luxury houses with pool for rent United States (page 16)

Escape to an ultra-private, newly and beautifully furnished beachfront retreat. This modern residence showcases sweeping open-bay vistas, walls of glass, and soaring double-height ceilings that create a stunning sense of light and space. Outside, a secluded 20' x 40' heated gunite pool invites relaxed summer living, while a private staircase leads directly to the sandy beach below. The home offers four bright, spacious bedrooms-each with an ensuite bath and glass balconies framing captivating water views. A first-floor junior suite is ideal for guests, and an additional fifth bedroom, currently styled as a cozy den, features a queen sleeper sofa and private bath. The custom contemporary kitchen provides generous prep and serving areas, perfect for entertaining. Occupying its own private level, the primary suite is a serene sanctuary with a fireplace, sitting area, and a glass-enclosed outdoor terrace showcasing panoramic bay views. The luxurious primary bath includes a soaking tub overlooking the water and a steam shower. Residents also enjoy access to a private community beach and marina. [[Rental Registration # 25-155]] EH RR #: 25-155 Rental Terms: June/July: $190,000 July: $125,000

Rare opportunity to rent this 3 bedroom, 4 bath cottage situated on 2 acres in East Hampton's coveted Lily Pond Estate Section. Set in beautiful park-like grounds, this southern facing home enjoys sun all day. Complete with an expansive manicured lawn and surrounded by mature hedges to ensure total privacy. This unique property includes a two bedroom carriage house as well as a 1,200s.f.+/- 2 bedroom, 2 bath guest house. House is spotless and offered at bargain price - and offered for long term. Call for more information [[Rental Registration # 24-895]] EH RR #: 24-895 Rental Terms: Other / Short Term - Year Round: $100,000 August - Labor Day: $35,000 July: $28,000 July - Labor Day: $55,000

Exceptional seasonal rental opportunity in the highly sought-after Equestrian Club Estates, ideally located just a golf cart ride from Wellington International. This beautifully renovated, fully turnkey residence offers a clean, modern interior with 4 bedrooms, 4 full bathrooms, plus a separate family/TV room, providing plenty of space for comfortable seasonal living. Enjoy beautiful lake and horse show views from this prime location within one of Wellington's most desirable equestrian communities. The home has been thoughtfully updated throughout and is offered completely furnished and move-in ready for the season. Equestrian Club Estates is exceptionally convenient for riders, trainers, owners and families participating in the Wellington winter season. Rental Terms: Annual: $50,000 Per Month

Charming 3-bedroom, 2.5-bath home on a beautifully landscaped lot in a quiet, non-HOA community—just minutes from WEF and the Global Dressage Festival. This inviting property features a heated pool and spa, perfect for relaxing or entertaining. Inside, enjoy a bright, open layout with a spacious kitchen and comfortable primary suite. Ideal as a seasonal rental or private retreat, this home offers the perfect blend of comfort and location in one of the area's most desirable equestrian neighborhoods. Rental Terms: Annual: $12,000 Per Month

Minutes to ocean and bay beaches, farmstands, and the best that Water Mill and Bridgehampton have to offer, this one-of-a-kind gated estate delivers an unparalleled blend of Hamptons luxury and Western character. Surrounded by 50+/- acres of reserve, the 18-acre property offers total privacy with equestrian amenities, including paddocks, two stalls, and a professional Grand Prix riding arena. Featured on the cover of Architectural Digest's "Country" issue, this is a stay you won't find elsewhere. The custom Montana-built log home boasts four bedrooms, five full and two half bathrooms, designer furnishings across two levels, four fireplaces, a full movie theater, and a dedicated gym. Outdoors, enjoy a heated pool; outdoor dining, bar, and grilling areas; expansive grounds; and direct access to nature. Full-time groundskeeper/barn manager on-site. [[Rental Registration # RP251906]] EH RR #: RP251906 Rental Terms: Other / Short Term - Dec: $40,000 November: $40,000 Memorial Day - Labor Day: $295,000

