$10,500 per month
311 Wilmot Rd, Ocean Beach, NY 11770
This Home is Available To Rent Weekly For $10,500 NOT a month. Fire Island is a vacation destination. Adorable cottage with everything you need including pool! Includes 6 bikes, 10 beach chairs, beach umbrella, wagon and BBQ. Additional information: Lease Term: Monthly, Weekly
Robin Citriniti Netter Real Estate Inc
$16,000 per month
265 Dune Rd, Westhampton Beach, NY 11978
Ocean front Yardarm condominium featuring 2 bedrooms, 2 full bathrooms and an open floor plan with a full kitchen, bright sunny living room and plenty of closet space. The deck is set up for outdoor dining or lounging with breathtaking views of the ocean. The Yardarm condominium includes: lifeguarded swimming pools located on both the bay and the ocean, tennis courts, elevator, storage for
Dana Stachnik Hampton Properties
$120,000 per month
10 Bay Woods Dr, Hampton Bays, NY 11946
The open floor plan features a beautifully maintained interior that is awash with natural light and contains a formal dining room, large entertainment spaces, expansive great room, first-floor bedroom, expansive living areas, flow-through living/dining area, generous living spaces, bonus room, home office, separate dining room. Lavish fireplace. Highlights of this house include floor-to-ceiling
Constance Porto Douglas Elliman Real Estate
$110,000 per month
11 Watersedge Ct, Westhampton Beach, NY 11978
This large modern 5 bedroom / 5 bath home in heart of Westhampton Beach Village is available for rent. Just one block south of Main Street on a quiet cul-de-sac, this one-acre property is lush with beautiful landscaping, a gunite swimming pool, and a large outside deck area perfect for entertaining. The light-filled living room and dining room open to the gourmet kitchen with a large breakfast
Bridget Terry Compass Greater NY LLC
$175,000 per month
45 Ram Island Dr, Southampton, NY 11968
One half of private, Ram Island, offers a complete, self contained luxury resort experience. Stylishly restored on 15 acres, the main house centers around an antique windmill-- now an elevated office--overlooks Sebonac Creek, the blue waters of Peconic Bay and the green hills of historic National Golf Links. The main house has lavish living areas coupled with soft finishes and fixtures. Featuring
Rachel King Serhant LLC
$40,000 per month
69 Rogers Ave, Westhampton Beach, NY 11978
Charming Westhampton Village Rental. Enjoy the season in this 3 bedroom, 1 bathroom home. Custom built Kitchen cabinets with new quartz counter tops, New bathroom with large slab marble throughout, Wainscot vanity. Cozy Family room with fireplace. Enjoy summer fun in your oversized backyard with new pool and new mahogany deck. Close to shops and beaches., Additional information:
Colleen Graning Douglas Elliman Real Estate
$98,000 per month
67 Peconic Hills Dr, Southampton, NY 11968
Newly renovated, this open floor plan and bright home has four bedrooms, two baths and one half bath. On the first floor, there is an open concept floor plan featuring a kitchen, dining and living area with double height ceilings and it's flooded with light, two bedrooms, one bathroom, den, laundry room, and a powder room. On the second floor, there are two additional bedrooms and bathroom.
Cristina Matos Brown Harris Stevens Hamptons
$40,000 per month
43 Robin Dr, Bridgehampton, NY 11932
Nestled on a quiet cul-de-sac in Bridgehampton, this park-like, Gambrel styled property features 2,200+/- sf of living space, 3 bedrooms, 2 baths, double-height ceilings, and an abundance of natural light, and privacy. The first floor features an open-concept floor plan, a great room with bold splashes of color with a wood-burning fireplace and skylights, an updated kitchen with stainless steel
John Vitello Brown Harris Stevens Hamptons
$62,500 per month
686 Hill St, Southampton, NY 11968
Location! Location! This 4-bedroom, 3.5 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
Dawn Litel-Murphy Corcoran
$15,000 per month
530 Stillwater Ave, Cutchogue, NY 11935
Perfect summer getaway! 3 bedrooms, 2.5 bathrooms, in-ground pool, close to beach, business district, vineyards and restaurants. Two week minimum stay., Additional information: Appearance:very good
Erin Kaelin Signature Premier Properties
$6,000 per month
3 Meadow Way, Westhampton Beach, NY 11978
Living is easy in this perfect Hamptons getaway! Located in the estate section of Westhampton Beach, this south of the highway, one-level contemporary is private yet convenient to the beach and all that Westhampton Beach Village has to offer. This sunny home features four bedrooms, two full bathrooms, an open living/dining room with a fireplace, and central air-conditioning. The property includes
