Guesthouse vacation rentals in Tuscany

A charming Tuscan retreat

Villa Pianelli is a traditional farmhouse dating from the 1500's and consists of 2 structures. The main house where I live, always available to ensure your stay runs smoothly and the Garden apartment. Both are completely independant with separate entrances. The Garden apartment is composed of 5 rooms on ground level, the interiors have retained the Tuscan characteristics with brick ceilings and chestnut beams and terracotta floors. There are 2 double bedrooms, 1 bathroom with shower, 1 lounge with a wood burning stove and open plan kitchen - dining area. The kitchen is equipped with fridge,oven and ceramic hob. From the lounge you access the spa room with sauna and from there onto a terraced garden complete with b.b.q. The swimming pool is 8mx16m and is open May through September, furnished with sun loungers,a b.b.q area and a large covered pergola with dining tables and chairs. Villa Pianelli is secluded in a quiet corner of the Tuscan countryside, nestled in the hills of Arezzo, surrounded by vineyards, olive groves and oak forests.We can offer our guests a dimension of peace and quiet whilst ensuring various possibilities of entertainment in wineries, restaurants,shopping etc just a few kilometres away in Arezzo. Please note that the house has two bedrooms but if the booking is for two people only one bedroom will be provided.If required there is an additional cost of 50 euro per night for the second bedroom.

Green Rosselli 59

✨ Stay in the Heart of Florence 🇮🇹 Welcome to your perfect accommodation in Florence city center! 🏡 You and your family will be just steps from everything this city offers. 🚉 6-minute walk from the main train station Santa Maria Novella — ideal for arrivals and departures. A short stroll takes you to the Duomo, iconic Ponte Vecchio, Piazza della Signoria, and world-famous Uffizi Gallery 🎨 all within walking distance! 🧳 5 minutes to Fortezza da Basso, home of Pitti Immagine and more 👗.

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Countryside Cottage • Lovely View • Private Pool

Beautifully renovated one-bedroom guesthouse set within a private Tuscan property overlooking Florence, with stunning views of the city. A peaceful and romantic retreat surrounded by nature, offering the charm of the Tuscan countryside while being minutes from the historic center. Perfect for exploring Florence during the day and returning to relax in your private Jacuzzi/pool, enjoying evenings with panoramic views over the city. Due to the hillside location, a car is strongly recommended.

Zagara Toscana: Earthy design home in Fiesole

A charming one-bedroom guesthouse in Fiesole, blending rustic charm with modern amenities, perfect for couples, solo travelers, or friends. Enjoy a spacious living area, cozy kitchen, and a terrace for outdoor dining. Set within 10,000 square meters of tranquil gardens and olive trees, it offers beautiful views and a peaceful ambiance. An ideal space to relax, unwind, and immerse yourself in nature’s beauty while staying close to local attractions. IG: @zagaratoscana

Delightful countryside annex

In the evocative setting of the Umbrian gullies, in a quiet and very panoramic position, a single-level annex with a private porch, a large living room with a kitchenette, two bedrooms and a bathroom. Just a few minutes from the A1 highway and the Fabro-Ficulle train station, the property is great for a relaxing stay halfway between Rome and Florence. We cannot accommodate children. There are 2 large dogs. Please note that the heating fee is excluded from the price.

Cozy studio flat. AIR CONDITIONER

Let yourself be embraced, in the heart of Pisa, a stone's throw from the historic leaning tower, by a warm and welcoming accommodation that has all the characteristics and appearance of your home. Staying here is like being in your own home. In the renovation of the house whose construction dates back to the 1800s, I used the entire top floor to create three independent flats. Each flat has a private bathroom and kitchenette, so as to guarantee absolute privacy.

The Orion Villa

Welcome to Orion at Colle sul Lago. This independent villa on the property boasts 3 bedrooms and 2 full bathrooms (one bedroom is ensuite). There is a large kitchen and an outdoor terrace, both with dining tables. Wake up in true Italian style and enjoy your cappuccino looking out over Lake Montepulciano. Take a stroll through our private forest, or a dip in the beautiful pool. Adventures await as you set off to discover all the magic of Tuscany and Umbria!

La Rondine Sea-view Cottage. Tuscany

Welcome to Il Baciarino, a rustic agriturismo in the green hills of Maremma, Tuscany’s wild and less-traveled coastal region. Our property offers unique, handcrafted cottages with sea views, privacy, and direct contact with nature. Set within 19 acres of hillside wilderness in the charming Etruscan town of Vetulonia, Il Baciarino is the perfect place to escape the city, slow down, and enjoy unspoiled landscapes, fresh seafood, and good wine.

The Terrace

The Terrace is formed by a double-room in two floors, recently completely renovated and decorated with style. It is located in Settignano, a small neighborhood 6 km from the center of Florence with bus n.10 which end of line is only 50 meters from the access gate of the house. In 15 minutes you can easily reach the center of the city. Beside the gate there s the bar Vida, always full of delicious pastries and fresh tramezzino sandwiches.

The dryer

The house is in a good location for country walks, wildlife, sun, and sightseeing. It's in a nature filled valley with easy routes to interesting places like Siena or smaller towns such as Montone. The house is desirable because of the location, the people, the ambiance, the outdoors space, and the neighborhood. This small place is good for couples and solo adventurers. Wi-fi access has recently been improved in the house.

IdyllicTuscan Chalet with Private Seafront Access

Discover the secret part of the Tuscan coast! This premium studio guesthouse is the perfect retreat for solo travelers or couples looking for a quiet space away from the crowds and great access to our private beach. It has a private patio with dining table and sofa for reading, as well as a dining table, air conditioning and TV. And if you feel like putting yourself to the test, you can also find a table tennis table!