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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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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 1313.00 €

4 4 3 Pool Internet Access Florence 47km
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Chiarentana – Ronda
La Foce

Chiarentana – Ronda

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:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 768.00 €

6 3 2 Pool Internet Access Florence: 150 km
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Villa Spada
Orbicciano Lucca

Villa Spada

Villa with private pool in the hills above Lucca - experience superbly comfortable country style

Set high in the idyllic landscape of the hills north west of Lucca, this patrician country house dating back to the 1700's was once the hunting lodge of the aristoc...

Key activities:

cultural sightseeing, the famous villas around Lucca, beachlife, excellent food

As from 2742.00 €

10 5 4 Pool Internet Access Pisa: 50 km
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Livietta
Cetona

Livietta

A romantic cottage in Tuscany in walking distance of a village

Situated on the fringes of the splendid hilltop village of Cetona, this carefully restored one-bedroom cottage is the ideal base for a romantic getaway in Tuscany...

Key activities:

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

As from 1035.00 €

2 1 1 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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Dario 5
Borgo di Pietrafitta

Dario 5

The main farmbuilding of the estate

This farm used to house the sharecroppers who lived on the estate of Pietrafitta to ...

Key activities:

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

As from 805.00 €

2 1 1 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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La Capanna
Borgo di Pietrafitta

La Capanna

Converted shed in the heart of the Chianti, near Greve

This agriturismo used to be a simple shed on the edge of the hamlet. It has been turned into a dream haven for two or three people.
A large living room with open p...

Key activities:

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

As from 1147.00 €

3 2 1 Pool Internet Access Florence 47km
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Pera 4
Borgo di Pietrafitta

Pera 4

Cosy apartment in 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 holiday apartments an...

Key activities:

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

As from 1164.00 €

4 2 2 Pool Internet Access Florence 47km
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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 5321.00 €

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