Villa rentals in Tuscany

Few places in the world have a WOW factor quite like Tuscany. Whether it’s a silent sunrise in the emerald-green expanse of the Val d’Orcia; lunch on the terrace of your Tuscany holiday rental overlooking vines and olive groves; or the milky-pink sunset of a Chianti spring… At any time of day or year, renting a villa in Tuscany is an experience like no other.

At Tuscany Now & More we take pride in our service. We have 30 years’ experience matching every guest to just the right villa. Someone from our small team visits or stays in every villa we list and knows the area — this is why we keep our portfolio small. (And probably why the world’s leading luxury travel magazine says we’re Tuscany’s best villa company.)

Almost all our villas in Tuscany have air-conditioned bedrooms — which you’ll appreciate in the hot Tuscan summer — and many have air-conditioning throughout. Every Tuscany Now & More villa has a private swimming pool, free use of our concierge service, for pre-trip arrangements and an emergency number available 24/7 while you are in-destination. Your concierge can arrange a private chef, daily maid service, or shopping delivered to your villa, and memorable experiences like Tuscan cookery classes in your holiday rental’s kitchen.To see what real travellers think of our service, and the experience of staying in a Tuscany Now & More luxury villa, read our verified reviews.

About Tuscany

History left its mark across this region, in the Renaissance art of Florence and the medieval brick palaces of Siena. Michelangelo, Leonardo Da Vinci, Gucci, Puccini and St. Catherine of Siena are just a handful among of hundreds of famous Tuscans. You can visit their many sights and shrines from several Tuscany holiday rentals.

Older, pre-Roman Etruscan heritage is preserved in museums and tombs, and even the landscapes, of Volterra and the Maremma, including at a UNESCO World Heritage Site near Tarquinia, in neighbouring Lazio.

All of these — and many more fascinating places, first-rate wineries and spectacular landscapes — are within easy range of our vacation rentals and luxury villas in Tuscany.

What to Do in Tuscany

Art and architecture; food and drink; the stone streets and scenery of a hilltop town — these are the mainstays of any itinerary from our luxury villas in Tuscany.

From the medieval period to the Renaissance, Tuscany led Europe in art and architecture. In Florence, Lorenzo Ghiberti’s Gates of Paradise and Brunelleschi’s cathedral dome face each other across Piazza del Duomo. Michelangelo, Botticelli, and Leonardo da Vinci were all Tuscans, and left works across the region, many now in Florence’s Uffizi Gallery.

Pisa’s glory days were earlier, during the Romanesque period. The city is now famous for a bell tower that went wrong. We call it the Leaning Tower of Pisa — though its architect would likely have been embarrassed, not proud, to hear that! Pisa is a favourite daytrip from many of our villas for families.

Siena’s style is Gothic, in the architecture of its shell-shaped Campo (main square) and on the frescoed walls of its Palazzo Pubblico. The nearby village of San Gimignano is another immaculately preserved Gothic relic.

Tuscany’s scenery is just as good from two wheels. Cycling or e-biking is a great way to explore the back-roads of the Chianti around Radda, or the photogenic clay landscapes of the Crete Senesi, south-east of Siena.

Food and Drink in Tuscany

Tuscan ingredients speak for themselves. Flame-grilled beef from the Chianina breed of cattle makes an authentic bistecca alla fiorentina. Simple dishes like panzanella (a salad of bread, tomato, olive oil and basil) or pasta ribbons tossed with a wild-boar ragù are elevated by Tuscany’s incredible seasonal produce. Truffles are abundant, in season, if you fancy a treat. Many of our villas in Tuscany offer truffle hunting trips.

Tuscany is one of the world’s great red wine regions. Brunello di Montalcino, Vino Nobile di Montepulciano, and Chianti Classico are produced within growing zones where quality is strictly controlled by DOCG (Denominazione di Origine Controllata e Garantita) rules. The Maremma’s Morellino di Scansano is another robust red pressed from the native Sangiovese grape.

Shopping in Tuscany

Wine and olive oil are sold almost everywhere. Extra-virgin olive oils are especially good in the Chianti, the hills close to Pisa and around Monte Albano, west of Florence. All Tuscany’s best red wines, as well as the sticky-sweet Vin Santo and many niche Tuscan wines, age well and can be cellared.

Several Tuscan towns have strong artisan traditions. Painted majolica ceramics have been made in the Valdarno, west of Florence, for centuries. Cortona and Colle Val d’Elsa both have excellent ceramic workshops. Impruneta is the home of Tuscan terracotta. Volterra has an alabaster heritage stretching back to the Etruscans.

