
House holiday rentals in Grosseto
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Quick stats about house rentals in Grosseto

Nightly prices starting at
Grosseto holiday rentals start at $102 NZD per night before taxes and fees

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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 former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, 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 seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!
4.97 out of 5 average rating, 194 reviews
Apartment in a detached villa - Val d'Orcia
In a detached villa, a cozy Tuscan-style apartment, recently and tastefully renovated, located in an area rich in history. Located just a few kilometers from cities of art and on the Via Francigena, the apartment can serve as a base for nature trails or food and wine tours. From a lovely terrace overlooking the panorama, you can enjoy your meals, admire the sunset, and gaze at the majestic and magnificent medieval fortress. .As of March 22, 2018, a municipal tourist tax of €2 per person applies. See additional notes.
4.95 out of 5 average rating, 177 reviews
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.
4.93 out of 5 average rating, 144 reviews
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.
4.96 out of 5 average rating, 138 reviews
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.
4.92 out of 5 average rating, 270 reviews
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.
5.0 out of 5 average rating, 117 reviews
Casa Dolce Toscana | Panoramic Suites & Views
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.
4.99 out of 5 average rating, 178 reviews
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.
5.0 out of 5 average rating, 232 reviews
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.
4.99 out of 5 average rating, 231 reviews
The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
4.9 out of 5 average rating, 133 reviews
The Bandita dei Bovi
The cottage is located 4 km from Castell'Azzara, surrounded by the greenery of an olive grove consisting of 38 olive and fruit trees and surrounded by wooded land and pastures, overlooking the valley offering a breathtaking 180° view starting north with the Fortress of Radicofani until descending towards the west to get lost on the horizon among the Sibillini Mountains. 300 meters from the provincial road, it can be reached by a dirt road.
4.99 out of 5 average rating, 107 reviews
Frontemare house with exclusive sea access
Casa Frontemare is a completely renovated property with direct access to the sea, from which you can enjoy a panoramic view of the sea, the Tuscan islands and wonderful sunsets. It is a perfect place for those who love a relaxing and private vacation. The proximity to the Tuscan art cities and the small typical villages means that it is also possible to discover new places and discover the flavors of Italian cuisine.
4.95 out of 5 average rating, 107 reviewsPopular amenities for Grosseto house rentals
House rentals with a pool

Vineyards Paradise
4.99 out of 5 average rating, 243 reviews
Cercis - La Palmierina
4.96 out of 5 average rating, 144 reviews
Borgo Ripostena – No. 8 Casa Vecchia
4.95 out of 5 average rating, 200 reviews
House Rigomagno Siena
4.96 out of 5 average rating, 122 reviews
Open space surrounded by nature
4.96 out of 5 average rating, 137 reviews
Infinity pool in Chianti 1
5.0 out of 5 average rating, 141 reviews
Conca d'Oro villa with private pool, sleeps 4
4.92 out of 5 average rating, 172 reviews
Private Chianti Cottage, Garden & Vineyard Views
4.99 out of 5 average rating, 136 reviewsWeekly house rentals

Domus Nannini - Loggia Salimbeni SPA
4.96 out of 5 average rating, 156 reviews
Secret Garden Siena
4.98 out of 5 average rating, 218 reviews
Raffaella's House in Chianti
4.99 out of 5 average rating, 479 reviews
Tosco Suite "Solis"
4.97 out of 5 average rating, 72 reviews
Villa Berenice
5.0 out of 5 average rating, 55 reviews
Beach villa with parking
4.9 out of 5 average rating, 10 reviews
Charming Salicornia near beach and town centre
5.0 out of 5 average rating, 58 reviews
Elena's house with sea view and parking space
5.0 out of 5 average rating, 79 reviewsPrivate house rentals

Country house short distance from the sea
4.96 out of 5 average rating, 46 reviews
Casa Acquamarina
5.0 out of 5 average rating, 32 reviews
The garden by the sea
5.0 out of 5 average rating, 20 reviews
Verdoliva Agritourism, “Pendolino” room
4.91 out of 5 average rating, 11 reviews
Podere La Fornace is a small Ferienparadies
4.91 out of 5 average rating, 22 reviews
The little house in the banditelle
5.0 out of 5 average rating, 23 reviews
La Capanna: country house with magnificent view
4.92 out of 5 average rating, 84 reviews
Casale Renieri – Petronilla
5.0 out of 5 average rating, 9 reviewsDestinations to explore
- Elba
- Giglio Island
- Lake Bolsena
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Mount Amiata
- Cascate del Mulino
- Siena Cathedral
- CavallinoMatto
- Vulci
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





