Book Luxury Airbnb Alternatives in Castiglione della Pescaia

We selected the 872 homes worth renting in this location

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Home spotlights in Castiglione della Pescaia

Asian Fusion

Asian Fusion

  • 8 guests

  • 4 bedrooms

Montecatini Val di Cecina, Pisa

Buried deep in the rolling hills of Tuscany, with idyllic rural views stretching as far as the eye can see, this villa in Montecatini Val di Cecina is achingly beautiful inside and out. Combining stone walls and wooden beams with modern furnishings and stylish decor, this one offers a unique stay experience with plenty of luxury touches to boot.

Little Hills

Little Hills

  • 14 guests

  • 7 bedrooms

Sarteano, Siena

You can't beat the views of the beautiful Val D'Orcia, itself a UNESCO World Heritage Site, from this Tuscan farmhouse lying in the Siena Province on a private two-acre estate. Tear yourself away from the vistas, and you'll find a deft renovation, combining contemporary interiors and historic charm.

The Lavender Harvest

The Lavender Harvest

  • 11 guests

  • 5 bedrooms

Manciano, Grosseto

It’s all about the good life at this Italian villa. We’re not just talking la dolce vita, but the full, sustainable package.

Verdant Valley

Verdant Valley

  • 15 guests

  • 8 bedrooms

Poggibonsi, Siena

This elegant home in Tuscany is in a dreamy spot in a valley, in a countryside setting that leads to absolute relaxation. The villa is full of character, with antique furniture and wooden beams, in addition to mesmerising views.


We selected the top 3% holiday homes in Castiglione della Pescaia Airbnb Alternatives

Explore the 872 most perfect homes in our collection

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Most popular homes in Castiglione della Pescaia

Tuscan Pine

Tuscan Pine

  • 14 guests

  • 9 bedrooms

Roccamare, Castiglione della Pescaia

Green in Bloom

Green in Bloom

  • 10 guests

  • 5 bedrooms

Buonconvento, Siena

Terracotta Curves

Terracotta Curves

  • 8 guests

  • 4 bedrooms

Porto Ercole, Monte Argentario

A Visit from Siena

A Visit from Siena

  • 3 guests

  • 1 bedrooms

Bucine, Arezzo

Beyond the Bridge

Beyond the Bridge

  • 7 guests

  • 3 bedrooms

Colle di Val d'Elsa, Siena

Artistic Grapes

Artistic Grapes

  • 2 guests

  • 1 bedrooms

Montalcino, Siena

Seaside & Pine Forest

Seaside & Pine Forest

  • 6 guests

  • 2 bedrooms

Marina di Grosseto, Grosseto

Escaping Time

Escaping Time

  • 7 guests

  • 3 bedrooms

Sovicille, Tuscany

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Frequently asked questions

Airbnb is a shot in the dark. We meticulously vet all our homes in Castiglione della Pescaia to ensure you won’t waste your precious holiday. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury Castiglione della Pescaia Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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