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Holiday Villa Rental in Tuscany

Below you will find our entire range of holiday villa rentals 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.). Don’t forget to 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.

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Chiarentana – Beco
La Foce

Chiarentana – Beco

6 generous 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 1100.00 €

4 2 2 Pool Internet Access Florence: 150 km
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Rocchetto
Le Rocchette

Rocchetto

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 1630.00 €

6 3 3 Pool Internet Access Florence: 110 km
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Guardia 1
Borgo di Pietrafitta

Guardia 1

The gamekeepers abode

What used to be the gamekeepers dwelling lies on the edge of the hamlet and overlooks the pool and the surrounding rolling hills covered in woods and olive groves. ...

Key activities:

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

As from 1008.00 €

3 2 1 Pool Internet Access Florence 47km
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Casa dell’Ambasciatore
Vivo d'Orcia

Casa dell’Ambasciatore

Light and airy house - CLASS LISTED / LANDMARKED BUILDING

Casa dell’Ambasciatore is a charming house standing on its own on the edge of the hamlet, surrounded by a garden and wide stretching views onto open fields and th...

Key activities:

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

As from 1030.00 €

4 2 2 Pool Internet Access Florence: 150 km
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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 10371.00 €

14 7 7 Pool Internet Access Perugia 60km, Florence 120km, Rome 170km
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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
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Pera 2
Borgo di Pietrafitta

Pera 2

Ground floor apartment with great views

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

Key activities:

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

As from 777.00 €

2 1 1 Pool Internet Access Florence 47km
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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)
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Casa di Donata
La Foce

Casa di Donata

Elegant villa with pool and tennis overlooking the Orcia valley near Pienza

Donata’s house offers all the special charm, character and seclusion of a private home and garden, with the additional advantage of having the restaurant, tennis,...

Key activities:

cultural sightseeing,winemaking area, tennis, spas, hiking

As from €

10 5 5 Pool Internet Access Florence: 150 km
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Pera 1
Borgo di Pietrafitta

Pera 1

Ground floor apartment on the edge of the hamlet

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

Key activities:

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

As from 777.00 €

3 2 1 Pool Internet Access Florence 47km
Place an option / Make a Booking Find out more
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