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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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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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Sassaia
Chiarentana

Sassaia

Spacious country villa with pool in the famous Val d'Orcia

Sassaia sits on the slopes of the famous Orcia valley and is surrounded by magnificent evergreen oak trees typical of Tuscany. Beyond are open fields and views acro...

Key activities:

Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona

As from 7490.00 €

14 7 7 Pool Internet Access Florence 150km
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Palazzetto
Barberino

Palazzetto

A small jewel of Renaissance architecture in Chianti - CLASS LISTED / LANDMARKED BUILDING

The villa looks onto the main street of the historical village Barberino Val d’Elsa (which is...

Key activities:

cultural sightseeing, visiting wine producers, excellent restaurants, tennis (village)

As from 4000.00 €

10 5 5 Pool Internet Access Florence: 45 km
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Parretti Uno
Fighine

Parretti Uno

Luxury bed and breakfast set in a privately owned hamlet in Tuscany

Beautifully appointed ground floor 1 bedroom apartment, ideal for guests visiting the *Michelin star restaurant of Key activities:

cultural sightseeing, visiting wine producers, excellent restaurants, spa treatments, hiking, mountain biking

As from 295.00 €

2 1 1 Internet Access Perugia 60km, Florence 120km, Rome 170km
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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 1990.00 €

5 3 3 Pool Internet Access Florence: 150 km
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Livietta
Cetona

Livietta

A romantic cottage in Tuscany in walking distance of a village

Situated on the fringes of the splendid hilltop village of Cetona, this carefully restored one-bedroom cottage is the ideal base for a romantic getaway in Tuscany...

Key activities:

touring towns, cultural sightseeing, visiting wine producers, spa treatments, hiking, biking, golf, watersports

As from 1284.00 €

2 1 1 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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Casa di Donata
Chiarentana

Casa di Donata

Elegant villa with pool and tennis overlooking the Orcia valley near Pienza

Donata’s house offers all the special charm, character and seclusion of a private home and garden, with the additional advantage of having the restaurant, tennis,...

Key activities:

Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona

As from €

10 5 5 Pool Internet Access Florence 150km
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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 1082.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 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 1082.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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