170 Hamptons Rentals

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Village Of Southampton
$125,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 3.5
Web ID: 736169

Envision yourself in a well-appointed (generator-equipped) 4 bedroom, 3.5 bath home featuring great room with fireplace, formal dining room and well-equipped kitchen. Second floor primary suite with a balcony overlooking lush borders surrounding a slate-terraced heated gunite pool with new jacuzzi/spa, steps from a spacious lawn with newly-resurfaced All-Weather (deco turf) tennis court. Blue lace hydrangeas, roses and pergola for summer shade on a beautifully-landscaped, private 1.5 acre property in close proximity to Water Mill and Southampton Village ocean beaches. Available July OR Aug to LD 2025. Listing ID: 736169

July Rental: $125,000
August - LD Rental: $125,000

Village Of Southampton
$125,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 4
Web ID: 738423

Only a block away from shops and restaurants this 3 bedroom, 4 bath home with pool offers the best location to recharge your batteries. A spacious pool house offers you a quick change into swimwear for a plunge into the refreshing pool. Crisp and clean this newly renovated home will not last. Beach bikes also included. Listing ID: 738423

April Rental: $15,000
May Rental: $20,000
MD - LD Rental: $125,000

22 Rosko Lane
$125,000

Shinnecock Hills, NY
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 911255

RP#240238. This new Southampton rental represents the zenith of the Hamptons lifestyle with a touch of resort-like elegance where every detail signifies the ultimate in custom luxury and sophistication. Conceptualized and decorated by a renowned interior designer, the remarkable brand new 4400 sq.ft , 6 bedroom, 7.5 bath custom transitional home is a true embodiment of Hamptons elegance and timelessness. This gorgeous 3 story haven, offers a luxurious and peaceful living experience. The grand double-height foyer, with its stunning custom lighting installation above floating stairs, welcomes you into a space of opulence. The home's open layout features 10' ceilings and a gas fireplace in the great room, ensuring a warm atmosphere for social events. The custom eat-in kitchen boasts exquisite custom made cabinetry, a center island and high-end appliances alongside a chic formal dining room. The main level also hosts an ensuite junior primary bedroom with a walk-in closet...

August - LD Rental: $125,000

Cristina Matos
(631) 204-2408

21 Oak View Road
$125,000

Southampton, NY
Rental
Bedrooms: 8
Bathrooms: 8.5
Web ID: 916927

RA150520 New to market rental, stunning, turnkey and practically new! This elegant home is sited on 1.4+/- cleared acres in Southampton. The estate-like setting is expansive, private, located on a cul-de-sac and only a block to bay beaches. The magnificent property features an immaculate, 7,500 +/- gambrel traditional, heated gunite pool, pergola, mahogany deck, as well as fantastic outdoor dining and entertaining spaces all set among sprawling lawns and a perfectly-manicured landscape. Inside, a total of 8 bedrooms, 8.5 bathrooms spread over an open and well-designed interior with a luxurious primary suite on the second floor with fireplace. Traditional details combined with contemporary design. Six en suite bedrooms are located on the first and second floors while the remaining 2 are found on the finished, 1,711+/- sf lower level which also includes a recreational room, ample storage and could be a perfect space for a movie theater, gym, and...

July Rental: $125,000
July / Aug Rental: $250,000
August - LD Rental: $140,000
Two Week Rental: $45,000

Craig Beem
(631) 537-4350

Southampton
$110,000

Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 876834

RR# RP201389. Gorgeous contemporary house offering 6 en-suite bedrooms and 6.5 baths done by world-renowned Italian architect, Leopoldo Rosati. This 5,200 square foot interior offers an abundance light and floor to ceiling walls glass overlooking the Great Peconic Bay. Triple-heighted living room with fireplace, modern kitchen and a large finished basement with a media room, en-suite bedroom and a library. Outside, enjoy the pool house with kitchen and half bath, heated gunite swimming pool and spa on a large deck which overlooks the water. Looking out from the 100' bluff, walk down to the private sandy beach and enjoy your summer with all this gorgeous home has to offer. Listing ID: 876834

June/July Rental: $150,000
August - LD Rental: $110,000

John P Vitello
(631) 204-2407

Village Of Southampton
$110,000

Village of Southampton, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 737486

