luxury houses with pool for rent New York, United States (page 12)

Nestled within the coveted Georgica Estates enclave of East Hampton and just moments from the iconic sands of Georgica Beach, this five-bedroom, four-bath residence offers an opportunity to experience one of the Hamptons' most treasured settings with remarkable ease. One of East Hampton's original homes, it carries a sense of history and authenticity that feels increasingly rare. Privately positioned among extraordinary neighboring estates, the property is embraced by mature trees, sweeping lawns, and established gardens, creating a tranquil sanctuary in a premier location. The proximity to Georgica Beach allows for effortless daily rituals - early morning shoreline strolls as the light rises over the Atlantic, spontaneous afternoons by the water, and golden sunset returns as the sky softens into evening. The rhythm of the ocean becomes part of everyday life. Inside, the atmosphere is relaxed and quietly elegant. Sunlight fills the interiors, doors open naturally to the outdoors, and coastal breezes drift through the rooms. The aesthetic is collected and organic - inviting, personal, and uncontrived - offering a refreshing sense of ease. This is a home where sandy towels are draped casually, a place to gather, to read late into the afternoon, and to return from the beach with sandy feet and salt in the air. Lovingly maintained and artist-owned, the home carries a soulful presence. Its aesthetic reflects a collected, organic sensibility - layered, personal, and inviting - offering a refreshing alternative to more polished environments. It is a place to exhale, to gather, to read late into the afternoon, and to return from the beach with sandy feet and salt in the air. A true Georgica retreat for those who value privacy, proximity to the ocean, and the quiet luxury of simplicity. Available August through September. Rental Terms: August - Labor Day: $80,000 July: $75,000

Ideally situated in the heart of Southampton Village this 8 bedroom, 7 1/2 bath home has been lovingly restored to its original excellence with modern amenities. The first floor offers an open and bright Living Room, a sunny family room, a guest bedroom with a bath, a very large and open kitchen with walls of windows and glass doors that lead to the large stone patio, a formal dining room, and a game room. The second floor has a large master suite with 2 baths and a private deck, and 3 large guest bedrooms with 2 baths. The charming third floor has 3 additional guest bedrooms and bath. The lower level has a media room, a full bath, and a laundry room. There is a heated gunite pool, a pool house with a bath and outdoor shower, and a detached 2 car garage. Just a short block from Main Street and Jobs Lane and less than a mile to the ocean beach this home exemplifies summer living at its best. Fabulous, luxurious and light filled, it's the perfect summer retreat. Rental Terms: June: $60,000 August - Labor Day: $160,000 August: $150,000

Beautifully built, fresh, sunny and spacious, this shingled traditional is sited on 1 1/2 acres of mature trees and grounds. There is a gracious living with a fireplace and double height ceilings, a library with a fireplace, formal dining area, a professionally equipped kitchen with pantry, and 5 bedrooms with 4.5 baths including a oversized master with a study. This is a very comfortable country retreat includes a heated gunite pool. [[Rental Registration # RP170055]] EH RR #: RP170055 Rental Terms: June/July: $120,000 August - Labor Day: $100,000 Memorial Day - Labor Day: $220,000 June: $50,000 July: $100,000 September: $60,000 October: $60,000 July - Labor Day: $190,000 November: $60,000

Rental Reg #: 22-1105, Expires 06/29/2024. Chic modern 4 bedroom, 4 bath plus den/office on beautiful 2.4+/- acres located at the edge of East Hampton Village. Enter the double height living room with walls of glass overlooking the patio and child-secure heated gunite pool and spa. The living room kitchen-dining area, principal bedroom and one guest room open to the patio. A fourth bedroom not shown can be set up as guest bedroom. The den/office is set aside for privacy at the front corner of the house. The rolling and expansive lawns are bordered by mature trees and plantings for exceptional privacy. EH RR #: 22-1105 Rental Terms: Other / Short Term - 7/17/23-7/31/23: $36,000

