Cottages in Italy

Small is beautiful at our special collection of cosy cottages in Italy. This selection of charming places to stay includes properties in the Italian regions of Tuscany and Umbria. These Italian cottage rentals sleep 2 to 6 guests.

Our holiday cottages in Italy take no short-cuts with quality. Cottage interiors offer a modern take on traditional rural Tuscan décor. Like every Tuscany Now & More property — large and small — our cottage rentals come with a private swimming pool.

Each of our Italian country cottages has air-conditioning, in bedrooms or throughout, so you get a good night’s sleep even on the warmest summer nights. Bathrooms are typically ensuite or provided 1 per bedroom in most cases. See the individual villa descriptions for any exceptions and details of many extra features in our cottage rentals, like hot tubs, manicured gardens and panoramic terraces.

For every Tuscan cottage rental, our award-winning concierges are standing by to book you a table at the best local restaurants, arrange a private chef to cook dinner in your cottage kitchen or just to have shopping delivered to the villa in time for your arrival. This concierge service is absolutely free for all Tuscany Now & More guests.

You can browse our full collection of handpicked cottages in Italy below. The selection includes a converted barn with a terrace facing the Florence skyline; several Tuscany villas for two; small farmhouses in the Chianti winelands; and a stone-built cottage in the Maremma, with beamed ceilings, terracotta tiled floors and outdoor dining terraces.

For something larger in the rural style, we offer a collection of Italian farmhouse rentals. If you are soon to be married, you may wish to browse our honeymoon villas in Italy — which includes cottages for two and larger romantic properties.

Condé Nast Traveller 2023 Award
Showing: 16 villas
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Showing: 16 villas

SLEEPING: 4 - BEDROOMS: 2 - BATHROOMS: 2

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

Pretty stone farmhouse with a private heated swimming pool and air-conditioned bedrooms within walking distance to a village, near the coast. Lots of shaded outdoor living areas

Weekly prices
From
To
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€ 1,900
€ 4,054
$ 2,048
$ 4,368
£ 1,638
£ 3,495

SLEEPING: 2 - BEDROOMS: 2 - BATHROOMS: 2

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

Very comfortable house with a beautiful garden, a private heated pool just minutes from the charming village of San Gemini. Satellite TV with DVD. Air-con. Wireless internet.

Weekly prices
From
To
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€ 1,318
€ 2,190
$ 1,420
$ 2,360
£ 1,136
£ 1,888

SLEEPING: 2 - BEDROOMS: 2 - BATHROOMS: 2

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

This rental option at Il Cerro includes a talented local cook that shall prepare your evening meals. Breakfast is also included prepared by the maid. Please note that Food & winne is not included.

Weekly prices
From
To
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€ 2,793
€ 3,665
$ 3,010
$ 3,950
£ 2,408
£ 3,160

SLEEPING: 5 - BEDROOMS: 2 - BATHROOMS: 2

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

Very comfortable house with a beautiful garden, a private heated pool just minutes from the charming village of San Gemini. Satellite TV with DVD. Air-con. Wireless internet.

Weekly prices
From
To
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€ 1,465
€ 2,523
$ 1,579
$ 2,719
£ 1,263
£ 2,175

SLEEPING: 5 - BEDROOMS: 2 - BATHROOMS: 2

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

This rental option at Il Cerro includes a talented local cook that shall prepare your evening meals. Breakfast is also included prepared by the maid. Please note that Food & winne is not included.

Weekly prices
From
To
-
€ 2,941
€ 3,999
$ 3,169
$ 4,309
£ 2,535
£ 3,447

SLEEPING: 2 - BEDROOMS: 1 - BATHROOMS: 1

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

A peaceful, romantic stone farmhouse with a private pool on the Tuscan coast. Whitewashed interior, loft-style master bedroom & ensuite bathroom. Fully air-conditioned. Walk to pebble beach.

Weekly prices
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To
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€ 1,852
€ 3,957
$ 1,996
$ 4,264
£ 1,597
£ 3,411
Rental options (size of party):

SLEEPING: 4 - BEDROOMS: 2 - BATHROOMS: 2

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Tranquil farmhouse with eco-sustainable biopool 3km from Arezzo. Interior has stone walls, terracotta floors & modern kitchen. Flagstoned portico with outdoor dining & garden with olive groves & oak trees. Ideal location to explore Tuscany & Umbria.

Weekly prices
From
To
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€ 2,114
€ 3,731
$ 2,278
$ 4,021
£ 1,823
£ 3,217

SLEEPING: 2 - BEDROOMS: 2 - BATHROOMS: 2

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Stone farmhouse in the peaceful hills near Pisa & Lucca with private swimming pool. Classic Tuscan interiors with A/C bedrooms & en-suite bathrooms. Garden with olive grove & panoramic views. Short walk to village square with shops, bars & restaurants. 

Weekly prices
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To
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€ 1,608
€ 3,088
$ 1,733
$ 3,328
£ 1,386
£ 2,662

SLEEPING: 4 - BEDROOMS: 2 - BATHROOMS: 2

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Stone farmhouse in the peaceful hills near Pisa & Lucca with private swimming pool. Classic Tuscan interiors with A/C bedrooms & en-suite bathrooms. Garden with olive grove & panoramic views. Short walk to village square with shops, bars & restaurants. 

Weekly prices
From
To
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€ 1,786
€ 3,434
$ 1,925
$ 3,701
£ 1,540
£ 2,961

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.

Weekly prices
From
To
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€ 1,705
€ 3,271
$ 1,837
$ 3,525
£ 1,470
£ 2,820

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