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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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Parretti Due
Fighine

Parretti Due

Luxury bed and breakfast with views, set in a privately owned hamlet in Tuscany

Beautifully appointed upper floor 1 bedroom apartment, ideal for guests visiting the *Michelin star restaurant of Key activities:

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

As from 295.00 €

2 1 1 Internet Access Perugia 60km, Florence 120km, Rome 170km
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Villa Fontanili-Lentisco
Fontanili

Villa Fontanili-Lentisco

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, 3km from the ...

Key activities:

private access to the sea, excellent sea food, cultural sightseeing, bicycling, tennis (village)

As from 1082.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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Chiarentana – Beco
Chiarentana

Chiarentana – Beco

6 generous holiday 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 apartmen...

Key activities:

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

As from 1645.00 €

4 2 2 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 5.00 €

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

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

As from 3.00 €

6 3 3 Internet Access Perugia 60km, Florence 120km, Rome 170km
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Villa Tombolino
Tombolino Bolgheri

Villa Tombolino

Elegant beachfront villa on the famous Bolgheri coastline

Unspoilt beaches fringed with dunes are backed by hillsides covered in Mediterranean scrub and olive groves, crested by charming hill-top villages. The reclaimed fl...

Key activities:

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

As from €

12 6 6 Pool 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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San Polino
San Polo in Rosso

San Polino

A spacious villa in the heart of Chianti, perfect for family gatherings or retreats

This group of restored farmhouses lies in the heart of Chianti and is part of a medieval estate perched on a hill overlooking vineyards, olive groves and ancient oa...

Key activities:

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

As from 12600.00 €

18 9 9 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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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 1085.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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Villa La Loggia
Tombolino Bolgheri

Villa La Loggia

New stylish villa steps from the beach in Tuscany

Encircled by a lush garden of roses, bougainvillea, cyprus trees and pines, this attractive recently built villa provides the perfect setting for a heavenly Italian...

Key activities:

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

As from €

8 6 4 Internet Access Pisa airport 67 km (under one hour)
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