Key

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.

Find out more »
Dario 4
Borgo di Pietrafitta

Dario 4

The main farmbuilding of the estate

This farm used to house the sharecroppers who lived on the Borgo di Pietrafitta esta...

Key activities:

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

As from 1383.00 €

4 2 2 Pool Internet Access Florence 47km
Place an option / Make a Booking Find out more
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)
Place an option / Make a Booking Find out more
Casa della Pineta
Tombolino Bolgheri

Casa della Pineta

Beachfront cottage on the Tuscany seaside, 3 bedrooms

The apartment lies on the ground floor of a small cottage on the estate. It is a very friendly and sunny house, and nearly all the rooms have french windows opening...

Key activities:

direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns

As from €

6 3 2 Internet Access Pisa airport 67 km (under one hour)
Place an option / Make a Booking Find out more
Dario 5
Borgo di Pietrafitta

Dario 5

The main farmbuilding of the estate

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

Key activities:

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

As from 858.00 €

2 1 1 Pool Internet Access Florence 47km
Place an option / Make a Booking Find out more
Villa Melissa & Casa Vittoria
Fighine

Villa Melissa & Casa Vittoria

Luxury villa set in an enchanting garden within a Tuscan hilltop hamlet

Villa Melissa and Casa Vittoria are two separate buildings within the same garden. They can be rented together for groups up to 14 guests. Both houses have their ow...

Key activities:

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

As from 9700.00 €

14 7 7 Pool Internet Access Perugia 60km, Florence 120km, Rome 170km
Place an option / Make a Booking Find out more
Chiarentana – Beco
La Foce

Chiarentana – Beco

6 generous holiday 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 apartmen...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 594.00 €

4 2 2 Pool Internet Access Florence: 150 km
Place an option / Make a Booking Find out more
Granaio 1
Borgo di Pietrafitta

Granaio 1

A converted granary

What used to be the granary of the estate has been cleverly converted into two ground floor apartments, each with its own private garden space.

This apartment ha...

Key activities:

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

As from 1199.00 €

4 2 1 Pool Internet Access Florence 47km
Place an option / Make a Booking Find out more
Montecucco
Vivo d'Orcia

Montecucco

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 2550.00 €

8 4 4 Pool Internet Access Florence: 150 km
Place an option / Make a Booking Find out more
Castello
Marsiliana

Castello

A large family castle on the Tuscan Coast

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
Place an option / Make a Booking Find out more