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Homes for Rent near Southampton Montessori School

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  • /19

    $20,000 per month

    • 3 Beds
    • 2 Baths
    • 1,360 Sq Ft
    • House for Rent

    8 Lovell Rd, Hampton Bays, NY 11946

    Spend your summer in this fully updated ranch just minutes from the beach. Designed with style and ease in mind, this home features a sun-filled living room with fireplace, a striking dining area, and a bright eat-in kitchen with center island and stainless steel appliances.There are three bedrooms, including a private primary suite with its own bath and a second full bathroom for guests.

    Agent Photo

    Kelly DiJorio

    Daniel Gale Sothebys Intl Rlty

    (631) 502-3285

    8 Lovell Rd, Hampton Bays, NY 11946
  • /30

    $30,000 per month

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • House for Rent

    80 Towd Point Rd, Southampton, NY 11968

    Welcome to 80 Towd Point Rd., Southampton! Imagine yourself relaxing on the deck with family and friends, experiencing a serene east end sunset... every night. On picturesque North Sea Harbor with your own dock to fish, kayak, swim or boat. Beautiful 3 bedroom, 2 bath, Eat in Kitchen with stainless appliances, living room, dining room looking out to the harbor, cac, washer/dryer. Escape to

    Agent Photo

    Dianne Tupper

    Douglas Elliman Real Estate

    (631) 801-7588

    80 Towd Point Rd, Southampton, NY 11968
  • /23

    $30,000 per month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    7 Suffolk Rd, Hampton Bays, NY 11946

    Located in the beachy town of Hampton Bays, The main ranch style house has 2 bedrooms, 1 bath, and an open-concept living space, along with washer/dryer and updated modern bathroom. This oversized fenced in yard has mature hedges for privacy and gatherings. Expansive deck area, plenty of parking and an oversized in ground pool with surrounding deck is ideal for summer hosting with family &

    Agent Photo

    Catherine Lattuca

    BERKSHIRE HATHAWAY

    (631) 883-5785

    7 Suffolk Rd, Hampton Bays, NY 11946
  • /35

    $27,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    60 Lynncliff Rd, Hampton Bays, NY 11946

    Welcome to "The Beach House", a chic Hamptons home with every amenity. This three bedroom, two bath, open concept stunner is recently renovated with an urban-chic aesthetic. The gorgeous enclave is private, comfortable and full of natural light. Enjoy morning coffee on the deck, back yard bbqs, soaking in the hot tub or laps in the heated saltwater in-ground pool. Other amenities include an

    Agent Photo

    Deborah Pirro

    Daniel Gale Sothebys Intl Rlty

    (631) 315-8963

    60 Lynncliff Rd, Hampton Bays, NY 11946
  • /23

    $25,000 per month

    • 3 Beds
    • 4 Baths
    • 1,620 Sq Ft
    • House for Rent

    42 Towd Point Rd, Southampton, NY 11968

    Stunning Waterfront Retreat with Panoramic Views & Dock AccessWake up to breathtaking water views from every window in this beautifully appointed North Sea Harbor home. Soak in spectacular sunsets to the west from the expansive deck or set off on a paddleboard from the shared dock just steps from your door.This bright and airy home features 3 spacious bedrooms and 4 full baths, including a

    Agent Photo

    Dianne Tupper

    Douglas Elliman Real Estate

    (631) 825-8052

    42 Towd Point Rd, Southampton, NY 11968
  • /37

    $17,500 per month

    • 4 Beds
    • 4.5 Baths
    • 2,591 Sq Ft
    • Townhouse for Rent

    8 Magnolia Dr Unit 2A, Water Mill, NY 11976

    BE THE FIRST TO RENT-WATERMILL CROSSING - NEW LUXURY TOWNHOMESEverything brand new! Be the first to enjoy! An exciting new community in the heart of Water Mill offering the ultimate in luxury and convenience. Watermill Crossing provides village living with full services and amenities in homes inspired by quintessential Hamptons architecture. Materials and finish's of the highest quality are a

