11227+ Private Villas and Holiday Rentals in Chianti Region |
  1. Italy
  2. Tuscany
  3. Chianti Region

Chianti Region Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Chianti Region

Discover more than 11227 vacation rentals available in Chianti Region. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Chianti Region.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Chianti Region, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Chianti Region. On average, places to stay near Chianti Region offer 1366.37 ft², with nightly prices averaging US $421.

With Casai, finding and comparing holiday rentals in Chianti Region is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Show more
Show less

Top Accommodation Types in Chianti Region

Type Count
Vacation Homes 3533
Holiday Apartments 3502
Villas 2731
Cottages 123

Use these Quick Filters to Find a Holiday Rental in Chianti Region

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Chianti Region.

Weather in Chianti Region, IT

View the weather forecast for Chianti Region before booking your Chianti Region Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 73°F       Low 31°F
June - August
High 93°F       Low 54°F
September - November
High 76°F       Low 42°F

Top Attractions Around Chianti Region, IT

Casai offers a large selection of top attractions around Chianti Region . Research things to do on your vacation before you visit Chianti Region.


Cantina Antinori
Valdarno
Castle of Brolio
Castello di Radda Winery
Meleto Castle
Villa a Sesta Polo Club
Isole e Olena Winery
Castello della Paneretta
Il Molino di Grace Winery
Castello d'Albola
Tuscany MTB Guide
Montegufoni Castle
Casa del Boccaccio
Castello Sonnino
Santa Lucia al Borghetto Church
Buondonno Winery
Le Miccine
Cantalici Winery
Borgo di Vescine - Tenute di Castelvecchi
Colle di Val d'Elsa Cathedral

Other Places to Stay in Chianti Region, IT


Tuscany 79,859 Properties
Val d'Elsa 6,250 Properties
Colle di Val d'Elsa 4,523 Properties
Valdarno 2,219 Properties
Greve in Chianti 880 Properties
Barberino Tavarnelle 681 Properties
Gaiole in Chianti 517 Properties
Bucine 487 Properties
Barberino Val d'Elsa 461 Properties
Castellina in Chianti 427 Properties
Montespertoli 418 Properties
San Casciano in Val di Pesa 409 Properties

Frequently Asked Questions About Chianti Region?

What are the top holiday rentals in Chianti Region?

With numerous options available in Chianti Region, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Chianti Region:

How many holiday rentals have private pools in Chianti Region?

Discover a selection of holiday rentals with private pools near Chianti Region with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Chianti Region are best for families?

If you're searching for a family-friendly holiday home in Chianti Region, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Chianti Region:

How many Casai.com holiday rentals are available in Chianti Region?

As of 2025, Casai boasts over 11227 properties listed in the Chianti Region area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Chianti Region.

Nearby Neighborhood (2) 
Neighborhood Property Count
Certaldo Alto Vacation Rentals in Tuscany 35
Il Serraglio Vacation Rentals in Tuscany 591

People Also Ask

There are 11227 Chianti Region, IT Holiday Rentals

Recently Booked Holiday Rentals in Chianti Region