$10,000 per month
165 Marine Place, Greenport, NY 11944
Luxurious Modern Home with Heated Inground Pool in Private Community with Memorable Bay Beach 3 Blocks Away. Short Distance to Golf and Greenport Village. Off Season (November 2025 to May 2026) - $10,000 per month (single to multiple months considered); Year-Round - $10,500 per month; Summer 2026 - June $20,000; July $35,000. Permit # 0634.
Paul Loeb Douglas Elliman Real Estate
$350,000 per month
33 Ocean Ave, East Hampton, NY 11937
, Additional information: Appearance:Renvated,Green Features:Insulated Doors
Richard Moran Douglas Elliman Real Estate
$65,000 per month
643 Stephen Hands Path, East Hampton, NY 11937
Welcome to Camp Courtside the ultimate compound for summer sun and fun! Just minutes to East Hampton Village and world-class ocean beaches, this bright open immaculate contemporary is a sports lovers paradise. Start your day on your private tennis/pickleball/basketball court and finish lounging on your expansive mahogany deck complete with oversize crystal clear blue pool, 6 person hot tub,
James Blueweiss Brown Harris Stevens Hamptons
$20,000 per month
1 Candace Dr, East Quogue, NY 11942
Situated on an acre in the sought-after Southampton Pines neighborhood, this spacious two-story home with pool and tennis offers everything you need for a great summer. The open-concept design of the home allows for seamless flow between the living spaces, making it ideal for entertaining. Enter to a double-height foyer flanked by formal living and dining areas. The chefs' kitchen with granite
Dawn Litel-Murphy Corcoran
$4,000 per month
6 Rolling Hill Rd, Hampton Bays, NY 11946
OFFERED AS SEASONAL RENTAL (NOT YEAR ROUND) - Welcome to 6 Rolling Hill Rd, Hampton Bays! This beautifully appointed single story ranch offering 1,697 sqft of stylish living space encompasses three bedrooms, three full baths and office with hardwood floors throughout thoughtfully arranged in a split floor plan ideal for those who appreciate their own conditions. In the expanded ranch styled build
Thomas Panebianco Realty Connect USA L I Inc
$20,000 per month
21 Summit Blvd, Westhampton, NY 11977
Spend your summer in the Hamptons at 21 Summit Blvd, a beachy two-bedroom, two-bathroom gem nestled on a beloved street in Westhampton, just minutes from Westhampton Beach Main Street and Rogers and Lashley Beaches. The ground floor of this happy home has an updated kitchen with butcher block countertops and a windowed pantry, an updated full bath, a cozy dining room, and a living room with a
Dawn Litel-Murphy Corcoran
$40,000 per month
37 Halsey Rd, Remsenburg, NY 11960
South of South Country Road, on a quiet street which abuts a private reserve and ends at the water. Light- filled 4 bed 2 1/2 bath home. Open plan living and dining is perfect for entertaining. Poolside deck, BBQ, outdoor shower and super clean interiors, enjoy this newly refreshed home.3.5 miles from WHB Village with access to Southampton Town and Westhampton Village beaches, Fabulous sunsets!
