
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 $105 NZD per night before taxes and fees

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

Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.
ValueLocationSleep quality
4.96 out of 5 average rating, 156 reviews
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!
ValueFamilyHot tub
4.97 out of 5 average rating, 198 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.
FamilyValueCondition
4.96 out of 5 average rating, 180 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.
LocationFamilyComfort
4.93 out of 5 average rating, 145 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.
ValueFamilyTV
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.
ValueLocationTV
5.0 out of 5 average rating, 118 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.
ValueFamilyGetting around
4.98 out of 5 average rating, 184 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.
ValueLocationParking
5.0 out of 5 average rating, 233 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.
ValueLocationNearby
4.99 out of 5 average rating, 232 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.
LocationFamilySleep quality
4.9 out of 5 average rating, 135 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.
FamilyLocationComfort
4.99 out of 5 average rating, 109 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.
LocationValueSleep quality
4.95 out of 5 average rating, 111 reviewsPopular amenities for Grosseto house rentals
House rentals with a pool

Casa Rosmarino Eco-Wellness Country Home
ValueLocationLayout
4.99 out of 5 average rating, 273 reviews
Cercis - La Palmierina
LocationValueBeach
4.96 out of 5 average rating, 146 reviews
Open space surrounded by nature
LocationFamilyPool
4.96 out of 5 average rating, 137 reviews
Palazzo Monaci - Pool in the Crete Senesi
LocationFamilyBathroom
4.96 out of 5 average rating, 142 reviews
Borgo Ripostena – No. 8 Casa Vecchia
FamilyValueHospitality
4.95 out of 5 average rating, 201 reviews
Infinity pool in Chianti 1
LocationValueNearby
5.0 out of 5 average rating, 142 reviews
House Rigomagno Siena
FamilyLocationCondition
4.96 out of 5 average rating, 125 reviews
Vineyards Paradise
LocationValueParking
4.99 out of 5 average rating, 244 reviewsWeekly house rentals

"La Lambarda" tower Suite
ValueFamilyOutdoor spaces
4.98 out of 5 average rating, 225 reviews
Secret Garden Siena
FamilyValueCondition
4.98 out of 5 average rating, 220 reviews
Farmhouse in Chianti, Siena Tuscany
FamilyLocationKitchen
4.83 out of 5 average rating, 168 reviews
Charming converted Hayloft overlooking the Chianti Hills
LocationValueCondition
4.97 out of 5 average rating, 307 reviews
Design loft with private SPA in Tuscany
LocationValueNearby
5.0 out of 5 average rating, 77 reviews
Tosco Suite "Solis"
LocationOutdoor spacesView
4.97 out of 5 average rating, 74 reviews
Charming Salicornia near beach and town centre
ValueFamilyAir conditioning
5.0 out of 5 average rating, 58 reviews
Elena's house with sea view and parking space
LocationValueDecor
5.0 out of 5 average rating, 81 reviewsPrivate house rentals

The garden by the sea
LocationFamilyAir conditioning
5.0 out of 5 average rating, 21 reviews
Casetta Rosa: relax between the sea and nature
ValueLocationOutdoor spaces
4.87 out of 5 average rating, 70 reviews
Villino Orchidea
FamilyValueCheckout
4.91 out of 5 average rating, 81 reviews
Vetulonia farmhouse with a relaxing pool
LocationFamilyGetting around
4.95 out of 5 average rating, 60 reviews
Podere Cavone / Villa gli Ulivi
LocationFamilyPool
4.93 out of 5 average rating, 28 reviews
The little house in the banditelle
LocationBarbecueComfort
5.0 out of 5 average rating, 25 reviews
Country house short distance from the sea
LocationFamilyDecor
4.94 out of 5 average rating, 48 reviews
Private House for 4P – La Capanna Di Azzurra
ValueFamilyNearby
4.96 out of 5 average rating, 26 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 Marina di Campo
- Spiaggia di Capo Bianco
- Mount Amiata
- Cascate del Mulino
- Siena Cathedral
- CavallinoMatto
- Vulci
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Valdichiana Outlet Village
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





