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

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.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Characteristic old town A. & G.
The independent 3-bed accommodation in the historic center of Grosseto. 100 meters away there is ample free parking outside the Medici walls, (access to unauthorized cars is strictly prohibited inside the walls). Near the accommodation there are a minimarket, pharmacy, 800 meters from the train station, bus to the sea and shuttle to the station. Starting point for: sea 14 km, 60 km Saturnia thermal baths, 14 km from the Maremma Natural Park, 50 km Monte Argentario, and Siena 70 km.

Your Private Tuscan Retreat
This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.

Terra Delle Sidhe, Seggiano, Tuscany, Italy
Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Spinosa Apartment in Podere Capraia
Two-room apartment on two floors, recently renovated with good taste furnishings: living room with sofa bed (1 and a half places), dining table, TV, WiFi. Kitchenette with oven, fridge and dishwasher. Bathroom with shower, toilet, and bidet. Upper floor, open attic double bedroom. Exit to equipped front patio. Heating (from 10/15 to 04/15), mosquito nets. Small and medium-sized pets allowed. Swimming pool (open from Jun. 1 to Sept. 30) shared with Solengo apartment

Podere Pereti Nuovi-modern Tuscan Villa
Podere I Pereti was entirely build by our grandfather Remo in the 1970's. My siblings and I spent most of our summers on the porch with our grandparents watching sunsets and admiring the view of the Val d'Orcia. Entirely surrounded by vineyards and olive groves. Nonno Remo, besides having a building company, proudly produced Orcia red wine that was consumed by the family. From the 150 olive trees, every November we filled our tanks with green gold olive oil.

Carla's house
The renovated loft is a 5-minute walk from the historic center and 5 minutes from the station. It has a separate entrance on the ground floor. Free parking is available. It has a double loft bed, double sofa bed (crib on request), linen, equipped kitchen, bathroom with shower and window, independent heating and air conditioning. On the street, there is a bar, take-out pizzeria, coin-operated laundry, hairdresser, rotisserie. Adjacent pharmacy, supermarket.

Ale's little house
The renovated apartment is located in the historic center, has an independent entrance on the street floor inside a historic building. You can park your car in the immediate vicinity in free and/or paid parking. Thanks to its favorable location, you can visit the city without having to use a car. There is also a drinking water purifier inside the apartment. unlimited ultra-fast WiFi

Casa Pancole
Beautiful stone house completely and tastefully renovated, surrounded by nature, ideal for privacy, close to places of interest such as Grosseto, Terme di Saturnia, Alberese, Parco dell'Uccellina, Marina di Grosseto (in the cold periods there is a pellet stove that heats the rooms, the pellet is an additional cost to be requested, thank you) tourist tax to be paid directly on site

Lollo Two-Room Apartment in the Historic Center
Lollo AB is a small two-room apartment for short rentals that can accommodate one or two people, located on the first floor (no elevator) of a historic building within the Medici walls of the city of Grosseto. Equipped with all the comforts, it is ideal for business trips and vacations. Just a 10-minute drive to the sea, an hour to Monte Amiata and the famous Terme di Saturnia.
Popular amenities for Grosseto holiday rentals
Other great holiday rentals in Grosseto

Villa Berenice

Modern House Near City Center with Private Parking

Bel Casale with sea view and the mediaeval village

La Civetta • iBorghi

La Tana della Volpe Farmhouse

Summer breeze apartment with terrace

Wine Loft in the vineyards

Beautiful bright villa with view - Casa Luca
Destinations to explore
- Loft rentals Grosseto
- Serviced apartment rentals Grosseto
- Rentals with outdoor seating Grosseto
- Rentals with an accessible height bed Grosseto
- Rentals with a washing machine and dryer Grosseto
- Rentals with pools Grosseto
- Rentals with a kayak Grosseto
- Apartment rentals Grosseto
- Tent rentals Grosseto
- Boutique hotels Grosseto
- Rentals with a hot tub Grosseto
- Rentals with breakfast Grosseto
- Villa rentals Grosseto
- Tiny house rentals Grosseto
- Farmstay rentals Grosseto
- Rentals with lake access Grosseto
- Waterfront rentals Grosseto
- Rentals with an EV charger Grosseto
- Luxury rentals Grosseto
- Rentals with a patio Grosseto
- Bed and breakfasts Grosseto
- Private suite rentals Grosseto
- House rentals Grosseto
- Hotel rooms Grosseto
- Rentals with a balcony Grosseto
- Cottage rentals Grosseto
- Rentals with a fireplace Grosseto
- Holiday home rentals Grosseto
- Castle rentals Grosseto
- Condo rentals Grosseto
- Pet-friendly rentals Grosseto
- Fitness-friendly rentals Grosseto
- Family-friendly rentals Grosseto
- Rentals with beach access Grosseto
- Smoking-friendly rentals Grosseto
- Beachfront rentals Grosseto
- Townhouse rentals Grosseto
- Guesthouse rentals Grosseto
- Rentals with a fire pit Grosseto
- Rentals with a sauna Grosseto
- Giglio Island
- Lake Trasimeno
- Marina di Cecina
- Siena Cathedral
- Lake Bolsena
- Giannutri
- Feniglia
- Cala Violina
- Gulf of Baratti
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Avignonesi Winery Fattoria Le Capezzine
- Le Cannelle
- Palazzo Pubblico
- Cascate del Mulino
- Santa Maria della Scala
- CavallinoMatto
- Arcipelago Toscano National Park
- Abbey of Monte Oliveto Maggiore
- Spiaggia Di Sottobomba
- Abbazia di San Galgano
- Argentario Golf Resort & Spa
- Things to do Grosseto
- Food and drink Grosseto
- Things to do Tuscany
- Sports activities Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Nature and outdoors Tuscany
- Tours Tuscany
- Food and drink Tuscany
- Art and culture Tuscany
- Things to do Italy
- Art and culture Italy
- Sports activities Italy
- Sightseeing Italy
- Entertainment Italy
- Wellness Italy
- Food and drink Italy
- Nature and outdoors Italy
- Tours Italy