    Agent Photo

    William Wolff

    Douglas Elliman Real Estate

    (631) 438-8455

    8 Magnolia Dr Unit 2A, Water Mill, NY 11976
  • /15

    $78,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    108 Hillcrest Ave, Southampton, NY 11968

    Escape to this beautifully renovated home, ideally located in the picturesque Village of Southampton. Whether you're looking for a seasonal retreat or a year-round haven, 108 Hillcrest Avenue offers a blend of modern comfort, classic charm, and Hamptons living. CONVENIENT VILLAGE LOCATION - Nestled just minutes from Southampton's vibrant Main Street, you'll have effortless access to

    108 Hillcrest Ave, Southampton, NY 11968
  • /12

    $14,000 per month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • House for Rent

    27 Landing Ln, Southampton, NY 11968

    This charming and private studio cottage offers the perfect blend of comfort, simplicity, and natural beauty. Overlooking serene water views and surrounded by lush greenery, this is a true escape for anyone looking to unwind in a quiet, stylish space of their own.Inside, the studio is thoughtfully designed with cozy furnishings and a seamless connection to the outdoors. Step outside to a

    Rachael York Coldwell Banker Reliable R E

    27 Landing Ln, Southampton, NY 11968
  • /23

    $25,000 per month

    • 4 Beds
    • 5 Baths
    • House for Rent

    25 Rolling Wds Ct, Wainscott, NY 11975

    This stunning 3-4 bedroom/4.5 bath rental with a great location between Sag Harbor and East Hampton Villages has it all. With high-end finishes throughout, you'll enjoy the light-filled great room with cathedral ceilings and an open floor plan with walls of glass - all leading to a fabulous backyard and heated pool. The chef's kitchen has a custom eat-in area and breakfast bar, seamlessly

    25 Rolling Wds Ct, Wainscott, NY 11975
  • /22

    $33,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,844 Sq Ft
    • House for Rent

    6 Randall Rd, Southampton, NY 11968

    Discover the ultimate Hamptons getaway at this beautifully maintained cedar shake cottage located at 6 Randall Road in North Sea, one of the area's most coveted hamlets. This stunning 3-bedroom, 2.5-bath vacation rental offers the perfect mix of comfort, style, and privacy-ideal for both short-term and long-term stays. The home features an open-concept living space filled with natural light, with

    Kathleen OConnor Daniel Gale Sothebys Intl Rlty

    6 Randall Rd, Southampton, NY 11968
  • /23

    $20,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    205B Windmill Ln, Southampton, NY 11968

    Located in a private hilltop setting in the heart of Southampton Village, this fully renovated traditional offers 4 bedrooms and 4 baths. Upon entering one has an immediate line of sight, through an expanse of six sliding glass doors, to the beautiful backyard setting with bluestone patio and gunite solar-heated pool, surrounded by 15' tall arborvitae. The main levels offers a marble gourmet

    205B Windmill Ln, Southampton, NY 11968
  • /24

    $3,200 per month

    • 3 Beds
    • 2 Baths
    • 1,744 Sq Ft
    • House for Rent

    102 Fanning Ave, Hampton Bays, NY 11946

    Looking for privacy and relaxation? Look no further. Tucked away behind a lush landscape you will find this one of a kind three bedroom contemporary ranch. This home features vaulted ceilings, skylights, wrap around porch, natural sunlight and a stunning landscape and pool. This is a winter rental property and is not available year round. Rent does not include utilities and a security

    Anna Greenwald South Fork Realty

    102 Fanning Ave, Hampton Bays, NY 11946
  • /20

    $18,000 per month

    • 3 Beds
    • 1 Bath
    • House for Rent

    64 Towd Point Rd, Southampton, NY 11968

    Waterfront 1920's cottage! Launch your kayak or paddleboard from your own backyard slip facing Conscience Point Reserve while herons, swans, and other shorebirds glide by. Master bedroom with private deck overlooks this sparkling cove of Peconic Bay. Guest bedroom with queen bed and additional queen sleeper sofa. Eat-in country kitchen and TV room too! The boathouse is a bonus for waterside