Spend your vacation in this freshly renovated, five-bedroom home close to ocean beaches and moments to the village. The Traditional house was renovated on the highest level possible and tastefully furnished and decorated. Also offers a separate guest house with its own private terrace. The large covered terrace, heated pool and wonderfully landscaped garden make the perfect place to entertain. Rental Terms: August: $140,000 August - Labor Day: $150,000

A truly unique and fun East Hampton Village rental, perfectly located, a quarter mile to the village, boutique shopping, top dining, and approximately a half mile to ocean beaches. This stylish and well-sized home offers the ideal Hamptons lifestyle with both relaxation and entertainment in mind. The home, crisp, clean and updated, features 4 bedrooms and 3 full baths, thoughtfully designed for comfort and ease. The space is ideally laid out, an open kitchen to the living room, perfect for gathering and being together. Outdoors, enjoy a beautifully arranged setting with a heated pool with hot tub, expansive lounging areas with chaises and seating, a fire pit gathering space, a gazebo for shaded entertaining, and the ultimate wellness amenities-a sauna and cold plunge. The excitement continues on the lower level, where you'll find a fully equipped fitness space with top-notch workout equipment, along with a playroom featuring a pool table and additional games, making it perfect for guests of all ages. For those seeking even more space, there is an option to rent the adjacent home, which also offers 4 bedrooms, creating a rare 8-bedroom compound-ideal for extended families or multiple groups of friends vacationing together. A perfect blend of location, amenities, and fun-this East Hampton Village rental delivers an unforgettable summer experience. Rental Terms: May: $15,000 Winter Season: $49,000 Per Month November: $12,000 July: $75,000 August - Labor Day: $80,000 October: $10,000 Memorial Day - Labor Day: $165,000 Other / Short Term - Dec: $12,000 August: $75,000 June/July: $90,000

East Hampton Village Prime - An Architecturally Significant Summer Residence on Mil Hill Lane Set on one of East Hampton Village's most coveted streets, this extraordinary home offers a rare summer retreat of architectural pedigree and quiet sophistication. Set moments from the Atlantic and the historic village centre, the property occupies an unusually generous .52-acre triple lot, affording both privacy and presence-an increasingly scarce combination in East Hampton Village. Recently and meticulously re-envisioned by Thomas Puckett Designs, the residence preserves the integrity of its Tudor Revival origins while introducing a refined contemporary sensibility. The interiors are calm and considered: exposed timber beams, a sculptural gas fireplace, and a restrained palette of soft neutrals create an atmosphere that is at once elegant, warm, and distinctly coastal. A custom-designed entrance hall and mudroom with radiant heated floors provides a functional yet beautifully resolved transition from outdoors to in. Designed for elevated summer living, the home flows effortlessly into a stylish den and casual dining space that opens directly to the outdoor entertaining terrace. The chef's kitchen is a true centerpiece-featuring custom cabinetry and hardware, top-of-the-line Wolf appliances, a dedicated coffee bar, and an oversized, hand-crafted walnut island that invites gathering, entertaining, and relaxed coastal evenings. The upper level comprises three private bedroom suites, each with its own ensuite bath. The primary suite is notably serene, defined by vaulted ceilings and dual north- and east-facing exposures that allow natural light to move gently through the space throughout the day. Its bath is finished in porcelain with radiant floors and a deep soaking tub, offering a quiet, spa-like experience. Two additional guest suites-one with a king bed, the other with twin beds and a discreet work area-are finished to the same exacting standard. Outdoors, the property is designed for a refined summer rhythm. Mature trees and thoughtful landscaping frame a south-facing heated saltwater gunite pool, shaded dining areas, and multiple lounging zones. An outdoor shower completes the experience-ideal after mornings at the beach or afternoons spent poolside. Located in one of the most iconic and walkable villages in the Hamptons, this home is just minutes from multiple ocean beaches, boutique shopping, and East Hampton's finest dining. An exceptional offering for the most discerning summer renter-this is East Hampton Village at its absolute finest. Rental Terms: Two Weeks: $55,000

