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Holiday houses 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
Home in Greve in Chianti
4.99 out of 5 average rating, 103 reviews

Relaxation and charm in the Chianti hills

Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

Top Guest favourite
A serene outdoor space features wooden loungers arranged on a grassy area, accompanied by a small table. Towering trees provide shade, while rolling hills and greenery create a tranquil backdrop, inviting relaxation in the natural setting.
Home in Greve in Chianti
4.98 out of 5 average rating, 220 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 charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay in Ruscello
4.99 out of 5 average rating, 498 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Top Guest favourite
Home in Vaiano
5 out of 5 average rating, 269 reviews

The MOONLIT & SUNNY COTTAGE near Florence

IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence and Mugello is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients such as bio vegetables, eggs or cheese.

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, 234 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
The swimming pool features clear blue water, inviting for relaxation. A shaded gazebo is positioned nearby with lounge chairs arranged for comfort. Rolling hills with greenery surround the area, offering a peaceful backdrop against a partly cloudy sky.
Cottage in Castellina in Chianti
4.96 out of 5 average rating, 106 reviews

Cottage Vittoria - Masseto In Chianti

MASSETO IN CHIANTI è un villaggio privato dove potrete rilassarvi nel vostro giardino privato e in piscina, fare sport, o utilizzare come base per visitare città rinascimentali: Firenze, Siena, San Gimignano, Arezzo, Volterra. Offriamo altri tre cottage con accesso indipendente e giardinetto privato: Quinto (2 letti), Cappero (4 letti), Leccio (6 letti). La piscina è condivisa dai 4 cottage, ciascuno dispone di un gazebo privato, con distanze garantite e sanificazione a norma Covid-19.

Top Guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5 out of 5 average rating, 217 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Guest favourite
A terracotta terrace is surrounded by stone walls and greenery, featuring an iron dining table set for five. Plates and glasses are arranged atop a tablecloth, with a wine bottle positioned at the center. Lush views of the Chianti vineyards and hills are visible in the background.
Condo in Montefioralle
4.92 out of 5 average rating, 102 reviews

Peaceful hideaway in a 11th century Tuscan village

Imagine a former medieval tower, once part of a 11th century fortified castle. As you enter, like in most Tuscan country houses, there is a kitchen with a stone sink. A stairway brings to the first floor where there are two bedrooms with their original terracotta floors and wooden beams. They both offer a gorgeus, unobstructed view of Chianti vineyards and hills. And a private access to a terracotta terrace facing the valley. It's hard to imagine a more peaceful scenery.

Top Guest favourite
The exterior of a rustic farmhouse is highlighted, featuring warm-colored walls and a traditional tiled roof. A large tree stands prominently, while outdoor seating is arranged on the grassy area, offering a serene atmosphere surrounded by lush greenery and a partially cloudy sky.
Farm stay in Sovicille
4.94 out of 5 average rating, 179 reviews

House at Gianni - Olmo

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!

Top Guest favourite
Condo in Greve in Chianti
4.98 out of 5 average rating, 188 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, 312 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
An expansive terrace showcases a dining table set for six, complemented by comfortable seating. A shaded canopy provides relief from the sun, while surrounding greenery enhances the atmosphere. Panoramic views of Florence are visible in the background, underscoring an inviting outdoor space.
Condo in Santo Spirito
5 out of 5 average rating, 112 reviews

Exclusive Florence Penthouse with city views

The truly Florentine soul of this exquisite apartment and its panoramic terrace sets the stage for an unforgettable stay. From this privileged vantage point above the rooftops, you can almost touch Florence’s monuments as you sip a sunset aperitivo, or greet the morning beneath the pergola with a leisurely breakfast while the city awakens in golden light.

Popular amenities for Greve in Chianti holiday rentals

When is the best time to visit Greve in Chianti?

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Avg. price$228 NZD$205 NZD$205 NZD$211 NZD$205 NZD$219 NZD$231 NZD$231 NZD$223 NZD$219 NZD$216 NZD$221 NZD
Avg. temp7°C8°C11°C14°C18°C23°C25°C25°C21°C16°C11°C7°C

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 $104 NZD 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 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!