Historic & heritage villas

So many of our special places to stay have been around a long time — some for a very long time. A select few are heritage properties of significant historical importance. When you stay in these historic and heritage villas, you take your place in an authentic piece of Italian history. You will be joining an illustrious, centuries-old guest list.

Our exclusive collection of unique places to stay includes a grand Palladian villa with its own formal gardens; country homes built for wealthy princes during the 17th century; the main farmstead on the former Grand Duke of Tuscany’s estate; and even the rustic Umbrian home of a renowned Italian neoclassical sculptor. (Antonio Canova, who crafted a famous statue of George Washington for the state of North Carolina.)

And note, even when you are enjoying your slice of history, you will still find all the luxuries that make a stay memorable and comfortable. Every one of these estates and villas comes with its own private swimming pool. Most of our historic and heritage properties have air-conditioned bedrooms, so you get a good night’s sleep even in the height of summer. Many Tuscany Now & More villas have professional-standard kitchens, for those who want to indulge (or fire up) a passion for Italy’s renowned seasonal produce.

Our historic and heritage properties to rent sleep from 6 to 22 guests. At every one, you have free use of our travel concierge service. They can book you a table at the finest local restaurants or advise on local daytrips and tours, for those who want to investigate local history in even more depth. It’s all part of our award-winning service.

Best of all, this selection of historic and heritage properties in Italy is just one of many specially curated Tuscany Now & More collections. If you have a question about these properties, or any other villas in Italy, please get in touch.

Condé Nast Traveller 2020 Award
Showing: 12 villas
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Showing: 12 villas

Sleeping: 14 - Bedrooms: 7 - Bathrooms: 8

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

18th-century luxury villa with staff & cook, 9 Km from Montepulciano. Restored period interiors with antiques, frescoed ceilings & lift. Private pool, A/C in all rooms & bedrooms with en-suite bathrooms. Easy stroll to shops & restaurants. Breakfast service included in the price, plus three dinners.

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€ 5,355
€ 7,650
$ 7,260
$ 10,372
£ 5,150
£ 7,357

Sleeping: 18 - Bedrooms: 9 - Bathrooms: 11

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

18th-century luxury villa with staff & cook, 9 Km from Montepulciano. Restored period interiors with antiques, frescoed ceilings & lift. Private pool, A/C in all rooms & bedrooms with en-suite bathrooms. Easy stroll to shops & restaurants. Breakfast service included in the price, plus three dinners.

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€ 11,925
€ 15,750
$ 16,168
$ 21,354
£ 11,468
£ 15,146

Sleeping: 24 - Bedrooms: 12 - Bathrooms: 14

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

18th-century luxury villa with staff & cook, 9 Km from Montepulciano. Restored period interiors with antiques, frescoed ceilings & lift. Private pool, A/C in all rooms & bedrooms with en-suite bathrooms. Easy stroll to shops & restaurants. Breakfast service included in the price, plus three dinners.

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€ 13,500
€ 18,000
$ 18,304
$ 24,405
£ 12,983
£ 17,310

Sleeping: 22 - Bedrooms: 11 - Bathrooms: 11

  • Cook Included
  • Maid included
  • Internet Connection
  • Private Pool
  • Heated Pool

Wedding venue for up to 50 guests in a beautiful Medieval castle with private heated pool & air-conditioned bedrooms. Beautiful location near Siena, personal cook services for breakfast & evening meals included. 

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€ 14,550
€ 20,723
$ 19,727
$ 28,096
£ 13,992
£ 19,929

Sleeping: 22 - Bedrooms: 11 - Bathrooms: 11

  • Cook Included
  • Maid included
  • Internet Connection
  • Private Pool
  • Heated Pool

Beautiful staffed Medieval castle with private heated pool near Siena. Service for breakfast & evening meals included. Lots of outdoor living areas fantastic for large parties, family reunions, and small weddings.  

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€ 11,700
€ 17,550
$ 15,863
$ 23,795
£ 11,252
£ 16,878

Sleeping: 10 - Bedrooms: 7 - Bathrooms: 6

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

Rent a 16th-century architectural jewel of Veneto with staff & cook. Frescoed walls & ceilings, Italian gardens & private heated pool. Large A/C bedrooms & modern kitchen. Short walk to estate’s golf course & Michelin-star restaurant. Breakfast service included in the price plus 1-day Green Fee for party leader.

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€ 10,499
€ 15,487
$ 14,235
$ 20,997
£ 10,097
£ 14,893

Sleeping: 16 - Bedrooms: 8 - Bathrooms: 8

  • Cook Included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Elegant 17th-century villa with a private pool surrounded by a stunning park which includes an amphitheatre. Air-conditioned bedrooms with en suite bathrooms. Breakfast service and maid service included.

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€ 6,680
€ 10,484
$ 9,057
$ 14,214
£ 6,424
£ 10,082

Sleeping: 16 - Bedrooms: 8 - Bathrooms: 8

  • Cook Included
  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Wedding option for up to 50 guests (up to 90 with an extra fee) in an elegant 17th century villa with a private pool & stunning park which includes an amphitheatre. Air-conditioned bedrooms with en suite bathrooms. Breakfast service and maid service included.