Freshly renovated contemporary home includes 4 bedrooms, 4 full baths with beautiful light plus additional finished living space in the lower level. A captivating entrance leads to a spacious living room featuring 16-foot ceilings and opening up to a 50-foot saltwater pool area with a large deck and a new 6-person hot tub. The kitchen is spacious and connects to a sunlit solarium, blurring the line between indoor and outdoor spaces. Downstairs offers space for recreation and includes a pool table and full bathroom. The garage has been converted into an art studio for those who enjoy painting, sculpting, or other creative pursuits. Bicycles are also available for easy access to the nearby town, beach, and other points of interest. [[Rental Registration # 23-354]] EH RR #: 23-354 Rental Terms: August - Labor Day: $55,000 June: $28,000 Other / Short Term - Year Round: $150,000 July: $44,000 May: $18,000 August: $50,000 Memorial Day - Labor Day: $110,000

New to the 2021 rental market: 6 BR, 5 bath modern Hampton home with fabulous pool house and an inground, heated gunite swimming pool. Several outdoor entertaining spaces and in- and outdoor fireplace. This home offers an open concept floor plan with a large gourmet chef's kitchen, dining area that flows effortlessly into the living/family area with fireplace. On the second floor are 5 bedrooms, 3 bathrooms including the sumptuous master suite with soaking tub and rain shower. Only minutes to Village shopping, restaurants and ocean beaches. [[Rental Registration # RP251145]] EH RR #: RP251145 Rental Terms: August - Labor Day: $90,000 September: $25,000 May: $50,000 June: $40,000 Memorial Day - Labor Day: $249,000 Other / Short Term - Year Round: $290,000

A sleek Mid-Century home...Escape to this stunning 3-bedroom, 2-bathroom beach house located in the peaceful Shinnecock Hills area of Southampton. With a private setting on a quiet cul de sac, this professionally designed home offers a seamless blend of indoor and outdoor living, ideal for relaxation and entertainment. Property Highlights: 3 Bedrooms, 2 Bathrooms - Comfortably sleeps 6 Heated Pool & Hot Tub - Relax poolside or unwind in the hot tub after a day at the beach Spacious Outdoor Living - Enjoy sunny days on the large deck, perfect for entertaining or simply relaxing Large Outdoor Shower - Refresh after a swim in the pool or a day at the beach Beautiful Gardens - Professionally landscaped for a serene, private environment Interior Features: Primary bedroom with King bed and ensuite bathroom Two guest rooms with Queen beds, shared bathroom with tub & shower Cable TV & WIFI - Stay connected during your vacation Open Concept Living Areas - Bright and airy spaces, perfect for family gatherings Location & Convenience: Walk to the Shinnecock Bay Beach - Enjoy peaceful days by the water, just a short stroll away Minutes from Southampton Village & Hampton Bays - Only 10 minutes to charming shops, restaurants, galleries and attractions Close to Iconic Beaches - A short 10-minute drive to the beautiful beaches of Southampton and Hampton Bays Wine Country - Located near both the South Fork and North Fork of Long Island's famous wine regions Family Fun Nearby - Take the kids to the Riverhead Aquarium or enjoy a shopping spree at Tanger Outlets, just 20 minutes away. This beach house offers the best of both worlds - a private retreat with all the amenities you need, yet minutes from the vibrant action of Southampton and the natural beauty of the Hamptons. Perfect for those looking for a tranquil getaway with easy access to everything the area has to offer, including boating & water sports. Minutes to the Shinnecock Canal, which offers marinas, many waterside restaurants and a world class spa at the Five Star Canoe Place Inn & Restaurant. Don't miss out on this rare opportunity to stay in one of Southampton's most desirable areas. Book your stay today! [[Rental Registration # RP170644]] EH RR #: RP170644 Rental Terms: June: $25,000 Two Weeks: $18,000 August - Labor Day: $39,000

Exquisite residence situated on just under an acre of lush, gated land, tucked away on a coveted lane South of the Highway. This remarkable 5,000+/- sq. ft. traditional features 4 stylish bedrooms and 4 newly renovated full baths, including a first-floor primary suite with a sitting room and a spa-like bathroom. The inviting eat-in kitchen flows into a formal dining room and a spacious living room adorned with stunning décor. For those who seek relaxation and entertainment, the elegant library beckons with its warm fireplace, a TV projector screen, and a well-crafted wet bar. Whether you're on the second-floor sun deck or the bluestone terrace on the main floor, you're treated to breathtaking views of the meticulously landscaped grounds. Outdoors, the pool cabana with outdoor fireplace, gunite pool, and lush flower gardens allows for total relaxation and is perfect for entertaining. A refreshing outdoor shower completes this oasis. Located mere moments away from East Hampton Village and world-class ocean beaches, this property truly embodies the quintessential Hamptons lifestyle. Rental Terms: July - Labor Day: $350,000 July: $175,000 August - Labor Day: $175,000

