614 Hamptons Rentals

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Plume Grass Way
$40,000

Westhampton, NY
Rental
Bedrooms: 4
Bathrooms: 6
Web ID: 3581202

POOL, TENNIS and GYM IN WESTHAMPTON Luxurious living awaits at this immaculately maintained home with high end finishings and very comfortable beds. Featuring 4 bedrooms, 5.5 baths, large eat-in kitchen, separate dining room, living area with sliders to in-ground heated gunite pool, and additional den for entertainment. Move right in and enjoy this spacious home. Play a round of tennis, relax by the pool or visit the village just minutes away with restaurants, shopping, beaches, golf courses and theaters. Now available Memorial Day to Labor Day $100,000, June 2025 $25,000, July $40,000, August to Labor Day $45,000, July to Labor Day $82,000. Off Season $8,500 month.

Christopher D. Foglia
(6318312515) ) ) ) ) ) ) ) ) )

East Hampton
$40,000

East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2.5
Web ID: 736684

Rental Registration #: 24-591 Just revitalized, this 1.5 acre former farm offers an utterly charming 2 bedroom 1860's farmhouse with an additional attached guest suite which includes a separate kitchen and entrance. Stretching out in the backyard is a brand new pool with plenty of southern exposure to soak up the sun. Adjacent the pool area is a studio with summer living spaces. Great place for friends to spend a summer day. Listing ID: 736684

MD - LD Rental: $95,000
June Rental: $30,000
July Rental: $40,000
August - LD Rental: $45,000

Jeannette Schwagerl
(631) 267-7113

Village Of Sag Harbor
$40,000

Village of Sag Harbor, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 878775

Quintessential totally renovated Sag Harbor Village historic home. Just completed, this three bedroom 2 bath village bungalow is a stones throw to downtown historic Sag Harbor. Fresh newly renovated with all the modern amenities for an enjoyable summer or year round. New gunite pool, grilling station, pool house with big screen TV all your guests will adore. Listing ID: 878775

August - LD Rental: $40,000

Jeanne Galante
(631) 903-6184

Old Riverhead Road
$40,000

Hampton Bays, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 825239

Set atop a hill on a corner property, this quaint Hampton Bays ranch offers easy summer living. A light and bright living space opens to an eat in kitchen. Down the hallway, two bedrooms share a bath. One bedroom houses a full size bed and the other a bunk with a full size bed on bottom and twin on top. On the opposite wing, there is a spacious primary bedroom offering high ceilings and a renovated en-suite bathroom. Off of the kitchen, there is access to the rear yard which boasts a tranquil patio setting with an outdoor BBQ and dining area, seating surrounding a fire pit and ample yard space backing to the woods creating a peaceful setting to enjoy summer evenings. This home is located just a short distance to town, bay and ocean beaches making it an ideal summer stay.

Mariana Nunes
(6317401226) ) ) ) ) ) ) ) ) )

East Hampton
$40,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 738806

R.R. #25-33. Charming and meticulously maintained summer retreat, ideally located near the village, beaches, and shopping. This home features a luxurious master bedroom with a Jacuzzi, plus four additional bedrooms and 4.5 baths. Set on 1.4 acres, the property boasts a spacious backyard, heated pool, gym, and a full range of amenities for the ultimate summer experience. Ready to make your perfect Hamptons getaway come true! Listing ID: 738806

MD - LD Rental: $85,000
July / Aug Rental: $70,000
August - LD Rental: $40,000

Raul Guazhambo
(631) 903-6148

Oak Street
$40,000

Westhampton Beach, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 822838

Opportunity awaits in the heart of Westhampton Beach Village. 59 Oak Street is an expansive & renovated ranch, offering just shy of 2,000 square feet of living space. The home features living room with wood-burning fireplace, eat-in kitchen with quartz countertops, new, stainless steel appliances, and breakfast nook, a formal dining room, and spacious great room overlooking the backyard. Enjoy four bedrooms and three baths, including an en-suite master, located in separate wings of the home. The .52 acre property offers a fully fenced backyard featuring a pool, hot tub, & outdoor shower. Additional amenities include hardwood floors throughout, Nest controlled HVAC, including 1 zone AC & 2 zone heating system beach rights to Rogers & Lashley beaches. 59 Oak Street is located less than 1 mile to Westhampton Beach's Main Street. Available August - Labor Day at $40,000 or per week throughout August at $10,000 per week. Inquire today!