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€ 8,350
€ 13,104
$ 11,321
$ 17,767
£ 8,030
£ 12,602

Sleeping: 12 - Bedrooms: 6 - Bathrooms: 4

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

Magnificent 17C Palladian Villa with staff just minutes from the centre of Verona. Beautifully furnished, frescoed, air-con bedrooms. Fantastic outdoor living & dining area. Private gated swimming pool.

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€ 3,439
€ 8,189
$ 4,663
$ 11,103
£ 3,307
£ 7,875

Sleeping: 18 - Bedrooms: 10 - Bathrooms: 7

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

Magnificent 17C Palladian Villa with staff just minutes from the centre of Verona. Beautifully furnished, frescoed, air-con bedrooms. Fantastic outdoor living & dining area. Private gated swimming pool.

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€ 5,007
€ 9,486
$ 6,789
$ 12,861
£ 4,815
£ 9,122

Sleeping: 18 - Bedrooms: 10 - Bathrooms: 7

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

Magnificent 17C Palladian Villa with staff & cook services included for 6 breakfasts and 3 dinners, ingredients excluded. Minutes from the centre of Verona. Beautifully furnished & frescoed air-con bedrooms. Fantastic outdoor living & dining area. Private gated swimming pool.

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€ 7,583
€ 11,696
$ 10,281
$ 15,857
£ 7,292
£ 11,247

Sleeping: 18 - Bedrooms: 10 - Bathrooms: 8

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

The ideal wedding venue, a Palladium Villa with fantastic management just mins from Verona! Fantastic spaces with formal gardens and a pool offering a very special venue for a very special day.

Weekly prices
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€ 7,545
€ 13,275
$ 10,230
$ 17,999
£ 7,256
£ 12,767

Sleeping: 20 - Bedrooms: 12 - Bathrooms: 8

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

Magnificent 17C Palladian Villa with staff just minutes from the centre of Verona. Beautifully furnished, frescoed, air-con bedrooms. Fantastic outdoor living & dining area. Private gated swimming pool.

Weekly prices
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€ 5,806
€ 10,236
$ 7,871
$ 13,878
£ 5,583
£ 9,844

Sleeping: 20 - Bedrooms: 12 - Bathrooms: 8

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

The ideal wedding venue, a Palladium Villa with fantastic management just mins from Verona! Fantastic spaces with formal gardens and a pool offering a very special venue for a very special day.

Weekly prices
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€ 7,545
€ 13,275
$ 10,230
$ 17,999
£ 7,256
£ 12,767

Sleeping: 20 - Bedrooms: 12 - Bathrooms: 8

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

Magnificent 17C Palladian Villa with staff & cook services included for 6 breakfasts and 3 dinners, ingredients excluded. Minutes from the centre of Verona. Beautifully furnished & frescoed air-con bedrooms. Fantastic outdoor living & dining area. Private gated swimming pool.

Weekly prices
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€ 8,014
€ 12,446
$ 10,865
$ 16,875
£ 7,707
£ 11,969
Rental options (size of party):

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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€ 6,326
€ 10,016
$ 8,576
$ 13,579
£ 6,083
£ 9,632

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 5

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

Historic 13th-century villa in Chianti with staff & cook, 30km from Florence. Classic Tuscan decor, terracotta floors and frescoed walls. A/C suites, modern en-suite bathrooms & fully-equipped kitchen. Private, gated pool on large, manicured garden. Breakfast service included in the rental price plus two dinners.

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€ 5,700
€ 8,500
$ 7,728
$ 11,524
£ 5,482
£ 8,174

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.

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

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.

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

Sleeping: 6 - Bedrooms: 3 - Bathrooms: 3

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Hot Tub

Beautiful farmhouse with a Private pool set in vineyards just 3kms/2 miles from Siena. Professional kitchen, modern bathrooms. Hot tub. Walk to restaurants or get a bus into the center of Siena.

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€ 2,434
€ 5,454
$ 3,300
$ 7,395
£ 2,341
£ 5,245

Sleeping: 6 - Bedrooms: 3 - Bathrooms: 3

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Hot Tub

This staffed rental option at Santa Dieci includes continental breakfast for 6 mornings, a welcome meal, a wine tasting experience in the estate’s wine cellars and evening meal, a cooking class with evening meal.

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€ 4,376
€ 7,397
$ 5,933
$ 10,029
£ 4,209
£ 7,113

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Hot Tub

Beautiful farmhouse with a Private pool set in vineyards just 3kms/2 miles from Siena. Professional kitchen, modern bathrooms. Hot tub. Walk to restaurants or get a bus into the center of Siena.

Weekly prices
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€ 3,149
€ 6,350
$ 4,269
$ 8,610
£ 3,028
£ 6,107

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Hot Tub

This staffed rental option at Santa Dieci includes continental breakfast for 6 mornings, a welcome meal, a wine tasting experience in the estate’s wine cellars and evening meal, a cooking class with an evening meal.

Weekly prices
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€ 6,385
€ 9,588
$ 8,657
$ 12,999
£ 6,140
£ 9,220

Sleeping: 10 - Bedrooms: 5 - Bathrooms: 4

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool
  • Hot Tub

This staffed rental option for Santa Dieci includes an everflowing supply of DOC Chianti red wine & the services of a professional chef for breakfast 6 days a week, dinner 3 days a week, a cooking class & wine tasting experience

Weekly prices
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€ 7,518
€ 10,721
$ 10,193
$ 14,535
£ 7,230
£ 10,310
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