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.
- Overview Tuscany
- Search result: 56 Villas available
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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A converted orangerie
The orangerie lies in the south looking basement of the Villa Tombolino, next to the orchard of the estate, which has become the Limonaia's private garden.
The m...
Key activities:
direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns
As from 1617.00 €
Comfortable villa with great pool on wine estate near Montepulciano and Pienza
Maramai, now a charming country house, used to be a small farm with 3 separate buildings. It is named after the Tuscan farmer’s family who lived there until the e...
Key activities:
visiting the wine estate, cultural sightseeing, excellent food, hiking, tennis (village)
As from 3350.00 €
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 €
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 €
Stylish contemporary beach house on the Tuscan coast
The sea and sun are reflected throughout this bright and airy beach house a short walk from a stunning beach of the Maremma coast. When you’re not on the beach, y...
Key activities:
direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns
As from €
Restored farmhouse south of Siena with pool and views onto the vineyards of Montalcino
Villa Montecucco is located at an altitude of 400 metres above sea level, twenty minutes’ drive from the castle estate of Vivo D’Orcia. It benefits from absolut...
Key activities:
cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature
As from 2954.00 €
A beautifully restored villa in Chianti with a heated pool and views over a Medieval castle
This recently restored farmhouse crowns a hill in Tuscany’s famed Chianti wine region, equidistant from Siena and Florence. It boasts all new amenities, lovely ou...
Key activities:
touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking
As from 8425.00 €
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 €
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 784.00 €
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:
Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona
As from 1022.00 €