The Top-Rated Luxury Villas Rentals in Tuscany, Italy for 2023
Silva Patel Rastogi
15 September 2023

With its rolling hills dotted with cypress trees, vineyards, and medieval towns, Tuscany has long enchanted visitors seeking la dolce vita. As the birthplace of the Renaissance, the region overflows with world-class art and architecture. Tuscany is also home to some of Italy's most renowned cities, like Florence, Siena, Lucca, and Pisa - each a must-see for any first-time visitor. Beyond the famous sights, travelers can discover charming hilltop villages straight out of a fairy tale. For wine lovers, options abound in wine regions like Chianti and Montepulciano. When it comes to the perfect place to stay, Tuscany has no shortage of breathtaking luxury villas. With a private pool and outdoor dining area, these secluded estates allow you to live out your Tuscan dreams. Sip Chianti at sunset, feast on fresh local cuisine, and make memories that will last a lifetime. Here are our top picks for luxury villas in Tuscany that you'll never want to leave.

Villa Travicello

Villa Travicello

Nestled within a private gated estate in the heart of Tuscany, Villa Travicello is an exquisitely restored 18th-century villa that artfully blends traditional charm with modern luxury. Cobbled courtyards and terra cotta tiled outbuildings harken back to a bygone era, while the villa's glamorous amenities like an aromatherapy Turkish bath provide contemporary comfort.


The villa presides over impeccably manicured lawns and terraces perfect for al fresco dining under the stars. Swaying pine trees and a shimmering pool create a majestic setting come nightfall. Inside, original 16th-century fireplaces, ironwork, and exposed beams mingle seamlessly with silk upholstered furniture and artisan tiles. Each of the four lavish bedrooms features regal crimson accents and views of the surrounding hillsides.


Guests can enjoy complete privacy while taking advantage of five-star services like a personal chef and private wine tastings. Additional amenities allow you to learn the secrets of Italian cooking or simply relax in the jacuzzi with a cocktail and admire the panoramic vistas.


Villa Travicello offers a secluded escape steeped in Tuscan tradition, from leisurely morning swims to lingering sunset meals on the veranda. And yet, you're just a short distance from the region's most spectacular cities. Here, you can savor la dolce vita in a sublime historic setting.


Sleeps:

Rooms: 4

Price: from £3,537 for 7 nights

BOOK NOW
Villa La Poderina

Villa La Poderina

Escape to the warmth and wonder of La Poderina, a one-of-a-kind Tuscan villa nestled amidst 10 hectares of breathtaking gardens and olive groves. This eclectic estate was transformed from a dilapidated ruin into a vibrant home brimming with love and passion.


Throughout the property, elegant antique furnishings mingle seamlessly with contemporary pieces from Asia and Africa, creating a magical blend of styles. Two living rooms allow you to entertain or relax all year long, whether fireside in the winter or gazing at the countryside from the larger room's spectacular views. Formal dinners for 16 can be held in the grand dining room anchored by a magnificent table, while smaller gatherings moved to a cozier space with a crackling fireplace.


The professional kitchen with state-of-the-art equipment makes cooking a pleasure. Cross the courtyard to dine al fresco under the pergola, ideal for lingering lunches and dinners. The main house accommodates eight guests in four en-suite bedrooms. For romance, escape to the spacious hideaway with its own living room, library of over 1,000 DVDs, kitchenette, and open fireplace.


La Poderina marries the best of the countryside with easy access to Siena, just five minutes away. Explore Tuscany from this central location – whether the olive groves onsite or the region's many treasures. Here, you can experience the full magic of Tuscany in an unforgettable setting.


Sleeps: 10

Rooms: 5

Price: from £10,000 for 7 nights

BOOK NOW
Villa La Lavandaia

Villa La Lavandaia

Nestled in the heart of historic Tuscany, Villa La Lavandaia at Borgo Pignano provides a convenient and charming home base for exploring the region's many treasures. Just 30 minutes from the medieval hill towns of Volterra and San Gimignano, the villa offers easy access to iconic destinations like Florence, Siena, Pisa, and Lucca. For wine lovers, the vineyards of Montepulciano, Montalcino, Chianti, and Bolgheri are an easy drive away.


Beyond the major attractions, discover smaller towns like Casole d'Elsa, Colle val d'Elsa, and Certaldo - each with its own unique character. Guided tours of Volterra and San Gimignano can be arranged, tailored to your specific interests - art, history, culture, cuisine. From Etruscan ruins to thermal springs to weekly markets, adventures abound.


After a day of exploration, return to your Tuscan oasis at Borgo Pignano. A beautifully restored country estate, it offers elegant accommodations, exceptional comforts, and gracious hospitality. Here, you'll find a peaceful haven amidst olive groves and cypress trees - the perfect place to relax and recharge before your next adventure. At Villa La Lavandaia, experience the rich history and beauty of Tuscany matched with modern luxuries and service.


