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Holiday rentals in Greve in Chianti

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Top-rated holiday rentals in Greve in Chianti

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Villa in Castellina in Chianti
4.93 out of 5 average rating, 244 reviews

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

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.
Apartment in Noce
5 out of 5 average rating, 323 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, 209 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
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, 229 reviews

Sunset on Chianti Classico

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
Apartment in Panzano
4.96 out of 5 average rating, 268 reviews

Apt. Panzanello-Panzano in Chianti

Benvenuti in un angolo di Toscana autentica, dove il tempo sembra essersi fermato tra vigneti e ulivi secolari. Immerso nel silenzio delle colline del Chianti Classico, questo appartamento è il rifugio perfetto per chi cerca comfort e autenticità lontano dal caos quotidiano. Dalla terrazza privata godrete di un panorama mozzafiato sulle colline, il posto ideale per rilassarsi con un calice di vino Panzanello al tramonto. L'accesso è privato e indipendente, con parcheggio gratuito incluso.

Top guest favourite
A lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
Home in Castellina in Chianti
4.98 out of 5 average rating, 129 reviews

Private Chianti Cottage, Garden & Vineyard Views

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

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.
Apartment in Greve in Chianti
4.98 out of 5 average rating, 171 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 charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 460 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

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.
Apartment in Greve in Chianti
4.98 out of 5 average rating, 182 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.

Guest favourite
Holiday home in Dimezzano
4.89 out of 5 average rating, 307 reviews

[Authentic StoneHouse]Jacuzzi & Viewpool Apartment

Nestled in a medieval village in the heart of Chianti, this exclusive historical apartment blends Tuscan charm with refined contemporary design. Enjoy a panoramic pool overlooking the hills, multiple terraces, and a unique hot tub Jacuzzi suite and bathroom carved in travertine. Designed for two, it’s the perfect place to slow down, reconnect, and experience Tuscany in total peace.

Top guest favourite
A spacious bed is adorned with striped and quilted pillows. Sunlight enters through an open wooden door, illuminating the soft linens and creating a serene ambiance. The natural greenery outside is visible through the balcony railing.
Castle in Barberino Tavarnelle
4.88 out of 5 average rating, 121 reviews

Suite in Castello di Valle

A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

Guest favourite
A terrace is showcased, featuring a wooden table accompanied by white chairs. The scene includes expansive views of rolling hills and vineyards, framed by tall cypress trees. The sky reveals warm sunset hues, creating a serene atmosphere.
Holiday home in Greve in Chianti
4.91 out of 5 average rating, 120 reviews

Stunning Tuscan apartment for 2

This apartment - tucked away privately and enjoying a stunning view from its terrace - is part of an 'agriturismo' farm which produces organic Chianti Classico. Spacious and light, it has 1 double bedroom, 1 sitting room, 1 bathroom and a kitchen.

Popular amenities for Greve in Chianti holiday rentals

When is the best time to visit Greve in Chianti?

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Avg. price$167 SGD$151 SGD$151 SGD$155 SGD$151 SGD$161 SGD$170 SGD$170 SGD$163 SGD$161 SGD$158 SGD$162 SGD
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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 90 holiday rentals in Greve in Chianti

  • Nightly prices starting at

    Greve in Chianti holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    80 of Greve in Chianti holiday rentals include wifi 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!