Rent Luxury Self-Catering Apartments in Castiglione della Pescaia

We selected the 1082 homes worth renting in this location

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Home spotlights in Castiglione della Pescaia

Pines & Vines

Pines & Vines

  • 10 guests

  • 5 bedrooms

Rosignano Marittimo, Livorno

In the heart of the Tuscan countryside, this farmhouse promises a tranquil retreat surrounded by rolling hills and lush greenery. Seamlessly blending traditional charm with contemporary comfort, the living area is sure to be a hit with all, with a mezzanine area and large corner window that invites natural light in.

Emerald Hills

Emerald Hills

  • 10 guests

  • 5 bedrooms

Monticiano, Siena

Formerly an olive mill, this Tuscan villa combines rustic charm with modern design elements. Just outside the small hamlet of Iesa, the villa is nestled in the serene Tuscan hills, surrounded by verdant countryside.

Seaside & Pine Forest

Seaside & Pine Forest

  • 6 guests

  • 2 bedrooms

Marina di Grosseto, Grosseto

You’re 300 metres from the sea at this charming apartment in Marina di Grosseto. The neo-classic streets of this coastal town are filled with seafood restaurants, pizzerias and waterfront bars, all within walking distance from the apartment, as well as the lounger-lined soft sand of the beach.

Bellissimo

Bellissimo

  • 9 guests

  • 4 bedrooms

Punta Ala, Castiglione della Pescaia

Whitewashed and modern with unbroken views of rolling hills, this villa is the perfect gathering place for a family or group of friends looking to unwind in style. Inside, it’s all glass walls and minimalist spaces, while the outside area is a fanfare of colour with evergreen shrubs and blooming flowerbeds.


We selected the top 3% holiday homes in Castiglione della Pescaia Self-Catering Apartments

Explore the 1082 most perfect homes in our collection

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Most popular homes in Castiglione della Pescaia

The Sweet Heart

The Sweet Heart

  • 2 guests

  • 1 bedrooms

Porto Santo Stefano, Tuscany

Tuscan Idyll

Tuscan Idyll

  • 4 guests

  • 2 bedrooms

Gaiole in Chianti, Siena

The Olive House

The Olive House

  • 10 guests

  • 5 bedrooms

Murlo, Siena

Sun of Splendour

Sun of Splendour

  • 15 guests

  • 7 bedrooms

Fonterutoli, Castellina in Chianti

Verdant Valley

Verdant Valley

  • 15 guests

  • 8 bedrooms

Poggibonsi, Siena

Tee Time in Tuscany

Tee Time in Tuscany

  • 6 guests

  • 3 bedrooms

Gavorrano, Grosseto

Terracotta & Vine

Terracotta & Vine

  • 6 guests

  • 3 bedrooms

San Sano, Gaiole in Chianti

Beyond the Bridge

Beyond the Bridge

  • 7 guests

  • 3 bedrooms

Colle di Val d'Elsa, Siena

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Frequently asked questions

Book luxury Self-Catering Apartments in Castiglione della Pescaia, Grosseto, 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 Castiglione della Pescaia 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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