    64 Towd Point Rd, Southampton, NY 11968
  • /37

    $25,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    286 Towd Point Rd, Southampton, NY 11968

    Welcome to your tranquil summer haven. Where hiking, biking, kayaking, fishing and stunning water views await. Immerse yourself in the sounds of nature. Just in time for summer. Available now till December 1st completely remodeled new kitchen and bathroom. This home boasts 4 beds and 3 full bathrooms one being a primary suite. Ductless AC Units in all bedrooms and living space and water views

    Linda Jolly Douglas Elliman Real Estate

    286 Towd Point Rd, Southampton, NY 11968
  • /20

    $15,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    25 Blackwatch Ct, Southampton, NY 11968

    Private Southampton property just minutes away from Village and Ocean Beaches. Contemporary home features 4 bedrooms, including a large master suite with sitting room (potential 5th bedroom) and two private decks, 3.5 baths, open living and dining, kitchen with Viking stove, central air, fireplace, fitness room and 2 car garage. The beautiful back-yard offers a heated pool, expansive high end

    25 Blackwatch Ct, Southampton, NY 11968
  • /36

    $25,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,345 Sq Ft
    • House for Rent

    101 Sebonac Inlet Rd, Southampton, NY 11968

    This home is a unique and appealing property that will make your summer unforgettable! This charming home showcases four spacious bedrooms and three well-appointed bathrooms, designed with comfort and style in mind. Step inside and be greeted by the expansive living room, complete with a wood-burning stove that adds a cozy touch. The home features an additional sunroom, a perfect spot to unwind

    Viviana Smith Douglas Elliman Real Estate

    101 Sebonac Inlet Rd, Southampton, NY 11968
  • /20

    $55,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    48 White Oak Ln, Southampton, NY 11968

    Sequestered amidst golf courses and dedicated open space reserves, this home feels worlds away from any hustle or bustle yet it's only a short drive into the Village of Southampton. Recently refreshed, the interior is open, stylish, and very comfortable. There are three en-suite bedrooms and a fourth serviced by a hall bath. The bedrooms are arranged so as to afford separation and privacy from

    48 White Oak Ln, Southampton, NY 11968
  • /44

    $3,500 per month

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    18 Quail Run, Hampton Bays, NY 11946

    15 OCT 2025-15 MAY 2026 $3,500 A MONTH. POOL/TENNIS: RAVENSWOOD DEVELOPMENT -Spectacular 4 bedroom 3 1/2 bath contemporary with an open floor plan and expansive decking overlooking the heated pool/har tru tennis court and yard. The first floor includes a great room-living room/dining room/kitchen and dining nook. In addition, there is a separate living area for family/guests which includes a

    Robert Landsiedel Douglas Elliman Real Estate

    18 Quail Run, Hampton Bays, NY 11946
  • /20

    $75,000 per month

    • 7 Beds
    • 7 Baths
    • House for Rent

    50 Narrow Ln, Southampton, NY 11968

    This beautifully renovated village home sits south of the highway on .50 acres and is the perfect summer rental. Enter this well-appointed home through the charming front porch complete with a pair of rocking chairs. A grand double height entry welcomes you to the first floor. Here you will find a junior primary en suite, a guest/office room, a powder room, a billiard room for the days you want

    50 Narrow Ln, Southampton, NY 11968
  • /9

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 625 Sq Ft
    • Condo for Rent

    126 Lynn Ave Unit 7, Hampton Bays, NY 11946

    Charming 2 Bed 1 Bath Cottage with open living, dining kitchen. Sliders to private deck for al fresco dining. Return from the beach to the convenient out door shower. Conveniently located to the ocean, bay, shopping and restaurants.

