Civitella Marittima

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Hair Dryer

Bathroom

Dishwasher

Microwave

Pod Coffee Machine

Kitchen

Oven

Kitchen Utensils

Fridge

Freezer

Kitchen & Dining

Washing Machine

Bedroom & Laundry

Hot Tub

Private Pool

Swimming Pool

Wellness & Fitness

Wi-fi

Internet & Office

Fireplace

Air Conditioning

Heating & Cooling

Private Parking

Free Parking

Parking & Access

Barbeque

Patio / Terrace

Balcony / Patio

Garden

Outdoor

Mosquito Net

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Pets Allowed

Pets

Safe

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Located in a peaceful and picturesque spot in rural Tuscany, not far from the city of Grosseto, this charming villa is ideal for those looking for a back-to-nature break. There are plenty of hiking, cycling and horse-riding trails in the area, ideal for sunny days discovering vineyards and olive groves. At this home, you'll be surrounded by green and leafy views, and you won't be short of wonderful places from which to view them, with a hot tub, private pool and a lovely dining terrace that's perfect for evening feasts.

The Old Turnstile

Board Games

Amazon Prime

Netflix

DVD Player

Games Room

Library of Books

Sound System

DVD Library

Smart TV

Bathtub

Bathrobes

Toiletries

Cafetiere

Toaster

Stove

High Chair

Kettle

Coffee Maker

Blender

Espresso Machine

Ice Machine

Dryer

Iron

Ironing Board

Cot / Crib

Drying Rack

Outdoor Pool

Desk / Workplace

Central Heating

Parking Available

Parking On Street

Wheelchair Access

Self Check-in / Check-out

Free Parking On Premises

Beach / Pool Towels

Outdoor Seating

Sun Loungers / Beach Chairs

Sun Umbrellas

Welcome Hamper

Fire Extinguisher

First Aid Kit

Formerly an olive mill, this Tuscan villa combines rustic charm with modern design elements. Just outside the small hamlet of Iesa, the villa is nestled in the serene Tuscan hills, surrounded by verdant countryside. Downstairs you will find the original stone olive mill, alongside chestnut beams, exposed stone, and terracotta tiling across the house. This preserved charm is compounded by contemporary bathrooms, and a sunroom with floor to ceiling windows, where you can admire the oil painting of a view. On cooler nights, gather here with a drink in hand for a movie or to play some music. Outside there is a table which seats ten, for al fresco dinners before a spot of stargazing.  

No detail is spared here. From the food and drinks hamper waiting for you in the kitchen on arrival, laden with complimentary wine, olive oil, fruit and cooking supplies, to the range of activities available to book through your host, whether it be horse riding, a cooking class, or a cycling trip. There is no better area for lovers of nature and beauty. There are plenty of nearby hiking trails through untouched woodland, with panoramic vistas over the countryside. Hop in the car for fourteen minutes to reach Terme di Petriolo, famous natural hot springs set in a wooded valley. After a day of exploring, cool off in the enormous pool, before an aperitivo and a sunset barbecue. La dolce vita.

Emerald Hills

EV Charger

Child Friendly

This beautiful eco-friendly home sits on a quiet hilltop, offering far-reaching views. From the terrace – a great spot for alfresco dining – you can admire panoramas of the valley, all the way out to Isola del Giglio. Swimming in the private pool, you’re surrounded by nature. The villa has been renovated using organic and reclaimed materials, making it highly energy-efficient. It’s a tranquil, comfortable home, ideal for a family or group of friends. Two guests will sleep on a sofa bed in the living space, so those hoping for more privacy might prefer a maximum guest count of eight. 

Dappled in Light

Cooking Essentials

Black-Out Blinds

Extra Pillows and Blankets

Laptop Friendly Workspace

Private Entrance

For a taste of authentic Italian living, this stylish home opens its doors to the beauty of southern Siena.

Located in the historic town of Montalcino (renowned for its Brunello wine), this is the perfect setting to experience the warmth and depth of Italian living. It feels traditional here with elegant styling that adds comfort and ease. From preparing your morning coffee in the kitchen to sitting in the private garden, this is the kind of space that inspires you to slow down and savour the moment. 

