Villas in Italy

Italy, of course, is the country of romance, iconic wine and even more iconic food, it is picture-postcard landscapes of rolling vineyards, cypress trees and passionate sunsets. It is the same country that has brought us Gelato and Leonardo da Vinci. From soil rich with ancient history and noble grapes to awe-inspiring masterpieces of art and architecture, there is much to adore about Italy and we are here to help you curate your unique relationship with the country.

Whether you are captivated by the romance of Venice and Verona, the dramatic coastline of Portofino and the Italian Riviera, the timeless landscapes of Tuscany and Umbria with sprawling vineyards, cypress groves and Renaissance masterpieces, or the capital of la dolce vita itself, Rome, the ‘Eternal City’, we’re here to help you find your dream holiday destination. 

From lovingly restored, rustic farmhouses, sleek, modern and solar-powered villas to noble, historic estates, our luxury holiday rentals in Italy sleep from 2 to 46 people. So, whether you are planning a romantic retreat, a grand family reunion or even a destination wedding, we can accommodate all your needs and interests; just see our tailored villa collections. Almost all of our luxury villas have air-conditioned bedrooms as well and many others have air-conditioning throughout the communal spaces, which is a welcome relief during the hot Italian summer. 

At Tuscany Now & More we take pride in our service. We have 30 years of experience, matching every guest to the right villa. Someone from our small team visits or stays in every Italian 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 one of Italy’s top five villa rental companies. 

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 Italian 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 Italy

It may seem hard to believe that Italy has only existed as a unified country for around 150 years 一 yes, Italy, the iconic boot-shaped peninsula that has seen ancient empires rise and fall… first the Etruscans, then the Romans. Until the mid-to-late 19th century Italy was made up of multiple independent city-states or republics 一 think of the far-flung Venetian Empire, Renaissance powerhouses like Florence, Siena, Pisa and Mantua, the Duchy of Milan 一 each with their remarkable histories and traditions, unique cuisine and dialect. This may partly explain why regional identities are so passionately upheld throughout Italy and why your experience of Tuscany won’t be the same as that of LazioVeneto or even neighbouring Umbria

What to do in Italy

Where do we even begin in a country that does have it all? 

From the iconic domes of the Basilica di San Marco in Venice to those of Saint Peter’s in Rome with Florence’s Duomo somewhere in between, our luxury villas across Italy are ideally situated for exploring the abundance of art and historical landmarks the country has to offer. 

Visit Palladian villas in Veneto and Medici villas in Tuscany, enjoy coastal walks in Portofino and beach days near Pisa. From outdoor arias at the Verona Arena to saxophone solos at Umbria Jazz Festival; each region in Italy has an endless itinerary of cultural experiences for you to discover. We can even arrange personalised experiences like truffle hunting in the Tuscan hills, private gondola rides along the river Arno, walking tours in Venice or Siena. 

Tuscany and northern Lazio are great bases for those who love ancient history, both areas are rich with Etruscan and Roman ruins. Umbria, Italy’s ‘Green Heart’ is ideal for outdoor lovers with an outstanding rural landscape to rival that of Tuscany. Head to Portofino, Italy’s answer to the Cote d'Azur, for dramatic sea views, superyachts and quaint Romanesque churches. As a rule, if art is what you are after, Florence is always a good idea. 

For more ideas on what to do in Italy and where to stay, read our historic city guides and discover our favourite towns and villages

Food & Drink in Italy 

Italy has such a unique love language with food, much of the country’s culture and way of life is rooted in the culinary arts. On a national level, Italy is the birthplace of classic dishes like Carbonara, Bistecca alla Fiorentina and Tiramisu, but many traditional recipes are also a source of immense regional pride. In Northern Italian cities like Venice and Verona, staples like risotto and polenta outshine the kinds of hearty hand-made pasta dishes that are abundant in central Italy. Where you’ll happily enjoy rich game dishes of wild boar and rabbit in Florence, you’re more likely to enjoy seafood and fragrant pesto dishes on the Ligurian coast. 

Nevertheless, there are certain Italian traditions you just won’t be able to shake, no matter which part of the country you visit; gelato on a hot summer day, the simple genius of antipasto and the social rituals of an evening aperitivo once the sun begins to set. Italy is also the birthplace of the slow food movement, placing central importance on 0km, local, seasonal produce and high-quality ingredients. Why not stay in one of our villas that champion farm-to-table produce; where you can see from your private pool what you’ll be eating on your private terrace that evening, where the wine you drink comes from the vineyards on your doorstep. 

