
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.

Elegant house with pool, Valdorcia Deluxe 1
In the Val D'Orcia DELUXE apartments, you can relax in the midst of nature in a spacious and very welcoming home. The house is equipped with everything you need (including dishwasher, washing machine, microwave, wifi, Playstation) and has large outdoor spaces with swimming pool, gazebos, LCD TV, tables, sofas. You will be followed by booking until your arrival with all the useful information and of course we will always be at your disposal throughout the stay. We look forward to seeing you!

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

Prachtig huisje in Tuscany, Luca's House
Enjoy this stylish place, part of three converted farms on the outskirts of the Montecucco wine region. A beautiful panoramic view of the surrounding hills. Imagine yourself with a glass of Brunello or Montecucco, Italian snacks at hand, watching the setting sun. Take a fresh dip in the pool, feel the warmth of the sun and immerse yourself in Italian life. Take the most beautiful day trips to the Val D'Orcia, Bagno Vignoni, Siena, Firenze, Montalcino, Montepulciano and to the sea.

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.

Cozy cottage, shared pool - Tuscany
Il Villino a cottage is close to the woods, set apart from the rest of the accommodations, with a tranquil spacious GREEN GARDEN and SHADED TERRACES. ACCOMODATION: ONE DOUBLE ROOM, ONE BEDROOM WITH 2 single beds , A LIVING AREA WITH single SOFA BED, AN EQUIPPED KITCHEN AND 2 BATHROOMS WITH SHOWER. Fully equipped kitchen , with electric oven, a dishwasher, washing machine , a private barbecue as well, out door furniture .

Pienzalettings
Rilassati in questo spazio tranquillo nel piccolo borgo. La nostra casa vacanze PienzaLettings è un'esplosione di unicità e bellezza, dotata di un fascino senza tempo. Dotato di ogni comfort, è pronto ad accogliervi e pronto a farvi vivere un'avventura rilassante ed emozionante in un luogo senza tempo. Non sono inclusi 1€ di tassa di soggiorno per persona a notte, esclusi minori di 15 anni
Popular amenities for holiday home rentals in Grosseto
Family-friendly holiday home rentals

Glicine Apartment

Blue Lagoon

Casa Anacleto in Peschiera del Garda

The Gemma Bianca Table

1 bedroom apartment in Tuscan farmhouse

The House of Kosen Rufu Independent apartment

Apartment for 2 pers. with garden/pool (LTN0074)

Il Fenicottero apartment with free parking
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

Palazzo Palloni: Main Floor

Cozy Cottage with a beautiful view - Casa Luciano

Colombaio Power - Verbena

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