Dawn Litel-Murphy Corcoran
$20,000 per month
1460 Hillcrest Dr, Orient, NY 11957
This home has it all! Experience luxurious North Fork living with this incredible one-of-a-kind resort-style property. Gorgeous professionally designed 1-acre fully enclosed rear yard. Multiple tiers, huge 20x40 heated pool, outdoor shower, expansive rear patios with tons of seating and space to lounge, relax and have fun including a sports court - basketball and badminton, tree swing, fire pit,
Nicole Pappas Compass Greater NY LLC
$5,121 per month
303 Arrowhead Ln, South Setauket, NY 11720
Discover a sought-after standard of living at Heritage Spy Ring Golf Club. Resort-style luxury in sophisticated comfort, with stellar amenities, impeccable service, and splendid views of our premium golf course setting. The name Spy Ring honors the Culper Ring of spies, a small band of patriots who secretly helped turn the tide of the Revolutionary War. Many of their exploits happened right here
Brian Hickey Hickey & Smith REALTORS
$40,000 per month
2430 Dignans Rd, Cutchogue, NY 11935
Cutchogue North Fork: Spend August-LD 2026 in this beautifully appointed & very private Long Island Sound front home at 2430 Dignans Road, Cutchogue: come find out why the owners call it North Cliff. Spectacular decks & pool set high on the cliffs overlooking the LI Sound - private easy steps to beach. On the other side forever views of Oregon Road farmland. Published in international Fashion
Nicholas Planamento William Raveis New York LLC
$13,500 per month
155 Bridge St, Greenport, NY 11944
2025 Rates are as follows: May 1 - 22: $10,000 or $3,500 per week; May 23 - June 27: $20,000 or $5,000 per week; July 13-31 $20K; Sept 4 - 30: $20,000 or $5,000 per week: Rare new construction on a quiet side street in Greenport Village, this modern luxury home is the perfect base to explore the beaches, wineries, and farm-to-table dining of the North Fork. Walking distance to downtown Greenport
William Walters Daniel Gale Sothebys Intl Rlty
$20,000 per month
6 Ocean View Pkwy, Southampton, NY 11968
Secluded and amenity-filled, this Southampton property features an expansive 6000+/- sf of immaculate interior living space across 3 stories and multiple indoor and outdoor entertaining areas. This home has it all, from sprawling lush grounds to a luxurious, feature-rich home with a 3.5 car garage. All 6 bedrooms and 5.5 baths are well-appointed and drenched in natural light. The great room
Cristina Matos Brown Harris Stevens Hamptons
$35,000 per month
7 Plume Grass Way, Westhampton, NY 11977
Welcome to 7 Plume Grass Way. This Immaculate Post-Modern home has everything you would need for your Summer Rental. Once you drive down the beautifully manicured driveway, you can walk right into this 5 Bedroom and 5 Bath Summer Oasis. Look straight through the Vaulted Ceiling living room out to the large deck and Pool Area. Or walk through the open floorplan past the dining area and into the
Antonio Bottero Compass Greater NY LLC
$70,000 per month
355 Windjammer Dr, Southold, NY 11971
This soothing beach house is so Zen, you will feel like you are at a spa retreat! Peaceful and perfectly appointed, the backyard features a fabulous lagoon style pool, with a waterfall and hot tub, an amazing outdoor kitchen and bar, bathroom and outdoor shower! 3 bedrooms, 2 baths, including a spacious primary suite with a gorgeous spa like bathroom. All this and steps to the association beach!
Sheri Winter Parker Corcoran
$24,000 per month
Unlisted Address
Mattituck, North Fork: Sunshine and solace await you in this immaculate and recently renovated vacation home with a brand NEW, heated, saltwater pool (16x34 gunite)! Large open and bright rooms with lots of natural light allow you to relax in comfort and enjoy your time off. Home accommodates a maximum of 6 guests and features first floor bedroom with luxurious bath, open concept dining
Nicholas Planamento William Raveis New York LLC
$9,000 per month
39 Smugglers Path, Jamesport, NY 11947
Pristine and private post-modern home in Jamesport Now Available for the Off-Season 2025 from November 1, 2025 through April 30, 2026 for $9,000 Per Month. Summer 2026 Now Available for Booking! July for $35,000 and August for $40,000. Nestled away on a pin-drop quiet cul-de-sac and situated on a shy acre of meticulously landscaped property. All just around the corner from the coveted Iron Pier
Rene Giacobbe Douglas Elliman Real Estate