Leather manufacture is a Florentine tradition. Although lots sold in city shops and markets is imported, the Scuola del Cuoio trains the next generation of artisans and sells their hand-made wares. Our guide to buying leather in Florence will help you find the best.

After Milan, Florence is Italy’s second city for fashion. There’s plenty of high-toned shopping for designer threads along Florence’s Via de’ Tornabuoni. Florence is also the home of internet fashion sensation Luisa Via Roma. The Mall outlet, east of Florence, sells end-of-line items from top-end Italian couture brands at discounted prices, including by the famous “Florentine Four” fashion designers: Gucci, Pucci, Cavalli and Ferragamo.

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Showing: 105 villas

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Beautifully restored 15th-century farmhouse with breath-taking views of the Tuscan coastline. Lake Massaciuccoli and, in the distance, the Leaning Tower of Pisa. Private swimming pool, semi-professional kitchen, and spacious, air-conditioned bedrooms with en suite bathrooms and private terrazzos.

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€ 4,744
€ 7,169
$ 6,432
$ 9,720
£ 4,562
£ 6,894

Sleeping: 6 - Bedrooms: 3 - Bathrooms: 3

  • Maid included
  • Fully Air-conditioned villa
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Charming country stone farmhouse with a private pool enjoying beautiful views of the countryside near the pretty town of Montaione. Air-con. bedrooms, en-suite bathrooms & professional kitchen.

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€ 3,639
€ 4,991
$ 4,934
$ 6,767
£ 3,500
£ 4,800

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 5

  • Maid included
  • Fully Air-conditioned villa
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Charming country stone farmhouse with a private pool enjoying beautiful views of the countryside near the pretty town of Montaione. Air-con. bedrooms, en-suite bathrooms & professional kitchen.

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€ 5,199
€ 7,130
$ 7,049
$ 9,667
£ 5,000
£ 6,857

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 5

  • Maid included
  • Fully Air-conditioned villa
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Host your wedding or event at this charming country stone farmhouse with a private pool near the pretty town of Montaione. Fantastic managment arranges weddings up to 60 persons.

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€ 6,399
€ 8,330
$ 8,676
$ 11,294
£ 6,154
£ 8,011

Sleeping: 14 - Bedrooms: 7 - Bathrooms: 8

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Stunningly beautiful 15th century farmhouse in the hills near Florence with a private pool & pool hse. Beautiful garden with wonderful views. Air con bedrooms, Modern kitchen for serious cooks.

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€ 5,119
€ 7,102
$ 6,940
$ 9,629
£ 4,923
£ 6,830

Sleeping: 6 - Bedrooms: 4 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Spectacular villa with a private pool in a country setting only 20 minutes from the centre of Florence. Air-con bedrooms, smart country décor and outstanding kitchen. Elegant garden offering wonderful views.

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€ 3,336
€ 6,489
$ 4,524
$ 8,798
£ 3,209
£ 6,241

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Spectacular villa with a private pool in a country setting only 20 minutes from the centre of Florence. Air-con bedrooms, smart country décor and outstanding kitchen. Elegant garden offering wonderful views.

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€ 3,600
€ 7,027
$ 4,881
$ 9,528
£ 3,462
£ 6,758

Sleeping: 14 - Bedrooms: 6 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool

Luxury home on a large estate with a heated private pool near Sansepolcro. Beautiful views, fantastic kitchen, air conditioned bedrooms, sophisticated bathrooms, stylishly furnished. Professional cook available.

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€ 4,607
€ 7,002
$ 6,246
$ 9,493
£ 4,431
£ 6,733

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 4

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Beautiful hilltop stone farmhouse with a private, infinity pool near Castellina in Chianti. Sophisticated contemporary interiors with large air conditioned bedrooms, luxury bathrooms a modern kitchen.

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€ 4,639
€ 6,980
$ 6,289
$ 9,463
£ 4,461
£ 6,712

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 8

  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

Tranquil stone farmhouse & guesthouse with private pool in Val d’Orcia valley. Interior has terracotta floors, beamed ceilings & A/C in all rooms. Panoramic outdoor living & dining areas & private Roman amphitheatre. Easy walk to village shops & restaurants.