Available for rent, this newly renovated Sag Harbor estate blends modern sophistication with laid-back coastal charm-perfect for a luxurious Hamptons escape. Fully gut-renovated and thoughtfully expanded, the 2,680 sq. ft. home features brand-new hardwood oak floors, Restoration Hardware finishes, a built-in sound system, and an abundance of natural light. The main living room boasts soaring ceilings, a custom bar, and seamless flow into the open-concept kitchen outfitted with top-of-the-line WOLF, Sub-Zero, and Miele appliances. With five bedrooms and four-and-a-half spa-like baths, the home comfortably accommodates guests, including two separate master suites with ensuite baths, soaking tubs, and walk-in showers. A flexible nursery space can serve as an office or dressing room, and a second private office at the entrance is ideal for remote work. Outside, enjoy a south-facing 0.58-acre property with a heated gunite pool, sun-drenched deck, lounge and dining areas, and lush landscaping. The home also includes solar panels, an electric car charger, a full laundry room, and deeded beach rights-perfect for launching kayaks or paddleboards. Just a mile from Long Beach and moments from Morton Wildlife Refuge and Noyac Golf Course, this rental offers the ultimate in Hamptons living. [[Rental Registration # RP251335]] EH RR #: RP251335 Rental Terms: September: $35,000 October: $20,000 November: $15,000 Two Weeks: $17,000 Other / Short Term - Dec: $15,000

This 2,610+/- sqft traditional home has gone through an extensive gut renovation, and full landscaping overhaul. Located in the Village of Southampton on a quiet street, offering 4 bedrooms including a primary suite on the first floor, three additional large bedrooms on the second floor and four new bathrooms. The expansive open kitchen with cathedral ceilings features a Wolf gas range, two Miele dishwashers, a Subzero refrigerator and a large island with seating for four. Skylights and large windows throughout, the home lets in the perfect amount of sunlight. Relax indoors in the living room or library, or take a dip in the new 10x26 heated gunite pool. This home provides the perfect place to enjoy and entertain, with repeat rental history, while being minutes to famed Ocean beaches. Rental Terms: March: $5,000 January: $5,000 July - Labor Day: $140,000 September: $25,000 February: $5,000 October: $20,000

Set deep within a private, wooded enclave of Amagansett, 41 Deep Wood Lane offers a rare opportunity to experience one of the East End's most cherished natural settings with remarkable tranquility. Approached by a long, secluded drive and enveloped by mature trees and lush plantings, the property feels deeply peaceful, yet remains moments from Amagansett's beloved farm stands and its world-class ocean and bay beaches-pristine, sought-after stretches of shoreline that define the area's enduring allure. Inside, the home carries an atmosphere of relaxed refinement. Sunlight pours through magnificent windows, illuminating interiors layered with soft tones and natural textures. The aesthetic is collected and organic, inviting, unforced, and quietly elegant. Multiple living spaces offer room to gather or retreat, each shaped by the surrounding landscape. The home features six generously sized bedrooms and five-and-a-half bathrooms, including a main primary suite privately positioned upstairs, a serene sanctuary among the treetops, and a second primary suite on the main level offering its own sense of ease and comfort. A dedicated gym, indoor sauna, and a second prep kitchen on the lower level further enhance the home's thoughtful, restorative nature. Outdoors, the property unfolds into a series of beautifully considered spaces, each deserving its own attention. A stunning gunite, pool with a bluestone surround anchors the grounds, framed by generous seating and lounging areas that invite long, unhurried afternoons. A separate firepit area, complete with its own seating, creates a natural gathering place as the day softens into evening. A large, private outdoor shower offers a refreshing post-beach ritual, while a wisteria-draped pergola provides a shaded, romantic setting for outdoor dining. An outdoor grilling area completes the experience. Everywhere, mature trees and dense greenery create a sense of privacy and immersion in nature. This is a home that feels deeply connected to its surroundings-soulful, secluded, and effortlessly livable. A true Amagansett retreat for those who value quiet luxury, natural beauty, and proximity to some of the most pristine beaches on the East End. [[Rental Registration # RR-26-242]] EH RR #: RR-26-242 Rental Terms: August - Labor Day: $120,000 August: $110,000

