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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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Casa Livia
Cetona

Casa Livia

Medieval tower with pool, views and in walking distance of a village

Savor the best of southern Tuscany at this wonderful three-bedroom 14th century tower, set within bucolic gardens at the edge of the picturesque town of Cetona. Its...

Key activities:

touring towns, cultural sightseeing, visiting wine producers, spa treatments, hiking, biking, golf, watersports

As from 1787.00 €

6 3 3 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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Villa Le Palme
Tombolino Bolgheri

Villa Le Palme

Stylish contemporary beach house on the Tuscan coast

The sea and sun are reflected throughout this bright and airy beach house a short walk from a stunning beach of the Maremma coast. When you’re not on the beach, y...

Key activities:

direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns

As from €

8 4 4 Internet Access Pisa airport 67 km (under one hour)
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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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Casa Faraona
San Polo in Rosso

Casa Faraona

Secluded Chianti villa with pool and wheelchair accessibility.

Enjoy an authentic and idyllic rural holiday at this secluded villa with a pool found deep in Chianti. Sitting on the edge of a hamlet, the beautifull...

Key activities:

touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking

As from 3775.00 €

6 3 3 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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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 9530.00 €

14 7 7 Pool Internet Access Perugia 60km, Florence 120km, Rome 170km
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Il Mulino
La Badia

Il Mulino

Stunning villa with pool on organic estate in central Tuscany

Mulino in Italian means Mill and this house used to be the mill of the La Badia estate. It still...

Key activities:

Excellent starting point to visit most of Tuscany, cultural sightseeing, excellent food, hiking within the estate, tennis in the village

As from 3725.00 €

10 6 5 Pool Internet Access Florence: 110 km
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Chiarentana – Fonte
Chiarentana

Chiarentana – Fonte

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 holiday ...

Key activities:

Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona

As from 1022.00 €

2 1 1 Pool Internet Access Florence 150km
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Casa Janine
Fighine

Casa Janine

Luxuriously amenished Tuscan farmhouse set in privately owned medieval hamlet

Casa Janine has remarkable far-reaching views over the surrounding countryside. It has its’ own private pool and garden with long expanses of lawn, a vine-covered...

Key activities:

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

As from 5587.00 €

6 3 3 Pool Internet Access Perugia 60km, Florence 120km, Rome 170km
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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 4600.00 €

8 4 5 Pool Internet Access Florence: 150 km
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