Lighthouse Island
4 guests
2 bedrooms
Grosseto, Tuscany
This unique home offers an unparalleled escape to a private island in Tuscany, where the sea sparkles and time slows. Once a lighthouse, it's been beautifully restored, blending historic character with effortless luxury.
The Sunlight Hideaway
12 guests
6 bedrooms
San Vincenti, Tuscany
Amidst the rolling hills and vineyards of Chianti, this home is perfectly positioned for an idyllic Italian escape. Set within a private estate which includes a vineyard, olive groves and a church, you’ll find everything you could need for a relaxing retreat or special celebration.
The Chianti Hills
8 guests
4 bedrooms
Gaiole in Chianti, Siena
This marvellous Tuscan villa is perfect for groups eager to sample the unique delights of the Chianti region. Set back from civilisation in the region's rolling hills, up to eight guests can rest comfortably across four en-suite bedrooms, or wander the expansive grounds dotted with trees and surrounded by olive groves.
Tuscan Hideout
6 guests
3 bedrooms
Monticiano, Siena
Tucked away in a hidden corner of Tuscany, this striking home is a dream for architecture lovers and tranquillity seekers alike. Designed by Carlo Chiappi, it blends modernist principles with natural textures, creating a seamless harmony between indoors and out.
Explore the 2056 most perfect homes in our collection
Explore our selection of the finest luxury Holiday Rentals for your next getaway in Roccastrada. 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 Roccastrada 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.