Sleeps:

Rooms: 2

Price: from £14,000 for 7 nights

BOOK NOW
Le Cannelle

Le Cannelle

Escape to the coastal paradise of Le Cannelle, where panoramic vistas and idyllic comfort await. Set amidst lush oak forests that sweep down to the sea, this grand Tuscan villa offers the perfect base to explore the region's treasures.


Le Cannelle's stone exteriors and sprawling lawns command attention, reachable only by a winding private road flanked by centuries-old trees. Choose from three villas, each with its own private entrance, kitchen, and living space. Though newly built, traditional materials marry with modern amenities like satellite TV and WiFi for the ideal blend of Tuscan charm and contemporary luxury.


Spectacular sea views stretch out from the garden side. Step outside to admire the islands of Gorgona and Capraia, with Corsica in the distance on clear days. Take a refreshing dip in the large pool with changing rooms and a covered dining area. Or head to the local beach club to swim in the Ligurian Sea and enjoy lunch in the breeze before an evening wine tasting in renowned Bolgheri.


With its many terraces and seating nooks, Le Cannelle offers ample opportunity to soak up the peaceful surroundings. Here, days slip by in tranquil relaxation, both coastal and country in nature. Le Cannelle exudes an aura of calm - the perfect retreat after exploring Tuscany's treasures.


Sleeps: 20

Rooms: 11

Price: from £8,000 for 7 nights

BOOK NOW
Diaspero

VILLA Diaspero

Perched atop a hill just minutes from the famed medieval town of San Gimignano, Diaspero is a beautifully restored 500-year-old Tuscan villa. With air conditioned bedrooms, luxury en-suite bathrooms, a 20-meter pool, and tennis court, the villa has all the modern comforts while retaining its old-world charm.


Panoramic views of quintessential Tuscan countryside abound from Diaspero's many shaded terraces and loggias. It's just a 4-kilometer drive from the stone city walls to the villa's gated driveway, passing a vineyard that produces award-winning wines.


The spacious kitchen lies at the heart of Diaspero, designed by the villa's owner - a renowned chef who runs one of San Gimignano's oldest restaurants. Vast windows frame breathtaking vistas from the kitchen and adjoining terrace, perfect for al fresco dining overlooking the town.


The old farmhouse is built into the hillside with bedrooms on the upper level and kitchen, dining room, and sitting room below. Rooms feature modern ensuite bathrooms while maintaining a traditional aesthetic.


The owner resides on the estate, ensuring everything runs smoothly and offering private dinners showcasing her culinary mastery. With Florence and Siena under an hour away, Diaspero is a superb base for exploring Tuscany's charms. Marvel at San Gimignano's medieval towers on an evening stroll before returning to Diaspero for a moonlit swim. Our experts can help plan your perfect Tuscan itinerary.


Sleeps: 10 

Rooms: 5

Price: from £7,000 for 7 nights

BOOK NOW
Casa Delfina

Casa Delfina

Nestled amid gently rolling hills, this 19th century manor house underwent careful restoration to showcase its historic charm. Surrounded by well-tended gardens and terraces, the country estate provides a tranquil escape.


Outside, the sleek pool is dotted with charming terracotta pots and lined with sunbeds perfect for lazy summer days. Just up the road lies a hidden river swimming spot, the Gorgo del Ciliegio, for a refreshing dip.


Thanks to its sheltered valley location, the manor house benefits from cooling breezes, always a few degrees cooler than town. Inside, the rooms balance simplicity and style. Original stone floors, sisal rugs, and exposed beams reflect the home's history, contrasting beautifully with the slick bathrooms and kitchen.


From languid summer stays to cozy off-season getaways, the manor house offers relaxed refinement. Here, you can live out your Tuscan dreams amidst historic details and modern comforts.


Sleeps: 10 

Rooms: 5

Price: from £5,000 for 7 nights

BOOK NOW
Castellare de' Sernigi

Castellare de' Sernigi

This prestigious 15th century villa south of Florence embraces refined simplicity with its cool white tones and thoughtful mix of modern and antique furnishings. The pared-back aesthetic allows the home's graceful original features to shine through arched walkways, wood beams, stone fireplaces, and polished terracotta floors. Pops of color come from abundant plants and a contemporary art collection.


Yet comfort was not sacrificed for style - huge plush sofas and beds promise relaxation while the large professional kitchen facilitates grand meals either in the dining room or under the pergola. Though one of three buildings on the sprawling estate, guests have full access to ramble through vast gardens and splash in the private pool and hot tub beyond the olive grove. The spacious veranda and lounge also invite yoga sessions or wine tastings.


Here discerning guests will appreciate how the villa's historic bones and minimalist aesthetic combine to create a luxurious, livable work of art. Original architecture harmonizes flawlessly with modern comforts and carefully chosen accents. Understated and elegant, the villa celebrates la dolce vita.


