Holiday Villas in Tuscany with Private Pool
Below you will find our entire range of villas with private pools in Tuscany, Italy. To narrow down the list, you can select the number of persons, and additional amenities (child safe pool, heated pool, near the beach, etc.). Then click the search button.
- Overview Tuscany
- Search result: 56 Villas available
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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Comfortable villa with great pool on wine estate near Montepulciano and Pienza
Maramai, now a charming country house, used to be a small farm with 3 separate buildings. It is named after the Tuscan farmer’s family who lived there until the e...
Key activities:
visiting the wine estate, cultural sightseeing, excellent food, hiking, tennis (village)
As from 3350.00 €
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 €
2 BR Cottage in Southern Tuscany, village in walking distance - UNESCO World Heritage
Casa dell’Ambasciatore is a charming country house standing on its own on the edge of the hamlet, surrounded by a garden and wide stretching views onto open field...
Key activities:
cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature
As from 1498.00 €
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 €
2 apartments full of rustic charm and a magnificent view
The name of the house means "beautiful view" - rightly so, as the entire Orcia valley and the Amiata mountain are spread out below. Belvedere is divided into two ad...
Key activities:
cultural sightseeing, winemaking area, tennis, spas, hiking
As from 3080.00 €
Charming 1BR cottage south of Siena - Village in walking distance - UNESCO WORLD HERITAGE
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 784.00 €
Elegant Villa set in privately owned medieval village in Tuscany
Casa Rossa has a large elegant sitting room with working fireplace, beamed ceilings and stone flagged floors.
There is a beautifully equipped modern kitchen whic...
Key activities:
cultural sightseeing, visiting wine producers, excellent restaurants, spa treatments, hiking, mountain biking
As from 2797.00 €
A Renaissance luxury villa with pool near Siena - CLASS LISTED/LANDMARKED BUILDING
Villa La Foce is the Origo family house. It was originally built at the end of the XVth century as a wayside tavern, but soon became the centre of an estate belongi...
Key activities:
cultural sightseeing, winemaking area, tennis, spas, hiking
As from €
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 €
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 €