
Holiday home rentals in Grosseto
Find and book unique holiday home rentals on Airbnb
Top-rated holiday home rentals in Grosseto
Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

Panoramic villa with a terrace overlooking the sea
Just an 8-minute walk from the sea, this 150-square-meter villa surrounded by greenery, located on the first floor, offers breathtaking views of the sea and the beach of Castiglione della Pescaia. Bright and spacious, it has 4 bedrooms, 3 bathrooms (2 with shower), a living room, an equipped kitchen, and a washing machine. The highlight is the panoramic terrace and the sea-view attic, perfect for relaxing at sunset. With free Wi-Fi and air conditioning, it is ideal for those looking for nature, comfort and relaxation in Maremma.

House on the harbor - Il Partito
Nel cuore di Porto Ercole, al primo piano di un palazzo storico sul lungomare, questa casa vacanze di circa 70 mq - completamente ristrutturata nel 2026 - offre tutto il fascino dell'Argentario: un balcone affacciato sul porto con vista suggestiva sul mare e sulla barche ormeggiate, un giardino privato per momenti di relax all'aperto e una posizione centrale, a pochi passi da bar, ristoranti e negozi. Come proprietaria del noleggio gommoni IDROBOAT, sarò lieta di suggerirvi le spiagge più belle.

Stuart Jasmine central, panoramic top location
This abode boasts 1 double and 1 single bedroom, a spacious living room with a fully equipped kitchen, and 1 bathroom with shower. Every window frames a breathtaking view, filling the space with natural light. High-speed Wi-Fi ensures comfort for both work and leisure. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. Here, you can unwind and relax, study and learn, discover and explore, or create and dream.

Elegant farmhouse overlooking Pienza
Podere Fonte Bernardi is an authentic Tuscan country house. Surrounded by the nature of the Val d'Orcia, an ideal place to relax. Located a few km from the most beautiful places in Tuscany such as Pienza, the medieval village of Monticchiello, the thermal site of Bagno Vignoni and the homeland of Montepulciano wine. Perfect for taking long walks and discovering local wines and food. You will be able to enjoy the most beautiful sunset over Pienza in the silence of the most authentic nature.

Design apartment in Massa Marittima, "slow city"
A great 65 m2 - 2 bedroom Apartment, entirely renovated in freestone and exposed beams, with design touch. In the upper, medieval part of Massa Marittima, Siena in miniature, with a superb Romanesque cathedral. Central but quiet area. Many restaurants and oeno-gastronomic specialties. Magnificent freshwater lake, Lago dell'Accesa, 10 minutes by car. Sea at 20 minutes. Siena at 1:15 a.m. Massa, "Citta slow", offers many other activities: museums, wine cellars, horse riding, Bike Park, MTB

Il Granaio apartment La Scuderia with pool
The holiday apartments of “Il Granaio” are located in the countryside of the Maremma Toscana about 6 km from the beach. They were built at the beginning of the 20th century as stables for the Quadruped Breeding Center and completely renovated and transformed into rustic apartments (Scuderia) in 1999, leaving the original architectural features intact. In 2003 the renovation was completed by completely rebuilding the barn and transforming it into comfortable two-room apartments (Fienile).

Casa Monteme, modern loft with views of the Maremma
Casa Montemè is located in the hills of Maremma, just a short walk from the Terme di Saturnia, in the ancient medieval village of Montemerano. Natural materials, traditional techniques, local craftsmanship and some contemporary touches have transformed an old traditional house into the vacation home of your dreams. Its location makes it ideal for those looking for a little relaxation and want to enjoy the wonderful villages of Tuscany! Kick back and relax in this calm, stylish space.

Palazzo Palloni: Main Floor
"Piano Nobile," nestled in the heart of the medieval town of Sorano, boasts 150 square meters of elegant living space, blending modern design with historic charm. As you step in, you'll find a spacious living room that flows into an open-plan kitchen, perfect for gathering with friends and family. With three bedrooms and two baths, it comfortably accommodates six guests. High-quality materials and designer lighting, all adds up to an unforgettable experience in the heart of Tuscany.

Glamping Green Sensations "Suite Diamond"
Benvenuti nella "Suite Diamond" del nostro Glamping 'Green Sensations'. Questo trilocale di 50mq offre comfort lussuosi, due bagni privati e due camere matrimoniali accoglienti, con un divano letto comodamente usufruibile da una persona. Potrete rilassarvi nella vasca idromassaggio esterna e godere della bellezza naturale che ci circonda, con vista sulla natura Toscana. Questa suite è dotata di tavolo in giardino con lettini prendisole, ombrellone e tavolo da Ping-Pong.

