29 Diane Drive
$35,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 908014
Complete renovation and newly decorated 4 bed, 3 bath, contemporary, on .81 acres, in coveted East Hampton Oaks Association, Northwest Woods w/community tennis. Open floor plan smart home with hardwood floor, central air and plenty of natural light. Main level offers family sitting area, living room w/fireplace open to dining room and kitchen with all new high end stainless steel appliances plus full bath. Upper level offers primary ensuite bedroom w/private terrace plus three well appointed guest bedrooms and shared bath. Large wide side/back deck surrounds the 20x40 heated pool.
July Rental: $35,000
July / Aug Rental: $70,000
August Rental: $35,000
September Rental: $20,000
October Rental: $20,000
Dennis Gallagher
(631) 771-5309
27 East Woods Path
$35,000
Sagaponack, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 874459
Beauty slick and modern Sagaponack home in a top location on a quiet street backing up to a reserve make this 1.5 acres full of privacy and just less than 2 miles to the ocean. This beautiful immaculate home is newly-renovated, featuring an open concept living area with vaulted ceilings and fireplace, top-of-the-line kitchen, den/TV room or office with fireplace. A total of 4 bedrooms, 3.5 baths, 2 ground floor en-suite primary bedrooms, plus 2 guest bedrooms on the second floor. A wall of glass doors leads you to an expansive deck which runs the length of the house and takes you to the 20x40 heated pool. This house is a perfect Hamptons retreat. Available Summer 2025, short-term, extended season and other periods upon request. Listing ID:874459
MD - LD Rental: $120,000
June Rental: $30,000
July Rental: $35,000
July / Aug Rental: $90,000
August - LD Rental: $45,000
Two Week Rental: $20,000
Amelia M Doggwiler
(631) 204-2426
21 Bayside Avenue
$35,000
East Quogue, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 896234
Rental Reg. #RP220423 Open Bay with a delightful sandy beach and the most glorious all-encompassing Shinnecock Bay views. In the charming Hamlet of East Quogue situated in the Hampton Point beach community, this home features 4 bedrooms and 3 full baths, including a primary en suite. There is a huge kitchen, with seating around the marble island, open to the dining area, and a great room with a wood-burning fireplace. A beachy interior with plenty of natural light throughout. The den could also be used as a 5th bedroom for guests. The screened-in room overlooks the glistening waters and a huge deck for lounging. Available full season or by the month. The perfect summer vacation home. Listing ID #896234
January Rental: $10,000
February Rental: $10,000
March Rental: $10,000
April Rental: $10,000
MD - LD Rental: $75,000
June Rental: $20,000
July Rental: $35,000
August - LD Rental: $40,000
November Rental: $10,000
December Rental: $10,000
Gayle Osman Lopata
(631) 288-5124
20 Cutter Court
$35,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755219
Rental Registration #: 24-1004 Located near East Hampton Village and close to renowned Atlantic Ocean beaches, this bright and airy post modern home offers an open floor plan with three bedrooms and three full baths. The living/dining great room with a vaulted ceiling and a charming fireplace overlooks a sparkling pool and spacious backyard, creating a warm and inviting ambiance. Glass sliders and sets of windows rising to the ceiling flood the great room with natural light. The primary ensuite, with a direct pool view and access, and guest bedrooms are set on opposite sides of the central living/dining rooms, ensuring comfort and privacy. The primary bathroom has a jacuzzi tub, stall shower and enclosed toilet. In addition there is a comfy den off the living room with TV, sleeper sofa and a pocket door for extra guests. The house also offers an array of luxurious amenities, including a heated...
Custom Rental: $20,000
June Rental: $25,000
July Rental: $35,000
August - LD Rental: $40,000
November Rental: $20,000
December Rental: $15,000
Two Week Rental: $20,000
James Blueweiss
(631) 903-6133
Southampton
$34,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 738306
Charming and tastefully decorated residence offering a living room with fireplace, dining room leading to an elegant kitchen and sunny breakfast area. Four bedrooms, three baths (including light-filled master bedroom and bath), media room/family room, large well-manicured property, lush gardens, expansive deck, and a heated gunite pool. Conveniently located to Southampton Village and ocean beaches. The perfect summer get away with wonderful entertaining space. Listing ID: 738306
January Rental: $13,500
February Rental: $13,500
March Rental: $13,500
April Rental: $13,500
May Rental: $18,000
June Rental: $18,000
July Rental: $34,000
August - LD Rental: $41,000
September Rental: $21,000
October Rental: $18,000
November Rental: $13,500
December Rental: $13,500
Donna L Landry
(631) 725-5573
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
Gertrud Hoertnagl-Pereira
(631) 204-2425
Springs
$32,500
Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 756453
Rental Registration #:22-123 Tastefully decorated 4 bedroom 3 bath home features a gourmet stainless kitchen, separate dining room, living room with fireplace and heated pool and outdoor shower. Minutes to EH and Amagansett Villages. Listing ID: 756453
MD - LD Rental: $75,000
June Rental: $20,000
June/July Rental: $49,000
July Rental: $32,500
July / Aug Rental: $65,000
August - LD Rental: $37,500
Philip Judson
(631) 771-5328
Southampton
$32,000
Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 899747
Rental Registry #: RP230332. Charming & magical waterfront property with spectacular views in prime Hamptons location off North Sea Harbor. Minutes to Southampton Village and Sag Harbor. Walk to Towd Point Beach. The property is on the water and features a private dock with room for a 22' boat as well as a jet ski floating dock and is completely navigable to Peconic Bay and the ocean. Renovated and newly furnished with a nautical/coastal vibe, the house features an open concept kitchen, dining, living room & bathroom on the first floor. The second floor has 3 bedrooms and 2 bathrooms as well as another office/den area with pull out sofa. The master has an en-suite bath, walk in closet and lovely Juliet balcony. All bedrooms and living spaces are equipped with TVs. Luxury bedding and linens are provided. Every room...
