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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.

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Granaio 2
Borgo di Pietrafitta

Granaio 2

A converted Granary

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

This apartment...

Key activities:

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

As from 1103.00 €

3 2 1 Pool Internet Access Florence 47km
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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
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Cutignolo Podere
Marsiliana

Cutignolo Podere

Colourfull family house with pool near the sea in southern Tuscany

Cutignolo Podere is a generous, colourful and cheerful house. Filled with sun light, large french windows on the ground floor rooms allow you to move freely between...

Key activities:

visiting the wine estate, beach life, bicling, hiking, tennis (village)

As from 2150.00 €

10 10 5 Pool Roma Fiumicino: 120 km
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Fontalgozzo
La Foce

Fontalgozzo

Converted farmhouse with the best known view in Tuscany

The house stands on its own, surrounded by olive groves, wheat fields and cypresses, and looks onto the famous cypress road that winds up the 'crete' on the opposit...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 3800.00 €

8 4 5 Pool Internet Access Florence: 150 km
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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)
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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
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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 1600.00 €

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

Dario 3

The former stables of the farm

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 2 2 Pool Internet Access Florence 47km
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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 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 €

3 2 1 Pool Internet Access Florence 47km
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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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