Reset Password

How to rent a villa in Tuscany

that Best suits you
Your search results
December 3, 2022

Haute Retreats is based near Venice, Italy, and has an extended knowledge of the country, from North to South and from West to East.

Tuscany is one of Haute Retreats favourite regions, and we understand how challenging could be how to rent a Tuscan villa that best suits you especially if it is your first time in the region.

You start with a vision which is yourself with your family and friends enjoying a nice lunch outside under a pergola by the pool, starring at the Tuscany hills that surround you with a glass of fine wine, like the Brunello, and fell the gentle breeze that blows, you can breath different scents coming from surrounding fields, each scent belonging to a different herb, whose flavour and smell can enhance certain ingredients.

But first thing first. Let’s start with some information and consider all the factors before making your decision and book your Villa in Tuscany. Everyone’s different, after all.

contact us directly, and we can help you come to the best decision tailor-made for you. I am sure it will be easy for you to understand if the villa in Tuscany you will book is the one that best suit you.

RELATED Taste of Tuscany: A Culinary Journey

Is this your first time in Tuscany?

If this is to be your first time in Tuscany, you may have a different set of criteria to a traveler who has visited the region many times.

Florence, Tuscany’s capital, has a large concentration of sights and variety of things to see and do. The Chianti, hills to the south of Florence and within easy reach of the city, is one of the most famous wine zones in the world together with the Val D’Orcia and its Brunello di Montalcino. It makes sense to base yourself around here. You can easily mix city with countryside.

If you have an idea of “classic Tuscany” embedded in your mind, you will find it around our Chianti villas.

Amarica | Tuscany Villas | Haute Retreats

Amarica | Tuscany Villas | Haute Retreats

Does your Tuscany villa need to include cultural heritage?

If you want to visit museums and other cultural spots, you may want to be within easy range of Florence or Siena (or between them, in the Chianti hills). Florence has the Uffizi Gallery, Michelangelo’s “David”, Medici palaces and tombs, Renaissance gardens, countless painted chapels and more. We offer many luxury villa rentals near Florence.

Siena’s heyday was during the Gothic period. It hit its height of power in the first half of the 1300s, and sights like the Campo, Palazzo Pubblico and Duomo remain almost unchanged since medieval times.

Other Tuscan cities for culture vultures are Lucca (the birthplace of Puccini, with a museum and summer opera festival dedicated to him); Pisa (for its Leaning Tower and sublime Romanesque architecture around the Campo dei Miracoli); and Arezzo (with Piero della Francesca’s “Legend of the True Cross” frescoes and a famous antiques market). We have a dedicated collection of villas near Pisa and Lucca.

If you favour a rural Tuscan escape, you don’t need to abandon the idea of culture altogether. Montepulciano, Montalcino and San Gimignano all have fine art and architecture to admire. It’s just a little more thinly spread than in the cities.

RELATED Villa Stay: Your perfect week in Tuscany

Villas in Chianti | Villas in Tuscany by Haute Retreats

READ MORE Best experiences in Tuscany

Do you prefer stay close to a small town in Tuscany?

A selection of Haute Retreats villa rentals are within walking distance of a village or town centre. Staying in one of our Tuscany villas near the quaint towns gives you a chance to integrate yourself with the paste of local life. Stroll to the weekly produce market, attend a church service, or the weekly markets, local events or just drink till late and enjoy the to-and-fro at a local bar.

On the other hand, if your Tuscan idyll involves being marooned amid a sea of grape vines, with nothing but an occasional swallow to disturb the silence, this option isn’t for you. Check our collection of villas in among the vineyards. Most of the villas are not close or nearby bus stops or public transportation, we strongly suggest to hire a car. or plan to have one of our professional private drivers taking care of you.

Tuscany Villas for Rent by Haute Retreats

Are you a returning traveler or looking to experience Tuscany in a new perspective during your holiday?

You’ve seen a Chianti sunset, met David’s inscrutable gaze at the Accademia, climbed the Leaning Tower of Pisa, and walked Siena till your feet are sore. Hey Tuscany is not only that.. there is so much to see and experience.

You should try at least one to stay among the natural setting offered by the Maremma, you can explore the rolling hills of the Morellino winelands and archaeological sites of the ancient Etruscans. Sights here are more spread out than farther north — you’ll definitely need to rent a car — but they are also far less busy, even during high season in Tuscany.

North of Florence, the Mugello was the original home of the Medici family, who rose to power in medieval and Renaissance Florence. A villa near Borgo San Lorenzo locates you at the heart of this very different part of Tuscany.

Or consider a villa near Rome or villas in Umbria.

Teresa | Tuscany Vills for rent | Haute Retreats

Teresa | Tuscany Vills for rent | Haute Retreats

RELATED Michelin-Star restaurants in Tuscany you shouldn’t miss

Is there anything specific you like to experience in Tuscany?

Different areas of Tuscany will appeal to travellers with specific interests. If you are a wine lover, it makes sense to be based in the Chianti, or in southern Tuscany, near Montalcino or Montepulciano.

Photographers and Instagrammers love the technicolor majesty and vast skies of the Val d’Orcia, also close to our villas near Montepulciano. Many classic images of Tuscany — cypress stands huddled around lonely chapels or roads snaking along almost lunar clay ridges — are shot here or in the Crete Senesi (south-west of Siena, on the road to Asciano).

Tuscany Itinerary by Haute Retreats

If you are passionate of history, you should stay in the Maremma area the heartland of the Etruscan world (aka “Etruria”).

For fascinating pre-Roman culture you should consider (Vetulonia, Populonia, Roselle) or where there are museums stuffed with artifacts (Grosseto, Volterra, Chiusi).








Contact Haute Retreats to plan a trip our team of expert travel designers can recommend the best villas, luxury resorts, restaurants and activities for your interests.

  • Advanced Search

    Guests No
    Ages 13 or above
    Ages 2 to 12
    Under 2 years
    More Search Options
  • booking form Haute Retreats
  • Contact us:


  • WhatsApp 24/7 + 39 333 206 5514

  • Toll Free From USA and Canada

  • + 1 888-279-6444

  • elite club program by Haute Retreats
  • Follow Us