Chianti Tuscany Villas

Chianti

Tuscany Villas

For lovers of food and wine, there is no better getaway than a villa rental in the famous wine-producing region of Chianti, which stretches from Florence to Siena and Pisa. Our Chianti villa rentals take advantage of the region’s scenery: a rich patchwork of emerald-green hills, olive groves bordered by cypress trees, and vineyards dotted with Sangiovese grapes. Each turn in the famous Strada del Vino affords yet another stunning view and leads to another impeccable meal.

10 VILLAS

SORT BY
Leonardo

Leonardo

Tuscany / Chianti
Bedrooms
6
Sleeps
12
from $740+
per nightnightly

Our Exclusive Offers:
 Double Destination Dollars for 2019 Bookings

Leonardo is a beautiful, private 12-acre estate tucked away in Chianti, the heart of Tuscany.

View Villa
Erinda

Erinda

Tuscany / Chianti
Bedrooms
4
Sleeps
8
from $809+
per nightnightly

Our Exclusive Offers:
 Double Destination Dollars for 2019 Bookings

Villa Erinda is a two-floor property positioned on a 20-acre Chianti estate, and is surrounded by scenic vineyards, lush Mediterranean vegetation and ancient olive trees.

View Villa
Morea

Morea

Tuscany / Chianti
Bedrooms
6
Sleeps
12
from $927+
per nightnightly

Our Exclusive Offers:
 Double Destination Dollars for 2019 Bookings

Villa Morea is just 20 minutes away from Florence’s Museums and attractions and offers high-end interiors, landscaped gardens, furnished outdoor spaces and enchanting views from its stone-paved pool.

View Villa
Chianti

Chianti

Tuscany / Chianti
Bedrooms
7
Sleeps
14
from $958+
per nightnightly

Our Exclusive Offers:
 Double Destination Dollars for 2019 Bookings

Villa Chianti is a luxury getaway, perched atop a hill overlooking the sprawling Tuscan valleys.

View Villa
Chiara

Chiara

Tuscany / Chianti
Bedrooms
10
Sleeps
20
from $1,012+
per nightnightly

Our Exclusive Offers:
 Double Destination Dollars for 2019 Bookings

Villa Chiara is a very spacious two-floor villa located halfway between Florence and Siena, in the enchanting Chianti region.

View Villa
I Colli

I Colli

Tuscany / Chianti
Bedrooms
5
Sleeps
10
from $1,245+
per nightnightly

Our Exclusive Offers:
 Double Destination Dollars for 2019 Bookings

Villa I Colli is a 400 year old Tuscan farmhouse nestled on a 2 hectare estate in the hills of the world renowned Chianti region.

View Villa
Verdiana

Verdiana

Tuscany / Chianti
Bedrooms
10
Sleeps
20
from $1,665+
per nightnightly

Our Exclusive Offers:
 Double Destination Dollars for 2019 Bookings

The Chianti region embodies the landscape and the views that are the landmarks of Tuscany.

View Villa
Palazzo

Palazzo

Tuscany / Chianti
Bedrooms
6
Sleeps
12
from $1,695+
per nightnightly

Our Exclusive Offers:
 25% Off
 Double Destination Dollars for 2019 Bookings

Nestled in the heart of the famous Chianti Valley, with its undulating green hills and famous wineries, stands the elegant Villa Palazzo with its old world charm.

View Villa
Fleda

Fleda

Tuscany / Chianti
Bedrooms
7
Sleeps
14
from $1,735+
per nightnightly

Our Exclusive Offers:
 Double Destination Dollars for 2019 Bookings

The stunning and uber-stylish Villa Fleda is nestled on a 20-acre estate in a famous wine-producing area and is surrounded by manicured vineyards, lush vegetation, ancient olive trees and Mediterranean flora.

View Villa
Gaia

Gaia

Tuscany / Chianti
Bedrooms
16
Sleeps
31
from $6,260+
per nightnightly

Our Exclusive Offers:
 Double Destination Dollars for 2019 Bookings

Villa Gaia is a strikingly beautiful and secluded four-floor villa in the heart of Chianti, only 20 minutes from Siena.

View Villa
Get the latest on new villa additions, destination insights and limited-time specials.
US 800.281.6879
INTL 1.978.570.1924
Or, send us an email
and we'll get in touch with you shortly.