Holiday rentals with a patio in Southampton

An aerial view of a modern house is shown, surrounded by lush greenery. A private pool is prominently featured in the backyard, accompanied by blue lounge chairs. The spacious lawn leads to a quiet road, offering a serene atmosphere.

4.82 out of 5 average rating, 17 reviews

Stylish Southampton Getaway

Walkable to Shinnecock Golf Course! Welcome to our stylish summer rental in Southampton, NY! This newly refurbished/furnished house with a modern design and open layout is the perfect place to relax and enjoy the beautiful Hamptons. The house is filled with natural light and located in a quiet neighborhood mins from the beach, shops, and restaurants, only 1.5 hours from NYC. The outdoor area is completely private with pool, hot tub, grill, sound system & dining areas for you to enjoy your stay!

4.85 out of 5 average rating, 140 reviews

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

A spacious saltwater pool is surrounded by a well-manicured yard, featuring lounge chairs and large umbrellas. Water features create gentle splashes, enhancing the serene environment. The area is framed by trees, providing a natural backdrop for relaxation.

4.98 out of 5 average rating, 101 reviews

Brand new house with an all year round hot tub.

Your family will be close to everything when you stay at this centrally-located place. Very close beaches near dune road. Movie theaters, supermarkets, liquor store, farms and a bunch of local restaurants that you can visit.DJs are not allowed. Loud music and parties are strictly prohibited. It's a very quiet, relaxing, and peaceful neighborhood. No smoking inside the house.check in 3pm check out 11am extra charge. If you don't check out 11am.a minimum of 5 cars, no more than 5 cars

A sparkling pool reflects the clear blue sky, surrounded by a sleek stone patio. Lounge chairs are positioned nearby, inviting relaxation. Lush greenery and vibrant gardens frame the space, enhancing the private outdoor setting.

5 out of 5 average rating, 52 reviews

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Chic, 5-bedroom, 3.5 half-bath home is close to the water and the village of Southampton. The sparkling pool has a beautiful backdrop of a lushly landscaped garden. Southern exposure in the backyard brings an abundance of sunshine inside and out. The home includes an outdoor sauna, fire pit and rock garden perched above the pool for your very own spa retreat. The inside of the home is thoughtfully designed with a relaxed, chic & luxury feel making it the perfect Hamptons getaway.

4.97 out of 5 average rating, 180 reviews

A spacious living area features high ceilings and natural light streaming through large windows. A white sofa is paired with wooden chairs, while a glass coffee table sits on a woven rug. An elegant dining area is visible in the background with a large table.

Cottage in The Hamptons

Charming Southampton Light filled Cottage

Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

4.96 out of 5 average rating, 107 reviews

Home in North Fork

Stunning Farmhouse in NoFo I Heated Pool, Wineries

Modern Farmhouse Oasis | Private Pool | Near Hamptons & North Fork Escape to a stylish sanctuary where modern design meets pastoral charm. Set on a private, one-acre land, this farmhouse is a masterclass in coastal living. Enjoy sun-drenched lounge areas, a sparkling pool, and the constant, cooling luxury of Atlantic breezes. Inside, the home offers a seamless blend of contemporary interiors, and high-speed Wi-Fi—perfect for a peaceful retreat or a "work-from-anywhere" getaway.

An open living space features a comfortable sofa adorned with patterned cushions, complemented by a light wood coffee table. A dining area with a round table is visible, and large glass doors provide access to the backyard, bringing in natural light.

4.93 out of 5 average rating, 127 reviews

Hamptons "Get Away" Near Beach/Wineries/Golf

Located in Hampton Bays-the heart of The Hamptons surrounded by water! Close to beaches, waterfront restaurants, wineries, golf & wedding venues. Open floor plan w/ modern flair. 4 bedrooms, 2 full baths, eat-in kitchen, spacious living room and lower level recreation area/ foosball. Enjoy amenities including smart TVs/appliances, EV Charger, 2 fireplaces, 1Gb WiFi, large deck w/ string lites, BBQ, firepit, & outdoor shower. Great for families, couples, coworkers and friends!

A spacious backyard is showcased with a large saltwater pool, featuring a floating inflatable and sun loungers arranged along the edge. The house stands in the background, framed by trees and an inviting grassy area, enclosed by a black fence.

