Book Luxury Villas in Porto Santo Stefano

We selected the 418 homes worth renting in this location

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Home spotlights in Porto Santo Stefano

The Olive House

The Olive House

  • 10 guests

  • 5 bedrooms

Murlo, Siena

This villa is a rural oasis just south of Siena in the peaceful countryside, surrounded by woodlands and hills with panoramic views of Montalcino and Monte Amiata. You're just 24km from the charming city, while the Tuscan coast and Florence are also just over an hour's drive away, making it the ideal destination for those wanting to explore the area.

Tower of Tuscany

Tower of Tuscany

  • 8 guests

  • 3 bedrooms

Orbetello, Grosseto

This historic home dates back to the 16th century. Previously home to aristocratic families, it’s now been renovated into two holiday apartments, perfect for families or friends travelling together.

The One Light

The One Light

  • 12 guests

  • 6 bedrooms

Montalcino, Siena

Located in the pretty hilltop village of Montalcino, this home is a Tuscan gem with a lot to offer. There’s a beautiful garden with a pool and a hot tub to ensure optimum relaxation.

Vineyards & Olive Groves

Vineyards & Olive Groves

  • 14 guests

  • 7 bedrooms

Monte Argentario, Tuscany

Set on a hillside beneath a terraced vineyard and olive groves, this home captures the essence of the Mediterranean. There are stunning views of Feniglia Beach, Cala Galera Yacht Club, and the Orbetello Lagoon giving the villa an idyllic location.


We selected the top 3% holiday homes in Porto Santo Stefano Villas

Explore the 418 most perfect homes in our collection

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Most popular homes in Porto Santo Stefano

Terracotta Curves

Terracotta Curves

  • 8 guests

  • 4 bedrooms

Porto Ercole, Monte Argentario

Little Hills

Little Hills

  • 14 guests

  • 7 bedrooms

Sarteano, Siena

The Italian Rose

The Italian Rose

  • 6 guests

  • 3 bedrooms

Seggiano, Grosseto

A Tuscan View

A Tuscan View

  • 14 guests

  • 7 bedrooms

Buonconvento, Siena

Terracotta Roses

Terracotta Roses

  • 14 guests

  • 7 bedrooms

Pienza, Siena

Archipelago Aura

Archipelago Aura

  • 6 guests

  • 3 bedrooms

Monte Argentario, Tuscany

As Free As The Sea

As Free As The Sea

  • 8 guests

  • 5 bedrooms

Cala Moresca, Monte Argentario

Rusticana Retreat

Rusticana Retreat

  • 14 guests

  • 7 bedrooms

Castiglione d'Orcia, Siena

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Frequently asked questions

Secure a luxury stay in one of the remarkable Villas in our Porto Santo Stefano, Monte Argentario, Grosseto, Tuscany, Italy collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Porto Santo Stefano.

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