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Holiday Villas Rental in Tuscany

Below you will find our entire range of holiday villas 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.). Then 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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Chiarentana – Beco
La Foce

Chiarentana – Beco

6 generous holiday apartments built around a magical courtyard

Chiarentana was once a medieval fortress and has been 'de-gentrified' over the centuries, becoming one of the main farm buildings on the property.

The 6 apartmen...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 594.00 €

4 2 2 Pool Internet Access Florence: 150 km
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Casa dell’Ambasciatore
Vivo d'Orcia

Casa dell’Ambasciatore

2 BR Cottage in Southern Tuscany, village in walking distance

Casa dell’Ambasciatore is a charming country house standing on its own on the edge of the hamlet, surrounded by a garden and wide stretching views onto open field...

Key activities:

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

As from 152.00 €

4 2 2 Pool Internet Access Florence: 150 km
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Ringoni
Via del Pellegrino

Ringoni

Tuscan farmhouse holiday rental with heated pool in the Val d'Orcia

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 4500.00 €

10 5 4 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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Belvedere 1
La Foce

Belvedere 1

2 apartments full of rustic charm and a magnificent view

The name of the house means "beautiful view" - rightly so, as the entire Orcia valley and the Amiata mountain are spread out below. Belvedere is divided into two ad...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 1495.00 €

5 3 3 Pool Internet Access Florence: 150 km
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Pera 1
Borgo di Pietrafitta

Pera 1

Ground floor apartment on the edge of the hamlet

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

Key activities:

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

As from 832.00 €

3 2 1 Pool Internet Access Florence 47km
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Chiarentana – Bersagliere
La Foce

Chiarentana – Bersagliere

6 generous apartments overlooking the Val d'Orcia, with salt water pool

Chiarentana was once a medieval fortress and has been 'de-gentrified' over the centuries, becoming one of the main farm buildings on the property.

The 6 apartmen...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 336.00 €

2 1 1 Pool Internet Access Florence: 150 km
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Chiarentana – Ronda
La Foce

Chiarentana – Ronda

6 generous apartments built around a magical courtyard

Chiarentana was once a medieval fortress and has been 'de-gentrified' over the centuries, becoming one of the main farm buildings on the property.

The 6 holiday ...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 768.00 €

6 3 2 Pool Internet Access Florence: 150 km
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Il Torrino
Borgo di Pietrafitta

Il Torrino

The medieval donjon

Il Torrino used to be the defence tower of the original medieval settlement situated on the road between Florence and Rome. As such it is located a little above the...

Key activities:

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

As from 1427.00 €

6 4 2 Pool Internet Access Florence 47km
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Casaccia
La Foce

Casaccia

Artist’s abode flooded with light and colours

La Casaccia belongs to the son of one of the owners. He has transformed the former stables of his house into a comfortable house with 3 bedrooms and 3 bathrooms. He...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from €

6 3 3 Pool Internet Access Florence: 150 km
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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, 3km from the ...

Key activities:

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

As from 950.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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