$20,000 per month
25 Moose Trail, Cutchogue, NY 11935
Discover the perfect blend of comfort and luxury in this stunning 4-bedroom Cape, ideally situated in the heart of Cutchogue. Designed for both relaxation and entertainment, this home features a chef’s kitchen and an array of spacious living areas, including a formal dining room, game room with a pool table and arcade games, plus a first-floor bedroom and full bath—all tastefully furnished.Step
Jeanmarie Bay William Raveis New York LLC
$15,000 per month
220 Cottage Walk, Ocean Beach, NY 11770
This Home is Available To Rent Weekly For $15,000 NOT a month. Fire Island is a vacation destination. Fantastic opportunity to rent this fabulous pool house, which is close to the beach. The interior of the home offers 5 bedrooms, 3 full baths & central air. Out back is a true oasis; pool surrounded by lounge chairs, hot tub, kitchen with island & flat screen TV. Included are: 6 bikes, 4 beach
Mary Mallott Netter Real Estate Inc
$7,500 per month
3400 Youngs Ave, Southold, NY 11971
Permit #493 Newly Renovated Farmhouse Centrally Located In Southold With Easy Access By Bus, Train or Car. Enjoy Your Morning Coffee As The Sun Rises Over The Farmfield. Spend An Afternoon Exploring The Beauty of the North Fork, Soak in the Sun at one of the Beautiful Peconic Bay or Long Island Sound Beaches, Enjoy Live Music at Numerous Wineries and/or Breweries, Browse unique local finds at One
Thomas McCarthy Thomas J McCarthy Real Estate
$12,000 per month
352 Surf Rd, Ocean Beach, NY 11770
This Home is Available To Rent Weekly For $12,000 NOT a month. Fire Island is a vacation destination. Lovely 4 bedroom, 3 bath home in Ocean Beach. Includes in ground pool, outside shower, BBQ, beach chairs, umbrella, & wagon.
Robin Citriniti Netter Real Estate Inc
$5,412 per month
201 Jerusalem Hollow Rd, Manorville, NY 11949
Generously sized 3bedroom, 2 bath in Heritage Pine Hills Country Club. High-end floor plans including patio or balcony. Country club amenities featuring two pools, a fitness center, state-of-the-art playground, covered picnic area, Active spaces include tennis courts, beach volleyball courts, deck hockey, a turf soccer field, and a basketball court. Inspiring views of pristine golf course.$50
Brian Hickey Hickey & Smith REALTORS
$3,995 per month
201 Jerusalem Hollow Rd, Manorville, NY 11949
Generously sized 3 bedroom, 2.5 Townhouse in Heritage Pine Hills Country Club. High-end floor plans including patio or balcony. Country club amenities featuring two pools, a fitness center, state-of-the-art playground, covered picnic area. Active spaces include tennis courts, beach volleyball courts, deck hockey, a turf soccer field, basketball court.views of pristine golf course, Additional
Brian Hickey Hickey & Smith REALTORS
$8,000 per month
12 Seneca Walk, East Northport, NY 11731
This Home is Available To Rent Weekly For $8,000 NOT a month. Fire Island is a vacation destination. Fun in the Sun! Enjoy a Pool & a Hot Tub. 4 Bedrooms, 1 1/2 Baths. Secluded Yard with Huge Deck. Includes 6 bikes, 12 beach chairs, wagon & 2 umbrellas.
Lisa Campbell Netter Real Estate Inc
$30,000 per month
3655 Pequash Ave, Cutchogue, NY 11935
New to Market FLEET's NECK Rental! Walk to Beach from your Private FABULOUS SUMMER OASIS. 4 Bedroom and 2 Full Bath Contemporary Home on tucked away Lot Set Well-Back from Road on 1 + acres. Offers Sleek Main Floor Living Area with Fireplace, Chandeliered Dining Area, Foyer, Light Bright Kitchen with All Stainless-Steel Appliances, that leads to a Furnished 2-Level Deck with Both Living and
Deirdre Fedun Fedun Real Estate Inc
$10,000 per month
60 Aspatuck Rd, Westhampton Beach, NY 11978
60 Aspatuck is the perfect summer rental with 4 bedroom, 3 baths, close proximity to Westhampton Beach Main Street, access to Rogers and Lashley beaches, central air, and a heated pool. Enter to a light-filled open and airy living room, a dining room with french doors to the bluestone patio and heated pool, a newly refreshed kitchen, and a den with a 60-inch television. Enjoy maximum privacy with
Dawn Litel-Murphy Corcoran
$19,500 per month
43 Bridle Path, Westhampton Beach, NY 11978
One Story Contemporary in the Heart of the Village Offering Open Living- Dining Area with Marble Fireplace, Eat-in-Kitchen with Granite Counters, Primary Suite and Bath with Jacuzzi Tub, plus 2 Bedrooms, Den and 2 Additional Full Bathrooms. Private, Fenced Yard with Heated Swimming Pool, 2,000 sq ft of Decking, Hot Tub and Enclosed Outdoor Shower. Access to Village Beach! Available 2026: May
