Holiday rentals in San Sano

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Top-rated holiday rentals in San Sano

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Top guest favourite

A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.

Farm stay in Simignano

Casa al Gianni - Hut

Hello, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: there is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a holiday; it’s a return to our roots. This peaceful haven will stay with you forever. We look forward to welcoming you!

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4.93 out of 5 average rating, 302 reviews

Top guest favourite

An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.

Holiday home in Noce

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an old family-run property dating back to the 17th century, located in the beautiful Chianti hills of Tuscany, offering services, private transfers and local experiences organised directly by our family. The apartment in the villa can accommodate 2 adults, with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard, you will find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards, with unique sunsets.

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5.0 out of 5 average rating, 358 reviews

Top guest favourite

A spacious terrace features a wooden dining table surrounded by matching chairs, with a potted plant at the center. A covered area provides shade, while comfortable lounge chairs offer a place to relax. Lush greenery and stone walls are visible in the background.

Home in Lecchi

"La Casa di Maria Luce"® with panoramic terrace

"La Casa di Maria Luce"® Selvolini is located in the medieval village of Lecchi in Chianti (8 km from Gaiole) in the heart of the Chianti Classico region, with ample space to comfortably accommodate 4-5 people. It consists of a kitchen-living room, 2 beautiful bedrooms and 2 full bathrooms. 50 meters from the grocery store for first necessities, tobaccos, a bar-room for breakfasts and quick lunches, a great restaurant a short walk from the house. The large equipped terrace offers a beautiful view of the countryside.

FamilyValueNearby

4.96 out of 5 average rating, 248 reviews

Guest favourite

A spacious kitchen showcases a large stone fireplace with a wooden mantle as its centerpiece. Light streams through the window, illuminating the wooden beams overhead. A dining table is set for a meal, while traditional utensils adorn the walls, enhancing the inviting ambiance.

Villa in Castellina in Chianti

Manor House - IlVillinoFarmhouse

Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area

FamilyLocationTV

4.93 out of 5 average rating, 256 reviews

Top guest favourite

An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.

Cottage in Geggiano

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

ValueLocationAir conditioning

4.99 out of 5 average rating, 158 reviews

Superhost

Villa in Gaiole in Chianti

Casa Virginia

Casa Virginia is a welcoming Chianti holiday home, ideal for a relaxing break with family or a small group of friends. Set on the edge of the picturesque village of San Sano, the house enjoys peaceful surroundings and beautiful views over rolling hills and vineyards. The large garden is filled with terracotta flower pots and fragrant lavender, and guests can choose between three furnished terraces and a covered loggia to enjoy meals and moments outdoors.

LocationFamilyNearby

5.0 out of 5 average rating, 5 reviews

Top guest favourite

A spacious outdoor area features a swimming pool surrounded by lush green lawns and dotted with comfortable sun loungers. Umbrellas provide shade, and the serene landscape is framed by tall trees and gentle hills in the background.

Farm stay in Greve in Chianti

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

LocationValueLong stay

4.99 out of 5 average rating, 437 reviews

Top guest favourite

The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.

Flat in Siena

Luxury frescoed apartment in the historical center

The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.

ValueFamilyDecor

4.97 out of 5 average rating, 117 reviews

Guest favourite

Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.

FamilyLocationView

4.89 out of 5 average rating, 311 reviews

Guest favourite

A loggia area features a rustic wooden table set for dining, surrounded by four chairs. Sheer white curtains gently frame the open space, while an expansive view of the green countryside and distant hills is visible through the railing.

Flat in Rosennano

LATORRE. AN EAGLE NEST ABOVE THE TUSCANY LANDSCAPE

La Torre is located at the upper floor of an ancient building of Rosennano. Finished to renovate in the spring of 2019 maintaining the ancient charm of the Tuscan house but combining modern finishes and cutting-edge technical solutions. The house has three ensuite bedrooms and is of incredible impact thanks to an open loggia overlooks an infinite view all over the southern part of Tuscany.

LocationFamilyWifi

4.93 out of 5 average rating, 102 reviews

Guest favourite

A sparkling swimming pool is surrounded by sun loungers and umbrellas, offering a relaxing space for guests. The rustic farmhouse, with its stone exterior, is visible in the background, amidst lush greenery and trees under a partly cloudy sky.

Holiday home in Castelnuovo Berardenga

PIERFANTINI private Chianti house ♿️ 🏊‍♂️ 🐶

Pierfantini is a rustic farmhouse. It is located on a hill in the middle of a natural park. Isolated from the vitta, the nearest town is the medieval village of San Gusmè. The house is renovated and the ground floor adapted for disabled people or wheelchair users There are three apartments but I never rent them separately. The house rent is for all the property

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4.91 out of 5 average rating, 103 reviews

Top guest favourite

Villa in Tignano

Villa Isabella

Villa Isabella is a Tuscan-style villa set in the hills of Chianti, surrounded by a spacious garden with a panoramic pool for the exclusive use of our guests. A place to slow down, enjoy life outdoors and take in the Tuscan countryside. On request, we can arrange private transfers, local experiences, personalised services and private tours.

LocationFamilyBiking

4.96 out of 5 average rating, 212 reviews