Nectar and Ambrosia
Located in the ancient village of Montiano, the apartment enjoys a charming and exclusive view of the Maremma with the rolling hills of Mediterranean scrub and the Morellino di Scansano vineyards. Thanks to its strategic location, you can get to tourist spots such as the Uccellina Park, Talamone, and Argentario in a few minutes. Moving away from the coast, you can visit villages such as Pitigliano, Sorano, Sovana and the famous Thermal Baths of Saturnia.

Siege Alley House
Apartment in the historic center of Pitigliano, one of the most characteristic villages in Italy. A few kilometers from the Terme of Saturnia and Sorano, Lake Bolsena and places of cultural interest. Very special and cozy apartment, bright, with wooden beams, parquet, independent heating, overlooking the valley and the alleys of the village. Consisting of 2 bedrooms, 2 bathrooms, one with a shower and one with a bathtub, a kitchen and a living area.

In Tuscany Rooms
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.
Popular amenities for holiday home rentals in Grosseto
Family-friendly holiday home rentals

Glicine Apartment

Holiday in an antique farm, apt il Pozzo

Apartment in Val d'Orcia with private parking space

In the shadow of the Tarquinia bell tower

Il Vecchio Mulino

Maremma Tuscany in Scarlino - Elegant apartment

Country house with bocce court

Meria di Maria - Pink Villa on the Beach
Holiday home rentals with a patio

Tuscany, Sorano, Fiordaliso Apartment

Pian'D'olmo, an ancient farmhouse in the heart of Tuscany

The Sun House

Orchid apartment with terrace

The House in Piazza [Super terrace-18' from the Spa]

Tuscan farmhouse in nature

Villa Poggio Fagiano

attic Albertino 15
Holiday home rentals with a washing machine and dryer

Romantic and panoramic cottage in Val D'Orcia

Paradies-Oase Santa Maria. CASA LUNA

Unique & Historic Getaway: Dreamy Garden

1 bedroom Apt. in Maremma, Tuscany

Casa-Vecchia

Cozy Cottage with a beautiful view - Casa Luciano

Colombaio Power - Verbena

Relax and Lake Trasimeno View near Montepulciano
Destinations to explore
- Loft rentals Grosseto
- Serviced apartment rentals Grosseto
- Rentals with a firepit Grosseto
- Rentals with a sauna Grosseto
- Tiny house rentals Grosseto
- Rentals with a kayak Grosseto
- Tent rentals Grosseto
- Hotel rooms Grosseto
- Rentals with an accessible-height bed Grosseto
- Rentals with a hot tub Grosseto
- Rentals with outdoor seating Grosseto
- Rentals with lake access Grosseto
- Rentals with breakfast Grosseto
- Rentals with pools Grosseto
- Pet-friendly rentals Grosseto
- Rentals with beach access Grosseto
- House rentals Grosseto
- Rentals with a fireplace Grosseto
- Villa rentals Grosseto
- Castle rentals Grosseto
- Rentals with an EV charger Grosseto
- Luxury rentals Grosseto
- Rentals with a patio Grosseto
- Beachfront rentals Grosseto
- Farm stay rentals Grosseto
- Waterfront rentals Grosseto
- Family-friendly rentals Grosseto
- Guest house rentals Grosseto
- Boutique hotels Grosseto
- Flat rentals Grosseto
- Bed and breakfasts Grosseto
- Townhouse rentals Grosseto
- Cottage rentals Grosseto
- Apartment rentals Grosseto
- Fitness-friendly rentals Grosseto
- Private suite rentals Grosseto
- Rentals with a balcony Grosseto
- Smoking-friendly rentals Grosseto
- Rentals with a washing machine and dryer Grosseto
- Holiday home rentals Tuscany
- Holiday home rentals Italy
- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Spiaggia Di Sansone
- Gulf of Baratti
- Centro Storico Orvieto
- Spiaggia Di Barbarossa
- Cascate del Mulino
- Spiaggia di Capo Bianco
- Le Cannelle
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- Palazzo Pubblico
- Terme San Filippo
- CavallinoMatto
- Vulci
- Mount Amiata
- Val di Chiana
- Valdichiana Outlet Village
- Things to do Grosseto
- Tours Grosseto
- Food and drink Grosseto
- Nature and outdoors Grosseto
- Things to do Tuscany
- Tours Tuscany
- Food and drink Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sightseeing Tuscany
- Entertainment Tuscany
- Things to do Italy
- Sightseeing Italy
- Entertainment Italy
- Food and drink Italy
- Tours Italy
- Sports activities Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy





