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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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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 3450.00 €

8 4 5 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 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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Castelluccio Tartaruga
La Foce

Castelluccio Tartaruga

2 apartments in a medieval castle with its own private chapel

The medieval castle of Castelluccio (literally “little castle”) lies on the summit of a hill on the La Foce estate. The precise date of its foundation is not kn...

Key activities:

cultural sightseeing,winemaking area, tennis, spas, hiking

As from 1200.00 €

5 3 2 Pool Internet Access Florence: 150 km
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Villa Melissa
Fighine

Villa Melissa

19th century luxury villa with pool in Tuscan hamlet between Florence and Rome

Villa Melissa is a large villa set within its own private garden. The beautiful swimming pool with pool house and full changing and shower facilities lies 2 minute ...

Key activities:

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

As from 6639.00 €

8 4 4 Pool Internet Access Perugia 60km, Florence 120km, Rome 170km
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Casa di Lilli
Vivo d'Orcia

Casa di Lilli

Charming 1 bedroom cottage in the Orcia valley south of Siena - CLASS LISTED / LANDMARKED 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 535.00 €

2 1 1 Pool Internet Access Florence: 150 km
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Villa Fontanili-Leccio
Fontanili

Villa Fontanili-Leccio

Paradise in Maremma, the southern Tuscan coast

Surrounded by trees, the villa Fontanili stands in extensive landscaped grounds which blend into the olive groves and fields of the estate. The beach, 3 km. from th...

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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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 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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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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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 560.00 €

2 1 1 Internet Access Florence: 150 km
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