Guesthouse vacation rentals in Grosseto

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Top-rated guesthouse rentals in Grosseto

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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.

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.

The sleeping area features a spacious bed, composed of two single beds pushed together, covered in a patterned blanket. Soft bedside lamps provide gentle lighting, contributing to a serene ambiance. The wooden flooring complements the minimalistic design.

Guesthouse in Grosseto

4.74 out of 5 average rating, 27 reviews

Room in Grosseto with wi-fi and air conditioning

The room is located on the 1st floor of a small private building, reached by an internal staircase from a common entrance. Bright, quiet and comfortable, it is located in front of the Mura Medicee, the perimeter of Grosseto's historical centre and the heart of the city, from which you can admire the Cassero Senese. One of the main bus stops is 50 metres away. You can take advantage of a 10% discount at the 'Bastion Contrario' restaurant, which I own very close to the structure.

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.

A well-lit guest room features two spacious beds with light-colored linens and neatly arranged towels. A wooden headboard adds subtle texture, while bedside tables with lamps provide soft illumination. The room is complemented by a simple wooden door and air conditioning unit above.

Private room in Caldana

The Decameron - Elissa

The owners of Ristorante Il Boccaccio in the Borgo di Caldana, host you in their guesthouse located just outside the historic centre. The name Boccaccio is inextricably linked to his most famous work: the Decameron. What better term to identify the 4 double rooms, with TV, available near the restaurant? Each room has a name: Fiammetta, Filomena, Lauretta and Elissa. Exactly like some of the girls narrating Boccaccio's novellas. Tradition and innovation.

An open living area with exposed wooden beams and brick arches is visible. A rustic dining table is centered, complemented by wooden chairs. A cozy seating nook with floral upholstery and a light fixture enhances the space, while a kitchenette can be seen in the background.

Guesthouse in Monte Antico

4.4 out of 5 average rating, 10 reviews

Beautiful Apartment with Pool in Maremma

Art & Garden offers apartments with swimming pool in Tuscany for weekly stays. Immersed in the typical Tuscan landscape, in the ancient medieval village of Monte Antico, five beautiful apartments with pool and an elegant private villa, ideal for families with children, are available for guests who want to enjoy a vacation in Tuscany. Spend a vacation dedicated to relaxation and nature, immersed in one of the most enchanting landscapes of Italy.

Guest favorite

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, 123 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 favorite

The rustic stone exterior of the two-story villa is complemented by multiple windows with wooden shutters. A spacious patio features a large clay pot and a table with chairs, ideal for outdoor gatherings. Sunlight filters through the clouds, enhancing the welcoming ambiance.

Guesthouse in Solaia

4.94 out of 5 average rating, 35 reviews

Apartment "Cerbaia" in rural house with pool

Welcome to the Villa Xavante della Solaia – a large country house in the Tuscan countryside. The house has 4 apartments and apartment "Cerbaia" has entrance from the street. The house includes a pool, a beautiful garden with nice patios – and not least a great view of the Tuscan hills. The property is located about 30 minutes drive from Sienna (36 km).

A mobile home is positioned amidst trees, featuring a shaded outdoor area with a small table and chairs. A large umbrella provides additional cover, and a few lounge chairs are placed nearby. The ground is covered with small stones and surrounded by greenery.

Guesthouse in Scansano

4 out of 5 average rating, 5 reviews

Agriturismo Podere Novo 153 - Mobile Home

Independent mobile house (farmhouse 100 meters away) in the hills of the Tuscan Maremma, 8 km from the nearest village (Scansano). Wide open spaces between olive trees and wild vegetation with Argentario view. To get to the farm you have to take a dirt road. Wifi is available in the common area of the farm.