Guest house holiday rentals in Tuscany

The outdoor area features a large swimming pool surrounded by lush greenery, including trees and shrubs. Sun loungers are positioned nearby for relaxation. The rustic farmhouse is visible in the background, showcasing traditional Tuscan architecture with terracotta accents.

4.92 out of 5 average rating, 137 reviews

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.

4.88 out of 5 average rating, 174 reviews

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 👗.

A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.

4.97 out of 5 average rating, 209 reviews

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.

Superhost

A cozy living area features a light-colored couch and an armchair positioned near large glass doors that open to a patio, offering views of the surrounding greenery. A round wooden coffee table sits on a textured rug, enhancing the room's inviting atmosphere.

4.86 out of 5 average rating, 184 reviews

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.

A cozy living area features a modern sofa positioned beside a small wooden coffee table. A textured rug lies beneath, and a decorative plant adds a touch of greenery. Natural light filters through a large arched window, creating soft shadows on the walls.

4.88 out of 5 average rating, 26 reviews

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

A spacious room features a patterned tiled floor and high ceilings. A large bed with decorative bedding is accompanied by a variety of light fixtures, including two hanging lights. A desk and shelf are arranged against one wall, with colorful artwork enhancing the ambiance.

4.72 out of 5 average rating, 910 reviews

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 inviting exterior of the stone house is framed by lush greenery, featuring a spacious outdoor terrace with a wooden railing. Stone steps lead to the entrance, while large windows and a tile roof enhance the rustic charm of the property.

4.84 out of 5 average rating, 64 reviews

Delightful countryside annex

In the evocative setting of the Umbrian gullies, in a quiet and very panoramic location, a single-level annex with a private porch, a large living room with a kitchenette, two bedrooms and a bathroom. A few minutes from the A1 highway and the Fabro-Ficulle train station, the house is great for a relaxing stay halfway between Rome and Florence. Wi-fi available. Unfortunately, we can't accept children. Please note that heating costs are not included in the price.

Superhost

4.71 out of 5 average rating, 7 reviews

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 bedroom features a spacious bed with a snug checkered duvet and decorative pillow accents. Light enters through sheer curtains, illuminating the wooden ceiling beams. A minimalist shelving unit holds neatly folded towels and clothing, with soft lighting provided by bedside lamps.

5 out of 5 average rating, 319 reviews

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.

An outdoor dining area is set under a wooden pergola, featuring a large wooden table surrounded by chairs. View of lush greenery and rolling hills is visible in the background. Wine bottles and glassware are arranged on the table, ready for a meal.

4.99 out of 5 average rating, 82 reviews

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.

The exterior showcases a charming stone facade, complemented by wooden windows and doors. Potted plants and cacti add greenery around the entrance. The layout presents a seamless connection to the lush garden, inviting tranquility. A glimpse of the cozy interior is visible through the glass doors.

5 out of 5 average rating, 21 reviews

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!

A cozy bedroom features a spacious bed with soft linens, positioned under wooden beams. Natural light filters through a glass door, illuminating the room. A stylish wooden ladder leans against the wall, while a small table with a flower vase adds a touch of color.