This Southampton beach house blends playful coastal personality with relaxed Hamptons living. Located in Bay View Oaks, a waterfront community with private beach access, deeded rights to Peconic Bay, and a boat launch, the home sits in a quiet setting within Bay View Oaks, just 10 minutes from both Sag Harbor and Southampton Villages. Inside, the home features high ceilings, light-filled rooms, and professionally designed interiors with a cool design sensibility that incorporates open-plan living, retro pop-culture touches, and colorful accents. The layout includes four bedrooms plus a bonus bunk room, 3.5 bathrooms including a primary ensuite, and multiple indoor-outdoor gathering zones that flow naturally for lounging, dining, and entertaining. A gourmet kitchen inside and out, multiple dining areas, and a layout arranged for smooth day-to-day living make the home easy to enjoy. The outdoor spaces offer a range of playful amenities. After the beach, rinse off sandy toes in the outdoor shower, step into the heated pool, basketball hoop, trampoline, fire pit, and several lounge areas suited for relaxing or gathering. A two-car garage and the overall setting bring everything together for a relaxed Hamptons stay. Offered for the early summer, August, extended season, and winter rental periods. [[Rental Registration # RP241487]] EH RR #: RP241487 Rental Terms: July: $50,000 June: $38,000 August: $55,000 October: $12,500 November: $10,000 Winter Season: $50,000 Per Month

Experience the ultimate Hamptons retreat at this stunning waterfront rental, part of the famed Briar Patch Compound on Georgica Pond. Set on 11.2± acres of pristine, landscaped grounds with expansive pond frontage, this luxurious rental offers privacy, tranquility, and sweeping water views-all just minutes from East Hampton Village and the ocean. Designed by renowned architect Peter Marino, the second residence features three bedrooms, four full bathrooms, a powder room, den, kitchen, and an elegant living room with coffered ceilings and a fireplace. Thoughtful architectural details and timeless design make this a truly special summer home. Enjoy exclusive access to the estate's property and amenities, including a heated gunite pool and spa ideal for relaxing or entertaining. Nature trails wind through the mature landscaping, and a private path leads directly to Georgica Pond, where you can kayak or paddle across to the beach. With breathtaking sunset views, complete privacy, and access to the best of the Hamptons, this property offers a rare opportunity to enjoy a world-class estate setting without compromise. Rental Terms: June: $60,000 July: $75,000

Escape to the heart of the North Fork in this beautiful, spacious four-bedroom home, perfectly designed for entertaining and hosting. Inside, you'll find ample living space complemented by a fully finished basement—ideal for extra lounging or movie nights—while the private backyard oasis features a sparkling heated pool for endless summer fun. Centrally located just one mile from Breakwater Beach, this home offers unbeatable access to the very best of the region, putting you just minutes away from the charming shops on Love Lane, premier local vineyards, and acclaimed farm-to-table restaurants. Book your stay today and secure the perfect central base for your ultimate retreat!

Newly renovated, spacious and stunning 4 bedroom, 5 bath home in the heart of East Hampton Village. This open concept home has abundant natural light throughout, further enhancing the welcoming, yet sophisticated decor, indicative of a bespoke East Hampton Village beach home. Perfect for entertaining or your exclusive enjoyment, the main floor flows seamlessly from the open kitchen with marble counter tops, top-of-the-line appliances and large center island with plenty of seating, to the dining area and the cozy living room with fireplace. The main floor also includes the primary ensuite bedroom with luxurious bathroom including a tub, one of three guest bedrooms, two additional full bathrooms, an office/den, and mudroom with washer and dryer. The second floor hosts two large guest bedrooms, one with king bed and ensuite bathroom, and the other guest bedroom with two twin beds, also with its own ensuite bathroom. This exceptional property affords both beauty and privacy with mature perimeter evergreens, rows of limelight hydrangeas, annuals and complementary greenery. Perfect for outdoor entertaining, the backyard features a new bluestone patio and heated pool with atmospheric outdoor lighting, outdoor shower and gas fire pit. Highly sought after location in East Hampton village on a tree lined street with sidewalks right near East Hampton Library, Guild Hall, Dopo, Oma, Mary's Marvelous and transportation. You're perfect Hamptons retreat awaits!! Rental Terms: September: $15,000 Winter Season: $49,000 Per Month Other / Short Term - Year Round: $215,000