    Kirsten Montgomery South Fork Realty

    126 Lynn Ave Unit 7, Hampton Bays, NY 11946
  • /20

    $110,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    161 Bridies Path, Southampton, NY 11968

    This Home checks all the boxes for a perfect summer getaway. Pool, hot tub, fire pit, outdoor shower, large landscaped fenced in yard, beautiful gardens and a great location close to everything. Sitting on a full acre and nestled into a private nature preserve on a quiet cul-de-sac, this 4 bedroom 3 bathroom property has been recently renovated and boasts designer furnishings with local flair

    161 Bridies Path, Southampton, NY 11968
  • /17

    $17,500 per month

    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft
    • House for Rent

    Unlisted Address

    Immaculately maintained and perfectly situated, this spacious 3 bedroom, 3 bath Hampton Bays rental is the ideal coastal retreat. Located just one mile from Ponquogue Ocean Beach and only minutes to bay beaches, local restaurants, marinas and shops, the home comfortably accommodates up to 8 guests and features multiple dedicated workstations—perfect for extended stays or working remotely. The

    Maida Srdanovic Compass Greater NY LLC

    Unlisted Address
  • /20

    $95,000 per month

    • 6 Beds
    • 6 Baths
    • House for Rent

    117 Fox Hollow Ln, Southampton, NY 11968

    Southampton Village. An exceptional six bedroom traditional home in a beautiful, quiet setting. A spacious living room, formal dining room and entertaining room with vaulted ceilings, island kitchen with breakfast area and sliding doors to custom screen porch. There is a guest quarter wing with separate staircase leading to two private guest bedrooms. A country club yard that is hedged for

    117 Fox Hollow Ln, Southampton, NY 11968
  • /31

    $100,000 per month

    • 5 Beds
    • 6.5 Baths
    • 4,500 Sq Ft
    • House for Rent

    2 Fall Ct, Southampton, NY 11968

    Sensational in SouthamptonEnjoy living in this stunning home with all the Hamptons Charm. The double-high living room creates a bright and welcoming atmosphere as soon as you enter the home. There is an oversized custom gourmet kitchen with a large Island, Wolf, Bosch and Sub-Zero appliances, and a breakfast area, an oversized great room with flat screen TV along with a formal dining room. The 5

    Toni Asch Douglas Elliman Real Estate

    2 Fall Ct, Southampton, NY 11968
  • /20

    $35,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    31 Foster Crossing, Southampton, NY 11968

    The best location in the Village: Estate Section by the ocean. Enter this brand new home with 5 bedrooms including two beautiful master suites, one on first floor, one on second floor with sitting room, 5.5 bathrooms, eat-in-kitchen with breakfast area, big dining area, big living room and den both with a fireplace - perfection for entertaining year round indoors or out. The property is

    31 Foster Crossing, Southampton, NY 11968
  • /25

    $28,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,630 Sq Ft
    • Condo for Rent

    50 Hubbard Ln Unit 117, Southampton, NY 11968

    Welcome to your perfect summer sanctuary in the heart of Southampton Commons. This fully renovated corner unit is ideally located just steps from the pool, hot tub, gym and tennis courts, offering resort-style living at its finest. With 3 spacious bedrooms and 2.5 baths, this beautifully appointed condo features a sun-filled living room with a cozy fireplace, an elevated dining area for stylish

    Enzo Morabito Douglas Elliman Real Estate

    50 Hubbard Ln Unit 117, Southampton, NY 11968
  • /20

    $21,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    47 Willis St, Southampton, NY 11968

    Totally terrific one level 3 bedroom, 2 bath cottage with heated pool and very private backyard in Southampton Village is available for summer rental.. Perfect Hamptons pied-a-terre to enjoy for the dog days of summer. Close to Village shops and restaurants as well as Jitney and train. Totally renovated and clean as a pin.

