A Rustic Reverie
4 guests
2 bedrooms
Sovicille, Tuscany
For a taste of authentic Tuscan living, this holiday home is a great choice. This apartment is one of six, renovated from a 15th-century structure by a historically conscious architect.
Book Luxury Monthly Rentals in Castiglione della Pescaia
We selected the 872 homes worth renting in this location
Home spotlights in Castiglione della Pescaia
Rosemary & Olive
2 guests
1 bedrooms
Montalcino, Siena
For a taste of authentic Italian living, this stylish home opens its doors to the beauty of southern Siena. Located in the historic town of Montalcino (renowned for its Brunello wine), this is the perfect setting to experience the warmth and depth of Italian living.
First Of The Summer Wine
6 guests
4 bedrooms
Castellina in Chianti, Tuscany
Surrounded by olive trees and vast swathes of vineyards, this Tuscan home in the heart of the Chianti wine region is a haven of rural relaxation. Its exposed stone exterior gives way to a bright interior, where farmhouse simplicity meets elegant design in the living room.
Vines & Vistas
8 guests
4 bedrooms
Radda in Chianti, Tuscany
Nestled in the heart of the Chianti region, this charming cottage seamlessly blends traditional and modern styles. Surrounded by vineyards, olive groves, and oak forests, with views of the valley and distant castles, you can’t fail to relax here.
We selected the top 3% holiday homes in Castiglione della Pescaia Monthly Rentals
Explore the 872 most perfect homes in our collection
View on map
Check upcoming rates & availability for Castiglione della Pescaia Monthly Rentals
Frequently asked questions
Similar destinations
Discover the ultimate collection of luxury Monthly Rentals in Castiglione della Pescaia, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Castiglione della Pescaia Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.
Search Our Collection