Live the dream at Half Moon Bay. Rare riverview unit with one of the largest balconies facing the water. Extraordinary Hudson River resort community, some of the best amenities in Westchester County, easy NYC commute. Lovely townhome with balcony, dining area, living room and 2nd bedroom all facing the river. Cathedral ceiling, primary suite with walk-in closet and private bath, loft/second bedroom/office/den, woodburning fireplace, attached one car garage. Jitney to MetroNorth train station, 46 minutes to Grand Central Terminal in NYC. 2 pools, 2 clubhouses, 2 tennis courts, gym, sauna, riverfront promenade park at either end, marina. Walkable to town, restaurants, shops and train. Sunsets in paradise every night!

Spend your summer in the heart of Westhampton Beach at 9 Ocame Avenue — a chic, four-bedroom, three-bath retreat designed for effortless coastal living. This bright and stylish home offers the perfect blend of charm, comfort and Hamptons convenience, all moments from Main Street, world-class beaches, boutiques and dining. Step inside to sun-filled living spaces, a well-appointed kitchen, and comfortable bedrooms ideal for hosting gatherings. Outdoors, enjoy everything that makes summer special: a welcoming front porch, patio for dining and lounging, sparkling pool, pool house and a refreshing outdoor shower for after beach. Available September 2026 through April 2027 for $10K a month, this home is an exceptional option providing the perfect Hamptons home base.

Northport | WATERFRONT. Gated and enchanting waterfront retreat unlike no other. Fully FURNISHED & renovated Mediterranean inspired home nestled in the heart of Long Islands famed North Shore. Panoramic water views of the Long Island Sound & Connecticut. Foyer w/ sitting area and access to private deck. Open floor plan w/ views from every room. Large scale living/dining room combination. Upgraded EIK with stainless steel appliances. First floor w/ two en suite bedrooms and half bath. Lower level features large scale primary suite with renovated bathroom & steam shower. Additional en suite bedroom w/renovated bathroom. Lower level laundry w/ exterior access. The property features lush landscaping, in-ground pool and and covered cabana/ summer wet bar. Private Beach Access (HOA).

Discover the charm of Amagansett at this stunning Bluff Road Beach House, available for summer and fall 2025. Located in one of the area’s most sought-after spots, this historic 5+ bedroom home offers spectacular views of the dunes and ocean, with a perfect mix of vintage character and modern comfort. Built in 1911 and recently renovated, the home features a sun-soaked interior, full of natural light and cozy charm. Whether you're lounging in the spacious living areas, enjoying a morning coffee on the front porch, or entertaining in the expansive backyard, this property is designed for ultimate relaxation and enjoyment. The home boasts: 5+ spacious bedrooms, ideal for family or guest stays, a newly furnished, open and inviting floor plan, a large backyard with a private pool, perfect for lounging and summer fun Proximity to shopping, dining, beaches, and transportation (no car needed!) Whether you're looking to unwind with a peaceful ocean breeze, entertain in style, or take in the surrounding beauty, this Bluff Road Beach House offers the perfect setting for a memorable vacation. Book your stay for 2025 and experience the best of Amagansett living! [[Rental Registration # 22-905]] EH RR #: 22-905 Rental Terms: Winter Season: $90,000 Per Month

2026 Rates: August 1-15 $20,000, September $25,000, October $20,000: Escape to this exceptional seasonal rental, perfectly situated on the shores of the Long Island Sound. This beautifully appointed waterfront home offers the ultimate coastal living experience, featuring private stairs leading directly to the beach, an in-ground heated gunite pool, and panoramic water views from nearly every room. With 4 spacious bedrooms—including a luxurious primary en-suite—and 3 full bathrooms, there’s plenty of room for family and guests to unwind in comfort. The heart of the home is a dramatic post and beam Great Room, designed for both relaxing and entertaining, with soaring ceilings and expansive windows that flood the space with natural light. Step out onto the large balcony to take in sweeping views of the Sound, enjoy morning coffee as the sun rises over the water, or end the day with a spectacular sunset. Additional amenities include a 1-car garage, central air, and thoughtfully landscaped grounds that ensure privacy and tranquility. Whether you’re lounging poolside, walking along the shoreline, or enjoying evening breezes from the balcony, this home offers an unforgettable seasonal escape.

