Balbo's Castle
10 guests
5 bedrooms
Punta Ala, Castiglione della Pescaia
Perched on a cliffside, with expansive views over the sea, an infinity pool, and easy access to a remote beach, you're sure to be swept away in the grandeur of this former hunting lodge. Long ago, this medieval castle, built in the mid-1500s, was the haunt of government officials.
Tuscan Valleys
8 guests
4 bedrooms
Manciano, Grosseto
Built in local stone, this renovated home is packed with character features, such as chestnut wood beams and handcrafted terracotta floors, which blend with modern luxuries. There are two living rooms here and there’s an exercise room which is on the lower floor.
Maremma Muse
10 guests
5 bedrooms
Punta Ala, Castiglione della Pescaia
This beautiful home is nestled amidst a lush pine forest, just a stone's throw from the Punta Ala Equestrian Centre, the Punta Ala Golf Club, and the beaches, so there’s plenty to keep you occupied during your stay. Comfortable for an extended family or large group of friends, this villa invites relaxation.
Quiet & Serene
16 guests
7 bedrooms
Roccamare, Castiglione della Pescaia
It might not look it, but this home is just a short walk from a private beach in Roccamare. Nestled in a tranquil pine forest, the villa is made for beach days with family or friends – on the shoreline, you'll have access to a private cabana with a dining table and a separate cabin, perfect for storing beach equipment.
Explore the 1136 most perfect homes in our collection
Discover the ultimate collection of luxury Family Friendly Rentals in Castiglione della Pescaia, Grosseto, Tuscany, Italy. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Castiglione della Pescaia Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.