At our fully staffed villas with chefs you can have a local cook or professional chef prepare delicious classic Italian dishes for you in your villa kitchen or even teach you recipes in a hands-on cooking class. True gastronomes can also enjoy an all-inclusive cooking vacation and spend a week learning the secrets behind some of Italy’s best recipes. 

A vacation in Italy would not be complete without good wine either; from seductive reds like Valpolicella, Brunello di Montalcino and Chianti Classico to crisp white and sparkling wines like Prosecco, Gavi di Gavi, Soave and Pinot Grigio. From our luxury villas in Italy, you can explore the very regions where these wines are produced, enjoy private sommelier-led wine tastings in your villa kitchen and tour prestigious wineries. We are also the only villa rental service to offer an all-inclusive wine vacation, keeping your villa wine cellar topped up with your favourite labels for the duration of your stay. 

Shopping 

Italy is a country with an incredibly versatile shopping scene; whether you are a true fashionista with an eye for designer brands, love to hunt out vintage and antique treasures or are purely in it for the food and wine. 

Italy is the birthplace of fashion powerhouses like Prada, Valentino, Bulgari, Fendi and Gucci… we could go on. If haute couture is more your style, Italy is home to not one but two fashion capitals, Rome and Milan. The latter makes for a great day trip from our villas near Venice and Verona. Of course, some of the biggest names in luxury fashion can be found in Venice as well, just head for Salita S. Moise and Calle Larga XXII Marzo near Piazza San Marco.

Florence is another great city for shopping, whether you are looking for high street styles or vintage gems. For designer brands without eye-watering price tags, be sure to see our guide to designer outlets near Florence. The Oltrarno district is also a great starting place to find unique artisan momento, like Italian leather and paper. Tuscany and Umbria are also large producers of Italian ceramics, which you’ll find in plenty of the smaller hill-towns like San Gimignano, Montelupo Fiorentino and Cortona. 

A trip to Italy would not be complete without paying a visit to one or two farmers markets either. Read our guide to farmer’s markets in Tuscany and Umbria for everything from organic honey and extra-virgin olive oil to the best places to find antiques. If you are staying in one of our villas near Venice or Verona, Padua is the city to visit. Markets are held daily in the Piazza delle Erbe and Piazza della Frutta, and every Saturday in the Prato della Valle, selling flowers, seasonal fruits and vegetables, as well as herbs and spices. 

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Showing: 137 villas
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Showing: 137 villas

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Elegant stone farmhouse with a private pool & guest house enjoying stunning views of the nearby city of Orvieto. Beautifully kept english garden, very comfortably furnished with air-con bedrooms.

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€ 4,031
€ 6,853
$ 5,465
$ 9,291
£ 3,877
£ 6,590

Sleeping: 8 - Bedrooms: 7 - Bathrooms: 6

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Spacious, bright and easy-going villa near Tarquinia & beaches. Terrific garden with a large free style pool & 3-hole golf course, mini football pitch doubled as a volleyball court. Several barbecues.

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€ 2,639
€ 4,060
$ 3,578
$ 5,505
£ 2,538
£ 3,904

Sleeping: 10 - Bedrooms: 7 - Bathrooms: 6

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Spacious, bright and easy-going villa near Tarquinia & beaches. Terrific garden with a large free style pool & 3-hole golf course, mini football pitch doubled as a volleyball court. Several barbecues.

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€ 3,226
€ 4,962
$ 4,373
$ 6,728
£ 3,102
£ 4,772

Sleeping: 12 - Bedrooms: 7 - Bathrooms: 6

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Spacious, bright and easy-going villa near Tarquinia & beaches. Terrific garden with a large free style pool & 3-hole golf course, mini football pitch doubled as a volleyball court. Several barbecues.

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€ 3,584
€ 5,513
$ 4,859
$ 7,475
£ 3,447
£ 5,302

Sleeping: 14 - Bedrooms: 8 - Bathrooms: 6

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Spacious, bright and easy-going villa near Tarquinia & beaches. Terrific garden with a large free style pool & 3-hole golf course, mini football pitch doubled as a volleyball court. Several barbecues.

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€ 3,942
€ 6,065
$ 5,345
$ 8,223
£ 3,791
£ 5,832

Sleeping: 16 - Bedrooms: 8 - Bathrooms: 6

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Spacious, bright and easy-going villa near Tarquinia & beaches. Terrific garden with a large free style pool & 3-hole golf course, mini football pitch doubled as a volleyball court. Several barbecues.

