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Holiday Villa Rental in Tuscany

Below you will find our entire range of holiday villa rentals in Tuscany, Italy. To narrow down the list, you can select the number of persons and additional amenities (private pool, near the beach, air conditioning, etc.). Don’t forget to click the search button.

 

Tuscany

The historical estates listed below have been carefully selected by Trust&Travel over the past years. Each property stands out for its beauty, its location, the interior decoration and the level of service. You can choose a charming agriturismo cottage, a stunning villa with private pool, an exclusive fully staffed luxury villa or a historical castle with pool.
Browse each of the following estates in Tuscany to find out more about the available rentals, their location and surroundings and the suggested services.

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Gonzola
La Foce

Gonzola

Fragrant herbs and roses surround this authentic and beautifully restored farm building

A Gonzola lies in the middle of open farmland, surrounded by fields of wheat and sunflowers on one side and a small wood and the strange shapes of the distinctive c...

Key activities:

cultural sightseeing,winemaking area, tennis, spas, hiking

As from 3570.00 €

10 5 4 Pool Internet Access Florence: 150 km
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Casellana
Via del Pellegrino

Casellana

Luxurious 5 Star Villa with heated pool south of Siena in the Val d'Orcia

Casellana is the masterpiece of interior designer Ilaria Miani. This L-shaped building was a ruin when she and her husband Giorgio bought it. Luckily some old drawi...

Key activities:

cultural sightseeing,winemaking area, spas, hiking, mountain biking

As from 7500.00 €

19 8 8 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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Villa Fontanili-Lentisco
Fontanili

Villa Fontanili-Lentisco

Paradise in Maremma, the southern Tuscan coast

Surrounded by trees, the villa Fontanili stands in extensive landscaped grounds which blend into the olive groves and fields of the estate. The beach, 3 km. from th...

Key activities:

private access to the sea, excellent sea food, cultural sightseeing, bicycling, tennis (village)

As from 970.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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Pera 2
Borgo di Pietrafitta

Pera 2

Ground floor apartment with great views

The Casa Pera is an ancient building whithin the hamlet, formerly used as lodging and warehouse. It has been cleverly converted into 4 separate units and decorated ...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 777.00 €

2 1 1 Pool Internet Access Florence 47km
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Casa del Guardia
Marsiliana

Casa del Guardia

A charming cottage in the olives groves

Halfway up the hill to Marsiliana lies the farmhouse Casa del Guardia, a recently restored cottage surrounded by olive groves with a splendid view onto the valley a...

Key activities:

visiting the wine estate, beach life, bicling, hiking, tennis (village)

As from 920.00 €

6 3 2 Pool Roma Fiumicino: 120 km
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Castello di Galbino
Galbino

Castello di Galbino

A fairy tale castle in the country of Saint Francis - CLASS LISTED / LANDMARKED BUILDING

Tucked away into the hills of Arezzo lies the magic Castello di Galbino, a large and welcoming family castle surrounded by seemingly endless fields and hills covere...

Key activities:

Cultural sightseeing, discovery of an unknown Tuscany, excellent resturants, tennis (village)

As from €

19 9 8 Pool Internet Access Florence: 120 km
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Guardia 1
Borgo di Pietrafitta

Guardia 1

The gamekeepers abode

What used to be the gamekeepers dwelling lies on the edge of the hamlet and overlooks the pool and the surrounding rolling hills covered in woods and olive groves. ...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 1008.00 €

3 2 1 Pool Internet Access Florence 47km
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B&B Palazzolo
La Foce

B&B Palazzolo

Traditional farmhouse overlooking Orcia valley

Palazzolo is only 500m from the central La Foce Villa, on the road that leads to Chiarentana. The house is one of the farmhouses rebuilt by Antonio Origo in the 193...

Key activities:

cultural sightseeing,winemaking area, tennis, spas, hiking

As from 140.00 €

2 2 1 Pool Internet Access Florence: 150 km
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Ringoni
Via del Pellegrino

Ringoni

Old Tuscan farmhouse, charmingly converted into comfortable holiday rental with heated pool

A charming 300 years old stone farmhouse, lying high up in the Orcia valley, facing south-west with a stunning view over hills of what is considered one of the most...

Key activities:

cultural sightseeing,winemaking area, spas, hiking, mountain biking

As from 3750.00 €

10 7 4 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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Gallinaio
Vivo d'Orcia

Gallinaio

Charming 1 bedroom cottage in the Orcia valley south of Siena - CLASS LISTED / LANDMARKED BUILDING

Il Gallinaio, the former chicken coop of the castle, has been converted into a charming cottage for 2. The small house stands a little apart from the castle, surrou...

Key activities:

cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature

As from 560.00 €

2 1 1 Internet Access Florence: 150 km
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