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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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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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Casellana
Via del Pellegrino

Casellana

Luxurious 5 Star Villa with heated pool south of Siena in the Val d'Orcia

Casellana is the masterpiece of interior designer Ilaria Miani. This L-shaped building was a ruin when she and her husband Giorgio bought it. Luckily some old drawi...

Key activities:

cultural sightseeing,winemaking area, spas, hiking, mountain biking

As from 7500.00 €

19 8 8 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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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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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 970.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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Ringoni
Via del Pellegrino

Ringoni

Tuscan farmhouse holiday rental with heated pool in the Val d'Orcia

A charming 300 years old stone farmhouse, lying high up in the Orcia valley, facing south-west with a stunning view over hills of what is considered one of the most...

Key activities:

cultural sightseeing,winemaking area, spas, hiking, mountain biking

As from 3750.00 €

10 5 4 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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Granaio 2
Borgo di Pietrafitta

Granaio 2

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 1008.00 €

3 2 1 Pool Internet Access Florence 47km
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Casa Vittoria
Fighine

Casa Vittoria

Delightful stone villa with private patio gardens set in 11th century hamlet

Casa Vittoria is a private villa built of stone, situated in the middle of the 11th century village of Fighine.

Set amidst lovely surroundings with two very pret...

Key activities:

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

As from 4219.00 €

6 3 3 Internet Access Perugia 60km, Florence 120km, Rome 170km
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Parretti Uno
Fighine

Parretti Uno

Luxury bed and breakfast set in a privately owned hamlet in Tuscany

Beautifully appointed ground floor 1 bedroom apartment, ideal for guests visiting the *Michelin star restaurant of Fighine and wishing to stay overnight, for a few ...

Key activities:

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

As from 279.00 €

2 1 1 Internet Access Perugia 60km, Florence 120km, Rome 170km
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Dario 4
Borgo di Pietrafitta

Dario 4

The main farmbuilding of the estate

This farm used to house the sharecroppers who lived on the estate to tend the land and the animals. 5 families used to live here originally, 5 apartments are availa...

Key activities:

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

As from 1260.00 €

4 2 2 Pool Internet Access Florence 47km
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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 betwe...

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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