Beautifully renovated in 2023, this 4 bedroom cape is just minutes to Main Street Westhampton Beach. Open concept living flows seamlessly into the gourmet kitchen with oversized island; perfect for those summer gatherings. Two bedrooms & a full bath are conveniently located on the first floor, and 2 additional bedrooms and full bath are on the second floor. Den/tv room adjacent to the kitchen with sliding doors to the backyard. Relax poolside in the heated, saltwater pool. Beach chairs and bicycles are in the garage for your enjoyment! All the comforts of home while you vacation in the Hamptons! Available July 2026. Professional photos available soon

Offered July $35,000; Aug $35,000; Sept $25,000; Oct $20,000. Elegantly renovated and exceptionally spacious, this contemporary retreat is nestled within a parklike setting of sweeping lawns, lush gardens, and mature landscaping that affords remarkable privacy. Refined outdoor amenities include a heated gunite pool, outdoor shower, firepit, and walking path to abutting Island’s End Golf & Country Club. The main house and annex are filled with natural light, featuring soaring ceilings, oversized windows, and glass doors that open seamlessly to two expansive decks for effortless indoor-outdoor living. A generous poolside patio offers additional space for lounging and entertaining, while the decks provide inviting areas for alfresco dining, grilling, and relaxation. Bedrooms are thoughtfully positioned to ensure comfort and privacy for guests. Peaceful and secluded, yet just moments from Greenport Village, Seps Farm Stand, and sound and bay beaches, this home is impeccably suited for gracious North Fork entertaining.

Modern Waterfront Retreat in the Sought-After Canals Experience the best of Long Beach living in this exceptional waterfront home, where comfort, style, and coastal charm come together. Located in the highly desirable Canals neighborhood, this property offers a unique lifestyle with direct access to the water and a setting that feels like a year-round getaway. This spacious 5-bedroom residence is thoughtfully designed for seamless indoor and outdoor living. The home features a gourmet chef’s kitchen, a butler’s pantry, and an open-concept living area enhanced by stunning water views throughout. Outdoors, the property is ideal for both relaxation and entertaining, complete with an in-ground pool, an outdoor jacuzzi, a fully equipped outdoor kitchen and bar with TV, a fire pit lounge, a fenced yard with a playground, and a private fishing area. With the capacity to dock 4–5 boats, it is perfectly suited for boating enthusiasts and those who enjoy waterfront living. The primary suite offers a private retreat, featuring its own jacuzzi for added comfort and relaxation. The property also includes parking for 6+ vehicles, providing ample space for guests. Conveniently located just minutes from the beach and close to activities such as paddleboarding and jet skiing, this home captures the essence of Long Beach’s vibrant coastal lifestyle. All of this is just 45 minutes from NYC, making it an ideal waterfront escape.

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 adds more entertaining space. First floor ensuite bedroom, second floor, primary ensuite with private balcony, designer bathroom with soaking tub, walk-in shower. The fully furnished lower level offers media room, full scale gym, and wet bar. Outside enjoy the heated Gunite pool, tennis, and a hard court with basketball hoop. the 16x16 gazebo offers a fireplace for those special evenings in the Hamptons. Option to rent "mini moke" for those drives to the exclusive Quogue Village Beach. What a spectacular summer in Quogue. Available July 2026 only

2026 Rates: NO AVAILABILITY 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, gas fireplace and formal dining room. All four bedrooms are located on the second level: 1 Primary En-suite, 1 Junior Suite, 2 Guest Bedrooms and Full Hallway Bathroom. You will enjoy being within close proximity to Goose Creek, South Harbor Park Beach and Southold's vibrant business district!

