Villas in Italy off the beaten path

This special collection of luxury villa rentals will bring the best off the beaten path places in Italy right to your doorstep. Situated in the quieter corners of Tuscany, Umbria and Veneto, escape the tourist crowds you’ll find in popular destinations like Florence and Venice. 

Relish the peace and quiet of lazy villa days by your private pool and explore hidden gems, like the sublime Garfagnana in northern Tuscany and Niccone valley in Umbria. Our luxury villa rentals in Italy invite you to slow down and discover authentic small towns and breathtaking countryside that you might never initially have thought to visit. 

About our villas off the beaten track in Italy

From contemporary farmhouse conversions to grand Tuscan estates, our villa retreats in central Italy sleep from 2 to 18 people. So whether you are planning a romantic Italian getaway off the radar, or are looking for a peaceful family retreat, we can find the perfect villa for you. Our villas promise private swimming pools and stunning views of the surrounding area. 

A number of our luxury Italian villas off the beaten path have a chef, maid and other staff included in the rental price. Your in-villa chef will prepare bespoke menus based on the local cuisine, while your housekeeper keeps the day-to-day running smoothly. 

With our award-winning Travel Concierge also on hand to take care of additional services like grocery shopping and in-villa experiences, you don’t ever have to leave the villa if you don’t want to. Set yourself down by your private pool with a good book, glass of white wine and relish the panoramic views from your villa instead. We can even arrange intimate experiences like Italian cookery classes and in-villa wine tastings. 

Each villa includes free access to our Concierge service for arranging pre-trip details and personalised travel itineraries. You’ll also be given an emergency 24/7 number while you are in destination. 

Each villa listed below is exclusive to Tuscany Now & More. You won’t find any of these exquisite homes listed anywhere else. Every Italian villa we offer has been personally inspected and stayed in by a member of our team who is familiar with the local area. This is why we keep our portfolio small, to ensure quality and attention to detail in every villa stay. 

Simply read our verified reviews to discover how our guests feel about their special Tuscany Now & More experience!

What to do in Italy off the beaten path

There are so many incredible hidden gems in Italy that are well worth a visit. 

In Northern Italy opt for countryside villas that are close to charming towns and villages like Arqua Petrarcà and Asolo. 

Choose underrated cities like Mantua and Perugia to dedicate a few days to exploring. Mantua is packed with art and Renaissance palaces, while Perugia is every chocolate and jazz lover’s dream. 

Opt for a classic Tuscan farmhouse or tranquil countryside villa in the Val d’Orcia or Crete Senesi. These may be two of Tuscany’s more famous regions for picture-postcard scenery, but they are also vast and peaceful places to escape everyday life, especially in late summer, early autumn. Our villas in the countryside will allow you to prioritise the surrounding scenery, relaxing by your pool and foodie experiences with small family-run suppliers, whether you are in the area for the wine, the cheese or both. 

If you are looking for something completely new, choose one of our villas near the Garfagnana north of Lucca. It is hard to believe this luscious valley is still largely undiscovered. Rugged mountains and pretty hilltop villages make this one of the most breathtaking regions in Italy. 

Umbria is perfect for repeat travellers to Tuscany looking for a change of scene. The region is brimming with national parks, like the Nera River Park, home to Italy’s largest waterfall. It is home to underrated Italian wines like Montefalco Sagrantino and mesmerising towns like Gubbio and San Gemini

For sandy beaches and sleepy coastal towns either head north to the Tuscan-Ligurian border, or choose one of our villas in wild Maremma. The southern Tuscany coast is still characterised by unspoilt beaches and hidden coves and is perfect for hiking. 

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Showing: 15 villas

Special rates for July

SLEEPING: 4 - BEDROOMS: 2 - BATHROOMS: 2

  • Fully air-conditioned villa
  • Internet connection
  • Private pool

Peaceful Maremma farmhouse. Beautifully updated interiors, with an air-conditioned open-plan living room with fireplace. Air-con bedrooms & ensuite bathrooms. Lovely views. Large sunny terrace.