Escape to this stunning Southampton village rental, where coastal elegance meets modern luxury. This beautifully appointed 3-bedroom, 2.5-bathroom home is your gateway to a serene Hamptons lifestyle. Located just moments from both the world famouse beach and Village, this Southampton gem offers the best of both worlds-seclusion and proximity to the ocean's beauty. Don't miss your chance to experience Hamptons living at its finest. Rental Terms: August - Labor Day: $80,000 August: $75,000

Privately elevated at the end of a long driveway sits a stunning modern home, Clearhouse. With timeless architectural planning by SP design the home is dramatically raised on a central plinth and cantilevers horizontally with floor to ceiling windows and sliding glass doors to create the ultimate indoor/ outdoor modern luxury living. Clearhouse offers one of the single greatest vistas on the east end of Long Island. The house has 360-degree views - 180 degrees being Peconic Bay, The North Fork, The Long Island Sound, and Connecticut - the south view is indigenous manicured forest with undulating elevations. On the first floor you will enjoy a full-width travertine terrace and private office. The upper floor is equipped with a gourmet kitchen with signature appliances, dining area with a wall of glass that opens to let the outdoors in, sitting area and large primary bedroom with views from every angle. The primary bedroom is comprised of 3 sides of glass - the width of the room opens completely to the elements like a modern treehouse. The lower guest level, with equally incredible vast views has a perfectly positioned media den and 2 ensuite guest bedrooms with sweeping bay views. The rooms reveal themselves in a horizontal band with architectural floor to ceiling windows. The interior synthesis of stone and dark rosewood reclaimed from a Manhattan bank and leather details create a warmth and glow that envelop the senses. A level of luxury permeates. Eye catching details such as a suspended black fireplace and world class art and furniture create a dreamy ambience. The home offers a dock with a 6,800 lb. boat lift, including additional room for a 55' boat and a 30' boat. Unparalleled sunset views every evening and ever changing light throughout the day. EH RR #: 2024-L-0045 Rental Terms: June/July: $110,000 Memorial Day - Labor Day: $200,000 July: $85,000 August: $85,000 July - Labor Day: $175,000 August - Labor Day: $105,000

Perfectly situated for stunning panoramic water views across Gardiner's Bay with stairs to a private sandy beach is this renovated home that instantly captivates. Set on 1 acre of rolling green lawns with a salt water pool it is gated and landscaped for privacy. The open interior holds double height ceilings and walls of glass that invite in continuous water views, coastal air and natural light throughout. There are five bedrooms, four baths, a stunning glass enclosed dining area, office space, and 2 fireplaces. The exterior amenities delight with a 40x20 salt water gunite pool, multiple idyllic gathering areas for dining or entertaining all with spontaneous beach to water access. A perfect canvas to create a memorable Summer outdoor lifestyle in the Hamptons. Tucked away on a private road, it is minutes to the unique charm of East Hampton Village, its ocean beaches, restaurants and shops. Come experience waterfront living at its very finest! [[Rental Registration # RR-26-363]] EH RR #: RR-26-363 Rental Terms: July: $150,000

On one of the prettiest parts of one of the prettiest and most peaceful lanes in East Hampton village, this meticulously renovated beauty is the perfect perch for a long summer vacation. With a well-conceived indoor/outdoor layout across three levels, the house has four (en suite) bedrooms, four and a half baths, and many lovely spots in which to gather or be apart. Beautiful finishes and thoughtful touches abound, making a stay here both memorable and comfortable. The peaceful and private backyard features a large heated pool, a freestanding gym and lovely plantings, and backs up to a 1.4 acre reserve. Spend an unforgettable month here right in the heart of the village. [[Rental Registration # RR-25-432]] EH RR #: RR-25-432 Rental Terms: August - Labor Day: $75,000

