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Luxury rentals in Province of Siena

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Top-rated luxury vacation rentals in Province of Siena

Guests agree: these stays are highly rated for location, cleanliness, and more.

LUXE
  1. Entire villa
  2. Buonconvento
Villa Di Montesoli
LUXE
  1. Entire villa
  2. Montepulciano
Villa Montepulciano
LUXE
Professionally inspected
  1. Entire villa
  2. Tocchi
Villa Ferraia · Ultra private hilltop retreat near Monticiano

Ultra private hilltop retreat near Monticiano

Luxury rentals for every style

The right home for your next dream getaway

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Popular amenities for Province of Siena luxury vacation rentals

Other great luxury vacation rentals in Province of Siena

LUXE
Professionally inspected
  1. Entire villa
  2. Poggibonsi
Villa Vianci · Restored summer retreat for nobility
LUXE
Professionally inspected
  1. Entire villa
  2. Siena
Il Fienile Di Montesoli · Classic stone villa on manicured grounds near Siena
LUXE
Professionally inspected
  1. Entire villa
  2. Gaiole in Chiant
La Maccinaia · Tuscan villa with period details near Siena
LUXE
Professionally inspected
  1. Entire villa
  2. Radicofani
Villa Poggio Fibbia
LUXE
  1. Entire villa
  2. Radicondoli
Villa Mugnello
LUXE
  1. Entire villa
  2. Sarteano
Aiola · Rustic Tuscan villa with mountain views
LUXE
  1. Entire villa
  2. Ancaiano, Sovicille
The Casina · Luxury retreat for couples
LUXE
  1. Entire villa
  2. Gaiole
Villa Rietine
LUXE
  1. Entire villa
  2. San Casciano dei Bagni
Villa Federico · Fairytale garden villa near San Casciano dei Bagni
LUXE
  1. Entire villa
  2. Colle Val D'Elsa
Villa Gaia · Tuscan estate in the Chianti hills
LUXE
  1. Entire villa
  2. Gaiole in Chianti
La Veduta di Vertine · Classic Tuscan villa north of Siena
LUXE
  1. Entire villa
  2. San Casciano dei Bagni
Villa Poderosa · Classic Tuscan villa near Terme dei Medici
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