    47 Willis St, Southampton, NY 11968
  • /21

    $6,000 per month

    • 4 Beds
    • 2 Baths
    • 1,517 Sq Ft
    • House for Rent

    20 Magee Dr, Southampton, NY 11968

    AVAILABLE YEAR ROUND $72K OR SEASONALLY MONTHLY OR TWO WEEKS, SOUTH OF THE HIGHWAY IN SOUTHAMPTON! Don't Miss This Newly Renovated Comfortable 4 Bedroom, 2 Bath Home On A Quiet Cul De Sac. Convenient To Southampton Village, Some Of The Finest Beaches, Gourmet Restaurants And Boutique Shopping. Entertaining Size Outside Deck Is Great For All Seasons. Easy Access To All Points East & West.

    Andrea Imperiale Corcoran

    20 Magee Dr, Southampton, NY 11968
  • /20

    $60,000 per month

    • 5 Beds
    • 6 Baths
    • House for Rent

    270 Montauk Hwy, Southampton, NY 11968

    Indulge in the ultimate summer getaway at this newly renovated 4,000 sq. ft. masterpiece. Perfectly designed and professionally decorated, this stunning home offers 5 spacious bedrooms, 5.5 elegant baths, and an open-concept living space with hardwood floors throughout. The heart of the home features a gourmet kitchen, a massive media room with a cozy fireplace and a big screen TV, and a

    270 Montauk Hwy, Southampton, NY 11968
  • /20

    $60,000 per month

    • 4 Beds
    • 3 Baths
    • 2,739 Sq Ft
    • House for Rent

    72 Bishops Ln, Southampton, NY 11968

    Chic Southampton Village Retreat with Pool Spend your summer in style at this beautifully appointed 4-bedroom, 3-bath home located in the heart of Southampton Village. Just minutes from world-class beaches, dining, and shopping, this home offers the perfect blend of charm, comfort, and convenience. Enter inside to an airy, sunlit interior featuring spacious living areas and a fully equipped

    Angelina Orlando Corcoran

    72 Bishops Ln, Southampton, NY 11968
  • /20

    $125,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    761 N Sea Mecox Rd, Southampton, NY 11968

    Southampton sunny 4 bedroom beautiful home decorated with Hampton beach style decor. There are open views to the gunite pool and spacious gardens bordered by hedges and wildflowers. The home has a gourmet kitchen and open living plan with panoramic views. Fenced yard, lawn to play, an inviting pool and big deck. Safety fence is available and can be installed as needed with a charge.Conveniently

    761 N Sea Mecox Rd, Southampton, NY 11968
  • /20

    $350,000 per month

    • 6 Beds
    • 8.5 Baths
    • 10,000 Sq Ft
    • House for Rent

    Unlisted Address

    Southampton oceanfront ESTATE with all the amenities the Hamptons can OfferBeach, pool, basketball, tennis, bocce courtRooftop Terrace, Cabana, Outdoor barbecue, Steam room, Gym, Koi pond, saltwater pool with waterfalls, Beautiful entertainment amenities. Sun, surf, wind, tranquil, exquisite.

    Ron Moschetta RE/MAX Beach West

    Unlisted Address
  • /32

    $95,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    163 Wooley St, Southampton, NY 11968

    Situated on a picturesque tree-lined street with quintessential village homes, this Hamptons traditional home is newly furnished for your enjoyment and comfort with designs from Ralph Lauren and Design Within Reach. Step inside this stylish, sophisticated home and be greeted by a lovely mahogany front porch, the perfect spot to enjoy your morning coffee and paper. With 5 bedrooms, including a

    163 Wooley St, Southampton, NY 11968
  • /45

    $68,000 per month

    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • House for Rent

    4 Carriage Ln, Southampton, NY 11968

    Southampton Village! Completely redesigned and newly rebuilt home sits on an expansive .3 acre with spectacular views. This summer retreat has everything you're looking for in Southampton Village. 1 Mile from Main Street, 2 miles to the beach, located in a private cut de sac in the Dunes of Southampton. This coastal chic home features almost 3000 square feet of interior living space plus an