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€ 1,705
€ 3,271
$ 1,837
$ 3,525
£ 1,470
£ 2,820
Rental options (size of party):

Special rates for July

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 9

  • Fully air-conditioned villa
  • Internet connection
  • Heated pool

Restored luxury stone farmhouse & guesthouse with private heated infinity pool in Siena outskirts. Interior has terracotta floors, beamed ceilings, A/C in all rooms & en-suite bathrooms. Plenty of panoramic outdoor living & dining areas. Private gym.

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€ 10,311
€ 14,664
$ 11,111
$ 15,802
£ 8,889
£ 12,642

SLEEPING: 12 - BEDROOMS: 6 - BATHROOMS: 6

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool
  • Tennis court

High-level luxury villa on a hilltop overlooking the breathtaking Val d' Orcia. Sophisticated interiors with state-of-the-art kitchen & A/C bedrooms. Private heated pool built in marble, tennis court & sauna.

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€ 7,382
€ 13,787
$ 7,955
$ 14,857
£ 6,364
£ 11,885

SLEEPING: 17 - BEDROOMS: 9 - BATHROOMS: 9

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool
  • Tennis court

High-level luxury villa on a hilltop overlooking the breathtaking Val d' Orcia. Sophisticated interiors with state-of-the-art kitchen & A/C bedrooms. Private heated pool built in marble, tennis court & sauna.

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€ 8,203
€ 15,319
$ 8,840
$ 16,508
£ 7,072
£ 13,206

Special rates for June and July

SLEEPING: 12 - BEDROOMS: 7 - BATHROOMS: 6

  • Maid included
  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

Stone villa nested in the tranquil hills near Lucca. A/C bedrooms with modern ensuite bathrooms. Tuscan interiors & professional kitchen. Irresistible courtyard, captivating views & private heated pool.

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€ 4,733
€ 7,397
$ 5,100
$ 7,971
£ 4,080
£ 6,377
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Rental options (size of party):

Special rates for June

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Heated pool

Luxury stone farmhouse with A/C bedrooms, luxurious en-suite bathrooms & private heated swimming pool. Bright contemporary interiors and well-equipped kitchen Lush, planted garden on a hilltop with unforgettable views 20km from Siena

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€ 6,839
€ 11,448
$ 7,370
$ 12,336
£ 5,896
£ 9,869

SLEEPING: 8 - BEDROOMS: 4 - BATHROOMS: 5

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub

Charming stone farmhouse & guest house with a large pool. Air-conditioned bedrooms in the main house, shaded living areas, sauna, gym. Private location and peaceful garden with well-kept lawns and impeccable views.

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€ 4,629
€ 6,822
$ 4,989
$ 7,352
£ 3,991
£ 5,881

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 8

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub

Charming stone farmhouse & guest house with a large pool. Air-conditioned bedrooms in the main house, shaded living areas, sauna, gym. Private location and peaceful garden with well-kept lawns and impeccable views.

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€ 5,787
€ 8,528
$ 6,236
$ 9,190
£ 4,989
£ 7,352

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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€ 5,536
€ 8,413
$ 5,965
$ 9,066
£ 4,772
£ 7,253

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.

Weekly prices
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€ 3,525
€ 6,291
$ 3,798
$ 6,779
£ 3,038
£ 5,423

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.

Weekly prices
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€ 3,690
€ 6,680
$ 3,977
$ 7,199
£ 3,181
£ 5,759

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.

Weekly prices
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€ 4,403
€ 8,094
$ 4,745
$ 8,722
£ 3,796
£ 6,978

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Heated pool

Brick farmhouse & stylish barn conversion in the Valdichiana with mesmerising views of nearby Cortona. Bright open-plan interiors with original features & open brick fireplaces, A/C bedrooms with en-suite shower rooms & a large heated private pool.

Weekly prices
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€ 5,228
€ 7,469
$ 5,634
$ 8,048
£ 4,507
£ 6,438

Special rates for June and July

SLEEPING: 6 - BEDROOMS: 3 - BATHROOMS: 3

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Luxury stone farmhouse with private pool, air-con bedrooms & very modern bathrooms in travertine. Exceptional views and close to Cortona. Fantastic modern kitchen and sophisticated outdoor furniture.