Palmer Gaget Douglas Elliman Real Estate
$65,000 per month
2803 Montauk Hwy, Bridgehampton, NY 11932
Chic Bridgehampton Farm House With Poolside Guest Cottage In the heart of Bridgehampton, this fabulous architect-owned and renovated three bedroom, two and one half-bath home has been designed to make the most of its farm field views and bucolic property. Set way back off the main road, the impressive grounds hold expansive vistas, charming interiors, and lots of privacy. The light-filled home
Palmer Gaget Douglas Elliman Real Estate
$140,000 per month
69 Three Mile Harbor Dr, East Hampton, NY 11937
Immerse yourself in the ultimate resort-like living at 69 Three Mile Harbor Drive, offering convenient access to East Hampton's Sammy's Beach and a quick drive to elevated town living. This meticulously maintained 4,000sqft contemporary style home offers a harmonious blend of luxury and comfort, ideal for discerning tenants seeking a serene off season or summer retreat. This professionally
Christa Kearns Corcoran
$15,000 per month
285 Oyster Ponds Ln, Orient, NY 11957
Orient village mid century gem with pool. This newly renovated, well appointed residence is perfectly located and offers 3 bright and spacious bedrooms and 2 full baths, chefs kitchen, dining room, living room and screened in porch. The yard and pool area are fenced. The garden features a pool house and stone patio perfect for alfresco dining, overlooking the beautiful pool, specimen trees and
Lori Feilen William Raveis New York LLC
$75,000 per month
222 Dune Rd, Quogue, NY 11959
Experience beachfront luxury at its best in this stunning Quogue Oceanfront Contemporary. Enjoy breathtaking ocean views from the en-suite primary suite, which boasts a renovated bath and a cozy fireplace. The home features a second en-suite junior primary with direct oceanfront access, plus a third en-suite junior suite with bayfront views. Additional guest accommodations include three
Dee Perfido Kerrigan Country Realty
$32,000 per month
75 Clearview Ave, Southold, NY 11971
2026 Rates: August 1-LD $39,500 or $32K for August 1-31: New Modern Farmhouse Completed in 2021 and located in the heart Hog's Neck in Southold Hamlet. This home features an impressive 20 x 50 heated pool with electric cover, out door shower and sprawling paver patio. The interior is open and airy with Chef's Kitchen outfitted with Thermador appliances, large living room with built in shelving,
William Walters Daniel Gale Sothebys Intl Rlty
$155,000 per month
15 Pheasant Run, Saint James, NY 11780
Discover the finest rental that Quogue Village has to offer. A Contemporary with Zen vibes, offering 5 bedrooms, 5.5 baths an open floor plan that opens to a dining room to entertain over 10 guests. Chef's kitchen has 2 ranges, a 4-burner gas range and a Viking 6 burner gas range, sub-zero refrigerator, 2 dishwashers, and of course, a wine refrigerator. To top it?off, an island with seating for 6
Vicky Reynolds Stokes Daniel Gale Sothebys Intl Rlty
$30,000 per month
53A Tanners Neck Ln, Westhampton, NY 11977
WINTER RENTAL ($30,000 per month with 3 month minimum) -- Discover unmatched luxury in Westhampton at this custom built, gated, new construction, meticulously designed for the ultimate Hamptons experience. This expansive residence is set back from the road and boasts six bedrooms, seven full baths, and two half baths, offering ample space for every occasion. With over 5,600 square feet of main
Ashley Farrell Corcoran
$90,000 per month
7 Miller Ln W, East Hampton, NY 11937
Rental Reg. # 25-606. Brilliantly conceived and built, this pristine four-bedroom home is perfectly sited amid an oasis of meticulous landscaping. Just outside the Village of East Hampton, the location is ideal - private enough for peaceful relaxation yet only moments to the shops, galleries and fine dining of the Village and minutes from the ocean beach. Designed for formal gatherings or casual
Timothy O'Connor Brown Harris Stevens Hamptons
$14,000 per month
181 Wilmot Rd, Ocean Beach, NY 11770
This Home is Available To Rent Weekly For $14,000 NOT a month. Fire Island is a vacation destination. This stunning custom built beach house is complete with 4 bedrooms, 2.5 bathrooms & heated saltwater pool. The first-floor open floor plan is perfect for entertaining & includes a primary king bedroom with en-suite walk-in shower, living room, dining room, 1/2 bath, washer dryer, and stunning
Mary Mallott Netter Real Estate Inc
$195,000 per month
Unlisted Address
7 Bedroom, 7.5 Bath with Tennis Pool and so Much more. Rental Reg: RP251574. Deerfield Road Estate Rental - 2022 Completely Renovated. Amenities Include: 7 Bedrooms - All Ensuite - New Kitchen - New Pool House - All Weather Tennis 20 by 50 ft Gunite Pool with a fantastic sliding board & Outdoor Shower. All the bells and whistles with an open kitchen and private screening room, along with great
Craig Beem Brown Harris Stevens Hamptons
$3,360 per month
5000 Townehouse Dr Unit 3204, Coram, NY 11727
**Ask About Our Rent Specials*. $99 Sec. Dep Special*. Restrictions Apply** Duplex! Granite Kitchen Floor/Countertop! SS Appl, W/D. Tuscany Cabinets, Hi-Hats, Ceiling Fans, New Gray Paint. Crown/Base Molding, Gray Carpet. Granite/Marble Bath And Vanity top, Frameless Shower Doors. CAC. Garage/Driveway/Patio. Resident Clubhouse/ Fitness/Billiards/Fireplace,2-Outdoor Pools!
