Rent Luxury Self-Catering Apartments in Pienza

We selected the 3108 homes worth renting in this location

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Home spotlights in Pienza

A Magic Touch

A Magic Touch

  • 8 guests

  • 5 bedrooms

Castelmuzio, Trequanda

This gorgeous house is nestled within the medieval hilltop village of Castelmuzio. The vibrant garden features cypress, fig, pomegranate and local flowers, with its own plunge pool and spaces for sunbathing and alfresco dining.

Yellow Harvest Moon

Yellow Harvest Moon

  • 12 guests

  • 6 bedrooms

Montepulciano, Siena

With a traditional farmhouse style and situated within some of the most beautiful landscapes that this part of the Tuscan countryside has to offer, this warm, welcoming, and characterful home is perfect for anyone looking to slow down and experience the simple pleasures of life in an idyllic location. Nestled in the shadow of Montepulciano, the home is ideally placed for those with a penchant for hiking and biking, not to mention those hoping for a taste of 'la dolce vita' by exploring sleepy local villages and typically Tuscan towns.

The Maestro's Retreat

The Maestro's Retreat

  • 2 guests

  • 1 bedrooms

San Quirico d'Orcia, Siena

Located in the heart of San Quirico d'Orcia, this apartment has romance written all over it. Inside, the Tuscan character beckons you to cosy up with your loved one after exploring the town's historic squares and local eateries.

The Tuscan Vineyard

The Tuscan Vineyard

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

Set on a farm, parts of which are more than 200 years old, you’ll find this apartment, which is light and bright thanks to the large arched windows. Outside, as you’d hope for – there are gorgeous vistas over the Tuscan countryside and instead of a farm pond, there’s now a beautiful shared pool, which is a short walk through the communal gardens.


We selected the top 3% holiday homes in Pienza Self-Catering Apartments

Explore the 3108 most perfect homes in our collection

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Most popular homes in Pienza

Tuscany's Charms

Tuscany's Charms

  • 10 guests

  • 6 bedrooms

Monticchiello, Pienza

Tuscan Ornate

Tuscan Ornate

  • 12 guests

  • 6 bedrooms

Castiglione d'Orcia, Siena

Tuscan Vineyard

Tuscan Vineyard

  • 4 guests

  • 2 bedrooms

Trequanda, Siena

Peace in Tuscany

Peace in Tuscany

  • 12 guests

  • 6 bedrooms

Montepulciano, Siena

Architectural Narrative

Architectural Narrative

  • 4 guests

  • 2 bedrooms

Montalcino, Siena

Casa di Siena

Casa di Siena

  • 4 guests

  • 2 bedrooms

Torrita di Siena, Siena

Artistic Grapes

Artistic Grapes

  • 2 guests

  • 1 bedrooms

Montalcino, Siena

 Cypress Skies

Cypress Skies

  • 16 guests

  • 6 bedrooms

Monticchiello, Pienza

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Frequently asked questions

Book luxury Self-Catering Apartments in Pienza, Siena, Tuscany, Italy, and enjoy a memorable stay for all the right reasons. We leave no stone unturned in our pursuit of the most remarkable homes, vetting everything from shower pressure to design aesthetic. Every home in our collection of luxury Pienza Self-Catering Rentals comes fully furnished with a well-equipped kitchen, all linens, and essential bathroom toiletries included. And should you need any help in finding the perfect home, our friendly experts are always on hand to help.

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