Dana Stachnik Hampton Properties
$30,000 per month
650 Pine Ave, Southold, NY 11971
Permit 816. Beautiful New Construction In Private Beach Community. Creekfront Beach Access Along With 20x40 Heated Saltwater Pool. Ideal For Large Groups & Perfect For Entertaining, This Property Has It All. 8 Bedrooms And 7 Bathrooms Set On Lush Manicured Grounds, Provides Spacious Accommodations For Up To 16 Guests. Spend Afternoons Lounging By The Pool & Evenings Gathering With Family And
Colin McCarthy Thomas J McCarthy Real Estate
$50,000 per month
Unlisted Address
Nantucket-style waterfront home on the North Fork with creek access to/from Peconic Bay - 600 feet of waterfront, floating dock and a 1200 sq. ft. deck. The home offers ample ways to enjoy the outdoors - lounge poolside and enjoy a dip in the 20x40 pool and pool house amenities. Kayak or paddle board to a secluded bay front beach. Bring your boat or rent a captain, and go fishing any day you
Marie Beninati Beninati Associates
$22,500 per month
44 Legend Ln, Jamesport, NY 11947
Remodeled to perfection! This beautiful home features an open floor plan with wood flooring throughout, a cozy living room with bay windows and a fireplace, 3 bedrooms including 1st floor primary bedroom ensuite, screened in porch, large backyard with 16x32 heated, salt water IG pool and a fire pit, perfect for family gatherings! Don't miss out on this beauty! Surrounded by North Fork award
Sheri Winter Parker Corcoran
$4,000 per month
2420 Plum Island Ln, Orient, NY 11957
Year Round ONLY $4000 Per Month!! Welcome To Plum Island Lane In The Much Sought After Community Of 'Orient By The Sea' - Which Is A Stones Throw From The Private Beach! This Perfect Get Away Home Consists Of 3 Large Bedrooms, 1.5 Bathrooms, A Spacious EIK, Bright Open-Plan Living Room, Laundry And Recently Installed In-Ground 20 x 40 Saltwater Swimming Pool! This Gem Of A Home Was Completely
Pete Halpin Douglas Elliman Real Estate
$17,500 per month
240 Wilmot Rd, Ocean Beach, NY 11770
This Home is Available To Rent Weekly For $17,500 NOT a month. Fire Island is a vacation destination. This beachfront features 5 bedroom, 3 full bath home and is currently being renovated and will be an utter showstopper! With breathtaking ocean views, and a pool, you're not going to want to leave!
Robin Citriniti Netter Real Estate Inc
$12,000 per month
1060 Noyac Path, Water Mill, NY 11976
Stunning and Private 8-Bedroom Property on 5 Acres, Featuring Har-Tru Tennis court, beautiful pool, mahogany deck, and Fully Equipped Gym with Peloton Equipment. This Gorgeous estate Includes a Main House with 5 Bedrooms and Attached 3-Bedroom Carriage House, Perfect for Large Families, Friends, or Live-In Staff. Enjoy Extra Rooms in the Finished Basement for Added Space and Privacy. Ideal for
Diana Rafailova ALEPH REALTY BROKERAGE LLC
$29,000 per month
59 N Captains Neck Ln, Southampton, NY 11968
Estate-like, lush privet hedges surround this immaculate, traditional situated on a beautiful .46-acre property on a tranquil lane in Southampton Village. Stylish, light-filled rooms, include a spacious living room, a cozy den/family room with fireplace and a separate formal dining room. A recently-renovated open kitchen with new stainless steel appliances, includes a breakfast area with sliding
Cristina Matos Brown Harris Stevens Hamptons
$22,000 per month
813 Shore Rd, Long Beach, NY 11561
SUMMER SPECIAL 22k per month IN this RARE Move In Mint /Furnished Townhouse w private Sun decks & beautiful Ocean views and private Swimming POOL /steps to ocean /PARKING & Garage POOL AND OCEAN VIEWS/ CALL FOR AVAILABILITY. Call for all special info on Call for details & special info
Loretta Gomez Point Realty
$10,000 per month
25 Exchange Place, Westhampton Beach, NY 11978
Down the road from Rogers Beach and Main Street sits this beautiful home with amazing water views. The perfect location for you to enjoy all. Available for winter rental and short term during the summer. Also available during summer for two week minimum rentals. Call for pricing.
Constance Porto Douglas Elliman Real Estate
$7,500 per month
647 Ocean Breeze, Ocean Beach, NY 11770
This Home is Available To Rent Weekly For $7,500 NOT a month. Fire Island is a vacation destination. Enjoy Your Sunny Days On Fire Island At This Spectacular 3 Bedroom, 1 Bath Fully Updated Poolhouse. This Immaculate, Bright and Airy Cottage Includes Pool, Outside Shower, Sperate Entrances, 5 Bikes, 8 Beach Chairs, 2 Beach Umbrellas, and a Wagon.
Lisa Campbell Netter Real Estate Inc
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