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Holiday houses in Greve in Chianti

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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 $103 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,810 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!

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, 109 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
Condo in Panzano in Chianti
4.96 out of 5 average rating, 278 reviews

Apt. Panzanello-Panzano in Chianti

Welcome to a corner of authentic Tuscany, where time seems to have stood still among vineyards and centuries-old olive trees. Nestled in the tranquility of the Chianti Classico hills, this apartment is the perfect retreat for those seeking comfort and authenticity away from the hustle and bustle of everyday life. From the private terrace, you can enjoy a breathtaking view of the hills—the perfect place to relax with a glass of Panzanello wine at sunset. Access is private and independent, with free parking included.

Guest favourite
Townhouse in Scandicci
4.88 out of 5 average rating, 337 reviews

Florence Sunset Hills • Giogoli

Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

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, 154 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 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, 239 reviews

The Chianti Classico Sunset

If you are looking for an idyllic location in the heart of the Chianti Classico region, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a commanding position with an amazing view, where you can enjoy breathtaking sunsets. The complete privacy of the house, the cozy garden, and the large loggia allow you to enjoy your stay in total tranquility. Our reviews are your best guarantee.

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
5.0 out of 5 average rating, 344 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.

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
5.0 out of 5 average rating, 228 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 shown, featuring a round dining table surrounded by iron chairs. Potted flowers add color, with a scenic view of vineyards and rolling hills visible in the background. Natural light enhances the outdoor dining space's peaceful ambiance.
Condo in Montefioralle
4.92 out of 5 average rating, 104 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.

Guest favourite
The kitchen area features wooden cabinetry and modern appliances, including a microwave and coffee maker. A round wooden table with simple chairs is surrounded by natural light from large windows, offering views of the surrounding vineyards.
Home in Greve in Chianti
4.95 out of 5 average rating, 100 reviews

Casa Giulia di Sopra Farmhouse

The CASA GIULIA DI SOPRA apartment, renovated in 2022 and located on the first floor, is a portion of an ancient farmhouse located in the heart of Chianti Classico. It is surrounded by the vineyards of Villa Calcinaia, an estate owned by the Capponi Counts since 1524. The apartment is 130 meters away from the shared swimming pool, open from May to October. The apartment has an outdoor area with a table and chairs where guests can dine and enjoy a glass of wine at sunset.

Top Guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 102 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

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
4.99 out of 5 average rating, 429 reviews

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.

Guest favourite
Dome in Volterra
4.95 out of 5 average rating, 152 reviews

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

Popular amenities for Greve in Chianti holiday rentals

When is the best time to visit Greve in Chianti?

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Avg. price$226 NZD$203 NZD$203 NZD$212 NZD$224 NZD$214 NZD$229 NZD$229 NZD$220 NZD$217 NZD$214 NZD$219 NZD
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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.