Sleeps: 11-13 

Rooms: 7

Price: from £5,000 for 7 nights

BOOK NOW
Tuscan Monastery & Spa, Grosseto

Tuscan Monastery & Spa

This enchanting 11th century estate combines the beauty of Tuscany with medieval charm. Lovingly restored using reclaimed materials, the stone walls, wood, and ironwork honor the property's sacred heritage. Nestled serenely in nature, the eco-friendly design and tranquility create a space for connecting with the area's spirit.


The infinity pool seems to merge with the distant sea, an idyllic spot to admire the remote villages after soaking up the Tuscan sun. In the living room, relax by the traditional fireplace with rugs, books, and art. Food lovers will delight in the cutting-edge kitchen and dining room, using produce from the estate's orchards, vineyards, and olive groves.


Seek tranquility in the spa with its Jacuzzi, steam room, and massage suite. Socialize in the underground cinema or compete at table football. In the evenings, sample estate wines in the secret vaulted cellar.


The interiors echo Tuscany's earthy hues across six suites, four situated in historic towers. All feature stunning views and luxurious bathrooms. With options for families, groups, and couples, the castle accommodates up to 20 guests.


Here, peaceful nature and historic architecture blend seamlessly. Indulge in relaxation and experience the magic of this Tuscan jewel.


Sleeps: 20

Rooms: 6

Price: from £70,000 for 7 nights

BOOK NOW
Villa Agresto

Villa Agresto 

Tucked away in Tuscany's famed Val d'Orcia region, Villa Agresto offers a secluded escape on the sprawling Castiglion del Bosco estate. Surrounded by its own vineyard and olive grove, this 4,975 square foot villa is ideally situated just over half a mile from the Borgo yet feels a world apart.


With 5 bedrooms, 5.5 bathrooms, and spacious common areas including a living room, dining room, kitchen, and library, Villa Agresto easily accommodates families and groups. Three king bedrooms occupy the main floor, each with an en-suite bath. Upstairs, two more bedrooms have private bathrooms, one featuring a steam shower.


Outdoors, unwind by the heated pool and jacuzzi while soaking up phenomenal views of quintessential Tuscany. Managed by the renowned Rosewood team, guests can also enjoy estate activities and dining.


A UNESCO World Heritage Site, Val d'Orcia is one of Italy's most stunning landscapes. Use the villa as a base to explore charming villages and historic hilltowns. For wine aficionados, many esteemed Brunello producers are located nearby.


At Villa Agresto, come home to your Tuscan oasis after a day of adventure. Linger over meals al fresco or retire to the library with a glass of Brunello. Here, you can live out your Tuscan dreams in luxurious seclusion.


Sleeps: 12 

Rooms: 6

Price: from £80,000 for 7 nights

BOOK NOW
Villa Tombolino, Val d’Orcia

Villa Tombolino

Tombolino is a one-of-a-kind villa blending stunning interiors, fabulous pool and hot tub with breathtaking views across Val d’Orcia. Ideal for large groups or families, it offers both togetherness and independence.


The expansive terrace features multiple pergolas, patios, and covered dining nooks to enjoy 360-degree vistas. Guests can unwind in the west-facing hot tub with a sunset aperitif, soaking up the views. The infinity pool is perfectly positioned for sunbathing against the Tuscan skies.


Inside, three living rooms, a dining room, and spacious kitchen provide ample gathering spaces. Six en-suite bedrooms, individually styled with luxurious linens, offer a peaceful night's rest.


Separated from the main house, a fabulous two-story barn houses three more en-suite bedrooms, along with a rec room with bar, kitchenette, and gym.


Nearby, classic hill towns like Montepulciano and Pienza tempt exploration. Day trips reach Siena, Perugia, Assisi, and Florence. Hike, ride horses, or bike for outdoor adventures. For food and wine lovers, don't miss the Brunello of Montalcino and pecorino of Pienza.


At Tombolino, groups and families will find their Tuscan dream vacation - togetherness and independence with luxe details against a stunning backdrop.


Sleeps: 18 

Rooms: 9

Price: from £9,000 for 7 nights

BOOK NOW
Dimora Il Borro

VILLA Dimora Il Borro

Presiding over the medieval village of Il Borro, the stately Master Villa is an architectural jewel showcasing 19th century splendor. Built in 1854 for the Hohenlohe Waldenburg family, it was later sold to Duke Amedeo d’Aosta before Ferruccio Ferragamo acquired it in 1993. Extensive and meticulous restoration enhanced the villa's original materials and distinctive architectural style.


With 10 lavish suites, each boasting unique details, the villa now provides an exclusive retreat. Amenities abound with a conference room, dining room, study, indoor pool, gym, billiard room, and sauna. The Royal Suite dazzles with a four-poster bed and oriental wallpaper. Attentive residential staff ensure personalized service of the highest caliber.


Whether experienced in its palatial entirety or just 6 rooms, the Historic Dimora transports discerning guests back to the villa's glamorous heritage. Here, 21st century luxury mingles seamlessly with old-world charm in Tuscany's most exclusive address.


