
House holiday rentals in Grosseto
Find and book unique houses on Airbnb
Quick stats about house rentals in Grosseto

Nightly prices starting at
Grosseto holiday rentals start at $86 AUD per night before taxes and fees

Verified guest reviews
Over 10 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Grosseto rentals
Top-rated house rentals in Grosseto
Guests agree: These houses are highly rated for location, cleanliness and more.

Casa al Gianni - The Simignano Barn
Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!

LECCIONE RESIDENCE
Characteristic country house with exposed wooden beams, 2 double bedrooms, 1 bedroom with bunk bed and a double sofa bed in the living room. The 2 bathrooms with shower. Large and well-equipped kitchen. Dishwasher, wood-burning and electric oven, espresso machine. Large garden with barbecue, swimming pool and a hot tub. Expenses to be paid on-site based on consumption: wood €8 per box, LPG €6 per cubic meter, electricity €0.36 per kW. Wood will be provided for a barbecue and a hot bath in the hot tub for free.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Duckly, a 17th-century residence in the heart of Maremma
17th century house, with a lovely outdoor area, in the historic center of Manciano, in the heart of the Tuscan Maremma. Not far from the Argentario sea and minutes from the Saturnia Falls, with free access to the hot springs. 17th century stone house, with a lovely outdoor area, located in the historic center of Manciano, in the Tuscan Maremma region. Land of good food and wine tradition. Not far from the Argentario sea and the Saturnia Mulino Falls with hot water, always accessible and free.

Captain's House | Monte Grosso, Elba
The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

Casa Dolce Toscana | Panoramic Suite with View
CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

TERRAZZA PARADISO- House + roof terrace + parking
Our house is located in the heart of the historic town of Orvieto, at just 5 minutes from the Duomo. A large living area with a fully equipped kitchen is on first floor, on the second floor there are two bedrooms, a bathroom and a small balcony. A huge flowered terrace on Orvieto rooftops will make your stay a memorable one! The terrace is fully furnished and lit: the place where relax and sunbathe during the day or enjoy intimacy at night! Private parking is available at no extra cost.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni
Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

Cercis - La Palmierina
E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

La Finestra di fronte - Vacation Home
La Finestra di fronte is a small and charming apartment, recently renovated, which is located in the heart of the historic center of Orvieto. Very bright and cozy, it has private and independent access to one of the most typical and beautiful squares of the cliff! We're doing our part to help our guests stay safe by cleaning and disinfecting frequently touched surfaces before you check in. Enjoy your stay!
Popular amenities for Grosseto house rentals
House rentals with a pool

Infinity pool in Chianti area

Ancient Barn in Chianti with Pool

Vineyards Paradise

Frontemare house with exclusive sea access

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Country House in the Crete Senesi

Borgo Ripostena – No. 8 Casa Vecchia
Weekly house rentals

Design loft with private SPA in Tuscany

Cavone Estate / Villa Oliva

The Bandita dei Bovi

Bel Casale with sea view and the mediaeval village

Podere Piazza house with panoramic view

Charming converted Hayloft overlooking the Chianti Hills

Tosco Suite "Solis"

The little house in the banditelle
Private house rentals

Villa Berenice

“Il Glicine” [Nature, Stars, Relaxation and Pool]

The garden by the sea

Dream farmhouse in Chianti, with a panoramic garden

Casa San Ripa: Relax Oasis with Private Pool

Casa Vista Sea and Maremma

Happy Stay in a Tuscany Escape in a Country Home

The Cottage to relax and enjoy
Destinations to explore
- Family-friendly rentals Grosseto
- Rentals with outdoor seating Grosseto
- Pet-friendly rentals Grosseto
- Condo rentals Grosseto
- Villa rentals Grosseto
- Smoking-friendly rentals Grosseto
- Rentals with a washing machine and dryer Grosseto
- Beach house rentals Grosseto
- Apartment rentals Grosseto
- Rentals with a patio Grosseto
- Beachfront rentals Grosseto
- House rentals Grosseto
- House rentals Tuscany
- House rentals Italy
- Elba
- Giglio Island
- Lake Bolsena
- Giannutri
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia Di Barbarossa
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Cascate del Mulino
- Mount Amiata
- CavallinoMatto
- Siena Cathedral
- Palazzo Pubblico
- Vulci
- Necropolis of Tarquinia
- Val di Chiana
- Valdichiana Outlet Village
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore





