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Holiday houses in Greve in Chianti

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Top-rated holiday rentals in Greve in Chianti

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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.
Condo in Noce
5 out of 5 average rating, 309 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top Guest favourite
A charming pathway leads to the entrance of the house, surrounded by lush greenery. Flower pots are positioned along the stone walkway, with a seating area visible to the side, inviting guests to enjoy the serene landscape of rolling hills in the background.
Home in Greve in Chianti
4.98 out of 5 average rating, 198 reviews

Love in Chianti

Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

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
4.99 out of 5 average rating, 145 reviews

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.

Top Guest favourite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano
4.97 out of 5 average rating, 207 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Top Guest favourite
A stone structure with a tiled roof is framed by greenery, surrounded by rolling hills. A spacious outdoor area features a wooden table, inviting relaxation. Large trees and thriving shrubs enhance the tranquil setting, with a backdrop of a serene sunset illuminating the landscape.
Home in San Casciano In Val di Pesa
4.98 out of 5 average rating, 220 reviews

The Chianti Classico Sunset

Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Top Guest favourite
A heated pool is positioned in a landscaped area, surrounded by greenery. The tranquil setting offers panoramic views of rolling hills and vineyards in the distance, enhancing the peaceful atmosphere.
Apartment in Castellina in Chianti
4.97 out of 5 average rating, 131 reviews

Visit Chianti, Siena, S.Gimignano, Florence

Apartment into Borgo Sicelle Residence, in Chianti area, between Florence, Siena, S.Gimignano. The apartment, 2 people, has a kitchen, sat tv, double bedroom, bathroom with shower. It's on the first floor. Outside, on the ground floor, there are shared tables and sun umbrellas. Heated pool until 25 degrees in Spring and Autumn In front of the property there is a restaurant, opened only for dinner, closed on Wednesday. There is no public transport to reach the property Car is required

Top Guest favourite
A neatly arranged living space features a gray sofa adorned with patterned cushions. A compact kitchen is visible, equipped with modern appliances including a microwave and gas stove. Light wood shelving enhances the decor, and a small dining table is set for two.
Condo in Greve in Chianti
4.98 out of 5 average rating, 168 reviews

"Garibaldi GuestHouse" in the center of Greve in Chianti

Charming two-room apartment full of rustic elements, typical of the Tuscan countryside. In the apartment, located 50 meters from the famous square of Greve in Chianti, you will find a well-equipped kitchen, a bright double bedroom, a sofa bed in the living area, a characteristic bathroom, bed and bath linens, a small corner with washing machine and clothes dryer. Air conditioning, hairdryer, Wi-Fi, LCD TV, microwave and independent heating. Free parking nearby

Top Guest favourite
A serene landscape showcases a rustic stone building surrounded by tall cypress trees, offering a touch of greenery to the well-maintained lawn. The backdrop reveals gentle hills under a clear blue sky, creating a peaceful countryside atmosphere.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 474 reviews

Farmhouse in Chianti with Swimming Pool

Agriturismo Il Colle is located on one of the Chianti hills. The structure 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 The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

Guest favourite
A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.
Home in Fiesole
5 out of 5 average rating, 283 reviews

"La limonaia" - Romantic Suite

Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.

Top Guest favourite
A welcoming living area is featured with an orange sofa complemented by two decorative cushions. A large piece of artwork hangs above the couch, while a stone wall adds texture. A potted plant and a wooden console table enhance the room's natural elements.
Condo in Greve in Chianti
4.98 out of 5 average rating, 178 reviews

The Nest in Chianti

We would like to inform you that for this emergency we are doing everything possible to help and protect our guests by adopting a detailed and strict cleaning, disinfecting and sanitizing of all parts of the house. Cozy apartment, finely renovated in the historic center on the second floor overlooking the beautiful square of Greve in Chianti. You can spend wonderful moments of relaxation on its condominium terrace.

Top Guest favourite
The exterior of the country house is framed by tall, narrow cypress trees and well-maintained gardens featuring various plants. A terracotta pot stands prominently, and gravel pathways lead to the entrance, which is characterized by stone walls and an arched doorway.
Home in Tavarnelle Val di Pesa
4.96 out of 5 average rating, 318 reviews

Casa Al Poggio & Chianti view

Casa al Poggio is a typical country house of Chianti area is spread in 145 square meters on two floors, the ground floor is a large living area, with kitchen and sofa ,fireplace ,up stairs there is 2 large double bedrooms and a sofa bed in the middle open room , always setable as 2 singles or a double bed bed and a relaxing bathroom with shower and bath with Chianti view.

Guest favourite
Aerial view of a countryside villa surrounded by lush green hills and vineyards. The outdoor swimming pool is visible alongside a well-kept garden. Olive trees and various plants create a natural landscape, reflecting the serene environment of the property.
Apartment in Greve in Chianti
4.83 out of 5 average rating, 115 reviews

Beautiful medieval tower in Chianti

This is a lovely flat in an ancient farm, restored, in the heart of Chianti Classico , with an amazing panoramic view on the hills, surrounded by our vineyards as well as olive trees, where you will have an unforgettable holiday discovering Tuscany. CINIT048021B5LTBDVFE3

Popular amenities for Greve in Chianti holiday rentals

When is the best time to visit Greve in Chianti?

