Holiday rentals in Province of Siena

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Choose from a selection of 634 holiday rentals in Province of Siena. Use the search form to the left to filter the results and pick your choice of self catering accommodation in Province of Siena.

We have a good selection of holiday apartments in Province of Siena perfect for family, single, romantic and group holidays.
You may prefer to take a look at our listed holiday villas in Province of Siena or holiday apartments in Province of Siena. Find your holiday homes by a specific type using the property type drop down in the filter.

Filter the holiday homes in Province of Siena by a specific area using the area list above.

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634 properties found
  • id: ihit5268.607.4

    • Apartment
    • 6 Sleeps
    • 2 Bedrooms
    • 2 Bathrooms

    Situation:Rural, solitary. Access/parking: gravel road, approx. 1.6 km. parking on the estate. Estate (shared use with the owner and holiday guests): approx. 6 ha, partially s


  • id: ihit5276.900.5

    • Town house
    • 6 Sleeps
    • 2 Bedrooms
    • 2 Bathrooms

    Podere S.Giuseppe, 1 km from Castelnuovo Berardenga: Podere San Giuseppe, situated in a magnificent panoramic position with extensive grounds to enjoy Siena the day and night. The renovation was made


  • id: ihit5284.617.1

    • Villa
    • 4 Sleeps
    • 2 Bedrooms
    • 1 Bathrooms

    Beautiful, rustic house "Casanuova dei Carfini", surrounded by trees and vineyards. Property composed of main house and outbuilding 6 km from the centre of Poggibonsi, 8.3 km from the centre of Castel


  • id: ihit5498.805.1

    • Villa
    • 4 Sleeps
    • 2 Bedrooms
    • 1 Bathrooms

    Comfortable villa "Chiesone", renovated. 6 km from the centre of Chianciano Terme, 17 km from the centre of Montepulciano, 28 km from the centre of Pienza, in a quiet, sunny position, in the countrysi


  • id: ihit5257.985.1

    • Villa
    • 4 Sleeps
    • 2 Bedrooms
    • 2 Bathrooms

    The restored country estate "L'Azalea" is in a panoramic position surrounded by its own vineyards and olive groves. Beautiful country house "L´Azalea", renovated, surrounded by vineyards. 6 km from th


  • id: ihit5272.629.3

    • Town house
    • 3 Sleeps
    • 1 Bedrooms
    • 2 Bathrooms

    Country house "Podere Mezzavia", surrounded by meadows and fields. 2 houses in the residence. 6 apartments in the residence. 9 km from the centre of Siena, 4.8 km from the centre of Taverne d'Arbia, 1


  • id: nsits807

    • Apartment
    • 4 Sleeps
    • 2 Bedrooms
    • 1 Bathrooms

    In Monticchiello, in the historic center where about 90 people live, lies this charming holiday apartment which will allow you get to know the Val d'Orcia, one of the most desirable destina


  • id: ihit5315.860.2

    • Apartment
    • 2 Sleeps
    • 1 Bedrooms
    • 1 Bathrooms

    Recently renovated in full respect of Tuscan tradition, this old farmhouse situated in a panoramic position has managed to preserve its original rustic appearance. At guests' disposal are a fine 8x16


  • id: ihit5498.800.6

    • Apartment
    • 3 Sleeps
    • 2 Bedrooms
    • 1 Bathrooms

    This antique sixteenth-century habitation, built by Carlo Ludovico de Piccolomini. The property is nestled in the quiet of a centuries-old park, Italian garden. The luxurious panoramic swimming pool i


  • id: ihit5480.602.4

    • Apartment
    • 5 Sleeps
    • 2 Bedrooms
    • 1 Bathrooms

    Country house "Fattoria Petraglia", from the 15th century, surrounded by trees and vineyards. 6 apartments in the residence. 2.2 km from the centre of Monteriggioni, 12 km from the centre of Siena, 33


  • id: ihit5284.618.3

    • Town house
    • 4 Sleeps
    • 1 Bedrooms
    • 1 Bathrooms

    Beautiful country house "Giuggiolo", surrounded by trees. 7 apartments in the residence. In a hamlet 4 km from the centre of Poggibonsi, 11 km from the centre of San Gimignano, 30 km from the centre o


  • id: ihit5498.805.3

    • Apartment
    • 4 Sleeps
    • 2 Bedrooms
    • 1 Bathrooms

    Comfortable villa "Chiesone", renovated. 6 km from the centre of Chianciano Terme, 17 km from the centre of Montepulciano, 28 km from the centre of Pienza, in a quiet, sunny position, in the countrysi


  • id: ihit5271.616.1

    • Villa
    • 8 Sleeps
    • 4 Bedrooms
    • 4 Bathrooms

    Large, comfortable cottage "Poggio all'Aia", 2 storeys, detached, renovated, surrounded by meadows and vineyards. In the hamlet Lucciana 3 km from the centre of Casole d'Elsa, 11 km from the centre of


  • id: ihit5284.618.6

    • Apartment
    • 5 Sleeps
    • 2 Bedrooms
    • 2 Bathrooms

    Beautiful country house "Giuggiolo", surrounded by trees. 7 apartments in the residence. In a hamlet 4 km from the centre of Poggibonsi, 11 km from the centre of San Gimignano, 30 km from the centre o


  • id: ihit5291.400.1

    • Apartment
    • 6 Sleeps
    • 3 Bedrooms
    • 2 Bathrooms

    Situated in the heart of Chianti, the property is immersed in the rolling hills and surrounded by vineyards. Very beautiful country house, surrounded by fields and vineyards. In the hamlet San Sano, e


  • id: ihit5257.640.1

    • Apartment
    • 4 Sleeps
    • 1 Bedrooms
    • 1 Bathrooms

    House "Il Rustico & La Terrazza". In the centre of San Gimignano 50 m from the centre of San Gimignano, 30 km from the centre of Volterra, 37 km from the centre of Siena, in a central position, area w