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 fairy tale castle in the country of Saint Francis - CLASS LISTED / LANDMARKED BUILDING
Tucked away into the hills of Arezzo lies the magic Castello di Galbino, a large and welcoming family castle surrounded by seemingly endless fields and hills covere...
Key activities:
Cultural sightseeing, discovery of an unknown Tuscany, excellent resturants, tennis (village)
As from €
Luxuriously amenished Tuscan farmhouse set in privately owned medieval hamlet
Casa Janine has remarkable far-reaching views over the surrounding countryside. It has its’ own private pool and garden with long expanses of lawn, a vine-covered...
Key activities:
cultural sightseeing, visiting wine producers, excellent restaurants, spa treatments, hiking, mountain biking
As from 5587.00 €
Secluded Chianti villa with pool and wheelchair accessibility.
Enjoy an authentic and idyllic rural holiday at this secluded villa with a pool found deep in Chianti. Sitting on the edge of a hamlet, the beautifull...
Key activities:
touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking
As from 3775.00 €
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 €
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 €
Delightful 3 BR villa with great pool between Siena and Arezzo
Small villas (this one sleeps 4 to 6 guests) with private pools are a rarity. Rocchetto is perfectly located, has great charm, and a lovely pool.
Over the last t...
Key activities:
Excellent starting point to visit most of Tuscany, cultural sightseeing, excellent food, hiking within the estate, tennis in the village
As from 2300.00 €
Charming 2 bedroom cottage with pool near village Montalcino area - UNESCO World Heritage
Casa di Pietro is a two storied house with walled in garden on the Vivo d'Orcia estate. It is one of a row of cottages built for the people working on the estate, b...
Key activities:
cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature
As from €
6 generous Tuscan 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:
Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona
As from 1505.00 €
Paradise in Maremma, the southern Tuscan coast
Surrounded by trees, the villa Il Fontanili stands in extensive landscaped grounds which blend into the olive groves and fields of the estate. The beach, 3 km. from...
Key activities:
private access to the sea, excellent sea food, cultural sightseeing, bicycling, tennis (village)
As from 1085.00 €
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 €