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Frequently Asked Questions

  • What are the best places to stay in Greve in Chianti?

    Greve in Chianti has charming stays around its historic main square, quiet vineyard cottages, and family-friendly farmhouses nestled in the countryside. Many guests choose to experience traditional Tuscan architecture and scenic views in locally run vacation rentals.

  • What are the best things to do in Greve in Chianti with kids?

    Families often explore the central piazza, visit local farms to meet animals, or join hands-on cooking classes. Outdoor spaces around Greve in Chianti make it easy to sample gelato, picnic, and enjoy nature together.

  • What are some of the best things to do in Greve in Chianti?

    Explore the lively Piazza Matteotti, discover artisan shops, and visit wine cellars for tastings rooted in local tradition. Walking paths and surrounding vineyards offer scenic routes through the Tuscan countryside.

  • How is the weather in Greve in Chianti?

    Greve in Chianti has cool, wet winters around 36–53°F (2–11°C) and warm, sunny summers near 65–90°F (18–32°C), with July and August bringing the driest days. Light layers and a rain jacket prepare you for shifting spring and fall weather.

  • When is the best time to visit Greve in Chianti?

    Late spring and early autumn are often recommended for milder temperatures, grape harvest events, and lush scenery. Summer brings long, sunny days and a lively town atmosphere.

  • What are the best places to visit in Greve in Chianti?

    Explore Piazza Matteotti, where local markets and cafés create a welcoming atmosphere, and visit the Wine Museum for insights into regional traditions. Nearby castles and historic churches provide glimpses into Chianti's layered history.

  • What are some hiking trails in Greve in Chianti?

    Greve in Chianti has scenic trails weaving through vineyards, olive groves, and gentle hills. Locals often suggest the paths toward Montefioralle or into the surrounding forests, where you may spot cypress trees and stone farmhouses.

  • What are some family activities we can do in Greve in Chianti?

    Families frequently visit local markets, join olive oil or cheese tastings, and stroll through the area’s historic villages. Cycling tours and outdoor picnics are also popular ways to explore together.

  • What are some of the best day trip ideas from Greve in Chianti?

    You might explore other medieval villages in the Chianti region, discover Florence’s art and history, or visit Siena’s notable piazzas. Vineyards and traditional workshops nearby often welcome guests for tours and tastings.

  • Are there any pet friendly accommodations available in Greve in Chianti?

    Many hosts welcome pets in Greve in Chianti, especially in countryside farmhouses and private villas. Outdoor spaces, trails, and vineyards make it comfortable to bring your dog along when exploring the area.

  • What are some local tips for visiting Greve in Chianti?

    Sample fresh produce at the weekly market, and consider exploring nearby small villages in the early morning for quieter strolls. Wearing sturdy shoes is helpful for cobblestone paths, and chatting with shopkeepers can add to your experience.

  • What is Greve in Chianti known for?

    Greve in Chianti is known for its vibrant Piazza Matteotti, winemaking heritage, and picturesque countryside dotted with cypress trees. The town celebrates agricultural traditions and locally rooted food culture.

  • What are the best hidden gems to explore in Greve in Chianti?

    Montefioralle, a small medieval village just outside town, is often suggested for quiet strolls and panoramic views. Artisan workshops and lesser-known wineries around Greve in Chianti can reveal local craftsmanship and family recipes.

  • What are the best foods to try in Greve in Chianti?

    Enjoy locally produced Chianti wine, pecorino cheese, and traditional dishes such as pappa al pomodoro or wild boar ragù. Bakeries often feature cantucci, a crisp almond cookie, as a sweet finish.

  • What should I bring for a trip to Greve in Chianti?

    Pack comfortable walking shoes for cobblestone streets, light layers for variable weather, and a sun hat during bright summer days. A small reusable bag is useful for picking up local foods or market finds.

  • What is the nightlife in Greve in Chianti like?

    Nightlife in Greve in Chianti is relaxed, with evenings spent sampling local wines in enotecas, listening to live music in small squares, or lingering at family-run trattorias. Social gatherings tend to center around conversation, food, and a sense of community.

  • What are the most popular events or festivals in Greve in Chianti?

    The Chianti Classico Wine Festival, typically held in early autumn, draws visitors for tastings and local culture. Seasonal markets, music events, and agricultural fairs often take place in and around the main square.

  • Are there family friendly vacation rentals in Greve in Chianti?

    Greve in Chianti has a range of family-friendly vacation rentals, from countryside farmhouses to apartments near the main square. Many feature kitchens, outdoor space, and amenities that welcome children.

Quick stats about holiday rentals in Greve in Chianti

  • Total holiday rentals

    Explore 80 holiday rentals in Greve in Chianti

  • Nightly prices starting at

    Greve in Chianti holiday rentals start at $98 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,740 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Greve in Chianti holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Greve in Chianti rentals

  • 4.9 Average rating

    Greve in Chianti stays are highly rated by guests—averaging 4.9 out of 5!