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 2021 Award
Showing: 15 villas
Sort by:
Select your currency:
Showing: 15 villas

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 6

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

Renovated period palazzo with private heated pool in the medieval hill-town of San Gemini. A/C bedrooms with views & outdoor dining loggia. Enchanting stroll along cobbled streets to shops & restaurants. Rental option with cook available.

Weekly prices
From
To
-
€ 3,070
€ 6,007
$ 4,327
$ 8,467
£ 2,952
£ 5,777

SLEEPING: 14 - BEDROOMS: 7 - BATHROOMS: 6

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

This rental option for Santi Terzi includes services of a professional chef for breakfast 6 days a week and dinner 4 days a week. The cost of food & drinks is not included. Rental option with chef & all-inclusive wine available.

Weekly prices
From
To
-
€ 4,858
€ 8,050
$ 6,846
$ 11,346
£ 4,671
£ 7,742

SLEEPING: 20 - BEDROOMS: 9 - BATHROOMS: 7

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

Renovated period palazzo with private heated pool in the medieval hill-town of San Gemini. A/C bedrooms with views & outdoor dining loggia. Enchanting stroll along cobbled streets to shops & restaurants. Rental option with cook available.

Weekly prices
From
To
-
€ 3,531
€ 6,922
$ 4,976
$ 9,756
£ 3,396
£ 6,657

SLEEPING: 20 - BEDROOMS: 9 - BATHROOMS: 7

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

This rental option for Santi Terzi includes services of a professional chef for breakfast 6 days a week and dinner 4 days a week. The cost of food & drinks is not included. Rental option with chef & all-inclusive wine available.

Weekly prices
From
To
-
€ 6,006
€ 9,751
$ 8,465
$ 13,742
£ 5,776
£ 9,377

SLEEPING: 20 - BEDROOMS: 9 - BATHROOMS: 7

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

This staffed rental option for Santi Terzi includes an infinite supply of IGT Umbria white wine & the services of a professional chef for breakfast 6 days a week & dinner 4 days a week.

Weekly prices
From
To
-
€ 7,585
€ 11,293
$ 10,690
$ 15,916
£ 7,294
£ 10,860

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
From
To
-
€ 3,778
€ 6,900
$ 5,325
$ 9,725
£ 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.

Weekly prices
From
To
-
€ 3,426
€ 5,943
$ 4,829
$ 8,376
£ 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
From
To
-
€ 3,807
€ 6,603
$ 5,365
$ 9,306
£ 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.

Weekly prices
From
To
-
€ 2,434
€ 5,454
$ 3,431
$ 7,687
£ 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.

Weekly prices
From
To
-
€ 4,376
€ 7,397
$ 6,168
$ 10,425
£ 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
From
To
-
€ 3,149
€ 6,350
$ 4,438
$ 8,950
£ 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
From
To
-
€ 6,385
€ 9,588
$ 8,999
$ 13,512
£ 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
From
To
-
€ 7,518
€ 10,721
$ 10,595
$ 15,109
£ 7,230
£ 10,310

SLEEPING: 8 - BEDROOMS: 6 - BATHROOMS: 5

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Elegant 17C country villa with a private pool near Venice. Air-con bedrooms, modern bathrooms. Stunning gardens with gated pool, small lake. Walk to bus stop for venice, shops, restaurants, tennis.

Weekly prices
From
To
-
€ 2,742
€ 5,530
$ 3,864
$ 7,793
£ 2,637
£ 5,318

SLEEPING: 11 - BEDROOMS: 6 - BATHROOMS: 5

  • Air Conditioned Bedrooms
  • Internet Connection
  • Private Pool

Elegant 17C country villa with a private pool near Venice. Air-con bedrooms, modern bathrooms. Stunning gardens with gated pool, small lake. Walk to bus stop for venice, shops, restaurants, tennis.

Weekly prices
From
To
-
€ 3,189
€ 5,961
$ 4,494
$ 8,402
£ 3,067
£ 5,733
loading
Searching for your villa