Guesthouse vacation rentals in Tuscany

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Top-rated guesthouse rentals in Tuscany

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Guest favorite

A scenic view of the Tuscan countryside is presented, featuring rolling hills, vineyards, and outlining trees under a clear sky. Lush greenery frames the foreground, enhancing the serene atmosphere of the landscape, which extends into the distant hills.

Guesthouse in Antria

4.92 out of 5 average rating, 130 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 striking view of the Florence Cathedral, featuring intricate multi-colored marble facades. The tall bell tower stands prominently beside the cathedral, showcasing its detailed architecture. The surrounding area is filled with visitors, illustrating the vibrant atmosphere of this historic site.

Guesthouse in Florence

4.88 out of 5 average rating, 126 reviews

New & bright - city center !

✨ 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 👗.

Top guest favorite

A serene swimming pool is surrounded by lush greenery and tall cypress trees. Several lounge chairs are placed along the poolside, offering ample space for relaxation. The water's clear blue hue reflects the bright sky, creating a tranquil outdoor setting.

Guesthouse in Macciano

4.96 out of 5 average rating, 165 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 swimming pool is situated on a raised deck, showcasing clear water that reflects the sky. Surrounding hills and valleys stretch into the distance under a bright blue sky, offering unobstructed scenic views.

Guesthouse in Castiglione della Pescaia

4.5 out of 5 average rating, 4 reviews

La Rondine - big windows & pool

La Rondine is at one end of the manor house; a gate opens onto your own oasis. The air-conditioned space has a queen bed in the central area and two single beds in the open loft. It has huge windows overlooking the valley towards the sea. To the one side, your large terrace has sunbeds and a dining nook. Just up a set of stairs is your own pool (unheated) and deck, with unobstructed views across the valley and out to the sea. La Rondine has easy access to the common area and parking.

Top guest favorite

Guesthouse in Fiesole

4.99 out of 5 average rating, 139 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.

Superhost

An expansive infinity pool is framed by a stone terrace, adorned with elegant planters and lounge chairs. Soft lighting highlights the serene atmosphere of the outdoor space, while a rustic structure with a tiled roof stands in the background, surrounded by greenery and gentle hills.

Guesthouse in Sant'Apollinare

5 out of 5 average rating, 3 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

A wine bottle is being poured into a glass, catching the warm hues of a sunset. The landscape of rolling hills and trees is visible in the background, creating a serene atmosphere enhanced by the vibrant colors of dusk.

Guesthouse in Montefollonico

4.97 out of 5 average rating, 103 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

4.85 out of 5 average rating, 170 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 view of a tree-lined street is presented, showcasing a blend of historical and modern buildings across from a vibrant residential area. The sky is clear, with a few clouds and greenery visible, creating a serene atmosphere. Cars are parked along the street.

Guesthouse in Pisa

4.71 out of 5 average rating, 814 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

An outdoor dining area features a wooden table surrounded by chairs and is complemented by potted plants. The space is partially shaded by a reed roof, with a scenic view of hills in the background. A stone pathway leads into a garden area.

Guesthouse in Florence

5 out of 5 average rating, 301 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.

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, 75 reviews

L'essiccatoio

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 small balcony features a simple wooden table and two folding chairs, overlooking a vast sea. The sunlight reflects on the water, enhancing the scenic view. Lush greenery surrounds the balcony, providing a sense of privacy and connection to nature.

Guesthouse in Riomaggiore

4.96 out of 5 average rating, 179 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.