luxury houses with pool for rent East Hampton, United States (page 4)

Step into this beautifully restored 1930's cottage, where timeless charm meets modern comfort. With cozy, easy living vibes, this home is the perfect backdrop for your next summer vacation. Featuring a first-floor primary ensuite bedroom, plus a second ensuite and two guest rooms upstairs, it's ideal for families or friends. Set on over an acre of private land, the expansive backyard invites you to roam, play, and cool off in the pool. Located just moments from Amagansett Village, enjoy easy access to top restaurants, shopping, pristine beaches, and convenient transport with the Hampton Jitney and Long Island Railroad nearby. Your perfect summer retreat is just a call away. [[Rental Registration # 25-837]] EH RR #: 25-837 Rental Terms: Other / Short Term - Short-Term: $30,000

Rental Reg# 22-396 expires 4/4/24 Also available Aug $40K Stately 5,800 square foot, 5 bedroom, 5.5 bath home on 2 acres surrounded by lush old growth beech forest. House is centered on an expansive and open floor plan perfect for gathering and entertaining and featuring large living and dining rooms, chefs kitchen, and sunny den. Large primary bedrooms on ground level and second floor. Multi-level exterior features deck off living area, overlooking extremely private and beautifully landscaped heated pool and patio. Perfect for an after-beach swim and barbecue. Less than 10 minutes from the center of Amagansett Village, shops, restaurants and ocean beaches. EH RR #: 22-396 Rental Terms: July: $52,500 Other / Short Term - July 15 - Sep 4: $77,000 July - Labor Day: $118,000 August - Labor Day: $54,000

This wonderful 4 bedroom, 3 bathroom home, nestled on a quiet cul de sac in the lanes, provides comfort and convenience at its best. There are two bedrooms located on the first floor, one is ensuite, with two bedrooms on the second floor and 1 full bath. Two comfortable living spaces on the main floor with streaming natural light entering from all angles, the kitchen, with all stainless steel appliances, offers an easy flow to the outside patio and pool area. The yard is magical, in both the front and back, offering generous open space. Enjoy the fire pit or dine by the pool on the back deck. The location is minutes to ocean beaches, shopping, fine dining and moments away from catching a bus or a train. This home provides a charging station for an electric car too! [[Rental Registration # Pending]] EH RR #: 22-1514 Rental Terms: July: $75,000

Situated in a prime south of the highway location in the Amagansett Lanes, this brand new construction house completed in 2019, has 6 bedrooms and 7 baths. Designed by a renowned architect, this 5,500 Sf +/- house has unique sleek modern lines throughout the house. All Four bedrooms on the top floor have ensuite bathrooms with beautiful finishes and custom cement tile floors with radiant heat. There are two additional bedrooms on the main floor in a separate private wing of the house. Multiple living areas offer a seamless blend of privacy and open, light-filled social spaces for family and friends. Large chef's kitchen flows into dining area and the great room with double height ceilings, while the extensive limestone patios surrounding the main residence and the pool house are providing beautiful views of the pool and secluded yard. Finished lower level includes media room, with a wet bar, living area, a ping pong table and a full bathroom. The outside living spaces, provide a one-of-kind experience. The modern outdoor living room area features indoor/outdoor living spaces, dining room, pool house with outdoor living area, all overlooking professionally landscaped grounds, and a saltwater gunite pool. Tastefully appointed with top of the line finishes and understated designer furnishings, the outdoor spaces effortlessly host casual afternoons by the pool. This prime south of the highway location in the Amagansett Lanes and steps to the ocean, offers a luxurious retreat environment with modern interiors and beautifully crafted outdoor living and recreational spaces. Top of the line finishes in and out, this home provides a truly unparalleled experience in this south of the highway location, within walking distance to ocean beaches, Amagansett's restaurants and shops. Rental Terms: July - Labor Day: $400,000 Memorial Day - Labor Day: $495,000

Rental Registry#: 21-875, Expires 06/17/2023. Easy summer living is the benchmark of this lovely one level 4 bedroom, 2 bath home just down the street from the Jitney stop. Spacious backyard featuring ample decking surrounding a heated pool and outdoor shower after the beach or pool. Completely convenient to Amagansett village, and the ocean in addition to its close proximity from transportation. EH RR #: 21-875 Rental Terms: July - Labor Day: $65,000 August - Labor Day: $37,500 July: $30,000