Weekly prices
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€ 3,785
€ 5,861
$ 4,079
$ 6,315
£ 3,263
£ 5,052

Special rates for June and July

SLEEPING: 8 - BEDROOMS: 5 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Luxury stone farmhouse with private pool, air-con bedrooms & very modern bathrooms in travertine. Exceptional views and close to Cortona. Fantastic modern kitchen and sophisticated outdoor furniture.

Weekly prices
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€ 3,985
€ 6,423
$ 4,295
$ 6,921
£ 3,436
£ 5,537

When to visit Italy off the beaten track 

The beauty of choosing a luxury villa in Italy that’s off the main tourists trail is you can be far more flexible about when you travel. 

Spring weather in central and northern Italy is typically mild or warm, with daytime temperatures averaging around 23℃ (73℉) and nighttime temperatures dropping to about 12℃ (53℉). This is the season for exploring the great outdoors, when fresh blossoms ignite the Italian countryside, like La Fiorita in the Monti Sibillini National Park in Umbria. Escape to our villas near Venice and Verona for cycling and horseback riding in the Colli Euganei or our villas near Pisa and Lucca for hiking in the Garfagnana. 

Summer is high season throughout Italy with temperatures reaching an average high of 28℃ (82℉) in Venice and 31℃ (88℉) in Rome. Overnight temperatures typically drop to 17-19℃ (66℉). This is the season for escaping to hidden gems on the wild Tuscan coast and retreating to villas in the breezy hills. Relax by your private pool and pick one or two pretty medieval towns for evening strolls around the central piazza and evening aperitivo. 

Autumn in Italy is the season for guests truly wishing to uncover the undiscovered Italy. During Fall, the typical daytime temperatures can reach as high as 22℃ (71℉), while overnight lows can drop to 11 °C (52 °F) even in October, creating ideal conditions for hiking and cycling.

This is the season of the olive and grape harvest. Get away from the city and experience ‘La Vendemmia’ on a small family-run wine estate near your luxury villa in the countryside. It doesn’t get more authentic than that! 

Winter in Italy is a wonderful experience, especially during Christmas in a predominantly Catholic country. It's a great time to enjoy the quiet art galleries and museums. The daytime temperatures reach around 12 °C (54 °F) with nighttime lows dropping to 4 °C (40 °F). To discover the best off-the-beaten-path times to visit Italy, read our detailed guides for Tuscany, Umbria , and Veneto.

About Our Handpicked Villas in Italy 

We are proud of the service we provide at Tuscany Now & More. We work with local villa owners and staff, and as a family run Italian company we understand what true Italian hospitality means. We offer our guests a unique experience that is tailored to their needs, but also enables them to get to the heart of the real Italy. Read our full story to discover what sets Tuscany Now & More apart from other luxury travel companies.

Concierge service

Our exclusive Concierge Service is complimentary when you book one of our carefully selected villas close to Italy’s hidden gems. All you have to do is contact us, whether you would like a private chef  for your entire stay, a cooking lesson in your villa’s kitchen, or a fully stocked fridge upon arrival. Enhancing your luxury vacation rental experience is where our concierge shines. 

Throughout your time in Italy, our round-the-clock ground team is just a phone call or WhatsApp message away. Smooth check-ins and check-outs are all part of the service we provide.

Checking in & out

You can check-in at your villa off the beaten track between 4pm and 7pm, but we can also accommodate alternative arrival times on request. Upon your arrival, you will be welcomed by the villa owner or caretaker who will give you a tour of the property and show you how to use any appliances, equipment, or utilities. 

Check-out is 10am on the last day of your stay with us in Italy. The villa owner or caretaker will be there at 9am to handle any outstanding payments, if needed. If you plan on leaving earlier, please inform us beforehand. 

Cleaning

We ensure that all of our luxury villas with private swimming pools are cleaned and prepared for your arrival. Certain vacation rentals may also have extra cleaning and maintenance for the pool/garden scheduled during your stay. Maid service included with your villa rental includes cleaning and tidying but does not cover making beds, kitchen cleaning, laundry or ironing. If you would like additional maid and nanny services, contact our dedicated Travel Concierge team to refine your travel plans.     

Bed linen & towels

Our luxury vacation rentals come with bed linens, bathroom and pool towels for all guests, which are provided on a weekly basis. Additional services and changes can be arranged through our concierge.

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