Sleeps: 20 

Rooms: 10

Price: from £10,000 for 7 nights

BOOK NOW
Casa Morelli, Radda in Chianti

Casa Morelli

Nestled on a sloping hillside in the village of Radda, Casa Morelli is a modern Tuscan retreat forged from a 15th century farmhouse. Renovated in 2020 by architect Tobias Petri and studio Holzrausch, this stylish home seamlessly blends historic charm with contemporary luxury across 230 sqm.


The loft-style living room anchored by an open fireplace connects to the dining room and sleek open-plan kitchen. Floor-to-ceiling windows flood the interior with natural light and frame spectacular views of Chianti's rolling hills. Dark cotto floors further unite indoor and outdoor spaces.


Three intimate bedrooms provide quiet escapes - one on the ground floor with an ensuite rain shower, and upstairs, a master suite with ensuite tub and rain shower. The office converts into a third bedroom when needed. Luxurious bedding ensures restful sleep.


Sophisticated, minimalist interiors feature custom-made furnishings and artwork. A Burmester sound system and Berkel cutting machine number among the high-end amenities.


Outside, pergolas shade multiple dining and seating nooks, creating a huge living space. Take in the vistas from the panoramic outdoor kitchen and infinity pool shared among five neighboring homes for a profoundly relaxing Tuscan escape.


Sleeps:

Rooms: 3

Price: from £2,500 for 7 nights

BOOK NOW
Villa I Bianchi 2, Montaione

Villa I Bianchi 2

Past a winding olive tree lined path, the wrought iron gate unveils a charming Tuscan villa blending old world charm with modern comforts. The main hall's natural stone and pastel wood finishes exude traditional warmth, while the large dining table and cozy fireplace beckon family gatherings. In warmer months, meals move outdoors under the pergola. Kids enjoy the media room with its flatscreen and movies while parents unwind poolside.


The living room's corridor leads to four bedrooms, all with garden access. Two doubles have en-suite baths, while a twin room appeals to children. The fourth double overlooks the pool and golf course's verdant hole three. Large French windows open to a covered loggia and two pergolas, perfect for lingering sunset dinners and taking in panoramic Tuscan vistas.


Here, classic materials like terracotta tiles blend seamlessly with amenities like the home theater. Traditional pergolas adjoin modern poolside lounges, creating spaces that feel both nostalgic and fresh. Family and friends will cherish this villa's rare mix of charm, comfort, and views.


Sleeps: 10 

Rooms: 5

Price: from £10,000 for 7 nights

BOOK NOW
VILLA PORTO ERCOLE

Villa Porto Ercole

Perched on a hillside overlooking the sea, Feniglia Beach, and the Orbetello lagoon, the stunning Villa Porto Ercole is a luxury retreat on the glorious Tuscan coast. Surrounded by woodlands and located below a terraced vineyard and olive grove, the setting is idyllic and tranquil.


The charming seaside town of Porto Ercole lies just 4km away. Its picturesque natural harbor, medieval fortresses, and vibrant promenade lined with cafés and shops exude an ambience of pleasure and relaxation.


A long driveway winds through impressive cypresses to reach the property's main gate. The garden bursts with colorful blooms, olive trees, and herbs, plus a vegetable patch providing the freshest produce. Furnished terraces, an infinity pool, and covered lounge area offer ample space for unwinding amidst the spectacular vistas. The outdoor dining area sits under a beautiful wisteria pergola and features a barbecue and 180-degree views.


Inside, terracotta floors and wood beams create a wonderfully warm Tuscan feel. The sleek new kitchen is well-equipped, while the dining room boasts stunning window views of the bay. Amenities like WiFi, satellite TV, and an iPod dock provide modern comforts. Each individually styled bedroom features handpainted details, and the baths are clad in artisan Amalfi coast tiles. Guests can also enjoy a gym, sauna, table tennis, and more.


With air conditioning newly added to all bedrooms and common areas, Villa Porto Ercole is a sublime retreat where old world charm meets contemporary luxury against a breathtaking coastal backdrop.


Sleeps: 12-14

Rooms: 7

Price: from £8,000 for 7 nights

BOOK NOW
Villa Cetinale, Tuscany

Villa Cetinale

Escape to the grandeur of Villa Cetinale, a spectacular 17th century Baroque villa ideal for large groups seeking a luxury Tuscan retreat. Built for Pope Alexander VII, this rural estate houses one of Italy's most outstanding gardens across 13 resplendent bedrooms.


Just 8 miles from Siena, the villa promises tennis, games rooms, a children's TV room, and professionally staffed meals showcasing regional cuisine. The nearest airport in Florence is an hour away while charming Sovicille village lies 5 miles from the property.


Guests approach through cypress-lined gardens past statues by Giuseppe Mazzuoli. Inside, sumptuous bedrooms feature four-poster beds dressed in rich fabrics. Dine beneath magnificent murals in the dining room or al fresco on the sprawling lawn. Kids will love the Playstation, table tennis and football.