Follow the views of the Val d’Orcia and take a stroll through the charming streets of Montalcino, making a stop in one of the cafes or restaurants to enjoy the atmospheric beauty. Or wind your way through the rolling hills towards Siena – only a fifty–minute drive away. 

As the sun sets across the countryside, you’ll love coming home to this sanctuary in the trees. Open the doors and enjoy an evening in true Italian style – with beautiful food, wine and conversation.

Rosemary & Olive

Luxury Toiletries

Hangers

Free Parking On Street

Single-Level Home

Courtyard

Balcony

If you love the artsy side of life, you'll thrive in this contemporary loft. Colourful art pieces stand out, with some splashes of colour added by the feature walls. Natural light pours in through the large kitchen windows – the perfect chance to watch the morning birds fly by. You even get a lovely view of the courtyard from the bedroom too. 

Spend the day at Constanti winery – this is where your host works, so she will be more than happy to give you a tour of the place. Beautiful vineyards surround the loft and a wide range of wineries to sample some of the tastiest glasses of red.

Return home to sit at the dining table while the scent of a home-cooked Italian meal fills the room from the nearby kitchen. After you've eaten, pick a book off of the shelf, and snuggle up on the sofa while the moonlight shines through the windows. Pop the TV on for background noise or simply enjoy the peace and quiet that Montalcino brings.

Artistic Grapes

Satellite / Cable TV

Bicycles

Beach Essentials

Fenced Property

Hammock

Outdoor Bathtub

Carbon Monoxide Detector

Security Cameras

Nestled in a sea of pea-green pastures, historic olive groves, and undulating hills, this home exudes Tuscan tranquillity. You'll find it in the little village of Brenna, just a forty-minute drive from Siena. Sitting on the first floor of an old honey-hued building, it impressed us with its exquisite interiors and awe-inspiring views. 

The interior combines rustic charm with contemporary comforts and, in true Tuscan style, is cloaked in a calming veil of warm earthy tones and natural textures. Step inside and discover a light-filled canvas of exposed brick walls, terracotta-tiled floors and lofty ceilings adorned with striking timber beams. We love the open-plan living area, a free-flowing space primed for relaxation with ample seating, a delightfully-equipped country kitchen and a majestic stone fireplace. Down the hall, three sumptuous sleeping quarters promise restful slumbers and, through timber-framed windows, postcard-worthy views of your glorious surroundings.

Outside, the peaceful shared courtyard, furnished with dining furniture and a hot tub, beckons you to unwind in the sun. Enjoy an alfresco breakfast here before a day of adventure. Take a stroll through the town, enjoy a morning swim in the Merse River, or hike through the wooded Alto Merse Nature Reserve, just twenty minutes away on foot. 

Escaping Time

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Smoke Detector

​​Restored by an Italian architect with a gentle touch, this villa has been updated and split into more modern apartments, but without ever compromising on the original charm. By honouring the villa's history – and thereby retaining its character – the home feels traditionally Tuscan with its terracotta tiles and wooden beams. Walk barefoot across the floors to savour the coolness of those tiles on hot days, or light a fire in the wood-burning stove and stare up at the beams, imagining what life would’ve been like here. Nonnas rolling out pastry for tortellini, children helping churn gelato, wine flowing, and bowls of food changing hands in a celebration of ingredients, and life. You might even wish to recreate that – a holiday well spent.

Alternatively, spend lazy afternoons sitting under the vines outside as you watch the sunset on the horizon. Head out to authentic Italian pizzerias for pizza and gnocchi, or make a gelato run before exploring the surroundings. 


Bellissima Casa

For a taste of authentic Tuscan living, this holiday home is a great choice. This apartment is one of six, renovated from a 15th-century structure by a historically conscious architect. The result of the renovation is an apartment that boasts classic Tuscan design with modern amenities and comfort – you can dine beneath wooden beams and stay cool thanks to the terracotta tiles. 

Outside, a pretty patio boasts a wood-fired pizza oven and alfresco seating. After a day spent in the sunshine, it’s delightful to sit in the shade of the trees and sip local wine while the aroma of pizza fills the air. 

