
Sunrise at Sea
6 guests
3 bedrooms
Punta Ala, Castiglione della Pescaia
Perched above Punta Ala's marina, this apartment offers stunning views. Our favourite spot to soak up the scenery is on the terrace.
Sunrise at Sea
6 guests
3 bedrooms
Punta Ala, Castiglione della Pescaia
Perched above Punta Ala's marina, this apartment offers stunning views. Our favourite spot to soak up the scenery is on the terrace.
Sunflower Sunset
8 guests
4 bedrooms
Pienza, Siena
In the heart of the Val d'Orcia, this villa offers sweeping views as far as the eye can see. Montepulciano, San Quirico d'Orcia, and Seina further afield are all within driving distance – and all make great options for days out and about in the countryside.
Chianti Splendour
6 guests
3 bedrooms
Gaiole in Chianti, Siena
With far-reaching views of the rolling Chianti hills, it’s impossible not to relax in this villa. Traditional yet modern, this home promises a true taste of Tuscany, alongside plenty of space to relax.
Two Seas
12 guests
6 bedrooms
Punta Ala, Castiglione della Pescaia
This clifftop villa caught our eye for its views across the Tyrrhenian Sea. Located in the coastal town of Punta Ala, you’ll have direct access to the water, via steep private steps from the garden (the trek back up isn’t for the faint-hearted).
Explore the 1082 most perfect homes in our collection
Explore our selection of the finest luxury Holiday Rentals for your next getaway in Castiglione della Pescaia, Grosseto, Tuscany, Italy. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Castiglione della Pescaia, Grosseto, Tuscany, Italy has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.