Holiday Villas in Tuscany with Private Pool
Below you will find our entire range of villas with private pool 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: 19 Villas available
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.
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...
direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns
As from 9340.00 €
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...
cultural sightseeing, winemaking area, tennis, spas, hiking
As from 3450.00 €
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...
Excellent starting point to visit most of Tuscany, cultural sightseeing, excellent food, hiking within the estate, tennis in the village
As from 2040.00 €
Old stone farmhouse turned holiday house in southern Tuscany - beautiful design, solar heating, pool
Palazzonaccio lies high up overlooking the majestic Orcia valley. It was the first house to be restored by the international designer Ilaria Miani here in the Orcia...
cultural sightseeing,winemaking area, spas, hiking, mountain biking
As from 4000.00 €
Restored farmhouse south of Siena with pool and views onto the vineyards of Montalcino
Villa Montecucco is located at an altitude of 400 metres above sea level, twenty minutes’ drive from the castle estate of Vivo D’Orcia. It benefits from absolut...
cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature
As from 2420.00 €
A small jewel of Renaissance architecture - CLASS LISTED / LANDMARKED BUILDING
The house looks onto the main street of the historical village Barberino Val d’Elsa (which is...
cultural sightseeing, visiting wine producers, excellent restaurants, tennis (village)
As from €
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 is set within bucolic gardens clinging to the hillside at the edge of the pict...
touring towns, cultural sightseeing, visiting wine producers, spa treatments, hiking, biking, golf, watersports
As from 1315.00 €
Entire wing of an Tuscan villa with out of this world views and pool
Situated on the grounds of the Collegalli Estate in Montaione, the origins of Villa Strozzi date back to the 12th century. With its 19th century interior...
pool dipping, sun bathing, wine sipping, culture, local markets, glorious countryside and day trekking
As from €
Stylish country house with private pool and fab views on a beautiful hillside in Tuscany
Casa Vecchia is a 300 year old, typically Tuscan farm, set on a hill, surrounded by an seemingly endless succession of hills with olive groves, meadows and small sp...
Beaches, Thermal springs, Biking, Hiking, Culture
As from 3020.00 €
A beautifully restored villa on an organic wine estate near Siena
Crowning a hilltop in the world-famous Chianti wine region and only three kilometers from stunning Siena, this former watch tower has been converted into a magnific...
cultural sightseeing, visiting wine producers and cheese makers, spa treatments, hiking, biking.
As from 6285.00 €