Book Luxury Airbnb Alternatives in Castiglione della Pescaia

We selected the 1082 homes worth renting in this location

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Home spotlights in Castiglione della Pescaia

Chianti Sunset

Chianti Sunset

  • 10 guests

  • 5 bedrooms

Radda in Chianti, Tuscany

Nestled in the Chianti countryside between Siena and Florence, this home has serenity running through its core. Sat atop a hill, surrounded by olive groves and vineyards (the site is actually an active organic winery), it’s impossible not to relax here.

Escaping Time

Escaping Time

  • 7 guests

  • 3 bedrooms

Sovicille, Tuscany

Nestled in a sea of pea-green pastures, historic olive groves, and undulating hills, this home exudes Tuscan tranquillity. You'll find it in the little village of Brenna, just a forty-minute drive from Siena.

Chianti Dream

Chianti Dream

  • 4 guests

  • 2 bedrooms

San Sano, Gaiole in Chianti

Set in the picturesque village of San Sano, this home offers the best of both worlds – easy access to amenities and a quiet space to retreat to and relax. You won’t tire of the vineyard views here.

Tuscan Tipple

Tuscan Tipple

  • 8 guests

  • 4 bedrooms

Punta Ala, Castiglione della Pescaia

Tucked amongst trees, this Tuscan home promises a true escape from it all. We love the contemporary interiors, with plenty of space for everyone to spread out and enjoy some quiet time.


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

Explore the 1082 most perfect homes in our collection

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Most popular homes in Castiglione della Pescaia

Maremma Muse

Maremma Muse

  • 10 guests

  • 5 bedrooms

Punta Ala, Castiglione della Pescaia

Tuscan Valleys

Tuscan Valleys

  • 8 guests

  • 4 bedrooms

Manciano, Grosseto

Aqua Olive

Aqua Olive

  • 8 guests

  • 4 bedrooms

Manciano, Grosseto

Pines & Vines

Pines & Vines

  • 10 guests

  • 5 bedrooms

Rosignano Marittimo, Livorno

Emerald Hills

Emerald Hills

  • 10 guests

  • 5 bedrooms

Monticiano, Siena

Seaside & Pine Forest

Seaside & Pine Forest

  • 6 guests

  • 2 bedrooms

Marina di Grosseto, Grosseto

Bellissimo

Bellissimo

  • 9 guests

  • 4 bedrooms

Punta Ala, Castiglione della Pescaia

The Sweet Heart

The Sweet Heart

  • 2 guests

  • 1 bedrooms

Porto Santo Stefano, 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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