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Guesthouse holiday rentals in Grosseto

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Grosseto

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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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.

FamilyLocationComfort

4.79 out of 5 average rating, 200 reviews
Guesthouse in Manciano

Guesthouse in the heart of the Tuscan countryside

ATTENTION SUR LE SITE L'ADRESSE EST ERRONEE CE N'EST PAS LOCALITé SPINICCI MAIS VIA SPINICCI à 4 KM, ENTRE SGRILLA, SGRILLOZZO, CASEIFICIO DI MANCIANO ET VALLERANA. DESOLEE! The accommodation is ideal for a couple and can accommodate up to three guests. It includes one bedroom with a double bed, a living room with a single bed, a bathroom, a kitchen and a terrace where you can enjoy your coffee, or glass of local wine at sunset. The property offers a great base for exploring Tuscany

Private room in Massa Marittima

Boschetto Moroni Farm

In Massa Marittima, Tuscany, this 63 m² guesthouse welcomes up to 4 guests with 2 bedrooms. The two charming holiday cottages share a bathroom, washing machine, and dishwasher—these amenities are used jointly, not individually. There are two double beds for up to four people. Enjoy complete privacy and exclusive use of the 3-hectare property, featuring an olive grove, fruit trees, and the two small houses. Each cottage has a kitchen with refrigerator, Wi-Fi, and sea views.

Private room in Scansano

Palazzo Ghio Residence

Located in the historic center of Scansano, Tuscany, this guesthouse offers a charming stay in a historic palazzo, ideal for up to 4 guests. It features 2 comfortable bedrooms and 1 bathroom. The private kitchen is fully equipped. Amenities include private Wi-Fi suitable for video calls, air conditioning in all rooms except the kitchen, TV with on-demand service, and a dedicated workspace. During your stay, you can taste and purchase local specialties.

Guest favourite
Guesthouse in Massa Marittima

Peaceful Tuscan Countryside Home at Tenuta Lamanna

Welcome to your serene countryside sanctuary, located between Massa Marittima and Follonica. This spacious two-bedroom guest home offers total peace, privacy, and an authentic taste of rural Tuscan living. Perfect for small families, couples traveling together, or anyone seeking a quiet retreat surrounded by greenery. Guests have full access to the entire guest house, the fully equipped kitchen, and the terrace. On-site parking is included.

LocationCleanlinessHospitality

5.0 out of 5 average rating, 5 reviews
Superhost
Guesthouse in Castiglione della Pescaia

La Rondine Sea-view Cottage. Tuscany

Welcome to Il Baciarino, a rustic agriturismo in the green hills of Maremma, Tuscany’s wild and less-traveled coastal region. Our property offers unique, handcrafted cottages with sea views, privacy, and direct contact with nature. Set within 19 acres of hillside wilderness in the charming Etruscan town of Vetulonia, Il Baciarino is the perfect place to escape the city, slow down, and enjoy unspoiled landscapes, fresh seafood, and good wine.

LocationFamilySleep quality

4.78 out of 5 average rating, 9 reviews
Superhost
Guesthouse in Gallina

Alice's stop

Our small guest house is perfect because it is located in a strategic point of the Val d'Orcia, 7 km from the historic and thermal resort of Bagno Vignoni and 8 km from the thermal baths of Bagni San Filippo, Pienza is only 20 km away. Surrounded by wonderful walks and scenic spots, great for walks or stops during the pilgrimage. Near us there are electric bicycle rental activities or if one prefers even a nice horseback ride

LocationBathroomComfort

4.82 out of 5 average rating, 33 reviews
Top Guest favourite
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

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.

LocationFamilyHospitality

4.97 out of 5 average rating, 158 reviews
Guest favourite
Private room in Grosseto

Classic Double Room "Oro Puro"

This splendid property is situated within a refined Art Nouveau building, just a stone’s throw from the historic centre (200 metres). The interiors blend period style with modernity: the rooms are extremely elegant, comfortable and meticulously appointed down to the smallest detail. Whether you’re travelling for leisure or business, you’ll find a welcoming environment designed to offer you the utmost comfort.

LocationDecorHospitality

5.0 out of 5 average rating, 5 reviews
Private room in Manciano

Casa Ulivi Lenti – Garden View Room

Relax in the peaceful Tuscan countryside at Casa Ulivi Lenti. This private room offers a comfortable queen-size bed, a private bathroom and beautiful views of the surrounding countryside. Enjoy the quiet atmosphere, olive trees and panoramic views, while sharing the common spaces with other guests. A perfect base for discovering Manciano, Montemerano and the Maremma.

New place to stay
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

Agriturismo Podere Novo 153 - Mobile Home

Independent mobile home (farmhouse 100 meters away) in the hills of the Tuscan Maremma, 8 km from the nearest town (Scansano). Large open spaces among olive trees and wild vegetation with a view of Argentario. To get to the farm you have to travel along a dirt road. Wi-Fi is available in the common area of the agriturismo.

LocationValueIndoor spaces

4.25 out of 5 average rating, 8 reviews
The spacious living area features a rustic stone wall and wooden beams overhead. A checkered table sits adjacent to a cozy seating area, which includes a sofa bed and an armchair. Natural light filters through a window, illuminating the tiled floor.
Guesthouse in Montieri

Podere Rachele – Casa del Gufo

The house is located on a farm adjacent to the national parks of the Metallifere Hills. Just 1 km from the village of Montieri, it overlooks a valley of woods that includes part of the Sienese countryside. The silence of nature surrounds the house.

LocationFamilyWalkability

4.76 out of 5 average rating, 21 reviews

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