Michelle Holmes Fairfield Properties
$250,000 per month
Unlisted Address
First Neck Compound on 4 acres with pool & tennis. Built in 2015, with sleek decor in a super location this gated estate of nearly 4 acres has seven bedrooms, main level master suite with double baths and den. The main floor has 14 foot high ceilings and 9 foot glass French doors to covered porches, the living room has an elongated gas fireplace to wow guests. The grand dining room has a custom
Craig Beem Brown Harris Stevens Hamptons
$40,000 per month
68 W Water St, Sag Harbor, NY 11963
This amazingly totally custom-made renovated waterfront townhouse has it all with an ideal location in the center of Sag Harbor Village close to all the amenities and enjoyments this wonderful waterfront village has to offer. The townhouse is elegantly furnished with Serena and Lily, featuring open spaces and high ceilings with floor to ceiling French glass doors opening to your own water view
Amelia Doggwiler Brown Harris Stevens Hamptons
$6,000 per month
585 Dune Rd Unit L9, Westhampton Beach, NY 11978
Welcome to the Westhampton House, a lovely co-operative complex perfectly sited ocean side on Dune Rd and enjoying bay access. The unit is a fully renovated, spacious studio unit on the property's lower level. Sizable. rooms that accommodates you and your guests with full size sofa and futon. Enjoy the full size kitchen and bathroom along with a sizable gym. Enjoy the property's oceanside pool
Tina Chrappa Compass Greater NY LLC
$30,000 per month
50 Old Main Rd, Quogue, NY 11959
Available US Open in June- rates at bottom . In Quogue Village, this 4 bed, 4 1/2 bath home features generous open spaces for entertaining, a pool set in an endless lawn, and a separate 2 story studio cottage. The first floor features an open plan with a bright entry foyer, sunken living room, and a huge cook's kitchen meant for prepping everything from big breakfasts to summer dinner parties.
Kristen Smyth Corcoran
$35,000 per month
5 Shinnecock Rd, Quogue, NY 11959
GORGEOUS QUOGUE TRADITIONAL Magnificent 4 BR/5 BA home in the Estate section of Quogue with plenty of living space. Main floor features a grand living room, country kitchen with newly-painted cabinets and indoor/outdoor dining area, formal dining room, family room, and a 1st floor study with pull-out couch. Upstairs: a spacious master suite, junior master suite, and two more tastefully-decorated
Amanda Murray Corcoran
$38,500 per month
27840 Main Rd, Orient, NY 11957
Either 8/8-8/22 or 8/10-8/24 available at $38,500.00CHIC RETREAT! A glamorous getaway! You won't know if you are tucked away in Tuscany or the South of France! This recently renovated modernist home is nestled amongst your own private vineyard with incredible farm vistas, imparting a spa retreat vibe. A large pool reaching out towards the horizon. Cozy up by the firepit or have lunch alfresco
Sheri Winter Parker Corcoran
$7,000 per month
8 Oyster Point, Greenport, NY 11944
GREENPORT WATERFRONT CONDO . Enjoy your life in this well- appointed Bayfront 2 bedroom, 2 bath condo with stunning views of Shelter Island and Greenport Harbor. Amenities include a waterfront pool, tennis & pickle ball court, 200 Ft of private sandy bay beach, and your own boat slip in the private marina. Located just a short distance to shops and restaurants in Historic Greenport Village,
Jeanmarie Bay William Raveis New York LLC
$8,500 per month
192 Cottage Walk, Ocean Beach, NY 11770
This Home is Available To Rent Weekly For $8,500 NOT a month. Fire Island is a vacation destination. This charming 3 bedroom, 1.5 bath along with an open-concept great room is the perfect summer rental. Kitchen leads to the new pool deck great for lounging. Also, enjoy the new second story deck. Home includes an outdoor shower, 8 beach chairs, beach umbrella, 5 bikes, a trike, and a wagon.
