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5 Top Tuscany Villa Vacation options

Published On

March 30, 2021

May 14, 2024

Luxury Travel
minute read

When you picture an Italian villa, you probably imagine something in Tuscany. A grand estate surrounded by cypress trees, perhaps a small vineyard behind the house, and long lunches spent on the terrace sipping wine. Tuscany has an abundance of picture-perfect villas that will literally transport you to your dream vacation.

Tuscany Sunset

Whether you choose to rent your own villa or you decide to stay in a boutique hotel, here are a few of my favorite Tuscan destinations for the best villa experiences.

The first thing you should think about before deciding to stay in Tuscany is do you want to rent a car? Or hire a driver for a week? You may even prefer to have access to public transport that will take you to a major city.

One thing to remember is that many of the Villa options in Tuscany are very large. These historical manors were built for large noble families. Great options are cottages or apartments that are part of a Private Winery.

Here are a few great options for travel in 2021:

Chianti Classico - Luxury Villa with

If you are a lover of fine Italian wine, then look no further than Chianti. Adorning the tops of almost every hill in Chianti are stately villas ready to welcome visitors to the region. Olive groves, famous vineyards, and spacious countryside are just a few of the reasons to rent a villa in Chianti. The area showcases timeless Tuscan beauty and is perfect for groups both large and small.


Located in Southern Tuscany is Maremma. From long beaches to rolling green hills and thermal baths, Maremma has a little something for everyone. Rent a villa overlooking the Tuscan coastline and bike down to the ocean for a refreshing afternoon dip. Maremma gives visitors the freedom to choose between a classic Tuscan vacation and a relaxing day at the beach.


For visitors who want to do a little more sightseeing during their stay, a villa outside of Siena is just the place to go. Siena is a lovely medieval city in Tuscany, and the historic city center has been declared a UNESCO World Heritage Site. The countryside surrounding Siena is equally as enchanting for a villa rental with you and your family.

Val d’Orcia

Charming farmhouses, medieval castles, ancient villages, and cypress tree lines streets are what make Val d’Orcia so lovely to visit. Located between Siena and Maremma, Val d’Orcia offers an abundance of activities, including vineyard tours and museums. You can rent a villa within biking distance to some of the region's most historical sites and spend your days discovering all the Val d’Orcia has to offer.

If you are traveling with a large group of friends or family, consider renting a villa for your next vacation. Unlike a large hotel, a villa gives you the privacy and freedom to kick back, relax, and be yourself on vacation. You can even book a villa with a private chef and have local tours arranged for you, so you never have to lift a finger.

If you’re interested in booking a villa in Tuscany for your next vacation, contact us today!

Linda Sorgiovanni
Italy Customized

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