409 Hamptons Rentals

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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

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

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

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

Village Of Sag Harbor
$30,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 758788

This charming traditional in Sag Harbor Village was built in 1850 and tastefully renovated. The kitchen is large with ample storage and a breakfast nook for intimate dining or for a larger gathering, you can enjoy a fine meal in the dining room. The first floor also includes a library, living room with fireplace and master bedroom. The second floor you will find two additional bedrooms and large bathroom and an upper deck. The lower level is finished as a media room. Outside is mature, well groomed landscaping, brick patios, outdoor shower and a cute cottage with full bath. Also for sale! Listing ID#: 758788

July Rental: $30,000
July / Aug Rental: $55,000
August - LD Rental: $35,000

Christopher J Burnside
(516) 521-6007

Aubri Peele
(631) 252-5434

52 Manor Lane South
$30,000

Springs, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 758200

Rental Registration # 24-17 Expires January 8th, 2026 Charming picturesque country cottage surrounded by mature lush landscaping with specimen plantings and perennials on 1/2 acre. Tastefully decorated throughout. Main level offers living room with fireplace, formal dining room and gourmet kitchen that overlook beautiful backyard gardens and brick patio perfect for alfresco dining and entertaining and a generous Primary Suite with full bath. Upper Level provides privacy for 2 additional bedrooms with shared full bath. Lower Level offers family room, an authentic 'Tavern' bar and a fourth bedroom and full bath. This home is a tranquil experience perfectly situated between the bay and ocean beaches with a Marina, Maidstone Park, Springs dining and markets nearby. Listing ID: 758200

June Rental: $20,000
July Rental: $30,000

Dennis Gallagher
(631) 771-5309

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