Guesthouse holiday rentals in Tuscany

4.92 out of 5 average rating, 130 reviews

Guesthouse in Antria

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.

4.8 out of 5 average rating, 187 reviews

Guesthouse in Caldana

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.

4.88 out of 5 average rating, 128 reviews

Guesthouse in Florence

Green Rosselli 59

✨ Stay in the Heart of Florence 🇮🇹 Welcome to your perfect accommodation in Florence! 🏡 You and your family will be just steps from everything this city offers. 🚉 Only a 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 👗.

4.97 out of 5 average rating, 172 reviews

Guesthouse in Macciano

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.

4.99 out of 5 average rating, 140 reviews

Guesthouse in Fiesole

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.

Guesthouse in Montefollonico

4.97 out of 5 average rating, 104 reviews

Casale Santa Barbara - Exclusive Apartment

At a glance: • Location: perfect entry door to the Val d’Orcia between Pienza (8,5 km) and Montepulciano (8,5 km). • Charming warm old stones Tuscan house – completely restored in 2016 • Big apartment (100m2), designed for 2 persons, completely independent, fully furnished, Tuscan style with modern equipment. • Exclusivity: we are living on the 1st floor; the ground floor is yours. You are our only guests. • Spacious private garden (+ 300m2) • Stunning view on the Tuscan hills.

Guesthouse in Sesto Fiorentino

4.85 out of 5 average rating, 171 reviews

Countryside cottage with lovely views and pool.

Beautifully renovated independent one-bedroom guest house with breathtaking views of Florence. You can gaze at the Duomo while comfortably sitting on the couch with a glass of wine or floating in the pool. It's the perfect romantic getaway to leave the hustle and bustle of the tourists behind but just a few minutes away from the city itself. Ideal to explore Florence and its environs by day enjoying quiet nights. Very close to the airport. PLEASE NOTE: You'll need a car!

5 out of 5 average rating, 13 reviews

Guesthouse in Fiesole

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

4.71 out of 5 average rating, 823 reviews

Guesthouse in Pisa

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.

4.84 out of 5 average rating, 57 reviews

Guesthouse in Fabro

Delightful countryside annex

In the picturesque setting of the Umbrian gullies, in a quiet and very panoramic dependence on one level with private porch, large living room with kitchenette, two bedrooms and a bathroom. Just minutes from the A1 motorway and Fabro-Ficulle train station, the home is great for a relaxing stay halfway between Rome and Florence. No wi-fi. Unfortunately we cannot accept children. Please note that the heating fee is excluded from the price.

5 out of 5 average rating, 302 reviews

Guesthouse in Florence

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.