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Guesthouse holiday rentals in Tuscany

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Top-rated Guesthouses in Tuscany

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
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.
Guesthouse in Antria
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.

Superhost
Guesthouse in Florence
4.87 out of 5 average rating, 162 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 👗.

Superhost
The image captures a stone exterior of an apartment at sunset, with a large tree providing shade. Rays of golden sunlight filter through branches, illuminating a grassy area and distant hills. A paved stone path leads towards the entrance, enhancing the connection to nature.
Guesthouse in Caldana
4.8 out of 5 average rating, 192 reviews

Appartment 1 surrounded by Tuscan Nature

This detached appartment has 55 mp with kitchen, bathroom, bedroom, and terrace. It is built in the traditional tuscan style with stone and wood. Its 20 minutes drive to the sea,1 hour to Siena, 2 hours to Rome and Florence, 5 minutes to Caldana city Center where you have all amenities (groceries, bank, Postoffice,3 restaurants..) You will find a lot of activities like horseriding,excursions of history and plants,winetasting and kilometers of wonderfull beaches, watch the birds and wild animals.

Top Guest favourite
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.
Guesthouse in Macciano
4.97 out of 5 average rating, 204 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.

Top Guest favourite
The entrance to the house features a green door with steps leading up to it. A stone bench sits beside the entrance, adorned with pink roses. Vibrant flower pots add color to the pathway, creating a welcoming exterior in a serene garden setting.
Guesthouse in Fiesole
4.99 out of 5 average rating, 155 reviews

Fiesole in Giardino Home & breakfast b&b

Welcome to Fiesole in Giardino Home In the nice Fiesole, the hill overlooking Florence, a small independent house, with bedroom, kitchen/living room and bathroom, all renovated. Breakfast inclusive in the price: in the Spring/Summer the breakfast is served on the roof terrace with view! Totally renovated, this house is located on the ground floor of my family home, an ancient house dating back of 1700. Just few kilometres to Florence, but surrounded by the quiet of tuscan country.

Guest favourite
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.
Guesthouse in Pisa
4.72 out of 5 average rating, 894 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.

Superhost
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.
Guesthouse in Fabro
4.84 out of 5 average rating, 63 reviews

Delightful countryside annex

In the charming setting of the Umbrian calanques, in a quiet and very panoramic position on a single level with private porch, large living room with kitchenette, two bedrooms and a bathroom. A few minutes from the A1 motorway 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 the heating fee is excluded from the price.

Superhost
Guesthouse in Castiglione della Pescaia
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.

Top Guest favourite
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.
Guesthouse in Florence
5 out of 5 average rating, 318 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.

Top Guest favourite
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.
Guesthouse in Molino Vitelli
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.

Top Guest favourite
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.
Guesthouse in Petroio
4.96 out of 5 average rating, 137 reviews

LA CASINA: Your tiny house in Tuscany

Cozy cottage rests within garden of architect-restored farmhouse. LA CASINA di Malabiccia is proud to offer year-round hospitality in a unique location amidst the rolling hills of Tuscany. Italian materials and quirky details create an unforgettable charm and comfort. Guests enjoy ample garden space, a fully equipped kitchen and daytrips to Montalcino, Montepulciano, Pienza, Arezzo, Siena, Cortona and more.

Top Guest favourite
A spacious studio is shown, featuring a queen-size bed with light bedding. A large window provides a sea view, leading to a balcony with two outdoor chairs. A flat-screen TV and a small desk are visible, complemented by subtle wall décor and natural light.
Guesthouse in Riomaggiore
4.96 out of 5 average rating, 199 reviews

I Limoni di Thule: Sea Views + Garden Terrace

This studio has A/C, Wi-Fi Internet Access, kitchen area with fridge and cooking facilities, queen-size bed, TV, built-in safe, private bathroom with shower and best of all an ensuite sea view balcony + a garden terrace with breathtaking views! Located in a quiet position next to the castle that dominates over the village, the studio is a ten minute walk from the historical center and train station.

Popular amenities for Tuscany guesthouses

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