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€ 4,444
€ 6,837
$ 6,026
$ 9,269
£ 4,274
£ 6,575

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 6

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

Stylish farmhouse with air-con bedrooms with en suite bathrooms & private pool on a hilltop with stunning views, very near to Florence. Restaurant within walking distance, great choice for families or groups of couples.

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€ 3,271
€ 6,150
$ 4,435
$ 8,338
£ 3,146
£ 5,914

Sleeping: 14 - Bedrooms: 7 - Bathrooms: 6

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

Stylish farmhouse with air-con bedrooms with en suite bathrooms & private pool on a hilltop with stunning views, very near to Florence. Restaurant within walking distance, great choice for families or groups of couples.

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€ 3,633
€ 6,818
$ 4,926
$ 9,244
£ 3,494
£ 6,557

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

Sleeping: 6 - Bedrooms: 3 - Bathrooms: 3

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Beautifully set villa in the hills just over 20 minutes' drive from the sandy beaches north of Lucca, with air-conditioned bedrooms, well-kept garden with lawns and a private spring water swimming pool. Read our clients fantastic comments.

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€ 2,444
€ 4,590
$ 3,313
$ 6,223
£ 2,350
£ 4,414

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Beautifully set villa in the hills just over 20 minutes' drive from the sandy beaches north of Lucca, with air-conditioned bedrooms, well-kept garden with lawns and a private spring water swimming pool. Read our clients fantastic comments.

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€ 2,876
€ 5,377
$ 3,899
$ 7,291
£ 2,765
£ 5,171

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

This rental option at Villa Denise includes a professional cook that will prepare breakfast 6 days a week and dinner 3 days a week. Note that ingredients & drinks are not included. Maid service is also included on Saturday + 3 times during the week.

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€ 5,720
€ 8,220
$ 7,755
$ 11,145
£ 5,501
£ 7,905

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Beautifully set villa in the hills just over 20 minutes' drive from the sandy beaches north of Lucca, with air-conditioned bedrooms, well-kept garden with lawns and a private spring water swimming pool. Read our clients fantastic comments.

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€ 3,504
€ 6,719
$ 4,751
$ 9,110
£ 3,370
£ 6,462

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

This rental option at Villa Denise includes a professional cook that will prepare breakfast 6 days a week and dinner 3 days a week. Note that ingredients & drinks are not included. Maid service is also included on Saturday + 3 times during the week.

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€ 6,383
€ 9,598
$ 8,654
$ 13,013
£ 6,138
£ 9,230

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Very comfortable farmhouse with a private pool near San Gimignano. Large air-conditioned bedrooms, pretty garden with lawns. Large modern kitchen. Great views of rolling hills. Big loggia.

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€ 3,668
€ 6,716
$ 4,974
$ 9,105
£ 3,528
£ 6,458

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Beautifully restored farmhouse with a private pool on a hilltop in the Chianti hills just 15 mins from Florence. Air-con bedrooms, fantastic kitchen, large dining loggia. Stunning views of the countryside.

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€ 5,628
€ 6,605
$ 7,631
$ 8,955
£ 5,413
£ 6,352

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Renaissance farmhouse in a lovely hilltop village, walking distance to amenities. Air-conditioned bedrooms with ensuite bathrooms. Garden with a private gated pool and pool house with summer kitchen. Shaded dining and lounging areas.

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€ 3,426
€ 5,943
$ 4,646
$ 8,057
£ 3,295
£ 5,715

Sleeping: 11 - Bedrooms: 5 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Renaissance farmhouse in a lovely hilltop village, walking distance to amenities. Air-conditioned bedrooms with ensuite bathrooms. Garden with a private gated pool and pool house with summer kitchen. Shaded dining and lounging areas.

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€ 3,807
€ 6,603
$ 5,162
$ 8,953
£ 3,661
£ 6,350

Sleeping: 8 - Bedrooms: 4 - Bathrooms: 4

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

Large welcoming farmhouse with air-conditioned bedrooms, lots of en suite bathrooms and a private swimming pool with plenty of shaded outdoor living areas near the beautiful town of Massa Martana.

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€ 2,813
€ 4,242
$ 3,814
$ 5,752
£ 2,705
£ 4,080

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 6

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

Large welcoming farmhouse with air-conditioned bedrooms, lots of en suite bathrooms and a private swimming pool with plenty of shaded outdoor living areas near the beautiful town of Massa Martana.