January Rental: $5,000
February Rental: $5,000
March Rental: $7,000
April Rental: $10,000
May Rental: $18,000
June Rental: $22,000
July Rental: $32,000
August - LD Rental: $45,000
September Rental: $18,000
November Rental: $7,000
December Rental: $5,000
Richard Finder
(631) 702-7511
Amagansett
$30,000
Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 756132
R.R #23-85Located in the heart of the Village of Amagansett, close to the beaches and town, lies this wonderful three bedroom and two bathroom contemporary. Recently renovated, the house features high ceilings, lots of light, central AC, heated pool with a large deck area, and sliders leading outside. Everything needed for a great summer rental in the most sought-after location. Listing ID 756132
MD - LD Rental: $75,000
June Rental: $17,500
July Rental: $30,000
July / Aug Rental: $59,000
August - LD Rental: $30,000
Margaret Turner
(631) 771-5314
Philip Judson
(631) 771-5328
East Hampton
$30,000
East Hampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 735419
Rental Reg#: 22-1440 - Located on a private acre on the fringe of Northwest Woods, this sunny two-story contemporary features an open living/dining room with a fireplace and double-height ceiling. Adjacent to the dining area is an updated eat-in kitchen with a gas stove and stainless steel appliances. There are four bedrooms and 2.5 baths, including a first-floor primary bedroom that opens to a deck. The second floor featuretwo two bedrooms antwo two bathrooms, including a spacious primary bedroom suite with double sinks, a large bath, and 2nd story deck access with an outdoor shower. Additional amenities include central air-conditioning, an 18' x 36' heated pool, and extensive pool decking. It is conveniently located near the village, with bay and ocean beaches. There is a finished recreation room in the basement, so tenants will have a place for children to play on rainy days. Perfect summer rental! Listing ID: 735419
June Rental: $20,000
June/July Rental: $45,000
July Rental: $30,000
July / Aug Rental: $60,000
August - LD Rental: $35,000
December Rental: $8,000
Two Week Rental: $7,000
Jeanne Hutson
(631) 903-6144
East Hampton
$30,000
East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 737673
Rental Registration #:22-1,420 Quintessential Hamptons home features five bedrooms, three and a half baths and plenty of living space for the perfect summer getaway. Entering into a large double height living room with fireplace, dining area and open kitchen, this home has it all. The first floor is equipped with a generous master suite, half bath, and guest bedroom, while the second floor has an additional master suite and two additional guest bedrooms. The property is rounded out with a heated saltwater pool, surrounded by meticulously maintained landscaping, designed by a renowned horticulturist. Conveniently located, this is the ideal summer escape.Listing ID: 737673
June Rental: $30,000
June/July Rental: $70,000
David Tenenbaum
(631) 771-5322
Southampton
$30,000
Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 876143
RR# RP201349. This spacious house is located just minutes from ocean beaches and Southampton Village. The home features 4 generous bedrooms and 3 baths. The open living, dining room and kitchen overlook the sunny patio and pool. Listing ID: 876143
MD - LD Rental: $65,000
July Rental: $30,000
July / Aug Rental: $55,000
August - LD Rental: $35,000
Year Round: $84,000
Gertrud Hoertnagl-Pereira
(631) 204-2425
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
Gertrud Hoertnagl-Pereira
(631) 204-2425
Amagansett
$30,000
Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 889670
Rental Registration # 22-683. Close proximity to both the beach in the coveted village of Amagansett, this quaint 2,200+/- sq. ft. ranch on a .75 acre lot offers a fantastic location along with a simple and newly refurbished interior. Great living space for relaxing, dining and entertaining with Central air conditioning. This home offers beautifully landscaped and immaculate grounds with plenty of room outside for barbecues, bocce ball and summer enjoyment! This sought-after lane's location is literally minutes from Indian Wells and Atlantic Beaches, the iconic Stephen Talkhouse as well as many new and charming restaurants and shops. Also conveniently located from nearby towns of East Hampton or go farther east for the famous Ditch Plain Surfer hangout or lighthouse in Montauk. A delightful option for summer.
MD - LD Rental: $80,000
June Rental: $20,000
July Rental: $30,000
July / Aug Rental: $65,000
August - LD Rental: $35,000
Year Round: $95,000
Peter M Turino
(631) 903-6115
Shannan M North
(631) 903-6174
Amagansett
$30,000
Amagansett, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 735686
Rental Registration #: 24-8 Charming Beach cottage located south of the highway in the Dunes with ocean access just seconds away. Open and bright living room with fireplace, large country kitchen, laundry room, three bedrooms, two baths, central air-conditioning, and a west facing outdoor deck. Totally private setting, with views of reserve from every room and an Outdoor Shower to rinse of the sand. Available and Updated for Summer 2025.
June Rental: $20,000
July Rental: $30,000
August - LD Rental: $32,500
William Kuneth
(631) 771-5319
Shannan M North
(631) 903-6174
Sag Harbor
$30,000
Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 741119
RR# RP230721. Very tasteful and updated waterfront beach cottage on the outskirts of Sag Harbor Village. Offering 3 bedrooms and 3 baths in the main house and a full suite in the guest house for a total of 4 bedrooms and 4 baths. Deep water dock will accommodate up to a 30' boat with amazing 180 degree water views. Lovely large yard, outdoor shower, plein-air terrace off primary bedroom and a covered dining terrace off the great room. All the amenities, including large flat-screen televisions. Enjoy magnificent sunsets over Sag Harbor Cove. A terrific rental. Listing ID:741119
Winter Rental: $30,000
Cristina Matos
(631) 204-2408
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