This is a restful home on the outskirts of the village of Brenna, which is just five minutes away on foot. If you need to cool down, you might stroll five minutes to Stazione Balneare Merse where you can swim from the river beach. Of course, the apartment is also in a great location for exploring Tuscany, whether you fancy touring the vineyards or seeing the galleries and museums of the cities. It takes twenty minutes to drive to Siena, making it a perfect day trip. 


A Rustic Reverie 

This Tuscan villa is perfect for large groups. With a main house and separate annex rented as one home, each with its own living area, kitchen/dining area, and bathrooms, you can holiday together while still enjoying your own space. While the traditional decor may not be to everyone’s tastes, we’re sure everyone will appreciate the outdoor space – with spectacular views across the Tuscan countryside, a private pool, and alfresco dining, what's not to like? Location-wise, you’re 9 kilometres from Casciano di Murlo for shops and restaurants, 6 kilometres from the natural hot springs of Terme di Petriolo where you can enjoy a soak, and 30 kilometres from historic Siena.

Charming Countryside Villa

Desk

Set amidst rolling Tuscan countryside, this villa promises an escape from it all. With a mix of modern and traditional interiors, there’s something to appeal to all tastes here, and plenty of space for up to ten guests to spread out comfortably. Outdoors, the private pool takes centre stage, while sun-worshippers will be delighted with the expanse of terraced areas and garden from which to soak up the rays. For a day out, nearby Siena is well worth a visit for its beautiful buildings, historic sites and abundance of eateries offering a true taste of Italy. 

The Valley's Mine

Ping Pong Table

Outdoor Fireplace / Firepit

Umbrellas

This elegant home in Tuscany is in a dreamy spot in a valley, in a countryside setting that leads to absolute relaxation. The villa is full of character, with antique furniture and wooden beams, in addition to mesmerising views. 

The outside space is lush and pretty. Roses and lavender have been planted alongside a wealth of trees, making the garden feel like an oasis. In the morning, sip coffee at the table under the gazebo, admiring the views and planning your day. If you’re anything like us, you won’t be able to resist a dip in the hedge-lined swimming pool for long. Dry off on a sun lounger with a good book, or start a table tennis tournament with your friends. 

In the evening, set up outside at the long dining table. You might like to arrange for a local chef to come and cook for you – that way you can enjoy a cocktail hour on the terrace before dining as the sun sets beyond the valley. 

The villa is only a short walk along the river to the centre of peaceful Poggibonsi, so you can easily dine out in the local restaurants or grab a gelato. Montemorli vineyard is just a twenty-minute walk up the hill, while the medieval beauty of San Gimignano is a mere twenty-one-minute drive away. Slightly further afield, you can be in Siena in thirty minutes, and Florence in an hour.  


Verdant Valley

Head into the Tuscan hills just outside the charming village of Cellai and keep an eye out for an imposing villa with its own bell tower. Almost unbelievably, this stunning property will be your home from home for however long you decide to stay.

Step inside your apartment, and you'll discover a typically Tuscan scene, with tiled terracotta floors, exposed wooden ceilings and frescoes painted directly on the walls. Four individually decorated bedrooms, each as enchanting as the last, will serve as your soothing sanctuaries for you to unwind at the end of each day. The spacious interior includes not one but two seating areas, so you can always claim a secluded spot as your own for the afternoon if you want to get lost in the pages of a good book. Meanwhile, the kitchen and dining area are perfect for sociable meals with family and friends in true Italian style. 

Outside in the shared garden, you'll find yourself surrounded by pristine landscaped gardens with a vine-covered pergola, terraced seating and perhaps most importantly, a pool. 

Start each day by visiting Forno La Chiocciola, where you can stock up on fresh bread, including Florentine speciality flatbread, schiaccata. Then, when you're not laying out on poolside loungers and sipping wine in the sun, the stunning Renaissance city of Florence is less than half an hour away. Why not get to know the artistic, architectural and cultural history of Tuscany, spending an afternoon or three wandering its streets and taking it all in. 


The Legendary Giulia

Surrounded by olive groves and ancient woods, this traditional farmhouse welcomes you to an authentic stay in the heart of Tuscany. 

Located on Pomaio hill with sweeping views across the countryside, this is a wonderful setting to retreat into the heart of nature. And from the moment you arrive, you’ll want to savour the rustic simplicity and charm of this home – it’s the perfect place to connect with the timeless beauty of Italy. 