Lisa Campbell Netter Real Estate Inc
$15,250 per month
35 Huron St, Ocean Beach, NY 11770
This Home is Available To Rent Weekly For $15,250 NOT a month. Fire Island is a vacation destination. Sunning Contemporary Retreat with Ocean Views, this 4-bedroom, 4 ?-bathroom haven is designed for luxury and comfort, boasting spectacular ocean views. Step inside to find an Aspen-inspired living area perfect for both relaxation and entertaining. The gourmet kitchen, equipped with
Lisa Campbell Netter Real Estate Inc
$15,000 per month
1800 Westphalia Rd, Mattituck, NY 11952
MD-LD $50,000; June $15,000; July $20,000; August-LD $20,000Rustic luxury on the North Fork! Located within a waterfront enclave in Mattituck and close to all creature comforts, this renovated barn will not disappoint. 5 bedrooms, 3.5 bathrooms, heated pool, large EIK and den, views of Mattituck Inlet and access for kayaking, swimming and paddleboarding. A short stroll into all Mattituck has
Sheri Winter Parker Corcoran
$24,200 per month
1100 Alvahs Ln, Cutchogue, NY 11935
Available July 2026 for $34,500Available August to September 7, 2026 for $42,000Come and enjoy the privacy that lies behind the doors of this reimagined modern ranch. Once inside you will be thrilled by the level of detail in this 2023 gut renovation. As you enter the home, you are welcomed with expansive views across the large backyard onto the surrounding vineyards. The 14' lofty
Sheri Winter Parker Corcoran
$50,000 per month
15 Hillside Ln, East Hampton, NY 11937
Situated on over 3/4 of an acre, this extraordinary custom-built home is surrounded by stunning natural scenery and lush landscaping with stone walls. The upper level features an expansive great room with a open kitchen, fireplace, dining room, and sliding doors to two separate entertaining areas. The primary suite and a powder room are also on this level. The large east-facing upper deck offers
Brandon Vazquez Douglas Elliman Real Estate
$13,000 per month
36 Beachwold Ave, Ocean Beach, NY 11770
This Home is Available To Rent Weekly For $13,000 NOT a month. Fire Island is a vacation destination. Beautiful, immaculate contemporary beach home, bright and airy throughout. Features a large heated pool (40x16 ft) with a one-bedroom, half-bath guest house including a sleep sofa and air conditioning. The deck around the pool has eight chaises, umbrellas, and a gas grill. Upstairs, the master
Robin Citriniti Netter Real Estate Inc
$32,000 per month
1080 Lands End Rd, Orient, NY 11957
Very spacious, architect's own custom designed beauty just 3 minutes to gorgeous, private community LI Sound beach. 44' x 24' heated, saltwater pool. Natural light filled, open concept design LR/DR/KI with sliders to expansive deck overlooking private, fully fenced, park-like grounds. 2nd floor features a large, 2nd living room with billiards, foosball, large tv plus sliders to private deck. 2
Kathleen Travers Douglas Elliman Real Estate
$30,000 per month
314 Dune Rd, Westhampton Beach, NY 11978
Breathtaking sunsets and unobstructed views of Moriches Bay define this new, Custom-Designed, modern retreat! Floor-to-ceiling glass windows, seamless indoor-outdoor living, and a heated gunite pool create the ultimate Hamptons summer experience.Five ensuite bedrooms offer privacy and comfort for family and friends, including a stunning primary suite with spa-like bath, walk-in closet, and
Michael Stachnik Hampton Properties
$4,944 per month
1 Country Club Dr, Manorville, NY 11949