Perfect location South of the Highway on a prestigious block between the Village and the ocean combine to create an ideal summer retreat. The beautiful French mansard is positioned on 1.5-acres of manicured landscaping, complete with a heated swimming pool. The elegant, immaculate interior features a living room with fireplace, dining area, large kitchen, 3 bedrooms, 3 baths and a den. Listing ID: 737486

July / Aug Rental: $110,000

57 Big Fresh Pond Road
$110,000

Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 918583

After departing from your dock and floating in your boat during sunset, the pinks, purples and golden hues bounce off the water from Big Fresh Pond. Upon returning, it is beautiful to dine, barbeque, and entertain on the deck with those awesome views. This renovated, multi-level house offers 5 bedrooms, 4 full bathrooms, with an open living plan with fireplace on the main floor and another common entertaining area on the above grade lower level which leads out to the dock. The ponds purity level is high for swimming, fishing and boating. Perched above Big Fresh, this property comes with a boat and bicycles for the total enjoyment of this beautifully natural area.

March Rental: $7,000
April Rental: $7,000
November Rental: $7,000
December Rental: $7,000
Winter Rental: $14,000
Year Round: $110,000

Andrea L Ackerman
(631) 537-4340

Elizabeth A Phenis
(631) 537-4357

55 Old Town Crossing
$110,000

Village of Southampton, NY
Rental
Bedrooms: 6
Bathrooms: 4.5
Web ID: 904679

Located in the most desirable location between Wyandanch Lane and Little Plains Road, sits this 6 bedroom, 4.5 bathroom classic home spanning 3,620 s/f over 3 levels. With a luxurious open space interior design boasting an abundance of natural light and furnished with meticulous detail. Featuring a captivating and fully-equipped chef's kitchen with state-of-the-art stainless steel appliances, central air conditioning and a music room with equipment for those that want to entertain and play. Outdoors, the spacious backyard features a patio, perfect for entertaining with ease, a beautiful landscape offering mature estate privet hedges with a manicured garden and a 44 x 20 heated gunite pool with outdoor shower. With only a short distance to world class shopping and world famous ocean beaches, this is an opportunity for living the Hamptons life you won't want to miss. Listing ID: 904679

August - LD Rental: $110,000

John P Vitello
(631) 204-2407

14 Maple Street
$110,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 919236

Centrally located Southampton Village homes for rent in the most convenient location imaginable. Fully renovated and restored in 2006, the home provides 21st century dependability within the details of its architectural past. Enter into the unique brick-floored foyer and then onward into its spacious living and dining rooms with bright windows all around. French doors that open onto a deck that overlooks the pool and garden beyond. A new granite kitchen and full bath service the household and pool area. The second floor contains a junior primary suite plus two guest rooms with shared bath. Above, a large primary suite enjoys the full advantage of its quiet third floor perch, where dramatic ceilings rise to the peaks of its Gambrel frame. This charming one-of-a-kind home sits amid banks of hydrangea and lush plantings. You'll appreciate its central air conditioning, two sets of washer/dryers, basketball hoop, gas grill with close proximity...

MD - LD Rental: $110,000
Year Round: $150,000

Robert M Lohman
(631) 204-2404

Village Of Southampton
$100,000

Village of Southampton, NY
Rental
Bedrooms: 5
Bathrooms: 7.5
Web ID: 735873

Oceanfront property with ocean and bay views. Private master bedroom suite with 2 fireplaces, 2 baths, sauna, sitting room, oceanfront and bayfront balconies with gorgeous views. Guest wing with 4 en-suite bedrooms and an additional sauna. Multiple entertaining spaces. Flat screen TVs throughout. Heated gunite pool and hot tub. Listing ID: 735873

Short Term Weekly: $100,000

John P Vitello
(631) 204-2407

Shinnecock Hills
$100,000

Shinnecock Hills, NY
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 912250

RP# 230614. With stunning views of Shinnecock Bay and the Atlantic ocean, be the first to enjoy this renovated contemporary featuring 3 bedrooms and 2 baths with a seamless open floor plan, new flooring and furnishings. The large living room with fireplace, vaulted ceilings and glass windows throughout inundate the space with a natural light which connects the indoors with the outdoor landscaping and the serenity of all its surroundings. Enjoy the incredible 180 degree panoramic water views in every room. There is also a loft area with a den/office to complete this wonderful home. Enjoy entertaining viewing the water on the south facing deck which is perfect for lounging with family and friends surrounded by nature and all its beauty. Paradise and tranquility, this is the ideal retreat for the perfect Hamptons getaway. Listing ID: 912250