Located minutes from East Hampton Village and ocean beaches, this recently renovated 3 bedroom, 2.5 bath modern has an open layout that leads to a lovely dining deck with BBQ and outdoor fireplace, shaded by a pergola and overlooking the heated gunite pool and landscaped grounds. EH RR #: 18-1270 Rental Terms: Other / Short Term - June: $25,000 July: $45,000 August - Labor Day: $55,000

Extraordinary oceanfront estate on coveted Meadow Lane presents a rare opportunity to experience true Hamptons waterfront living. Set on 2.3± private acres with 200 feet of pristine ocean frontage, the property captures sweeping Atlantic views and offers direct beach access just beyond its private dune. Perfectly positioned south of the highway, it combines exceptional privacy and scale with close proximity to Southampton Village. The 5,900± square foot main residence, designed by Beyer Blinder Belle with interiors by renowned French designer Andrée Putman, blends classic English influence with clean, contemporary interiors. Spanning three levels, the home features seven bedrooms, seven full baths and one half bath, along with multiple living and entertaining spaces anchored by five fireplaces. Hardwood flooring runs throughout, while expansive decking and private ocean-view terraces create seamless indoor-outdoor living. The grounds are equally impressive, offering a heated gunite pool with spa, a private tennis court, detached garage, and studio space, all set against a rolling lawn that stretches to the ocean. Located on prestigious Meadow Lane in Southampton, this is a rare opportunity to rent a true oceanfront compound offering privacy, design pedigree, and the very best of Southampton summer living. Rental Terms: Winter Season: $500,000 Per Month Other / Short Term - Year Round: $2,000,000

Rental Reg# 23-128 expires 6/15/25 Experience beachside living at this completely renovated Montauk Beach house. Boasting 3 bedrooms and 2 modern bathrooms, this home provides the perfect summer retreat. Step inside to discover a brand new open kitchen, complete with top-of-the-line stainless steel appliances and ample storage space. The light-filled living room features large windows and a cozy gas fireplace, creating an inviting atmosphere for relaxation and entertainment. Outside, you'll find a beautiful bluestone patio with BBQ and plenty of comfortable outdoor furniture, perfect for lounging and soaking up the sun. Take a dip in the heated saltwater pool, or rinse off in the outdoor shower after a day at the beach. Short distance from private access to Culloden beach, as well as shops, restaurants, and marinas. EH RR #: 26-38 Rental Terms: September: $20,000

The 2020 completed, as good as new construction home has all the bells and whistle of luxurious, modern living at its best. Open public spaces flow from one room to the next into the gourmet chef's kitchen with island seating, breakfast area. Sliding glass doors open to the vast property with lawn areas and a proper patio and in-ground, gunite swimming pool. The home offers 7 bedrooms including the oversized primary bedroom with walk-in closet. The finished lower level offers a media room, exercise room with sauna and storage. A must see and experience! [[Rental Registration # RP250582]] EH RR #: RP250582 Rental Terms: June: $65,000 November: $30,000 Other / Short Term - Year Round: $295,000 August - Labor Day: $105,000 July: $100,000 October: $30,000 Memorial Day - Labor Day: $260,000 April: $20,000 July - Labor Day: $200,000 May: $40,000

