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 2
Borgo di Pietrafitta

Dario 2

Spacious ground floor apartment with private terrace

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 4 3 Pool Internet Access Florence 47km
Place an option / Make a Booking Find out more
Chiarentana – Vespa
La Foce

Chiarentana – Vespa

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:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 540.00 €

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

Pera 2

Ground floor holiday cottage with great views

The Casa Pera is an ancient building within the hamlet, formerly used as lodging and warehouse. It has been cleverly converted into 4 separate units and decorated b...

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
Casa di Lilli
Vivo d'Orcia

Casa di Lilli

Charming 1BR cottage south of Siena - Village in walking distance - CLASS LISTED BUILDING

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 81.40 €

2 1 1 Pool Internet Access Florence: 150 km
Place an option / Make a Booking Find out more
Villa Fontanili-Ginepro
Fontanili

Villa Fontanili-Ginepro

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 950.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
Place an option / Make a Booking Find out more
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
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
Duna Grande
Fontanili

Duna Grande

Beachfront Villa with Pool on the Coast in Tuscany

Duna Grande is a unique venue in Italy. In Tuscany you will rarely find a nearly isolated house with direct access to the beach, sur...

Key activities:

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

As from 3160.00 €

10 5 4 Pool Internet Access Roma Fiumicino: 100 km
Place an option / Make a Booking Find out more
Villa Gioli
Villa Gioli

Villa Gioli

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 €

12 12 4 Pool Internet Access Pisa: 21 km
Place an option / Make a Booking Find out more
Parretti Due
Fighine

Parretti Due

Luxury bed and breakfast with views, set in a privately owned hamlet in Tuscany

Beautifully appointed upper floor 1 bedroom apartment, ideal for guests visiting the *Michelin star restaurant of Key activities:

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

As from 300.00 €

2 1 1 Internet Access Perugia 60km, Florence 120km, Rome 170km
Place an option / Make a Booking Find out more