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

Conveniently located near Amagansett Village and Ocean Beaches, 6 Katie Lane is a meticulously crafted 7,000 square foot transitional residence that sits on 1.4 private acres. Composing the interior main floor is a first floor junior primary bedroom with outdoor access to the covered porch. Living room with a wood burning fireplace, an open kitchen and dining area, a separate den/TV room, powder room, laundry room with double washer dyer units, and built in cabinetry within the side entry hall. The covered porch is designed for casual entertaining including several outdoor heaters making it a perfect place to cozy up in the winter which is easily accessible from the dining, living and bedroom spaces. On the second level, you will find an open landing area designed for casual sitting. 3 guest bedrooms which are all en-suite, plus the en-suite upper principal bedroom with a private entry and oversized bathroom. The lower level has an open entertaining space with pool table, separate gym area, private office, and the 6th bedroom complete with two queen beds perfect for overflow guests. There is a double car detached garage, outdoor living features with heated 18'x42' gunite pool and spa, along with cedar pergola covering an outdoor fireplace, grill, and entertainment center, on the side you will find oversized outdoor shower. Among the private and beautifully hedged backyard you will find an outdoor dining area highlighted by London Plane trees. This peaceful oasis is waiting for you! [[Rental Registration # 22-345]] EH RR #: 22-345 Rental Terms: Two Weeks: $80,000 July: $160,000

This spectacular home in Amagansett is located at the end of a cul-de-sac and has been tastefully renovated with many modern conveniences. Highlights of the first floor include a sunken living room with fireplace and double-height ceiling, a chef's eat-in kitchen with high-end appliances and large island, a separate dining room, a large first floor primary suite, a separate office, two enclosed patios with seating, and a half bath. The second floor features the second primary bedroom with vaulted ceilings and a remodeled en suite bath. Two additional guest rooms are located across the hall, as is a seating area loft and a large guest bath. The allure of the interiors, however, is quite possibly overshadowed by the meticulous beauty of the grounds and backyard. The long driveway leads to the back of the property, which features a large gunite pool and separate spa surrounded by a bluestone patio and coping. Lush lawn, perennial trees and an outdoor shower help to complete the outdoor experience. With its close proximity to Amagansett Village, this property maintains a great sense of privacy while remaining close to fine area shops, local restaurants, and stunning ocean beaches. [[Rental Registration # RR-25-914]] EH RR #: RR-25-914 Rental Terms: September: $25,000 Two Weeks: $50,000 August - Labor Day: $90,000

Rental Registry #: 21-252, Expires 07/20/2023. Located in the coveted Amagansett Dunes, minutes to the ocean and village shopping, is this stylish four bedroom two bathroom contemporary in a private setting. First floor open flow layout offers fully equipped kitchen, formal dining, spacious living room, master bedroom with ensuite bath, and media room. Sprawling deck with outdoor dining area overlooks reserve and leads down to heated pool surrounded by lush landscaping. EH RR #: 21-252 Rental Terms: Other / Short Term - 08/25/2022 - 09/01/2022: $35,000

This pristine newly renovated traditional sits high on a hilltop in Wainscott, which is one of the many stunning features of this incredible rental property. Two-story, shingle style traditional home with 5,000 +/- square feet of living space offers top quality finishes throughout and offers five bedrooms, five and one-half baths, a professional kitchen with a breakfast bar, a family room, a formal dining room, a living room and two fireplaces. Sun or clouds, the entire home is filled with light enhanced by high ceilings throughout most rooms. Outdoors enjoy the new heated pool with retractable cover, a hot tub and spa, 1,800 +/- square feet of new decking and beautiful new landscaping, along with a three-car garage. [[Rental Registration # 23-1305]] EH RR #: 23-1305 Rental Terms: August - Labor Day: $115,000 July - Labor Day: $200,000 Memorial Day - Labor Day: $245,000 September: $18,000 July: $110,000 October: $18,000

Rental Reg 24-740 expires 5/10/2026. Totally renovated top to bottom and ready for a fabulous summer in Amagansett. We present this amazing 4 bedroom beach house complete with heated gunite pool and brand new poolside cabana. The 3/4 acre grounds are open and spacious with plenty of room to play, entertain, or just relax in the sun. The ocean beaches and Village of Amagansett are just a short distance away, close enough to grab your beach gear and go! How about a great meal in one of the East End's favorite restaurants or a stop in Amagansett Square for a bit of shopping. The house boasts a finished lower level, a designer open kitchen, a bright separate dining area with glass sliders to the brick patios, and two and a half crisp new bathrooms. It's the perfect Amagansett Beach House! [[Rental Registration # 24-740]] EH RR #: 24-740 Rental Terms: June: $25,000 September: $21,000 Other / Short Term - Year Round: $190,000

