen/dining/living area, 1 bedroom with 2 twin beds, full bath and sliders open to a lovely patio. Second floor features gorgeous master bedroom and bath, en-suite guest bedroom and washer/dryer. Amenities include a heated saltwater pool and 2 professionally paved tennis/paddle ball courts. Close to all Southampton Village restaurants, shopping and Cooper's beach. This hotel-like accommodations make this townhouse a must see. Listing ID: 835449

July / Aug Rental: $50,000
August - LD Rental: $30,000

Village Of Southampton
$35,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 755008

Ideally located in Southampton Village, this lovely summer rental is a short distance from Village restaurants and shopping and is also very close to the most beautiful ocean beaches on the east coast. The home has three bedrooms and two updated full baths and is tastefully decorated and fully equipped. There is a heated gunite pool, plenty of outdoor entertaining space and community tennis is available within a short stroll from the house. It's the ideal summer getaway! Updated for 2020. Listing ID: 755008.

June Rental: $25,000
July Rental: $35,000
August - LD Rental: $45,000

Astrid Pillay
(631) 771-5312

Marie McCullough
(631) 204-2420

East Hampton
$25,000

East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 4.5
Web ID: 735593

Rental Registration #: 24 - 0,773 - Two-story traditional situated in a lovely woodland setting offers four ensuite bedrooms (including primary with fireplace) plus a sleeping loft, and four and one-half baths. Living room with fireplace, formal dining room, and well-appointed kitchen. Comfort is a priority with three-zone heat and air-conditioning. The private 1.47+/- acre property borders a 21+/- acre reserve and is one-half mile from the beach. 20'x 40' heated vinyl pool with bluestone trim, an outdoor shower and extensive decks round out this offering. Listing ID: 735593

June Rental: $25,000
Short Term Weekly: $25,000
Year Round: $175,000

JB Jose B DosSantos
(631) 903-6147

Southampton
$55,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 735801

RR #RP240241. This charming and private waterfront cottage features a living room with vaulted ceilings and fireplace, as well as a library, dining area, and new country kitchen. The decor is light and airy for a peaceful experience. All rooms open to an aged patio with teak furnishings. This beautiful home also includes a heated gunite pool, hot tub, and 20' dock. Separate guest bungalow comes complete with one bedroom and one bathroom. Two-car detached garage. The views offer vistas of open space that are mesmerizing. Lush vegetation in the backyard ensures privacy. Listing ID: 735801

MD - LD Rental: $99,000
July / Aug Rental: $85,000
August - LD Rental: $55,000
Year Round: $159,900

John P Vitello
(631) 204-2407

Southampton
$30,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736281

RR# RP220199. Lovely 3 bedroom, 2 bathroom home situated on a beautifully landscaped .34 acres in Southampton. Welcoming front porch, living room with fireplace, eat-in kitchen, large dining/sunroom with wood burning stove, and windows on 3 sides looking over deck, back and side yards. Recently-renovated with new bathroom, in-ground heated pool and screened porch. Full walk out basement, with many possibilities. Garage, laundry, central air. Stroll to Shinnecock Bay. Listing ID:736281

August - LD Rental: $30,000

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