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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
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
The image showcases a vibrant town square surrounded by historic buildings, including the prominent Torre Salvucci Maggiore. The sky is expansive, featuring soft clouds scattered across a blue backdrop. The texture of the stone architecture provides a glimpse into the medieval influence of the area.
Tower in San Gimignano
4.94 out of 5 average rating, 124 reviews

Medieval Tower experience with Panoramic Rooftop

If you are looking for a memorable experience, this is the right place for you! With its 42 mt high, the Salvucci Tower is one of the famous towers of San Gimignano and today the only one turned into a vertically-spread apartment divided into 11 floors, for a total of 143 steps. A unique and timeless place, ideal to experience something never tried before. The tower can hosts couples or small groups up to 3 people. Its panoramic rooftop boasts an incredibly breathtaking view all over the town.

Guest favourite
An expansive outdoor deck offers a serene view of rolling hills under a clear sky. An infinity pool transitions seamlessly into the landscape, with two soft seating cushions placed nearby, inviting relaxation and contemplation of the stunning panoramic scenery.
Home in Casale
4.88 out of 5 average rating, 189 reviews

Infinity view

Completamente ristrutturata posizione con vista mozzafiato sul Valdarno. Il piano terra è composto da soggiorno con due vetrate che danno sul patio, camino, divano letto, bagno con grande doccia e cucina moderna con isola in acciaio, con tre porte finestre per accedere alla zona pranzo esterna con bbq. Il primo piano è composto da due camere matrimoniali ognuna dotata del proprio bagno con doccia. Giardino è moto curato,ci sono vari angoli relax, prendisole è una piscina infinity ad idrolisi

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.
Guest house 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.

Guest favourite
A green metal table is set with a bouquet of fresh flowers, surrounded by two matching chairs. In the background, a rustic brick building with barred windows is partially concealed by lush greenery, creating a serene, natural setting.
Farm stay in Rapolano Terme
4.79 out of 5 average rating, 157 reviews

Capannacce more than a Farmhouse: La Casetta

Capannacce is a special place for us. Farm, but not only. It is home. For us and for the animals that live here, horses, chickens, cows, felines and canids. Indeed, the heart of the farm is the breeding of racehorses, English thoroughbreds. And of the Pontremolese cow, a native heritage breed. We are immersed in the Crete Senesi, where every summer sunset is a delight. The countryside made of quietness that soothes, but not far from the town of Rapolano Terme and all related comforts.

Top guest favourite
The image showcases a refreshing pool surrounded by lounge chairs and umbrellas, enhancing the outdoor relaxation area. The pool is framed by lush greenery and a stone wall, with the charming rustic house visible in the background under a clear blue sky.
Home in Barberino Tavarnelle
5 out of 5 average rating, 122 reviews

Infinity pool in Chianti area

On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

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, 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.

Top guest favourite
Bright seating area features two white armchairs and a patterned ottoman, surrounded by large glass arches that open to a lush garden. Natural light floods the space, enhancing the exposed stone walls and wooden ceiling beams, complemented by a large potted plant.
Villa in San Casciano
4.97 out of 5 average rating, 116 reviews

Luxury Villa in the very heart of Chianti

The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.

Top guest favourite
A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.
Flat in Castelnuovo Berardenga
4.94 out of 5 average rating, 171 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

Top guest favourite
A stone patio is adorned with potted plants and a flowering vine overhead. Two lounge chairs are positioned on the natural stone surface, creating a peaceful outdoor space with views of the surrounding greenery.
Farm stay in Greve in Chianti
4.97 out of 5 average rating, 104 reviews

TORRE LA CAPANNINA ESTATE

Located in the heart of Chianti Classico, on the hills surrounding Greve. Furnished in a cozy country style, the accommodation is equipped with everything you need, linens, mosquito nets on the windows, Wi-Fi and air conditioning. The recently renovated farmhouse, once used to store hay, is now the ideal place for a couple's stay, but also for families or friends. The olive groves and vineyards of the family farm completely surround the farmhouse.

Top guest favourite
A stone facade is viewed from a well-maintained garden, featuring lush green grass and neatly trimmed hedges. A wooden door is visible, leading into a charming interior, while the house's rustic architecture complements the serene landscape under a clear blue sky.
Home in Castellina in Chianti
4.98 out of 5 average rating, 111 reviews

Explore Chianti from a Charming Stone House

Awaken in a bedroom with beamed ceilings, open doors to a private garden, and take an early morning dip in the pool. Return to a classically designed house with terra cotta floors, wood-burning fireplace, and bathrooms with exuberant tile work. Casa Marinella is the perfect place to discover Chiantishire. Fully equipped kitchen, AC in each bedroom, private garden and barbecue.

Popular amenities for Greve in Chianti holiday rentals

When is the best time to visit Greve in Chianti?

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Avg. price$143 SGD$117 SGD$137 SGD$156 SGD$152 SGD$162 SGD$171 SGD$171 SGD$165 SGD$162 SGD$160 SGD$163 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 80 holiday rentals in Greve in Chianti

  • Nightly prices starting at

    Greve in Chianti holiday rentals start at $89 SGD 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 & 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!