Vacation rentals in Castelnuovo Berardenga

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Top-rated vacation rentals in Castelnuovo Berardenga

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Guest favorite

Farm stay in Castelnuovo Berardenga

Apartment in a Tuscan farmhouse at Le Pietre Vive

Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.

LocationFamilyNearby

4.92 out of 5 average rating, 359 reviews

Top guest favorite

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.

ValueFamilyPets

4.99 out of 5 average rating, 155 reviews

Top guest favorite

A wooden cabinet is positioned against a wall, displaying various decorative items. Above it, a unique wall feature mimics a cloud shape, complemented by a simple arrangement of dried branches. The floor is tiled, and exposed wooden beams are visible on the ceiling.

Vacation home in Castelnuovo Berardenga

Il Nido di Fede e Romy

Nice two-room apartment located on the second floor of a building in a central area without a lift, overlooking the countryside and Siena. Equipped with all comforts, washing machine, dishwasher, fridge, coffee machine, oven, Wi-Fi. A stone's throw from the historic center and all the main services, free public parking. At the gates of Chianti, a strategic point for visiting of Siena, Arezzo, Florence, Perugia and the areas of Val d'Orcia, 10 minutes by car from Rapolano with its spas.

LocationFamilyComfort

4.98 out of 5 average rating, 46 reviews

Guest favorite

A traditional farmhouse is nestled in a serene landscape, surrounded by lush greenery and tall cypress trees. The structure features a rustic stone façade, and nearby vineyards and fruit trees contribute to the tranquil rural setting. Rolling hills extend into the distance.

Farm stay in Castelnuovo Berardenga

Farmhouse Pacinina - Casa Gialla

The farmhouse Pacinina is the agriturismo of the organic farm Pacina. Immersed within Siena's country side, Pacina is a 60 hectares farm with vineyards, olive and fruits trees, forest and fields. Pacinina counts three independent apartments surrounded by a beautiful garden full of plants and fruit trees. On the ground floor, an indoor swimming pool, a pool table and common rooms. The Casa Gialla has a large kitchen on the first floor and two bedrooms and bathrooms on the second floor.

FamilyLocationBathroom

4.95 out of 5 average rating, 75 reviews

Superhost

A serene bedroom features a spacious bed with a simple white coverlet. A wooden chair with a striped cushion is placed beside a bench. Natural light filters through the two wooden windows, revealing views of the lush vineyards outside.

Home in Castelnuovo Berardenga

La finestra del Chianti

Un luogo meraviglioso dove trascorrere alcuni giorni in piacevole compagnia. Un ampio salone con camino dove rilassarsi al rientro da bellissime passeggiate, giri in bicicletta, ed escursioni. L'appartamento indipendente si trova a 15km da Siena, 20 km dai centri Termali e a 40 minuti dai borghi di san Gimignano e Monteriggioni. Nel complesso è presente un'azienda agricola che produce vini e olio con la possibilità di visite guidate e degustazione dei nostri prodotti con cene a tema.

FamilyLocationAir conditioning

4.9 out of 5 average rating, 136 reviews

Guest favorite

An aerial view captures a rustic stone building surrounded by lush greenery and tall cypress trees. A sparkling swimming pool is visible in the yard, complemented by sun loungers. Rolling vineyards stretch into the background, enhancing the serene landscape.

Condo in Castelnuovo Berardenga

Charming Residence Castello di Orgiale near Siena

Overlooking the Tuscan hills, surrounded by cypress trees and sun-drenched vineyards, Castello di Orgiale is often described as a beautiful hidden paradise. Stay in of 7 individually styled apartments for 2–4 guests, take a dip in the infinity pool, and use this peaceful retreat as your ideal home base for exploring Tuscany: its food and wine, medieval cities, hilltop villages and the world of Chianti Classico. All within a 30 minute drive from the historic city of Siena.

FamilyLocationSleep quality

4.97 out of 5 average rating, 88 reviews

Top guest favorite

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 - Capanna

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

FamilyLocationCondition

4.93 out of 5 average rating, 294 reviews

Superhost

Home in Villa A Sesta

Casa Nataly Chianti - Jeky Stay

A typical Tuscan apartment in the heart of Chianti, part of Jeky's Stay. Ideal for bike rides, visits to villages like Siena, Pienza, San Gimignano, Montalcino, and Florence, and for reaching the Rapolano thermal baths. Tastings are available at local wineries or on-site with a sommelier and cooking classes. Private outdoor area, a garden with a view, and a nearby children's playground. There are three restaurants and a wine bar within walking distance.

ValueFamilyHospitality

4.86 out of 5 average rating, 160 reviews

Guest favorite

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.

ValueLocationKitchen

4.89 out of 5 average rating, 311 reviews

Guest favorite

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.

Vacation 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

FamilyLocationBeach

4.91 out of 5 average rating, 100 reviews

Top guest favorite

A welcoming entryway features a mural depicting a serene landscape framed by arches. Built-in shelves display decorative items and books. Natural light illuminates the wood flooring, while a small globe and a vase with dried plants add subtle warmth to the space.

Apartment in San Gusmè

Casa Guardiavigna | Chianti Hills Vineyard Retreat

L appartamento Casa Guardiavigna offre la possibilita’ di vivere un esperienza unica e straordinaria, carica di emozioni e di felicita’. Situato a due passi dal piccolo borgo medievale di San Gusme’ e’ circondato da splendide vigne, boschi e prati fioriti. Parcheggio gratuito interno con cancello automatico.

LocationValueCleanliness

4.98 out of 5 average rating, 130 reviews

Top guest favorite

A spacious bedroom features a large bed with a patterned coverlet. Two open doors lead to a private balcony with a table and chairs. Natural light floods the room, highlighting the scenic view of the surrounding hills and trees.

Home in Villa A Sesta

Raffaella's House nel Chianti

Rent apartment with great view in the hills of Chianti, with air conditioning, wifi, sat tv, garage for motorcycles and bicycles and private parking. Breakfast in a beautiful veranda. Will welcome you the friendly Raffaella.

LocationFamilyComfort

4.99 out of 5 average rating, 481 reviews