Recently refurbished to balance modern amenities and original charm, the villa offers exclusive use of the pool, tennis court and gardens. The local house manager provides comprehensive concierge service overseeing an exacting standard of hospitality and daily housekeeping.


Perfect for weddings or special occasions, this family-friendly villa pairs ultra-luxury with authentic heritage. Here, experience Tuscany's beauty, history, and joie de vivre against a thoroughly elegant backdrop.


Sleeps: 27

Rooms: 13

Price: from £35,000 for 7 nights

BOOK NOW
Thermae

Villa Thermae

Thermae is a 16th-century villa on Florence's outskirts that has undergone a spectacular transformation into one of Italy's most unique retreats. Originally built as stables before later serving as a nightclub, the property presented owner Giovanni with a labor of love restoration. His incorporation of modern technology into the historic architecture results in a truly impressive revival.


While words cannot do Thermae justice, rest assured every detail has been meticulously considered for guests' enjoyment. However, the underground vault housing a hidden pool accessible only by a trapdoor particularly stands out.


This is a villa of surprises around every corner, seamlessly blending past and present into an unforgettable experience. Thermae offers a blend of Italian heritage and contemporary comforts found nowhere else. Here, you'll discover why this villa is so spectacular.


Sleeps: 4

Rooms: 2

Price: from £3,500 for 7 nights

BOOK NOW
Villa Laurs

Villa Laura

Experience your own Under the Tuscan Sun fairy tale at Villa Laura, the 10-bedroom property that starred as villa Bramasole in the beloved film. Recently renovated in traditional style with contemporary touches, this spacious villa offers a Hollywood-worthy rural escape near Cortona.


Spend your days exploring the grounds and lake, swimming in the pool or soaking in the jetted tub, playing bocce or pool, or using the pizza oven and BBQ with local market finds. Or simply relax on the lawn with wine from the cellar, gather in the game room or home theater, or browse via WiFi.


Inside the centuries-old stone walls, rustic ceilings and tile floors mingle with soft upholstery, gallery walls, and crystal chandeliers for an airy, elegant feel. The neutral dining room with farmhouse table opens to the well-equipped modern kitchen centered around a large stone island.


Ten bedrooms across the main villa, farmhouse, and conservatory feature en-suite baths, AC, and WiFi. Four king rooms, one queen room, and one with two twins offer accessible ground floor accommodation. Upstairs, find two queen rooms, one king room, and one twin room. The conservatory houses one queen room.


The town of Cortona with its grocery, restaurants, and more is a quick walk or drive away. Take day trips to Lake Trasimento beach or a ski area within two hours. Tee off at a golf course 30 minutes away. The nearest airport in Perugia is a 40-minute drive.


Sleeps: 16+

Rooms: 11

Price: from £11,000 for 7 nights

BOOK NOW
LA REGINA

Villa La Regina

Nestled atop the rolling hills of Tuscany, this charming 14th century estate was a convent for 400 years before its recent renovation into an exceptional Tuscan retreat. Built around a traditional courtyard, the villa and tower offer a peaceful sanctuary imbued with history.


The panoramic views stretch over nearby vineyards and bucolic countryside. An onsite vegetable garden and orchard provide fresh organic produce. Lounges in the courtyard invite you to relax while soaking up the tranquil ambiance and birdsong. Rooms throughout blend original wood beams and stone walls with sleek modern style.


The airy, light-filled bedrooms provide a peaceful escape after exploring. Five of six bathrooms are ensuite with luxe amenities. The former pigsty kitchen is now a chef's dream with marble counters, Aga stove, cookbooks galore, and modern conveniences.


Unwind in the many indoor and outdoor spaces, from sun loungers by the azure infinity pool to al fresco dining under the stars. Enjoy the views from the hot tub and sauna, work out in the air conditioned gym, or explore on electric and pedal bikes.


At La Regina, history and contemporary luxury mingle beautifully. Savor the rolling vistas and tranquil atmosphere between adventures in charming local villages. Here, create memories that will last long after your Tuscan dream vacation.


Sleeps: 12

Rooms: 6

Price: from £28,000 for 7 nights

BOOK NOW
Villa Argilla

Villa Argilla

Nestled in the heart of Tuscany between Siena and Monte San Savino, this luxury villa sits amidst 150 hectares of private hills and countryside. No pictures can fully capture the surreal beauty of the surrounding Tuscan landscape.


Argilla is a 4-bedroom retreat perfect for those seeking privacy, relaxation and the charm of an authentic Italian countryside escape. The main villa is a beautifully restored 17th century stone farmhouse with spacious living areas. Three separate guest houses hold the bedrooms, each with its own kitchen.


Outdoors, an infinity pool seems to extend into the bucolic horizon. A romantic manicured garden has intimate spaces for dining and lounging, leading to charming corners like an Italian courtyard with chess and a flower-filled gazebo at sunset.


