11186+ Vacation Rentals & Holiday Homes in Chianti Region |
  1. Italy
  2. Tuscany
  3. Chianti Region

Chianti Region Accommodations - Hotels & Rentals

About Chianti Region Vacation Rentals

Discover More than 11186 Incredible Getaway Rentals Available in Chianti Region. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Chianti Region.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Chianti Region, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Chianti Region. The Average Size of Places to Stay Near Chianti Region is 1364.28 ft², with Prices Averaging US $422 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Chianti Region. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Chianti Region

Type Count
Vacation Homes 3507
Holiday Apartments 3496
Villas 2722
Cottages 124

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

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Chianti Region with Online Reservations.

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

Activities Chianti RegionGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World Chianti RegionGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


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

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Tuscany 79,818 Properties
Val d'Elsa 6,245 Properties
Colle di Val d'Elsa 4,518 Properties
Valdarno 2,218 Properties
Greve in Chianti 879 Properties
Barberino Tavarnelle 681 Properties
Gaiole in Chianti 517 Properties
Bucine 490 Properties
Barberino Val d'Elsa 461 Properties
Castellina in Chianti 427 Properties
Montespertoli 418 Properties
San Casciano in Val di Pesa 408 Properties

Frequently Asked Questions About Chianti Region?

What are the top hotels, lake houses & vacation rentals in Chianti Region?

We provide an array of great vacation destinations in Chianti Region. If you are looking to stay in or around the Chianti Region area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Chianti Region:

How many Hotels & Vacation Rentals have private pools in Chianti Region?

We have 2689 Hotels & Vacation Rentals featuring a private pool in and near Chianti Region. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Chianti Region is best for families?

Searching for a family-friendly getaway in Chianti Region? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Chianti Region?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 11186 in the Chianti Region area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays 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

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