Guesthouse vacation rentals in Italy

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Top-rated guesthouse rentals in Italy

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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

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, 182 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.

Guest favorite

The entrance features a classic two-story yellow building with symmetrical windows framed by dark shutters. A staircase leads to the front door, flanked by lush greenery and potted plants. The pathway is covered in gravel, surrounded by well-maintained landscaping.

Guesthouse in Castelletto d'Orba

4.94 out of 5 average rating, 383 reviews

Beautiful House with view, green and peace

The flat is the mezzanine of an independent house, it's on a hill and it is only for the guests. There are two beautiful bedrooms (READ CAREFULLY THE PART BELOW ABOUT THE RESERVATION OF THE ROOMS) with double beds, windows with curtains, wardrobes and bedsides tables. The bathroom has got a window with a curtain, mirror, bidè, bathtub, sink, toilet Near to Serravalle Outlet Genova Milan -use kitchen +10Є por night, +5 from the 4th night -free parking with fence H24 -tourist tax (read below)

Top guest favorite

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, 143 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

A well-lit stone staircase leads to a chalet-style house, surrounded by lush greenery and illuminated by soft outdoor lighting. The steps are flanked by mature plants, enhancing the inviting entrance to the property.

Guesthouse in Taormina

4.88 out of 5 average rating, 115 reviews

Luxury chalet in Taormina with pool and garden

Beautifully appointed chalet style house located in a quiet neighborhood of Taormina. Conveniently located, this property gives you a quick access to the beautiful beaches reachable both by feet and cable car, and the Taormina city center, where you can enjoy a variety of restaurants, bars, historical sites, and shopping outlets. Additionally, the villa features sea water swimming pool which is shared with the two other apartments on our villa. At the same moment you have private garden.

Guest favorite

A compact living area features a beige sofa and a flat-screen TV on a dark wood console. The adjoining kitchenette is equipped with modern appliances, and a small dining table is visible. Exposed wooden beams are overhead, enhancing the cozy atmosphere.

Guesthouse in Venice

4.89 out of 5 average rating, 611 reviews

El Traghetto Ca' D'Oro

This nice little studio apartment is quite comfortable for a couple or duo of tourist who want to visit Venice in one of the best zone, the Sestiere of Cannaregio. A lot of venetian residents still lives here, and you will stay in a very intimate place. I'll provide personally to let you know all the place we live and enjoy as venetian people, with my personal point of view! I got a new Pocket Wifi system that you can bring with you all around the city and stay connected all the time!

Top guest favorite

A circular pool is surrounded by sun loungers and parasols, offering a view of the sea. Lush greenery lines the background, with tall palm trees providing shade. The clear blue sky complements the tranquil setting, creating an inviting space for relaxation.

Guesthouse in Augusta

4.98 out of 5 average rating, 124 reviews

La Casa in Riva al Mare - Suite ELIA

Independent vacation homes, a stone's throw from the beautiful pergola coastline, furnished in coastal style, comfortable and suitable for couples looking for relaxation but also for families, maximum 4 people per suite with kitchen and living room equipped with all the accessories, two bedrooms and bathroom. The pool, garden are spaces shared by both suites. Access to the cliff directly from the villa. From both you can enjoy a beautiful view of the Gulf of Catania and Mount Etna.

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, 107 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 modern guesthouse is nestled among vibrant greenery, with a stone pathway leading to large glass doors. The bright exterior reflects the surrounding landscape, while lemon trees and flowers add natural beauty to the entryway. Fluffy clouds drift in a blue sky above.

Guesthouse in Cefalù

4.93 out of 5 average rating, 254 reviews

Getaway retreat in nature near seaside with stove

A peaceful escape in the Cefalù countryside, this modern guesthouse offers stunning views over a sunlit valley. Nestled beneath a mountain on a 5.1-hectare estate, it’s ideally located near Lascari—just 3 km from the beach and a short drive to historic Cefalù. You’ll feel immersed in nature while still close to the coast and local villages. Ideal for those seeking nature, quiet, and comfort, the guesthouse enjoys a south-facing position with sunshine even in winter.

Top guest favorite

The exterior of the stone annexe is showcased, surrounded by lush greenery. A shaded seating area is highlighted in front, with a small table and chairs beneath an umbrella. A pathway leads up to the entrance, nestled in a serene natural landscape.

Guesthouse in Perugia

4.99 out of 5 average rating, 131 reviews

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!