4.93 out of 5 average rating, 102 reviews

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach

Unwind in Hamptons Bliss! A coastal oasis awaits at this exquisite vacation house. Immerse yourself in luxury, from the elegant interiors to the serene outdoor retreat including a massive fenced-in salt water heated pool (Memorial Day to Labor Day) that will leave you in awe. Indulge in beachside bliss, upscale shopping, and culinary delights. Create memories that will linger long after the sun sets over the horizon. Your dream Hamptons getaway starts here!

4.92 out of 5 average rating, 165 reviews

A bright living area features light-colored walls and wooden flooring. A comfortable sofa and a plush chair are arranged around a rustic coffee table. A ceiling fan hangs above, while a kitchen with a blue island is visible in the background, enhancing the space's openness.

Home in North Fork

Modern Farmhouse Steps to Beach & Love Lane

Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

A sunset scene is captured over a sandy landscape, where vibrant shades of orange and pink fill the sky. Silhouettes of beach fencing and grassy dunes are visible in the foreground, complemented by a wooden structure to the right.

4.99 out of 5 average rating, 129 reviews

Charming Retreat Near Ocean Beaches

Entire House! Large fenced in yard, great for pets. Two bedrooms, one song ride away from Ponquogue Beach. Have the beach to yourself for walks and exercise! Perfect place to get away and Unwind. The house is located on a quiet residential street close to the hamlet of Hampton Bays. Enjoy the patio and fire pit (use non-windy days) on 1/4 acre property. Still plenty to do here, we are 20 minutes from Wine Country and Tanger Outlets.

A charming cottage exterior features wood shingles and white trim. An American flag hangs proudly from the front, while window boxes with greenery add a touch of color. The light blue front door complements the natural elements, inviting guests inside.

4.98 out of 5 average rating, 168 reviews

Luxury Hamptons Home with Heated Saltwater Pool

Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.

A well-maintained outdoor pool area is surrounded by a wooden deck and lush greenery. Lounge chairs are positioned along the pool, with a shaded area provided by a large tree. The clear blue water of the pool reflects the sunlight, inviting relaxation.

4.94 out of 5 average rating, 155 reviews

Astounding Watermill 5 Bedroom home with Pool

Situated off of a quiet lane on a half-acre of land, updated, modern residence offers a peaceful and quiet Hamptons getaway. 5 bedrooms / 3 modern bathrooms offers a relaxing escape. Large open kitchen leads out to the back garden, pool and indoor-outdoor eating areas. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Popular amenities for Southampton Holiday Houses with Outdoor Verandahs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

Apartment in The Hamptons

Two bright orange chairs are positioned beside a small wooden table adorned with a potted plant and books. A cozy atmosphere is created in a well-lit space featuring light-colored flooring and natural light from the nearby window.

5 out of 5 average rating, 72 reviews

Hampton Studio

Apartment in The Hamptons

An expansive ocean view is showcased from the studio, featuring calm waters that reflect the sunlight. Soft waves gently lap at the sandy shore, while lush greenery lines the foreground, contrasting with the clear blue sky above.

4.92 out of 5 average rating, 110 reviews

Ocean View Studio with King Bed

Superhost

Apartment in The Hamptons

4.84 out of 5 average rating, 31 reviews

2Br Hampton Family Escape: Beaches, kayaks, BBQ

Apartment in Farmingville

A cozy corner of the apartment is showcased, featuring a round mirror above a narrow table with two stools. A comfortable armchair with a plush cushion is positioned nearby. Natural light enters through a window adorned with sheer green curtains, enhancing the inviting space.

4.81 out of 5 average rating, 145 reviews

LOVELY STUDIO APT W/ PRIVATE ENTRANCE & PATIO

4.93 out of 5 average rating, 157 reviews

A neatly made bed is positioned in a softly lit room, featuring a light blue bedspread and decorative pillows. Two bedside lamps provide warm lighting on either side, creating a calm and restful environment.

Apartment in Bayport

Private Studio in Lovely South Bayport

Superhost

An open studio space features a spacious bed with a light duvet and decorative pillows. A leather couch complements the area, while large windows provide natural light, framed by white blinds. A bedside table and warm lighting create a cozy ambiance.