Facilities indulge both kids and adults. There's a bonfire pit, beach volleyball court, bocce ball, chess, tennis court and playground. Take in the views of olive groves and vineyards surrounding this Tuscan hideaway.


With its luxurious restoration and abundance of amenities alongside the natural beauty, this private estate promises an unforgettable Tuscan vacation.


Sleeps: 8

Rooms: 4

Price: from £28,000 for 7 nights

BOOK NOW
Villa San Barberino

Villa San Barberino

Villa San Barberino is a charming renovated farmhouse offering authentic Tuscan living, from the traditional beamed ceilings and flagstone floors to the emphasis on outdoor spaces. The generous pool boasts fantastic countryside views, and rolling green hills surround the property. Enjoy leisurely evenings poolside or relax under the large alfresco dining pergola.


With medieval towns and renowned vineyards on your doorstep, exploration opportunities abound. Pisa, Florence, and Siena are under an hour away, while the Chianti wine route is just 20 minutes.


The fully-equipped kitchen features a large cooker inside the striking stone fireplace. Arched doorways connect the kitchen to the dining area and games room. The extended dining table seats 24 and opens directly onto the gardens. The double-height living room at the back overlooks spectacular vistas. Its brick latticework walls and large copper fireplace exude cozy charm.


All bedrooms have air conditioning, underfloor heating options, and en-suite baths with showers or tubs. One ground floor bedroom connects to a spa area with sauna, steam room, and sunken jacuzzi.


Villa San Barberino marries traditional farmhouse architecture with modern-day comforts. Savor the Tuscan lifestyle, from lingering poolside evenings to countryside adventures steeped in medieval heritage.


Sleeps: 10

Rooms: 5

Price: from £8,000 for 7 nights

BOOK NOW
Tuscan Castle

Tuscan Castle

On a pastoral hilltop between Rome and Florence lies the impossibly romantic Tuscan Castle, a 9-bedroom private villa immersed in 40 hectares of farmland, vineyards and olive groves. Dating to the 11th century yet outfitted with modern amenities, the estate seamlessly mingles past and present for an unforgettable retreat.


Gather round the ancient stone fireplace beneath wood-beamed ceilings for cozy evenings that evoke earlier eras. The glass-walled dining room with stone walls artfully blends old and new - a fitting setting for relaxed meals with lush garden views.


Five ensuite bedrooms grace the main villa while four more occupy garden suites. Original brick and stone walls feature throughout the king and queen bedrooms, complemented by a mix of antique and modern furnishings. From deep soaking tubs to four-poster beds, the suites provide extra touches of luxury. Many also boast kitchenettes, lounges, and private terraces.


The sprawling gardens flourish with cypress trees and typical Tuscan plants. Two infinity pools appear to spill into the panoramas. The treetop alfresco dining area is simply breathtaking. As the sun sinks below the horizon from the rooftop terrace, or you recline poolside, soak in the pervading sense of romance and history.


Tuscan Castle transports you to a world where everyday feels extraordinary. Here, live out your most cherished fairytales.


Sleeps: 18

Rooms: 9

Price: from £18,000 for 7 nights

BOOK NOW
Villa Vigneto

Villa Vigneto

Set atop a cypress-lined hill amidst olive groves, Villa Vigneto is a newly renovated luxury villa overlooking sublime Chianti vistas. Designed for exclusive escapes, it accommodates up to 19 guests in effortlessly stylish, airy interiors.


Contemporary design utilizing natural materials carries through the decor's abundant space. End days immersed in sunset views from the amphitheater seating, or under starry skies at the open-air cinema. The spa's sauna and Turkish bath provide indulgent pampering.


The outdoor dining area offers meals al fresco in the shade, while the stunning indoor/outdoor pool beckons on sunny days.


This 10-bedroom Tuscan villa has been crafted to the highest standards for an unmatched hilltop retreat. Here, you're cradled in luxury, from contemporary interiors to amenities like the spa and cinema. With panoramic views reaching as far as the horizon, Villa Vigneto promises exclusive escape where Tuscan dreams come to life.


Sleeps: 10-19

Rooms: 10

Price: from £49,000 for 7 nights

BOOK NOW
VILLA MARIE

VILLA MARIE

Just outside Lucca, the 18th century Villa Marie blends traditional details like Tuscan tiles and Murano chandeliers with antique furnishings for a luxurious countryside escape. Recently renovated with modern amenities, the villa provides abundant space across three floors connected by a lift.


Lounge in the sitting areas, get cozy in the library, host formal dinners, or cook in the country kitchen. It sleeps up to 12 guests in king or queen beds, plus 6 more in the dependence, all convertible to twins.


Soak up panoramic views from the many outdoor living spaces, whether dining al fresco or unwinding at sunset with bubbly. The two-hectare grounds include a pool, private lake, and themed gardens like an art garden and wisteria-draped gazebo.


The working gardens supply organic produce for the villa chef. Olive trees yield estate olive oil while the lemon grove and kiwi pergola provide fresh juices, dried fruits, and limoncello.