Families and friends will love gathering here – the communal spaces feel warm and intimate, inviting you to slow down and enjoy quality time together. And whether you’re drinking your morning coffee in the garden, swimming in the pool or cooking in the cosy kitchen, this is the kind of home that enriches daily living. 

Outside, follow the garden path out into the surrounding countryside for an inspiring stroll, or make the short drive into the majestic city of Arezzo – just ten–minutes away. Whether you’re admiring 15th century frescoes and abbeys, or olive trees and vineyards, this home is the perfect setting to celebrate the authentic taste of Tuscany. 

The Terracotta Sun

Rain Shower

Shared Pool

It may be less than a thirty-minute drive from the spectacular Renaissance city of Florence, but this home feels like another world. Located up in the hills, you'll discover a spectacular villa – complete with a clock tower – just outside the small village of Cellai, where time seems to stand still. 

Pad across terracotta-tiled floors, with wood beam ceilings above, and discover rooms filled with character and charm, where period features and modern touches sit effortlessly alongside one another. Nowhere is this better displayed than in the contemporary kitchen and adjoining dining room with its antique stove. Each of the four bedrooms blends rustic charm with supreme comfort, while the bathrooms are fitted out with beautiful tiles and gleaming marble for a touch of luxury.

Step outside and you'll discover a lush landscape of terraced gardens, an inviting pool and breathtaking views over the Tuscan terrain. Your hosts recommend making the trip to Forno La Chiocciola, where you can stock up on Florentine speciality flatbread, schiaccata, each morning. Afterwards, place yourself poolside and settle in for a day of sunbathing, interrupted only by refreshing dips in the water and trips to the kitchen to get some more of that delicious bread. 

The Breadbasket

Playground

Pool / Snooker Table

Baby Bath

Changing Table

Ceiling Fans

Buzzer / Wireless Intercom

Outdoor Audio

Resort Access

Stair Gates

Tucked away in vineyards and verdant pastures as far as the eye can see, this home promises tranquillity with breathtaking views to boot. You'll find it tucked away in Terranuova Bracciolini, surrounded by natural beauty and just a thirty-minute drive from Arezzo. Here, you're in a convenient spot for exploring Tuscany, with Siena and Florence both just shy of an hour's drive away.

We're completely infatuated with this home's rustic charm. It's set across two pastel-hued and ivy-clad villas, making it the perfect base for families and large groups. We especially love the majestic glass-walled recreation space, dressed to the nines for entertaining, with a banquet-style dining table, cosy lounge, ping pong and billiards table. 

Inside, it's a quaint canvas of terracotta tiled floors, shuttered windows and timber beamed ceilings, while contemporary comforts promise a want-for-nothing stay. After a restful slumber in the cosy sleeping quarters, spend mornings in the fully-equipped country kitchen, brewing espressos or tucking into breakfast on the veranda. 

Fringed by lush, landscaped grounds, including a home-grown vegetable garden that you're encouraged to forage, this home beckons you to relax in the splendour of your surroundings. Here, a saltwater infinity pool takes centre stage, a glistening oasis amidst the perfectly clipped emerald lawn. Spend your days poolside, soaking up the sun or relaxing beneath the shade of the rose garden nearby. 

Tuscan Rose

This charming apartment is nestled in the picture-perfect village of Suvereto. Cute and cosy, it's ideal for couples looking for a romantic getaway, or a solo traveller who wants a tranquil base when exploring the wonders of Tuscany.

Step inside, and you'll find a gorgeous space that reflects its rustic location perfectly. There are plenty of traditional touches, from the exposed brick and wooden ceiling beams, to the distressed wood dining table. Pick up some local ingredients, and practice your Italian-style cooking in the kitchen – it's a homely space where you can whip up the perfect risotto. When you've finished eating and sipping some Pinot Grigio, you can get comfortable in the peaceful bedroom, for a restful night's sleep. 

Although petite, Suvereto is packed with cultural delights. Wander through the labyrinth of passageways dating back to the medieval era, and stop off in the family-run restaurants for delicious pasta and pizza. Don't miss the Aldobrandesca Fortress and the beautiful Romanesque church, both just a few minutes away from your front door. A twenty-minute drive will bring you to the Etruscan Coast, with its hidden coves and pinewood forests – so, whether you want to lie on a beach or take an invigorating hike through the woods, you'll be very happy here. 

