Key
Book your villa without having to worry about Covid 19, cancellation policies have been adapted

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 »
Duna Piccola
Fontanili

Duna Piccola

Beachfront cottage on the Maremma coast in south Tuscany

Duna Piccola is a unique venue in Italy. Rarely will you find a fairly isolated house with direct access to the beach, surrounded by romantic farmland, varied wildl...

Key activities:

private access to the sea, excellent sea food, cultural sightseeing, bicycling, tennis (village)

As from 1500.00 €

4 2 1 Internet Access Roma Fiumicino: 100 km
Place an option / Make a Booking Find out more
La Pergola
Cavallini

La Pergola

Finely restored spacious ground floor apartment of a farmhouse

The spacious Pergola apartment lies on the ground floor of the villa I Cavallini. A large living room leads onto a vine covered pergola with a stunning view onto th...

Key activities:

beachlife, spas, bicicling, hiking

As from €

5 3 2 Pool Internet Access Roma Fiumicino: 130 km
Place an option / Make a Booking Find out more
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 1150.00 €

2 1 1 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
Place an option / Make a Booking Find out more
Gallinaio
Vivo d'Orcia

Gallinaio

Charming 1 bedroom cottage in the Orcia valley south of Siena - CLASS LISTED / LANDMARKED BUILDING

Il Gallinaio, the former chicken coop of the castle, has been converted into a charming cottage for 2. The small house stands a little apart from the castle, surrou...

Key activities:

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

As from €

2 1 1 Internet Access Florence: 150 km
Place an option / Make a Booking Find out more
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 7000.00 €

14 7 7 Pool Internet Access Florence 150km
Place an option / Make a Booking Find out more
Orangerie
Tombolino Bolgheri

Orangerie

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 1470.00 €

4 2 2 Internet Access Pisa airport 67 km (under one hour)
Place an option / Make a Booking Find out more
Belvedere 2
La Foce

Belvedere 2

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 2530.00 €

8 4 4 Pool Internet Access Florence: 150 km
Place an option / Make a Booking Find out more
La Tartaruga
Le Gore

La Tartaruga

Architect-restored villa with a pool, walking distance to a Medieval town

Nestled within an olive grove and the rolling fields of Southern Tuscany, this airy villa with a pool offers exceptional country living coupled with the convenience...

Key activities:

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

As from €

8 8 5 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
Place an option / Make a Booking Find out more
Villa Le Palme
Tombolino Bolgheri

Villa Le Palme

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 €

8 4 4 Internet Access Pisa airport 67 km (under one hour)
Place an option / Make a Booking Find out more
San Polino
San Polo in Rosso

San Polino

A spacious villa in the heart of Chianti, perfect for family gatherings or retreats

This group of restored farmhouses lies in the heart of Chianti and is part of a medieval estate perched on a hill overlooking vineyards, olive groves and ancient oa...

Key activities:

touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking

As from 10500.00 €

18 9 9 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
Place an option / Make a Booking Find out more