Villa Marie mingles Italian heritage with contemporary comforts for an unforgettable countryside escape. Savor sweeping Tuscan vistas as you relax, explore the grounds, or gather with loved ones in inspiring indoor and outdoor spaces.


Sleeps: 12-18

Rooms: 6-9

Price: from £21,000 for 7 nights

BOOK NOW
CAPPELLA

VILLA CAPPELLA DEL LUPO

Set amid the rolling hills of Florentine Chianti, this luxury villa blends modern flair with Tuscan craftsmanship for an artful countryside retreat. Wood and stone details shine in every room, from the double-height living room with big-screen TV lounge to the charming cigar room.


The playroom's separate living space has a kitchenette, billiard table, and foosball - perfect for entertaining all ages. The state-of-the-art kitchen inspires preparing feasts with local ingredients. Outside, the panoramic veranda with barbecue and dining enjoys breathtaking views. Nearby, a bocce court adds to the amenities.


The infinity pool reflects the villa's facade and overlooks the Castle of Castelfalfi and neighboring golf course. With garage parking and proximity to Chianti's charms, this ideally located luxury villa promises relaxation alongside Tuscan adventures.


Savor la dolce vita from the stylish interiors to activities like swimming and bocce. Whether unwinding by the pool or gathering for family meals al fresco, modern comforts meet old-world ambiance for an unforgettable holiday.


Sleeps: 10

Rooms: 5

Price: from £16,000 for 7 nights

BOOK NOW
PODERE PONTE D'ARBIA

VILLA PODERE PONTE D'ARBIA

In central Val d'Orcia, a tranquil Tuscan oasis awaits near Siena, Montalcino and Pienza. With panoramic hill views and paths to explore by foot, bike or horseback, this 17th century estate exudes rustic elegance. The 300-square meter luxury villa underwent stylish renovations in 2021, blending contemporary touches with traditional stone, travertine, parquet, and corten steel.


The ground floor wellness area features a four-person sauna accessible from indoors or outdoors. Refresh in the travertine shower or soak in the hydro massage tub on cooler evenings. This level also holds an open-concept living space, modern kitchen with dining nook, sitting room with round dining table, two lounges including one centered around a classic travertine fireplace, and TV lounge.


Outside, the 14-meter infinity pool is flanked by two large gazebos. Enjoy al fresco meals at the outdoor kitchen and dine around the fire pit. The bocce court and sunset-facing jacuzzi invite friendly competition and relaxation.


Here, contemporary comforts align seamlessly with heritage details for an idyllic Tuscan escape. Relax in the stylish interiors, soak up the sweeping vistas, and unwind surrounded by nature's tranquility.


Sleeps: 10

Rooms: 5

Price: from £9,000 for 7 nights

BOOK NOW
CASTELLO BORGO SAN LORENZO

VILLA CASTELLO BORGO SAN LORENZO

Dating to 1490, this exclusive Tuscan villa underwent meticulous renovations in 2020, merging historic charm and contemporary luxury across 8 hectares of walled botanical gardens. Ancient sequoias, ginkgos, and cedars cloister the estate for relaxing privacy.


The two-story villa reveals breathtaking nature views. Ten magnificent suites tempt with plush beds, fine linens, and travertine-clad ensuites awash in light. Original Renaissance elements gracefully intertwine with impeccable furnishings and tapestries within the grand halls and leisure spaces.


An atmospheric cellar invites intimate dinners or wine tastings. Outdoors, a consecrated chapel, truffle field, charming orangery, organic garden, and heated stone pool entice. Experience the pleasure of swimming in warm salty water amid romantic fountains and whirlpools.


Here, a meticulously restored 15th century abode offers an exclusive escape where historic ambiance and modern amenities align seamlessly. Immerse in Tuscan nature surrounded by luxury.


Sleeps: 20

Rooms: 10

Price: from £50,000 for 7 nights

BOOK NOW
VILLA SAN GALGANO

VILLA SAN GALGANO

Nestled between Chiusdino and Monticiano, the Villa San Galgano is a traditional Tuscan farmhouse rental near the famed Abbey of San Galgano. Just 26km from Siena, the luxury villa has been beautifully restored while retaining original features.


Comprised of two independent buildings, it's ideal for two families or a group of friends. Each villa boasts a spacious living room with a fireplace, dining room, and fully-equipped kitchen, plus air conditioning throughout.


Outside, furnished terraces provide space to dine al fresco or relax on sun loungers. A barbecue and ping pong table add to the amenities. The lower-level swimming pool area features loungers, covered relaxation spots, and sweeping views of the countryside and ancient oaks.


From the charming interiors to the plethora of outdoor spaces, Villa San Galgano allows you to deeply immerse in Tuscan farmhouse living. Gather together or enjoy privacy across two independent villas - the choices are yours. Here, experience both tranquility and connection surrounded by nature's beauty.