Cracked Black Pepper

In a sleepy town in Tuscany, this breathtaking apartment is a unique find. Set in a former palazzo, it boasts classical Tuscan features like high ceilings, traditional archways, and a grand red brick exterior. Neutral colours inside contrast with the spectacular frescoed walls. We love the Rococo-style cherub fresco above the bed, lending the room a celestial aura. There is plenty of space to relax in the large open plan living area, and the fully stocked kitchen is perfect for practising your Italian home cooking. 

Certaldo Alto is a charming walled Medieval town, home to winding cobbled streets, picturesque churches, family run restaurants, and sprawling views of the verdant Tuscan countryside. It is 35km from Florence, making a day trip to the city easy. While you are there, be sure to sample some of the excellent wines from the region. After a day of exploring, kick back on the sofa in your opulent living room, before retreating to the serene calm of the bedroom for a perfect night’s sleep. With its romantic setting and unbeatable location, this would be the perfect getaway for couples. 

Fairytale in Fresco

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Jacuzzi

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Paid Parking On Premises

Multiple Sets of Keys

Throws

An open space in a sixteenth-century building, in the hilly outskirts of Florence that, at time at times, has been both a stables and a nightclub, Thermae is one of the most spectacular places we’ve seen in Italy. Its restoration has been a labour of love for the host, Giovanni, and the way that he’s incorporated technology into the original structure is simply impressive. There’s too much to describe here, but know that everything's been taken care of. And if we did have to choose one thing that stood out, it might have to be the pool, hidden away in the vaults, and only accessible through a trapdoor.


Thermae

Private Washing Machine

Workplace

Tucked away in a hidden corner of Tuscany, this striking home is a dream for architecture lovers and tranquillity seekers alike. Designed by Carlo Chiappi, it blends modernist principles with natural textures, creating a seamless harmony between indoors and out. Floor-to-ceiling windows flood the space with light, framing the beauty of the rolling countryside like art. Perfect for exploring the charms of Monticiano, it's a retreat that offers pure, unspoilt peace wrapped in architectural brilliance.

Tuscan Hideout

Located in the pretty hilltop village of Montalcino, this home is a Tuscan gem with a lot to offer. There’s a beautiful garden with a pool and a hot tub to ensure optimum relaxation. You’ll also have a traditional wood-burning pizza oven and a fire-pit for magical evenings under the stars. Inside, the rooms are just as inviting with traditional and luxurious features. The main bedroom comes with a romantic bath tub and two of the bedrooms are located in the annexes for extra privacy. Daily breakfast and housekeeping are included in your stay. Plus, it couldn’t be better placed for adventures across Tuscany. From here, it’s just a short stroll into the village centre, while Pienza, Montepulciano and Siena are all within driving distance. 

The One Light

Nestled in the Tuscan countryside, this villa is a place for a family or group of friends to spend quality time together in the sunshine. From the hanging chair to sun loungers, the outside space offers ample opportunities to enjoy the views. Plus, there’s a covered terrace for alfresco dining. The sleeping quarters are on the lower ground floor with direct access to the garden and pool (something to keep in mind if you’re staying with young children), and the main bedroom has an open-concept en-suite, which may not be to everyone’s taste. If you fancy a change of scenery, the town of Castel del Piano is a short drive away.

The Italian Rose

This Tuscan home is in a peaceful spot, surrounded by trees and meadows. We love the dining room here, which opens out onto the private garden and boasts countryside views. The garden is well set up for lazy days and alfresco dining, and if you want to explore the area on foot, there are hiking trails on the doorstep. For days out, the walled city of Grosseto is a 20-kilometre drive, and you'll find a sandy beach at Castiglione della Pescaia, 30 kilometres away.



Tuscany Elegance

Heated Towel Rail

On a hill in the beautiful Val d’Orcia, this traditional stone villa looks out over the undulating countryside. It’s a forty-minute drive to the medieval walled city of Siena, should you fancy a day trip, but the surrounding area has plenty to keep you busy with walking trails and wineries galore.

