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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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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 1444.00 €

6 4 2 Pool Internet Access Florence 47km
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Villa Melissa
Fighine

Villa Melissa

19th century luxury villa with pool in Tuscan hamlet between Florence and Rome

Villa Melissa is a large villa set within its own private garden. The beautiful swimming pool with pool house and full changing and shower facilities lies 2 minute ...

Key activities:

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

As from 6200.00 €

8 4 4 Pool Internet Access Perugia 60km, Florence 120km, Rome 170km
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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 4625.00 €

11 5 6 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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Casa di Lilli
Vivo d'Orcia

Casa di Lilli

Charming 1BR cottage south of Siena - Village in walking distance - UNESCO WORLD HERITAGE

Casa di Lilli is a small 2 storeyed house located next to the romanesque church of Vivo d’Orcia. It was fully restored and turned into a charming retreat for two....

Key activities:

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

As from 100.00 €

2 1 1 Pool Internet Access Florence: 150 km
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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 4700.00 €

10 5 4 Pool Internet Access Florence: 150 km
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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 2600.00 €

6 3 3 Pool Internet Access Florence: 150 km
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La Capanna
Borgo di Pietrafitta

La Capanna

Converted shed in the heart of the Chianti, near Greve

This agriturismo used to be a simple shed on the edge of the hamlet. It has been turned into a dream haven for two or three people.
A large living room with open p...

Key activities:

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

As from 1155.00 €

3 2 1 Pool Internet Access Florence 47km
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Pera 3
Borgo di Pietrafitta

Pera 3

Ground floor apartment on a piazzetta

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 1199.00 €

4 2 1 Pool Internet Access Florence 47km
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Dario 3
Borgo di Pietrafitta

Dario 3

The former stables of the farm

This farm used to house the sharecroppers who lived on the Pietrafitta estate to ten...

Key activities:

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

As from 1383.00 €

4 2 2 Pool Internet Access Florence 47km
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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 945.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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