Sleeps: 12

Rooms: 6

Price: from £14,000 for 7 nights

BOOK NOW
Borgo Pignano Cottage Casa del Lago

Borgo Pignano Cottage Casa del Lago

Nestled amid sprawling farmland, the Cottage Casa del Lago at Borgo Pignano provides a secluded Tuscan sanctuary ideal for couples or small families. Just a few hundred meters from the main hotel and hamlet, it ensures privacy while allowing access to amenities like freshly prepared zero-kilometer meals, the spa, and spectacular quarry-carved pool.


Simplicity reigns in this two-bedroom retreat. Gaze at undulating hills, meander around the tree-lined lake, or head to the manicured grounds for a fireside drink in the Gin Corner.


Cottage Casa del Lago marries splendid isolation with Borgo Pignano's services. Savor idyllic days surrounded by nature before retiring to your cozy cottage. Here, find a peaceful oasis to disconnect from the world beyond and reconnect with loved ones against an idyllic Tuscan backdrop.


Sleeps: 4

Rooms: 2

Price: from £7,000 for 7 nights

BOOK NOW

Disclaimer: Two Mad Travellers makes every effort to credit images used on our site appropriately. Unless otherwise noted, we do not claim ownership of any visual content, which remains the property of its respective copyright holders. When possible, we aim to link back to original sources. If you own the rights to an image and do not want it to appear on our site, please contact us and we will promptly remove it. Proper image attribution is important to us. Our goal is to respect content creators by seeking permission and providing credit. We apologize for any oversight - our intent is never to use visual assets without the owner's consent. Please let us know if we have made an error so we can address it right away and make things right.


Note: This blog post includes affiliate links, and I may earn a commission from qualifying purchases. Clicking on these links and making a purchase will not incur any additional cost to you. These commissions play a crucial role in supporting the upkeep and growth of this blog, enabling me to consistently provide valuable content. I only recommend hotels that I have personally used and genuinely believe will benefit my readers. Thank you for your support!

by Silva Patel Rastogi 8 January 2024
Paris casts an undeniable spell - the city of love and light enthralls with its belle époque boulevards, charming cafés, and masterpieces housed in illustrious museums. Yet with countless iconic sights, knowing where to begin can prove overwhelming. This 3-day Paris itinerary provides first-timers with an enjoyable blueprint to maximize exploring the French capital’s star attractions. We'll start by getting acquainted with must-see landmarks like the Eiffel Tower and the Arc de Triomphe, then dive into the sprawling Louvre and Orsay museums on days two and three, with built-in breaks to avoid fatigue. You'll discover tips on skipping lines, scoring deals on attractions, and my personal favorite local gems for eating and drinking like a Parisian. With Eurostar whisking you from London to the City of Light in just over 2 hours up to 15 times daily, Paris makes for an easy and enchanting long weekend getaway. So peruse this guide to uncover how to most Experience Paris in 72 magical hours! À votre santé!
by Silva Patel Rastogi 1 January 2024
Lisbon is a vibrant and charming city with plenty of famous sights and attractions that draw visitors from around the world. However, if you want to experience something a little different during your time in Portugal's capital, there are also some more unique and unusual activities waiting to be discovered. Get ready to see Lisbon from new perspectives and dive into the city's quirky side. Beyond the postcard-perfect vistas and historic monuments, Lisbon has a creative soul that reveals itself in small galleries, concept stores, and interactive museums off the usual tourist trail. Forget about run-of-the-mill sightseeing and immerse yourself in Lisbon's dynamic art and culture scene, sample inventive cuisine, or wander lesser-known neighborhoods to uncover street art and local flavor. With an open mind, you're sure to find plenty of memorable and unexpected things to do in Lisbon if you venture beyond the well-known highlights. The city rewards those who take the path less traveled. So why not embark on your own unconventional adventure in Lisbon? This list features some of the most interesting, unusual, and just plain fun activities and attractions that will show you a different side of Portugal's colorful capital.
by Silva Patel Rastogi 25 December 2023
Japan is a country that consistently tops travelers' bucket lists. From futuristic cityscapes to tranquil bamboo forests, Japan offers an intriguing mix of modern and traditional sights. As interest in visiting Japan continues to grow, travelers seek out the best accommodations to enhance their cultural experience. That's where my list of the top hotels in Japan comes in handy! In this blog post, I'll highlight some of the most luxurious, unique, and trendy hotels that Japan has to offer in 2023. From Ryokans with natural hot spring baths to sleek city center design hotels, you'll discover where to stay in Tokyo, Kyoto, Osaka, and beyond. I'll provide details on what makes each hotel stand out, as well as tips on getting the most out of your stay no matter what type of traveler you are. Get ready to immerse yourself in Japanese culture by booking a room at one of the magnificent hotels on my list. Whether you favor modern amenities or want to reconnect with nature, I'll guide you to the perfect accommodation for your trip to Japan this year.
MORE POSTS
Share by:
Impact-Site-Verification: 445f8bdd-71b5-4604-a3b2-ff000d57a6be