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€ 3,778
€ 6,900
$ 5,123
$ 9,355
£ 3,634
£ 6,636

Sleeping: 6 - Bedrooms: 3 - Bathrooms: 3

  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

Fully air-con luxury stone farmhouse with a private pool, just minutes from Cortona. Stunning views, sophisticated kitchen, ensuite bathrooms . Lush garden and three dining areas and a lounge.

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€ 3,846
€ 6,883
$ 5,214
$ 9,332
£ 3,699
£ 6,619

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

Fantastically located on the famous “Corsini” Chianti  wine estate 15 mins from Florence. Private pool  A/C bedrooms, en-suite bathrooms. 5 min walk to shops & restaurants.  Option including a cook avail.

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€ 3,928
€ 5,742
$ 5,326
$ 7,785
£ 3,778
£ 5,522

Sleeping: 14 - Bedrooms: 7 - Bathrooms: 7

  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

Fantastically located on the famous “Corsini” Chianti  wine estate 15 mins from Florence. Private pool  A/C bedrooms, en-suite bathrooms. 5 min walk to shops & restaurants.  Option including a cook avail.

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€ 4,622
€ 6,755
$ 6,266
$ 9,159
£ 4,445
£ 6,497

Sleeping: 14 - Bedrooms: 7 - Bathrooms: 7

  • Maid included
  • Fully Air-conditioned villa
  • Internet Connection
  • Private Pool

This rental option includes a professional cook and waiter that shall prepare wonderful evening meals for 6 nights at villa Gugliaie. Please note that food & wine is not included. Breakfast can also be arranged as an extra.

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€ 5,724
€ 7,858
$ 7,761
$ 10,654
£ 5,505
£ 7,557

Sleeping: 6 - Bedrooms: 4 - Bathrooms: 4

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool
  • Hot Tub

Charming hilltop retreat with stunning views near the Tuscan coast. Private swimming pool, hot tub & Recently fitted private spa with a second hot tub [extra fees apply]. Air-con bedrooms, loggia for al fresco dining.

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€ 2,933
€ 5,236
$ 3,977
$ 7,099
£ 2,821
£ 5,035

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 4

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool
  • Hot Tub

Charming hilltop retreat with stunning views near the Tuscan coast. Private swimming pool, hot tub & Recently fitted private spa with a second hot tub [extra fees apply]. Air-con bedrooms, loggia for al fresco dining.

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€ 3,071
€ 5,560
$ 4,164
$ 7,538
£ 2,954
£ 5,347

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

  • Maid included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Heated Pool
  • Hot Tub

Charming hilltop retreat with stunning views near the Tuscan coast. Private swimming pool, hot tub & Recently fitted private spa with a second hot tub [extra fees apply]. Air-con bedrooms, loggia for al fresco dining.

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€ 3,665
€ 6,736
$ 4,969
$ 9,133
£ 3,524
£ 6,478

Where to Stay in Tuscany

Every traveller is different, so there is no such thing as the “best” villa in Tuscany; only the best Tuscan holiday rental for you. When you contact Tuscany Now & More, you will talk to someone who has stayed at the villas which interest you. It’s our golden rule — and why we maintain a small, specialist portfolio of around 131 handpicked villas.

Maybe a villa with a pool is an essential, or a villa with air conditioning, or even one of our fully staffed villas in Tuscany. To work out where to stay in Tuscany, ask yourself six questions...

Are you a first-time visitor? Florence, Tuscany’s capital, has the largest concentration of sights and 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. It makes sense to base yourself around here if you are renting a villa in Tuscany. You can easily mix city with countryside. If you have an idea of “classic Tuscany” embedded in your mind, you will find it in around our Chianti villas.

Do you need a dose of culture? For museums and other cultural spots, consider renting a villa in Tuscany within easy range of Florence or Siena (or between them, in the Chianti hills). Florence has the Uffizi Gallery; Michelangelo’s “David”; Medici villas, palaces and tombs; Renaissance gardens; countless painted chapels and more. Siena’s sights include the Campo, Palazzo Pubblico and Duomo, each of them unchanged since medieval times. Another location for culture vultures renting a villa in Tuscany is Lucca, birthplace of the composer Puccini, with a museum and summer opera festival dedicated to him. You should also see our collection of villas near Pisa and Lucca.

Do you want a holiday rental close to a village? Many of our vacation rentals are within walking distance of a village or town centre. Staying in one of our Tuscany villas near villages will connect you with small-town Tuscan life. You can stroll up the road for a cappuccino in the town square, or buy freshly baked bread each morning. Eat with the locals at the village trattoria. In the evenings, you can enjoy pre-dinner aperitif or a lively night in the town bar with no need to drive home. You get a special view of Italy: the local angle.