    Patti Pascullo Douglas Elliman Real Estate

    4 Carriage Ln, Southampton, NY 11968
  • /20

    $125,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    604 High Pond Ln, Southampton, NY 11968

    Beautiful Bishops Pond Development with its Pond, Community center with meeting rooms, gym, and large Pool. Rent this comfortably furnished home with private parking, 4 bedrooms, 3.5 baths, LARGE living dining area everything top shelf from appliances to furnishings. unique is the full-house water filter system by Aquasana.

    604 High Pond Ln, Southampton, NY 11968
  • /24

    $4,300 per month

    • 4 Beds
    • 3.5 Baths
    • 4,267 Sq Ft
    • House for Rent

    5 Bay Woods Dr, Hampton Bays, NY 11946

    AVAILABLE OFF SEASON - Escape to tranquility in this expansive 4-bedroom, 3.5-bathroom residence, available for off-season rental. Situated on nearly an acre in the serene Bay Woods community, this 4,267 sq. ft. home offers a perfect blend of comfort and convenience. The main level features a primary suite with an en-suite bath, a cathedral-ceiling living room with a fireplace, a formal dining

    Thomas Panebianco Realty Connect USA L I Inc

    5 Bay Woods Dr, Hampton Bays, NY 11946
  • /20

    $20,000 per month

    • 4 Beds
    • 4 Baths
    • House for Rent

    35 Harris Ln, Southampton, NY 11968

    Located in Historic Conscience Point surrounded by protected preserves, professionally decorated classic Hamptons shingled house, four bedrooms four bathrooms, two fireplaces, two living rooms, kitchen with separate butlers pantry, mature landscaping, heated pool, steps to marina and bay beach, located just 5 minutes to Southampton village, ocean beaches, and to three major golf clubs. Newly

    35 Harris Ln, Southampton, NY 11968
  • /24

    $2,900 per month

    • 2 Beds
    • 2 Baths
    • 1,212 Sq Ft
    • House for Rent

    6 Lynn Ct, Hampton Bays, NY 11946

    Cedar Shingle Cottage on Private Road that has bayfront access at the end of the street. Aprox. 2 miles to Ocean Beach. Home features vaulted ceilingopen living room/dining area. Granite Countertop Kitchen with Stainless Appliances. Primary Bedroom Suite with Primary Full Bath. Second bedroom & hallway full bath. Den/with slider to Sundeck. Outdoor Shower. Private Backyard.. Available

    Franklin Butz South Fork Realty

    6 Lynn Ct, Hampton Bays, NY 11946
  • /12

    $125,000 per month

    • 5 Beds
    • 5 Baths
    • House for Rent

    76 Mill Creek Close, Water Mill, NY 11976

    Great central, south of the highway location close to Southampton Village and a stone's throw to Water Mill Village, and minutes to Bridgehampton. Five bedrooms, 4 baths, light-filled Contemporary, with cathedral living room, huge decks, and central air. Fun for everyone with pool, tennis, basketball and basement finished with game room. New flat screen TVs in all the bedrooms. [[Rental

    76 Mill Creek Close, Water Mill, NY 11976
  • /30

    $6,500 per month

    • 3 Beds
    • 2 Baths
    • 3,448 Sq Ft
    • House for Rent

    59 Wiltshire St, Southampton, NY 11968

    Experience the magic Southampton Village has to offer in this charming Hamptons Designer Retreat. Just minutes from world-class dining, shopping, and some of the most beautiful beaches in the world, Enjoy your vacation in this light-filled three-bedroom, two-bath home, located less than a mile from Southampton Village shops. Nestled in the charming enclave of Southampton Village,

    Elizabeth Cordova Alata Douglas Elliman Real Estate

    59 Wiltshire St, Southampton, NY 11968

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