Outside, an immaculate lawn is fringed with herbs and wildflowers, and secluded by ancient trees. Slip into the rectangular swimming pool and float beneath the blue skies in summer, or bag a lounger and while the day away with a book in hand. A handful of terraces and balconies are home to outdoor dining areas and seating nooks with fabulous country views. 

Inside, the lounge is a vision of old-world charm with brick archways leading from one seating area to another. Pull up an armchair at the arched picture window, which frames the forest-clad hills outside like a work of art. Or, opt for a seat by the old hearth which still has its cooking pot on display. The kitchen itself is a minimalist haven of terracotta floor, wood-beamed ceiling and exposed stone where pristine white cabinets hide every appliance a piece of crockery you could need for self-catering.   

Arches & Enclaves

Rustic charm meets modern luxury in this hilltop Tuscan home. Boasting fantastic views of Montalcino, we think the garden is the perfect spot to enjoy the sunshine and fresh air. Entertain yourself with a dip in the private pool, play a game on the bocce court, or tuck into an Italian feast on the terrace. Step inside and you'll find seven en-suite bedrooms and a living space brimming with traditional character. Siena, Buonconvento, and other picturesque towns are within driving distance, making it easy to explore. There's also the option to arrange wine tastings, private dining, horseback riding, and other experiences – it's no wonder this home caught our eye.

Hilltop Aria

Early / Late Check-Out Available

Set on a farm in Tuscany, this house blends rustic charms with a wealth of unforgettable experiences. Designed in classic Tuscan style, the stone walls house wooden beamed ceilings and terracotta floors. You’ll have your own kitchen, as well as a private patio with an outdoor table and a barbecue, so you can enjoy languid alfresco lunches. 

The house is one of six rooms and casitas, and guests have access to a vast, crystalline pool that overlooks the rolling hills and vineyards. The farm produces its own Tuscan olive oil and honey, and there is even a top rated restaurant where you can sample some of the farm’s produce. Days can be spent riding the horses from the stable, exploring the area by E-bike, or taking a cookery class at the restaurant, where you might learn how to make fresh pasta or cantuccini. On more relaxed afternoons, treat yourself to a spa or beauty treatment – there is nothing more serene than a massage in the garden, with a gentle breeze and a soundtrack of cicadas.

You will easily fall into the laidback Italian way of life here, and will come away feeling inspired and rejuvenated.

Rustic Honey

Nestled in a private estate overlooking the Chianti hills, this cottage sets the tone for a magical Italian stay. There’s a private terrace and outdoor seating for alfresco dining, while the rooms make it easy to switch off and unwind. You can enjoy access to the shared swimming pool and there are plenty of spots where you can sit back and admire the views. It also makes a great base for exploring this beautiful region. From here, its a short drive to the local villages of Lecchi and San Sano, while Siena and Florence are also within driving distance. 

Chianti Sunrise

Laundry Supplies

Luxury Bedding

Heated Pool

Sauna

Sauna / Steam Room

Steam Room

Valet Parking

Step-Free Access

Fenced Pool

Herb Garden

Rooftop Terrace

This villa captures the rustic charm of old Italy. Surrounded by 40 hectares of land boasting olive groves, vineyards, orchards, and meadows with grazing horses, it’s an idyllic escape into the Tuscan countryside. A country road leads to the UNESCO hamlet of Castiglione d'Orcia. The garden is home to a rustic outdoor cooking station, a large, shaded table, and a full outdoor lounge. There’s a touch of modernity to the private, heated pool and you’ll find a sauna hidden amid the trees. The main villa is split across two levels and is a vision of old-world Italy and there is a separate annexe with further bedrooms, a second full kitchen and an open-plan living room. 

Rusticana Retreat

This restored farmhouse is situated on a family-owned estate of rolling hills, organic farmland, vineyards, and olive groves. From its hilltop position, it offers sweeping views of the surroundings and all the way to Montalcino. Buonconvento, one of the prettiest medieval villages in the region, is a short drive away, and Siena is slightly further afield. The outside space includes a private pool with sun loungers and deck chairs, as well as a bocce court and a ping-pong table. Inside, the villa blends traditional features like wooden beams with modern comforts and style. It’s an attractive home-from-home. 

A Tuscan View

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