Generously sized 3 bedroom, 2 bath Ranch in Heritage Pine Hills Country Club. 8 units availble! High-end floor plans including patio or terrace. Country club amenities featuring two pools, a fitness center, state-of-the-art playground, covered picnic area and grilling area. Active spaces include tennis courts, beach volleyball courts, deck hockey, soccer field, basketball court. Inspiring views
Brian Hickey Hickey & Smith REALTORS
$25,000 per month
910 Glenn Rd, Southold, NY 11971
Introducing your perfect retreat! This stunning 4-bed, 3.5-bath waterfront oasis nestled on West Creek in Southold. Enjoy access to Peconic Bay via your private dock. Spanning approx 3500 sq ft, revel in the elegance of oak floors, a luxurious soaking tub, and high ceilings throughout. The 1st floor has 2 primary ensuites, a spacious Great Room with cozy fireplace, laundry, and 2.5 baths +2-car
Andrea Parks Douglas Elliman Real Estate
$45,000 per month
6 W End Ave, East Quogue, NY 11942
This thoughtfully updated retreat offers a refined yet relaxed summer escape for the 2026 season. Ideally situated within walking distance to East Quogue Village and a short drive to Westhampton Beach, it provides effortless access to top restaurants, boutique shopping, and a lively coastal scene. Inside, the bright, open layout features hardwood floors throughout, two spacious bedrooms, and a
Tyler Schulz Hampton Estates Realty LLC
$3,600 per month
3 Crestview Dr, Remsenburg-Speonk, NY 11960
OFFERED AS SEASONAL RENTAL (NOT YEAR ROUND) - Welcome to 3 Crestview Dr, Remsenburg! Nestled in the charming hamlet of Remsenburg, this stunning property offers a perfect retreat for those seeking a luxurious getaway in a serene neighborhood. With its spacious open layout and modern amenities, the space is designed to provide comfort and style, making it an ideal choice for all looking to enjoy
Thomas Panebianco Realty Connect USA L I Inc
$50,000 per month
4 Landing Ln, East Quogue, NY 11942
Pine Neck Landings, community perfection, 6 bedrooms 4 baths 2 living areas with an open floor plan, dining, 2 bedrooms on the first level one a junior ensuite primary, 4 additional bedrooms on the second level a gorgeous ensuite primary, finished basement for those rainy days.great custom closets for your convenience. Other positives include stainless steel viking appliances a generous pantry,
Gayle Osman Lopata Brown Harris Stevens W Hampton
$45,000 per month
66 Library Ave, Westhampton Beach, NY 11978
Stylish, super charming and a stone's throw from Main Street. This crisp and super clean 3 bedroom 2 bath cottage is all on one level for an easy, breezy, beachy Summer to remember. In the heart of the Village of Westhampton Beach with easy access to all of the delightful shops, restaurants, and the famed WHB Performing Arts Center, one of the best entertainment venues on the East End. Down a
Palmer Gaget Douglas Elliman Real Estate
$12,500 per month
653 Ocean Breeze, Ocean Beach, NY 11770
This Home is Available To Rent Weekly For $12,500 NOT a month. Fire Island is a vacation destination. Discover this charming home boasting a large 30' by 12' pool and hot tub set amidst picturesque gardens. Conveniently situated on a prime block, with proximity to both the beach and town. The stunning outdoor spaces are ideal for summer gatherings. Enjoy the added convenience of weekly
Robin Citriniti Netter Real Estate Inc
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