Ashley J. Farrell
(6316808001) ) ) ) ) ) ) ) ) )

Tuckahoe
$40,000

Tuckahoe, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 735945

RR# RP240077. Comfortable 4 bedroom, 3.5 bath Traditional, newly-renovated, situated on a beautifully landscaped, private 1.85 acre property. Sunroom leads out to the spacious deck and heated pool. Attractive living room with fireplace, den with fireplace, formal dining room, kitchen, central air-conditioning and a full, comfortable finished basement with space for additional entertaining. Distant bay views. Close to the Nature Conservancy trails, Bull Head Bay and inviting freshwater pond. Minutes to the village and ocean beaches, kayaking and paddle boarding. Privacy and tranquility abound. Listing ID: 735945

MD - LD Rental: $85,000
June/July Rental: $55,000
July Rental: $40,000
July / Aug Rental: $65,000
August - LD Rental: $45,000

Christine Sullivan Witker
(631) 204-2403

John P Vitello
(631) 204-2407

Meadow Way
$40,000

East Hampton, NY
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 823410

AMAZING 2 WEEK EAST HAMPTON VILLAGE RENTAL! Enjoy vacationing in this perfectly situated East Hampton Village gem, walking distance to Main Street and a bike ride away from Main Beach! Please Note: Availability is for 2 weeks June 22nd-July 6th. This elegant home boasts 5 bedrooms and 4 1/2 baths. It is exquisitely decorated and has a open concept floor plan that flows effortlessly for hosting gatherings, including a state-of-the-art chef's kitchen with dining area, living room with fireplace, and a large great room with fireplace and French doors leading out to the covered porch. There are three large guestrooms on the main floor, one of which is en-suite and two of which share a Jack and Jill bath, as well as a large primary bedroom with en-suite bathroom, walk-in closet and office on second floor. In addition, on the main floor you will find a powder room, mudroom, laundry...

Toni Asch
(9178736918) ) ) ) ) ) ) ) ) )

Village Of East Hampton
$40,000

Village of East Hampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 736031

Available now: This handsome three-bedroom, two-bath traditional residence is located in the heart of East Hampton Village. Freshly renovated, features include a living room, cook's eat-in country kitchen, fireplace, central air-conditioning, awning-covered terrace, outdoor shower, and pool.

July Rental: $40,000
July / Aug Rental: $85,000
August - LD Rental: $45,000

Noel D Mason
(631) 903-6135

Liberty Street
$40,000

Westhampton Beach, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 822877

Charming Westhampton Beach Summer Rental – Prime Location! Escape to your perfect summer retreat in the heart of Westhampton Beach, just 0.5 miles from Main Street and moments from Long Island’s most sought-after beaches. This immaculate 5-bedroom, 3-bathroom cottage offers the ultimate getaway, featuring a heated in-ground pool, outdoor shower, and a private pickleball/basketball court—all set within a secluded, beautifully landscaped property bursting with vibrant spring-summer blooms. Whether you’re looking to relax by the pool, enjoy outdoor activities, or explore the Hamptons, this home has it all. Availability: Spring Summer and Fall 2025

Jennifer Talley
(6315047170) ) ) ) ) ) ) ) ) )

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

Hollow Lane
$40,000

Westhampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 3562993

Spend the summer in Westhampton's popular Mill Pond neighborhood: With 5 beds and 3 1/2 baths there is room for everyone at 39 Hollow Lane.Rates for summer: June 20,000, July 40,000, August 40,000. MD-LD 90,000. Located at the end of a quiet and leafy Cul de Sac, you've found the perfect base for summer fun, with a heated pool, lush landscaping, and the area's newest tennis and pickleball club just a half mile down the road. The first floor features plenty of space with a front sitting room (with a gas fireplace), beautiful dining room, eat in kitchen, and large den with TV and comfortable seating. Open the doors to backyard relaxation with the Wisteria pergola, grill, and deck for entertaining. Upstairs is the primary en suite with king bed, jacuzzi tub and shower, and three additional bedrooms: one with twin beds , one with a queen, and another with...