This five bedroom, 6.5 bath home, located on a private cul-de-sac street approximately 1 mile from the ocean, is perfectly sited on a beautifully landscaped acre. The front door opens onto a large, bright foyer. To the left is the living room with fireplace, baby grand piano, and 2 sets of doors leading to the covered porch facing south and the deck facing west. To the right of the foyer are the formal dining room and elegant powder room. Overlooking the rear yard is the fully equipped, renovated eat-in kitchen with stainless steel appliances including a Sub-Zero refrigerator, gas range, 2 dishwashers, and wine cooler. Down a short hallway are the family room with a fireplace and high ceilings and a room serving as the pool cabana, featuring a refrigerator, washer/dryer, and full bath. The main staircase in the foyer leads upstairs to the primary bedroom suite with a king-size bed, walk-in closet, and luxurious bathroom; an en-suite bedroom with a king-size bed; 2 additional bedrooms, each with a queen-size bed, which share a hallway bath; and a second laundry with washer/dryer. The 2nd staircase by the family room leads to a private 2nd floor en-suite bedroom with a king-size bed and to a separate office. The lower level has a finished recreation room and a full bath. Outside, there are multiple seating areas: the south-facing covered porch; the deck facing west with a Weber grill and large teak dining table for 12; and a patio surrounding the gunite pool with a variety of wicker furniture and comfortable lounge chairs. The grounds are lushly landscaped with spectacular gardens and ample grassy areas. Adjacent to an agricultural reserve, the property offers spectacular sunset views. [[Rental Registration # RP241855]] EH RR #: RP241855 Rental Terms: July: $89,500

Beautifully appointed clean and fresh 4 bedroom 4 bath rental in Wainscott available for seasonal or year round use. Oversized windows offer plenty of light along with stone fireplace and stylish comfortable furnishings in the living room. A chef's kitchen and eat in island provide an ideal area for cooking and entertaining with a dining area for more formal dining. A lovely covered terrace overlooks 2 acres of privacy including heated gunite pool, lounging area and enchanting landscape with raised field stone accents . Spacious and private with easy access to the very best of Hamptons' living. EH RR #: 18-2245 Rental Terms: August - Labor Day: $50,000

This chic designer decorated 4BD, 4 1/2 BA with around 3,000 sq ft living space over three floors offers coveted location and stunning features throughout. Located on a charming and quiet one-way street in Southampton Village and just minutes from Main Street, this sophisticated and modern house thrills with millwork that creates an effortless flow throughout. From the moment you enter, you'll be engaged by the bright and light feel and open floor plan, the perfect backdrop for a fabulous summer vacation. The first floor includes a professional kitchen with large island, dining area, butler's pantry, powder room, and generous living room with an inviting gas fireplace, perfect for a cool evening. The second floor includes three beautifully appointed bedrooms, the primary offering an en-suite bathroom and walk-in closet. The second-floor landing provides a bonus, light-filled study/workspace. The tastefully appointed finished lower level provides a generous media/entertainment room, 4th bedroom, full bath and laundry room. Outside, enjoy the perennial gardens and beautiful grounds that provide privacy for the heated gunite pool and pool house. The pool house is complete with a kitchenette, daybed and full bath, as well as an outdoor shower. This spectacular offering truly embodies the perfect Hamptons retreat! Please call with any questions or to set up an appointment to view. No pets sorry. Rental Terms: July: $60,000 Other / Short Term - 6/25/2026 - 7/30/2026: $65,000

This recently refurbished Northwest East Hampton home is designed for modern living. With a touch of glamour, you enter a gated 5-acre property with raised stone patios, lush plantings, a gunite pool, spa, and tennis. The lofted great room has a fireplace and an adjacent screened-in patio. A wall of French doors open onto a bluestone terrace. The spacious chef's kitchen has a walk-in pantry, marble island, breakfast bar and a sunny casual sitting area. Pocket doors enclose an intimate library/media room. The 1st floor primary suite is privately situated with an elegant bath, generous closets and French doors to a terrace overlooking the grounds. A guest room opposite the primary easily functions as a private study. The upstairs offers a 2nd primary suite with balcony and 2 generous guest rooms. The delightful outdoor living area has a fireplace, kitchen and BBQ, multiple terraces, ample guest parking and an attached 2-car garage. Beautiful Northwest Harbor beaches are moments away, as are the charming villages of East Hampton and Sag Harbor. A special Hamptons offering. Rental Registration #21-977 [[Rental Registration # 23-1258]] EH RR #: 23-1258 Rental Terms: June: $60,000

On a tranquil street, less than a half mile from the Atlantic Ocean and near the center of the village, this updated Southampton classic offers 5 bedrooms, 5 and a half baths, CAC and heated pool all on 1 private acre. Find a combination of classic Hamptons charm with bright contemporary accents & amenities. Also available Thanksgiving and Christmas weeks for $25K Weekly Rental Terms: September: $35,000 October: $35,000