Discover a selection of 4,000 vacation rentals in Greve in Chianti, IT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $60 per night, and villas and farmhouses are popular options for a stay in Greve in Chianti. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Greve in Chianti
Destination guide

Tuscan charm in Greve In Chianti

A textbook Tuscan town, Greve In Chianti lures visitors with a picturesque riverside setting. It's anchored by a characterful Old Town and surrounded by rolling vineyards. Oenophiles will recognize it as the home of the Chianti Classico Expo, one of Italy's most revered wine festivals. Spend your days touring historic vineyards and sipping your way through Chianti Classico wine lists. The food is incredible, with mouth-watering specialties like Fiorentina steak, rich pappa al pomodoro soup and peppery extra-virgin olive oil. Wash it down with a glass of local vino on the terrace of your Greve In Chianti vacation rental villa.

Things to do

Discover medieval villages in Greve In Chianti

Set high on a hillside, Montefioralle is often crowned one of Italy's most beautiful villages. From the top, you'll get sweeping views over silvery olive groves and terraced vineyards. Access is via a gentle walking path that winds its way up from Greve In Chianti's town center. For a glimpse at Tuscany's regal roots, don't miss a day trip to Vignamaggio. Today the 14th-century villa offers Italian cooking classes, wine tastings and an elegant on-site restaurant. You can also opt in for guided tours of the vineyard and wine cellars.


Greve In Chianti Old Town

Greve In Chianti's biggest drawcard is the medieval Old Town. Its cobbled streets are lined with artisan workshops, galleries and boutiques. There's plenty to keep your taste buds entertained, from gourmet butchers and colorful gelaterias to boutique wine stores and local tavernas, serving up home-style Tuscan cooking. On weekends, Greve In Chianti hosts a bustling market that sells produce from across the region. With spacious kitchens and stunning views, Greve In Chianti vacation rentals offer the perfect excuse to stock up on local produce and prepare your own Tuscan inspired feasts.


Gear up for Greve In Chianti's famous wine festival

September is high season in Greve In Chianti, when the town throws its annual Chianti Classico Expo. The festival is held in the central piazza and attracts wine connoisseurs from across the globe. Gear up for live music, exhibitions and, of course, wine tastings to boot. Planning on attending the festival? Set in the heart of the Old Town, Greve In Chianti vacation rentals provide a perfect setting for wine-themed retreats. Tuscan summers can get swelteringly hot, which means most visitors prefer to travel in spring and fall.

Natural features

See Greve In Chianti by car

Set in the heart of Tuscany, Greve In Chianti is around 20 miles south of Florence and 25 miles north of Siena. While day trips are possible, Greve In Chianti vacation rentals offer a true taste of life in this postcard-perfect Tuscan town. For a change of pace, why not rent a car and spend a day exploring the Tuscan countryside? You'll find yourself cruising through a patchwork of olive groves, chestnut forests and, of course, hillside vineyards. Want to pick up your favorite bottles back home? Simply look for the region's trademark "Gallo Nero" black rooster logo.

How to get there

Transportation to and around Greve in Chianti

Fly into Florence (FLR-Peretola), the closest airport, located 15.1 mi (24.4 km) from the city center.

How many vacation rentals are available around Greve in Chianti, IT?

Our 2021 property listings offer a large selection of 4,270 vacation rentals around Greve in Chianti. From 1,108 villa rentals to 249 farmhouse rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the popular point of interests near where I can stay when traveling to Greve in Chianti?

Vrbo offers a large selection of vacation rentals near lovely places in Greve in Chianti. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Piazza Matteotti: 9,205 vacation rentals
  • Il Molino di Grace Winery: 9,593 vacation rentals
  • Church of Santa Maria Assunta: 9,494 vacation rentals
  • Wine Museum: 9,160 vacation rentals
  • Sezzate Castle: 8,398 vacation rentals

But there are many other points of interest around Greve in Chianti listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Villas in Greve in Chianti?

Yes, of course. Vrbo has 1,108 Villas in Greve in Chianti. Our other popular types of vacation rentals in Greve in Chianti include:

  • Farmhouses: 249 rentals available
  • Houses: 1,829 rentals available
  • Cottages: 55 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Country houses and more.

Can I find a vacation rental with pool in Greve in Chianti?

Yes, you can select your preferred vacation rental with pool among our 3,549 vacation rentals with pool available in Greve in Chianti. Please use our search bar to access the selection of vacation rentals available.