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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A large family castle on the Tuscan Coast
From the distance, Marsiliana might look like a castle, but as you reach the top of the hill and drive through the gate the feeling is more that of an informal haml...
Key activities:
visiting the wine estate, beach life, bicling, hiking, tennis (village)
As from 3900.00 €
A fairy tale castle in the country of Saint Francis - CLASS LISTED / LANDMARKED BUILDING
Tucked away into the hills of Arezzo lies the magic Castello di Galbino, a large and welcoming family castle surrounded by seemingly endless fields and hills covere...
Key activities:
Cultural sightseeing, discovery of an unknown Tuscany, excellent resturants, 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, 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 €
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 €
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 €
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 3876.00 €
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 €
B&B in a traditional Tuscan farmhouse overlooking Orcia valley
B&B Palazzolo is only 500m from the central La Foce Villa, on the road that leads to Chiarentana. The house is one of the farmhouses rebuilt by Antonio Origo in...
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 €
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 €