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€ 3,462
€ 5,221
$ 4,694
$ 7,079
£ 3,329
£ 5,021

Sleeping: 18 - Bedrooms: 9 - Bathrooms: 9

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

Large welcoming farmhouse with air-conditioned bedrooms, lots of en suite bathrooms and a private swimming pool with plenty of shaded outdoor living areas near the beautiful town of Massa Martana.

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€ 4,328
€ 6,527
$ 5,868
$ 8,849
£ 4,162
£ 6,277

Sleeping: 18 - Bedrooms: 9 - Bathrooms: 9

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

This rental option at Solomonio includes a breakfast buffet and a chef that shall prepare four evening meals, to be enjoyed at the villa in one of the any dining areas available at the villa.   

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€ 6,535
€ 8,735
$ 8,860
$ 11,843
£ 6,284
£ 8,400

Why stay in Italy 

Every traveller is different, so there is no such thing as the “best” villa in Italy; only the best Italian 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 stick to a focused, specialist portfolio of around 135 handpicked villas.

Italy is one of the most important centres for the arts, literature, music, philosophy and religion. It has produced some of the world's greatest intellectuals, humanists and artists like Dante, Galileo Galilei, Raphael and Michelangelo. It is a country with over 20 national parks and countless itineraries for hiking and cycling. Italy has a varied natural landscape, from dramatic alpine climbs and glamorous Italian lakes, brightly coloured fishing villages and protected coastlines, to ancient woodlands and sweeping valleys. It is also a country with a deep connection to the land, respecting family traditions and recipes stretching back generations. Great food, wine, plenty of history and art, beautiful surroundings; what’s more to want? 

Perhaps your idea of the perfect vacation in Italy starts with an early morning stroll into a nearby town or village for freshly baked bread and a strong cup of coffee, perhaps it is a week sunbathing by your enormous private pool or sampling fine wines surrounded by your private vineyard. Whether you want to be right in the heart of Florence, tasting your way through all the regional delicacies of Umbria, deep in the heart of Chianti or exploring the great outdoors near Padua; speak to our concierge today and discover your own Italy. 

When to visit Italy 

Spring temperatures are pleasant throughout most of Northern and Central Italy, with average daytime highs of 23℃ (73℉) and lows of 12℃ (53℉) overnight. It is the season of Carnevale and Easter celebrations throughout the country, which is a vibrant and unique way to experience Italy if you can handle crowds. However, it is also much quieter and more temperate than peak season, making it a great time to visit more popular cities like Florence, Venice and Rome. 

Summer is high season across Italy and average daytime highs can range from 28℃ (82℉) in Venice to 31℃ (88℉) in Rome, with lows between 17 ℃ (66℉) and 19℃ (66℉) overnight. This is the season for relaxing by your private pool, day-tripping to the Tuscan or Ligurian Coast for light seafood lunches and luxurious sea breezes, and for enjoying an unforgettable evening aperitivo in your favourite historic piazza. 

Autumn in Italy is the season for outdoor lovers — average daytime highs in Fall can still reach 22℃ (71℉) with overnight lows of 11 °C (52 °F) well into October, making it the perfect temperature for hiking and cycling. 

Winter is also a great time to visit Italy, even if it’s just for the magic of Christmas in a majority Catholic country or to make the most of the empty art galleries and museums like the Uffizi and Vatican. Expect daytime highs of 12 °C (54 °F) and overnight lows of 4 °C (40 °F).

For more ideas on the best time to visit Italy, read our month-by-month guides to Tuscany, Umbria and Veneto. 

About Our Handpicked Villas in Italy 

All of our villas at Tuscany Now & More are locally owned and staffed, and we take pride in being able to offer each of our guests a unique experience tailored to their needs. 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 Italy with Tuscany Now & More gets free, unlimited access to our renowned concierge service. If you want shopping stocked in your fridge on arrival, or a private chef to cook dinner for a special occasion, just ask. Making your holiday lettings extra-special is part of our service. While you are in Italy, our 24-hour ground staff are available by phone or WhatsApp.

Checking in & out

You should check-in at your Italian 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 outstanding payments, if you have any. If you want to depart earlier, please let us know in advance.     

Cleaning

Both the luxury villa and your private swimming pool will be cleaned before your arrival. Some holiday villas have additional cleaning and pool/garden maintenance scheduled during the week. Maid service included with 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 Italian holiday rentals include bed linens, bathroom and swimming pool towels for all guests. These are provided weekly. Extra services and changes can be organised via our concierges.

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