Pipstrelli Luxury Villa for 14
Tuscan Villas by Type

Luxury Villas in Tuscany with Private Pool

Some villas stand out from the rest, for decor, service and position. Here is a selection of our favourite Luxury Villas in Tuscany, all with private swimming pool. There size varies, sleeping from 8 to 20 people. All of them come with our free concierge service to help you organise any extras you might want; many of them also have an on-site concierge, so you can be looked after perfectly during your stay. Private chefs, Cookery courses, Babysitters, Massages or Yoga teachers are not a problem in any of these properties.


43.302100299610245, 11.039874639947243

A Luxury Villa for 14, with A/C throughout, an infinity pool and an excellent chef available for private dining. The estate also produce their own great Super Tuscan


43.52227992206993, 11.411402816104328

Elegant Villa and Pool for 9 in the heart of Chianti. The decor is cool and contemporary, the feel is chic and relaxed. The house is set in classic Chianti, with vineyards and dark green forests everywhere you look, and plenty of excellent wineries nearby.

Podere le Mandrie

43.21256479345903, 11.299176646129808

Impeccable Decor in this very private Villa and Pool. Maid Service, Beautiful Views and an excellent golf course very close by.

Podere Enea

43.11814260780596, 11.708077708707151

Perfect Luxury Villa for 8. A/C, Hot-Tub, Private Pool and real Tuscan food on arrival. The perfect place for luxury and relaxation, a big favourite of mine.


43.80986343694355, 10.992223444702972

An ex-convent in the hills north of Florence, close to the Villa Medicea di Poggio a Caiano. Concierge service and private pool, A/C throughout

Villa Goga

43.22297509551729, 11.31536101471761

Villa Goga, 16th century Villa close to Siena, sleeps 20. Beautiful formal lower rooms, italianate gardens, private chapel. Beautiful Wedding Venue.


43.46119720313314, 11.726317248908913

Luxury Villa and Pool in Private Grounds near Arezzo. Sleeps 18. Concierge Service.


43.20841872284025, 11.234359448544296

Sleeps 14. Concierge Service, Air Conditioning Throughout. Private Pool with infintiy edge looking over stunning Tuscan Merse valley