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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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Il Geranio
Cavallini

Il Geranio

Cosy vacation apartment on working farm in the Maremma

Il Geranio is an apartment for four lying on the ground floor of the Villa I Cavallini. The spacious living room is the main rooom. It has a large fireplace, a dini...

Key activities:

beachlife, spas, bicicling, hiking

As from 545.00 €

4 2 1 Pool Internet Access Roma Fiumicino: 130 km
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B&B Palazzolo
La Foce

B&B Palazzolo

B&B in a traditional Tuscan farmhouse overlooking Orcia valley

B&B 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...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from €

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

Palazzonaccio

Old stone farmhouse turned holiday house in southern Tuscany - beautiful design, solar heating, pool

Palazzonaccio lies high up overlooking the majestic Orcia valley. It was the first house to be restored by the international designer Ilaria Miani here in the Orcia...

Key activities:

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

As from 4000.00 €

11 5 6 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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Villa Strozzi
Collegalli

Villa Strozzi

Entire wing of an Tuscan villa with out of this world views and pool

Situated on the grounds of the Collegalli Estate in Montaione, the origins of Villa Strozzi date back to the 12th century. With its 19th century interior...

Key activities:

pool dipping, sun bathing, wine sipping, culture, local markets, glorious countryside and day trekking

As from €

14 7 5 Pool Internet Access Pisa 60 km (1h)
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Dario 1
Borgo di Pietrafitta

Dario 1

The main farmbuilding of the estate

This farm used to give shelter to the sharecroppers who lived on the estate to tend the land and the animals. 5 families used to live here originally, 5 apartments ...

Key activities:

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

As from 805.00 €

2 1 1 Pool Internet Access Florence 47km
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Dario 4
Borgo di Pietrafitta

Dario 4

The main farmbuilding of the estate

This farm used to house the sharecroppers who lived on the estate to tend the land and the animals. 5 families used to live here originally, 5 apartments are availa...

Key activities:

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

As from 1313.00 €

4 2 2 Pool Internet Access Florence 47km
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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 1050.00 €

3 2 1 Pool Internet Access Florence 47km
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Villa Fontanili-Leccio
Fontanili

Villa Fontanili-Leccio

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 950.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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Castello
Marsiliana

Castello

The former traditional hunting castle

From the distance, Marsiliana might look like a castle, but as you reach the top of the hill and drive through the gate the feeling is more that of an informal haml...

Key activities:

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

As from 3000.00 €

15 8 4 Pool Internet Access Roma Fiumicino: 120 km
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Villa Gioli
Villa Gioli

Villa Gioli

A philanthropist’s summer villa with pool between Florence and Pisa - CLASS LISTED / LANDMARKED BUILDING

Set high in the idyllic landscape of the hills southeast of Pisa, this patrician country house is approached by an age-old alley of birch trees which, beyond the ta...

Key activities:

cultural sightseeing, excellent food, beautiful hiking, wild nature, tennis (village)

As from €

12 12 4 Pool Internet Access Pisa: 21 km
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