Apartment in Center Moriches

4.82 out of 5 average rating, 114 reviews

Cozy Studio 15 Min From Hampton Beaches

4.92 out of 5 average rating, 126 reviews

A cozy living area features a comfortable gray sofa adorned with patterned pillows. A light-colored side table and an illuminated lamp create a soft glow. A decorative coffee table sits in front, accompanied by a potted plant in the corner, adding a touch of greenery.

Apartment in North Fork

Private 1st flr apt w/ patio 3 blocks from beach

4.89 out of 5 average rating, 135 reviews

Apartment in Medford

Home away from Home!

Holiday House Rentals with a Verandah

A calm outdoor patio area features a round table surrounded by four white chairs. An umbrella stands in the center of the table, and potted plants add greenery. The view overlooks a serene pond framed by trees and a cloudy sky.

4.97 out of 5 average rating, 38 reviews

Spend Perfect Days Southampton Cottage US OPEN

Superhost

The illuminated backyard features a heated pool with a vibrant blue hue, surrounded by comfortable lounge chairs. A large umbrella provides shade over the seating area, while string lights create a cozy ambiance. A wooden deck is visible, enhancing the outdoor space.

4.81 out of 5 average rating, 21 reviews

Southampton Home 5Min From Beach

A clear blue pool is framed by a stone patio, complemented by lounge chairs and a dining set nearby. The cozy home, with a shingled exterior, is set against a backdrop of lush greenery and a clear blue sky.

5 out of 5 average rating, 20 reviews

Sag Harbor 3 bedrooms with Pool

5 out of 5 average rating, 10 reviews

Home in Southampton

Stunning Southampton Star

A bright living area features a comfortable white sofa and two accent chairs. A coffee table sits in front, accompanied by a floral centerpiece. Natural light filters through a window, and a wall-mounted TV is positioned across from the seating. Steps lead to the kitchen area.

5 out of 5 average rating, 63 reviews

The Hamptons Surf Cottage!

5 out of 5 average rating, 9 reviews

Luxury Southampton Home/outdoor Sauna/hottub

A heated saltwater pool is surrounded by a spacious green lawn and lounge chairs, with a tree-lined white fence in the background. The house features a charming design with large windows and a wide patio area, suitable for outdoor dining and relaxation.

4.97 out of 5 average rating, 140 reviews

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

4.95 out of 5 average rating, 63 reviews

Amazing Southampton Home with Private Heated Pool

Holiday condos with a patio

Lounge chairs are arranged around a patio area, each shaded by a large umbrella. A potted plant adds a touch of greenery, and a serene body of water is visible in the background, bordered by lush vegetation and a wooden fence.

4.67 out of 5 average rating, 3 reviews

One Bedroom Apartment Nestled in the Dunes

4.83 out of 5 average rating, 12 reviews

Condo in Greenport

Greenport Getaway at Cliffside Condos

A bright living area is furnished with a light-colored sofa, floral-patterned chairs, and a coffee table with decorative items. A large television is positioned on a dark wooden console. Natural light filters in through windows, illuminating the space with a cozy ambiance.

Charming Bayfront Condo

A bright bedroom features a spacious bed with a light-colored plaid duvet cover. Two bedside tables with lamps are positioned on either side. A wall art piece of a tree adds a touch of nature, while natural light streams through a door leading to another room.

Bright and Airy One Bedroom Apartment in the Dunes

A bright and colorful room features bold stripes in green, orange, and purple on the walls. A spacious bed with white linens and pink accent pillows is positioned near a window. A spiral staircase leads to an upper level, complementing the room's playful design.

Charming 2 Bedroom Apartment with Beach Amenities!

Condo in Montauk

New place to stay

Mead to be Montauk - Long Island Coastal Escape

A modern kitchen space features stainless steel appliances and white cabinetry. A spacious island with a sink provides a functional area for meal preparation. Natural light floods the room, highlighting the dining area with a view of the water through sliding glass doors.

4.92 out of 5 average rating, 13 reviews

Condo on the Sound - Navy Beach

A spacious living area features a modern sectional sofa with decorative pillows and a cozy rug. A wall-mounted television is positioned opposite the seating, and natural light filters in from a window, highlighting the room's neutral color palette.