Dreaming of Chianti
6 guests
3 bedrooms
Castellina in Chianti, Tuscany
After a day touring world-class vineyards, this home is the perfect place to unwind with a glass of Chianti. Sure, there’s no air conditioning here, and the traditional interiors may not be to everyone’s taste, but there’s no denying the beauty of the outdoor space.
Cypress Reflections
14 guests
7 bedrooms
Barberino Tavarnelle, Florence
Step back in time and experience this Tuscan home, a beautifully restored estate dating back to around 1000 AD. This luxurious countryside escape has a private riverside beach, a swimming pool and plenty of areas to relax and dine in the sun.
A Tuscan Beauty
21 guests
9 bedrooms
Greve in Chianti, Florence
Surrounded by rolling vineyards and olive groves, this 15th-century Chianti estate blends historic charm with contemporary luxury. Inside, each of the nine bedrooms features unique murals by artist Simone Boni and handcrafted Tuscan details.
Sun of Splendour
15 guests
7 bedrooms
Fonterutoli, Castellina in Chianti
If you’re in search of a traditional Italian stay in a beautiful location, this home delivers a great solution. Nestled in a private garden overlooking the Chianti countryside, you’ll be welcomed by stunning views and a private pool with a Jacuzzi.
Explore the 3888 most perfect homes in our collection
Explore our selection of the finest luxury Holiday Rentals for your next getaway in Castellina in Chianti, Siena, 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 Castellina in Chianti, Siena, 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.
