Guesthouse vacation rentals in Tuscany

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Top-rated guesthouse rentals in Tuscany

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Guest favorite

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, 134 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

A modern living area is highlighted by a gray sofa bed positioned against a light-colored wall. Two framed artworks are mounted above the sofa, while a minimalist black side table is placed nearby, displaying decorative bottles. Natural light enters through the window on the adjacent wall.

Guesthouse in Florence

4.89 out of 5 average rating, 135 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, 188 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 favorite

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, 178 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 serene terrace features an inviting infinity pool surrounded by sun loungers and small trees in pots. The lush greenery of the hills and fields creates a tranquil backdrop, enhancing the peaceful atmosphere of the outdoor space.

Guesthouse in Sant'Apollinare

5 out of 5 average rating, 4 reviews

Casale Monticchio- The Gaggia house, 6 to 8 guests

This 180 sqm apartment is made up from the main part of the Gaggia family home. The house was built around the 1920’s and unusually the main room was on the ground. The focal point was the large fireplace which had two bench seats within its structure. Severely damaged in the past, we made it a priority while restoring the property. The largest alteration required was to creating new staircases which we did in a stable at the back of the property which now has 3 meters high mirror.

Top guest favorite

An exterior view of a charming Tuscan house featuring warm stone walls. The surrounding garden includes manicured grass and potted plants. A spacious patio with a table for outdoor dining is visible, alongside a stone pathway leading to the entrance.

Guesthouse in Montefollonico

4.97 out of 5 average rating, 105 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.

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.

Guesthouse in Sesto Fiorentino

4.86 out of 5 average rating, 174 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!

Guest favorite

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.

Guesthouse in Fiesole

5 out of 5 average rating, 16 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

Guest favorite

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

4.71 out of 5 average rating, 836 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.

Top guest favorite

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, 306 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 favorite

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, 78 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 favorite

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, 188 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.