No expense was spared on this Brand-New, 10,000+/- sq. ft. gated, Custom Construction. Available for the first time for June/July, 2024. This is perhaps the nicest estate rental offering available just outside Sag Harbor Village, only a 1/2 mile to Long Beach. The home itself is magnificent, custom designed, with no detail overlooked. It has every amenity--7 ensuite bedrooms, elevator, magnificent custom-designed Kitchen, glass Breakfast Room, oversized Great Room and Living Room with Wet-bar. The first floor also features a luxurious Bar Room/Butler's Pantry and a large 1st-floor Office with TV. The lower level offers a Gym, Game Room, and Hotel-like Spa, with Steam Shower, Soaking Tub, Shower, and Sauna. The majestic property offers 1.5+/- acres of full lawn--gated and fully enclosed. It includes a Pickleball Court, Basketball, 45' Pool, Hot Tub, Outdoor Living Room, and Outdoor Kitchen/Bar. The property is perfect for family outdoor living and entertaining. And for local daily activities, the offering is also only moments to Community Tennis, two gorgeous Beaches, Sag Harbor Marinas and the Shelter Island Ferry. Rental Terms: November: $30,000 Other / Short Term - Year Round: $650,000 Winter Season: $135,000 Per Month

Experience breathtaking views of Long Island Sound and Orient Point County Park from this spacious open-concept home. Beautifully updated 4-bed, 4-bath home offers private 20x40 heated saltwater pool and serene backyard. Host memorable gatherings in the spacious kitchen, perfect for indoor & outdoor dining. The expansive master suite boasts breathtaking views, king-size bed, office nook, dressing area, full bath, and private balcony. The lower level features a cozy sitting and entertainment room, an exercise room, a full bathroom, laundry facilities, a 2-car garage, and direct access to the pool and backyard. Enjoy easy access to the pristine sound beach, hiking trails, Orient State Park, and Duryeas restaurant. Located at the tip of Long Island, this exceptional home is perfect for anyone seeking coastal living with ample entertainment and relaxation space. Offered Apr $11,000; May $20,000; June $25,000; July $35,000 (RENTED); July 31-Aug14 $20,000; Aug15-Sept 8 (RENTED); Sept 10-30 $20,000; Oct $20,000; Nov $15,000. Permit# 0234.

2026 Rates: June $8,500/week; July and August $10,000/week (Two Week Minimum For All Rentals). Spend your summer in style at this exquisite brand-new modern farmhouse, offering the perfect blend of luxury, comfort, and North Fork charm. Located just minutes from Greenport Village, local farmstands, renowned wineries, and pristine beaches, this home is the ideal summer retreat. Set on a full 1-acre lot, this spacious and sun-filled residence features an open-concept layout with elegant hardwood floors throughout. The heart of the home is a high-end chef’s kitchen, fully equipped for entertaining and flowing seamlessly into a stylish living area complete with a gas fireplace—perfect for unwinding after a day on the Sound. The first-floor primary ensuite bedroom offers a serene private escape, while the second floor includes a junior ensuite and two additional guest bedrooms with a shared full bath—providing ample space and comfort for family and friends. Step outside to your own private oasis featuring a 20x40 heated in-ground pool, surrounded by lush landscaping and plenty of space for outdoor dining and lounging. Whether you’re sipping wine under the stars, enjoying a day at the beach, or exploring nearby Greenport’s vibrant shops and restaurants, this stunning farmhouse offers the ultimate summer experience.

Enjoy a beautiful airy and bright mint condition Bay Front Orient Contemporary home, perfect for relaxing and entertaining. This 4-bedroom 4.5 bath home has gourmet kitchen, fireplace, open common space for easy entertaining. First floor has access to bay side screened porch from living room and den (or 4th bedroom with full bath). Second floor master bedroom and a guest bedroom open onto upper bay side deck, a third bedroom with full bath completes the layout. Private stairs to the beach and deeded beach rights to association Bay beach just a short walk from the house. Property is close to all village amenities: Country Store, Post Office, Marinas, Bay and Sound beaches. Available Apr $10,000; May $12,000; Sept $20,000; Oct $15,000; Nov $10,000; Dec $10,000. Permit# 1020.