Kristen Smyth
(9175021247) ) ) ) ) ) ) ) ) )

Hill Street
$40,000

Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 3526793

686 Hill Street : Simply the best Southampton Village location.This 4-bedroom, 3 and ½ bath, contemporary home is 1.5 Miles from Job’s Lane and 2 Miles from Coopers Beach. The charming French Country exterior opens to a welcoming double-height living room with wood-burning fireplace, newly renovated eat-in kitchen with windowed dining area, and a den with a second wood-burning fireplace and sectional sofa. Living spaces all open onto a gorgeous private yard with a bluestone patio, built-in outdoor kitchen, fire pit, and an inviting 20' x 40' heated gunite pool. Great space for entertaining and relaxing! Enjoy peace and quiet in a park like backyard minutes from the excitement of Southampton Village, catch a show or exhibit with the newly reopened Southampton Playhouse, Guild Hall, or Southampton Arts Center. Head to Main st for lunch at St Ambroeus, or bring everything home from Citarella and...

Dawn M. Litel Murphy
(9176237696) ) ) ) ) ) ) ) ) )

Hill Street
$40,000

Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 2
Web ID: 813357

Charming Summer Retreat in Southampton Village Escape to the Hamptons and experience the perfect blend of privacy, comfort, and convenience. This charming 3-bedroom home in the heart of Southampton Village offers everything you need for an unforgettable summer getaway. Nestled on a beautifully landscaped property, the home boasts a spacious private yard with a heated gunite pool. The floorplan offers light filled common living, a formal dining room that open to the private backyard with the primary suite, guest bedroom and office nook on the second floor and a private jr. primary bedroom on the first floor. Just minutes from Southampton's renowned ocean beaches and the Main Street shopping, dining, and entertainment, you'll have the best of both worlds - seclusion when you need it and excitement at your doorstep. Virtual tour link available.

Margot Reutter
(6314840991) ) ) ) ) ) ) ) ) )

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 736358

Hamptons July rental #23-51 No car required from this amazing 'Close to All' location. Charming and crisp living spaces add to the fun of this summer rental. Offering four bedrooms and three bathrooms, eat in kitchen and screened in porch, this property needs to be seen. All of the shops, restaurants, the Hampton Jitney and the train are very nearby with the beautiful ocean beach just a short distance away. Situated on a shy half acre with a heated pool , patios and lawn areas to play on. Won't last. Listing ID: 736358

July Rental: $40,000

James J MacMillan
(631) 267-7171

William Kuneth
(631) 771-5319

Amagansett
$40,000

Amagansett, NY
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 755172

Rental Registration #: 22-799. Stylish and close to the beach, this 4 bedroom, 3 bath home with a pool has ocean views from the 2nd floor deck. Beautifully furnished, designer decorated and bright and beautiful. The house is less than a minute walk to a private ocean beach entrance in the Amagansett Dunes. A small gunite heated pool, outdoor cabana bathroom and shower, two large decks, one with an ocean view and a fenced in yard create a perfect summer beach home. Inside, there is a large open kitchen and living space, 4 bedrooms (including a custom bunk room that sleeps 7) and three gorgeous bathrooms. Additionally, the house has all modern amenities including wi-fi, 3 flat screen tv's with full cable, central air, central vacuum, top of the line appliances, full outdoor seating area and outdoor dining table for 8 on top deck, two bed loungers on bottom deck,...

Two Week Rental: $40,000

Timothy R O'Connor
(631) 771-5321

James J MacMillan
(631) 267-7171

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