Are you a returning visitor looking for a new experience? 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. But you still haven’t seen all a villa in Tuscany has to offer — not even close. At a villa in the Maremma, you can explore the rolling hills of the Morellino winelands and archaeological sites of the ancient Etruscans. North of Florence, the Mugello was the original home of the Medici family, who ruled over Renaissance Florence. A villa near Borgo San Lorenzo puts you right at the heart of this very different part of Tuscany.

Do you have special interests to pursue? If you are a wine lover, it makes sense to choose a Tuscany holiday rental in the Chianti, or one of our luxury villas near Montepulciano. If you have a passion for ancient history, our Maremma villas are in the heartland of the Etruscan world (aka “Etruria”). Their fascinating pre-Roman culture left important archaeological remains (Vetulonia, Populonia, Roselle) and museums stuffed with artefacts (Grosseto, Volterra, Chiusi). Outside Pitigliano, the Etruscans carved a network of vie cave (open-air passages) into the soft tufa rock. Their use? That — like much of Etruscan life — remains a mystery.

Did you know Tuscany has a seaside? If you are undecided between a villa with a pool and a house by the sea, our select collection of beach villas in Tuscany means you don’t have to choose. Tuscany’s 250 miles of coastline stretches from flat, family-friendly sands and fashionable resorts in the north, to the rocky shores, remote dunes and fishing ports of Monte Argentario and the southern Maremma — “Tuscany for the cognoscenti”, The Guardian called it. All our luxury beach villas have private swimming pools, air-conditioned bedrooms (some are fully air-conditioned throughout), and free use of our renowned concierge service.

When to Visit Tuscany

Spring temperatures are pleasant over most of Tuscany. You can expect an average daytime high of 23℃ (73℉) and a low of 11℃ (51℉) overnight. Easter weekend is busy in Florence for the folklore Easter Day tradition, the Scoppio del Carro (Explosion of the Cart). This festival features 150 white oxen, an antique cart filled with fireworks, and a very big bang.

Summer in Tuscany is high season. The daytime temperature rises to an average high of 30℃ (86℉), with 17℃ (62℉) overnight typical. This is the ideal season for relaxing by your private pool. Cultural festivals happen outdoors all summer, from the Palio di Siena horserace to the open-air Puccini Festival, with live opera beside the composer’s lakeside home near Lucca.

Despite cooler temperatures, autumn and winter in Tuscany are still lots of fun. The sun shines on most days, with an average daytime high of 13℃ (55℉) and a low of 4℃ (39℉) overnight. Low season means you can enjoy Tuscany’s cities at your own pace. You can easily find a table at restaurants like La Bottega del Buon Caffè in Florence, Bistrot in Forte dei Marmi, and Osteria di Passignano in the Chianti hills. Make sure to try the seasonal delicacy, truffles.

About Our Handpicked Villas in Tuscany

If you are interested in learning more about what makes us different, you can read the Tuscany Now & More story.

Concierge service
Everyone renting a villa in Tuscany with Tuscany Now & More gets free use of our renowned concierge service. If you want shopping stocked in your fridge on arrival, or a private chef to cook everyone dinner for a special occasion, just ask. Making your holiday lettings extra-special is all part of our service. While in Tuscany, our 24-hour ground staff are available by phone or WhatsApp.

Checking in & out
You should check in at your Tuscany holiday rental between 4pm and 7pm. We can accommodate different arrival times — just communicate this in advance to our office staff. Upon arrival, the villa owner or caretaker will inspect the property with you and demonstrate appliances, equipment and utilities.

Check-out is 10am on the last day of your holiday rental. The villa owner or caretaker will arrive at 9am to settle any outstanding payments. If you want to depart earlier, you can let us know in advance.

Cleaning
Both the luxury villa and your private swimming pool will be cleaned prior to your arrival. Some holiday villas have additional cleaning and pool/garden maintenance scheduled during the week. Maid service included with the vacation rentals involves cleaning and tidying, but does not cover making beds, kitchen cleaning, laundry or ironing. Extra services can be organised via our dedicated travel concierge team.

Bed linen & towels
Our Tuscany holiday rentals include bed linens, bathroom and swimming pool towels for the number of guests. These are provided weekly. Extra services and changes can be organised with our concierges.

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