Savor every ray of sunshine at this elegant and sprawling Amagansett stunner! Perched on top of a rise overlooking a 17-acre preserve, with second story views of the ocean, this gated five-bedroom home is built on a grand scale with abundant room for extended family or friends. An oversized heated pool and plenty of entertaining and lounging space both indoors and out make this an ideal perch from which to enjoy spectacular sunsets and the shops, farm stands, restaurants, and beaches of Amagansett, all literally two minutes away by car. [[Rental Registration # 26-263]] EH RR #: 26-263 Rental Terms: Two Weeks: $75,000

Simply beyond compare, it will be love at first sight with this awe-inspiring 8,000 SF custom oceanfront mansion retreat on two magnificent acres with 200 feet of private oceanfront. An artistic masterpiece of modern architecture, combined with a world-class private beach, breathtaking ocean views, and cool Atlantic breezes provides the ultimate setting for luxurious living, relaxation, inspiration, and unmatched privacy. Located off an exclusive private cul-de-sac lane, down a 400 foot-secluded drive, you are greeted with a contemporary masterwork of three extraordinary stories. majestically facing the Big Blue. You will be dazzled by the soaring 11 foot ceilings and floor-to-ceiling walls of glass throughout, affording amazing ocean panoramas. Surrounding the home is gorgeous landscaping with lush gardens, shrubbery and privacy trees creating a Zen setting. Not to mention over 4,000 square feet of spectacular new decking and exquisite glass railings. Inside, you will fall in love with the unparalleled new renovation and designer furniture. Each room in this grand home provides the ultimate private beach refuge including 7 enormous bedrooms, 9 new bathrooms, 2 tremendous living rooms, 2 unparalleled new kitchens, and 2 spectacular fireplaces. There is an astounding brand new, drop-dead gorgeous state-of-the-art kitchen facing the ocean that seats 18 -- perfect for grand-scale entertaining! This chef's dream includes a gigantic Sub Zero refrigerator and freezer, Wolf stove and microwave, Miele dishwasher, and Zip Water filtration system. Relax in the incredible media room or workout in the amazing gym, while your children can play in the large playroom or fantastic new outdoor private swing set/play system with awesome playhouse. The luxurious two-car garage has a car charger, and there is a tremendous heated gunite ionized-water "healthy" pool with a dazzling large jacuzzi. You will love having two outdoor showers, an all-weather tennis court, huge-wrap-around new decks on all three levels, two new built-in outdoor gas grills, skylights, a tandem Kayak that is awesome for fishing or just paddling (seats one or two), and so much more. A private walkway to your magical backyard beach makes this the ultimate getaway of your dreams. The upper floor features a dazzling living room facing the ocean with a gorgeous working fireplace and large skylights. Also, conveniently located on this level is the luxuriously large master suite that includes a gigantic marble master bathroom with Jacuzzi tub facing the ocean, two-person shower, sauna, and huge walk-in closet. The glassed-in new designer kitchen and dining room are simply outstanding, and there is also a fantastic media room. Children or guests will love the large guest bedroom that feels like a second master suite on the upper level, with new marble en-suite bathroom featuring double sinks. The middle level includes a family room of grand proportion with a 75" TV and working fireplace right off the outstanding oceanfront pool with enormous deck and second glamorous new kitchen for entertaining by the pool along, in addition to a new powder room. There are four huge bedrooms on the floor, each with a stunning new marble en-suite bathroom and luxury fixtures. Your guests will feel pampered! The first level features a fantastic gym, another large guest bedroom with new-en suite marble bathroom, a terrific playroom, and two-car garage with Electric Vehicle Car Charger. This Rockstar custom home was designed and built by award-winning architect Bill Hayes. With three levels of glamorous, huge living and entertaining space, you will have your dream oceanfront oasis for your family and friends, offering the ultimate paradise of privacy and security. Perfectly positioned on one of the most coveted and private beaches in the world in beautiful Amagansett, between the sophisticated town of East Hampton and the gorgeous natural environs of Montauk...your modernistic oceanfron

Wainscott Opportunity - Traditional Home with pool on nearly a half-acre in the heart of Wainscott. The home offers an open and inviting layout that is ideal for entertaining. The spacious living areas flow seamlessly, with natural light enhancing the home's warm character. There is a cozy den and bedroom on the main level with a full bath. On the second level, there is an ensuite primary bedroom with two additional bedrooms and a bath. Outdoors, enjoy a private heated pool and outdoor shower, surrounded by mature landscaping that enhances an idyllic summer retreat. Just a short distance to ocean beaches, local farm stands, and Wainscott shopping, offering a very convenient location. . [[Rental Registration # 26-823]] EH RR #: 26-823 Rental Terms: Winter Season: $50,000 Per Month July: $35,000 August - Labor Day: $45,000 July - Labor Day: $80,000 Memorial Day - Labor Day: $95,000 June: $20,000 June/July: $55,000