Rent Luxury Holiday Cottages in Porto Santo Stefano

We selected the 8 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights

A Year of Birdsong

A Year of Birdsong

  • 6 guests

  • 3 bedrooms

Camaiore, Lucca

This rustic yet refined farmhouse surrounded by Tuscan countryside makes for a restful stay indeed. The interiors are as charming as you would expect – think carved fireplaces, wooden-beamed ceilings and traditional terracotta floors.

Tuscan Meadows

Tuscan Meadows

  • 5 guests

  • 3 bedrooms

Casole d'Elsa, Siena

This traditional home is nestled among the Tuscan hills. You’ll have a private alfresco dining area here, as well as being able to enjoy a swimming pool, garden bar, children’s playground, and outdoor dining area with other guests.

The Olive Dawn

The Olive Dawn

  • 4 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

Set in a hamlet among vine-covered hills, this home is one of eleven houses, with origins dating back to 1400. There’s a flower and plant-filled private garden and shaded terrace perfect for alfresco meals, while the beautiful large pool is shared – it’s located a short stroll from the home and has incredible views.

Toscana Per Sempre

Toscana Per Sempre

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

Housed within a complex of stone buildings that were once a wine and olive oil-producing estate, this home offers Tuscan relaxation in spades. A communal pool, children’s pool and tennis courts await in the shared grounds, while the private terrace with its countryside views is perfect for a celebratory sundowner after a day of fun and exploring.


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

Explore the 8 most perfect homes in our collection

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Most popular homes

A Glass Of Chianti

A Glass Of Chianti

  • 2 guests

  • 1 bedrooms

Montespertoli, Florence

The Old Watermill

The Old Watermill

  • 14 guests

  • 7 bedrooms

Montepulciano, Siena

The Hillside Retreat

The Hillside Retreat

  • 4 guests

  • 2 bedrooms

Coreglia Antelminelli, Lucca

Beneath the Sun

Beneath the Sun

  • 2 guests

  • 1 bedrooms

Barberino Tavarnelle, Florence

Tuscan Cypresses

Tuscan Cypresses

  • 10 guests

  • 7 bedrooms

Castelnuovo Berardenga, Siena

Ancient Walls

Ancient Walls

  • 4 guests

  • 2 bedrooms

Lucca, Tuscany

Tuscany Sun

Tuscany Sun

  • 8 guests

  • 5 bedrooms

Montevarchi, Arezzo

Tuscany Magic

Tuscany Magic

  • 8 guests

  • 4 bedrooms

Castelnuovo Berardenga, Siena

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Check upcoming rates & availability for Porto Santo Stefano Cottages


Frequently asked questions

Discover our curated collection of luxury holiday Cottages in Porto Santo Stefano, Monte Argentario, Grosseto, Tuscany, Italy. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Porto Santo Stefano Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.

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