Year Round: $100,000

Cristina Matos
(631) 204-2408

128 Halsey Street
$100,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 876611

Designer Southampton Village cottage only a few blocks from the village center, ocean beaches and all of Southampton's exceptional amenities. Built in 2021, this brand-new home offers 4 bedrooms and 4 bathrooms, 3,100 +/- sf of interior living space over 3 levels on 0.23+/- acre. This comfortable, architecturally exciting home was designed by Kelly Shauger, principal of Eave + Arbor Architecture Design. The interior showcases a warm color palette with soothing hues setting the tone for a relaxing summer escape. The open floor plan includes a living room and dining room leading into the gorgeous gourmet kitchen. Fit for a true epicurean chef, it is equipped with top-of-the-line appliances and stunning cabinetry. Wrapped in an elegant package, all the bells and whistles are present. The exceptional custom woodwork, along with stunning reclaimed wide-plank wood flooring, flow throughout the home. Completing the first floor are a butler's pantry, well-outfitted mudroom, spacious...

June Rental: $60,000
August - LD Rental: $100,000

John P Vitello
(631) 204-2407

Tuckahoe
$95,000

Tuckahoe, NY
Rental
Bedrooms: 6
Bathrooms: 5
Web ID: 880665

Enjoy the off season or plan ahead for summer 2025 with this recently built home. Featuring 6 bedrooms, including primary suite with private balcony, large walk-in waterfall shower and stand-alone soaking bathtub, 5 baths (one full in pool house), 18 x 32 gunite pool with stone surround, large, covered porch and a fantastic pool house. Additional amenities include beautiful landscaping and outdoor entertaining areas, central air, indoor/ outdoor fireplaces and garage. Tesla charging station. Extremely close access to both Southampton Village and Coopers Beach makes this an easy choice for an exceptional Hampton stay. Listing ID: 880665

May Rental: $45,000
June Rental: $70,000
July Rental: $95,000
August - LD Rental: $95,000

Kimberly Kakerbeck
(631) 537-4351

271 Flying Point Road
$90,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 868902

Located South of the Highway in Southampton Village, 'THE WAVE' is a sprawling, updated and turnkey modern home that is the ideal retreat for year-round Hamptons living. With a southern exposure providing an abundance of natural light, the bright, open living spaces are ideal for entertaining. The 4 bedroom, 4 bath home benefits from oversized panels of glass that look out over the 1.30+/- acre park-like grounds, soaring ceiling heights, second floor balcony, radiant heated bluestone floors and a covered loggia. There is an impressive 2 story pool house, outdoor shower, 64' heated gunite pool, a 2 car garage and a Zen vibe that nothing can compare to. The grounds are manicured to perfection and feature a thoughtfully-designed landscape featuring mature trees and plants and room for tennis. All within very close proximity to the Hampton Jitney, the ocean and heart of the village. Listing ID:868902

August - LD Rental: $90,000
Year Round: $250,000

John P Vitello
(631) 204-2407

North Sea
$85,000

North Sea, NY
Rental
Bedrooms: 6
Bathrooms: 6.5
Web ID: 736600

4.55 private gated acres with 6 bedrooms, 6 full baths and 2 half baths. Pool, tennis, chef's kitchen and a 2 car garage. A gym, pool table, hot tub and wine room complete the picture. Listing ID: 736600

July Rental: $85,000
July / Aug Rental: $175,000
August - LD Rental: $90,000

Cristina Matos
(631) 204-2408

Anthony C Cerio
(631) 903-6151

Village Of Southampton
$85,000

Village of Southampton, NY
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 737894

Traditional home with modern elements. A state-of-the-art masterpiece. Located south of the highway on a sought after Village lane. Featuring a chef's kitchen with large center island, double height living room and a formal dining room overlooking the south facing garden. Situated on an immaculately landscaped .33-acre property with an entertaining patio and an 18' x 32' Gunite pool. Spectacular pool house with high ceilings, full bath, wet bar and a bonus room. Additionally, there is a one-car garage. Seconds to the ocean and Main Street. Listing ID:737894

Custom Rental: $100,000
March Rental: $16,000
April Rental: $16,000
MD - LD Rental: $195,000
June Rental: $28,500
July Rental: $85,000
July / Aug Rental: $180,000
August - LD Rental: $110,000

John P Vitello
(631) 204-2407

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