
Holiday rentals 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.

Pieve di Caminino Historic Farm
Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Le Antiche Viste - The Zen Terrace
Enjoy the tranquillity and the stunning views. Treat yourself to an aperitivo on the terrace, and relax in the zen living room. A stylish 100 sq m gem just for you, with 1.5 bathrooms, TV, kitchen, and fast wi-fi for remote working. Perfect for a couple (or a solo traveller). Bedroom is equipped with air conditioning! If you're passionate about combating climate change, you can opt for the ceiling and floor fans available in every room. They ensure a refreshing stay, even on the warmest days.

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

Montalcino Townhouse with Private Garden & Spa
A luxury apartment that blends traditional elements with all the modern comforts and some contemporary wall art. The apartment is centrally located in the upper part of town, only around the corner from the main square, in the limited traffic area. You can drive close by to download the luggage. The closest free car park is located at less than 10 minutes walk. Please note that to reach the house you need to walk a fairly steep street: it may not be ideal for those with mobility problems.

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.

Far Horizons:Uniquely panoramic peaceful sea views
With one of the most extraordinary views in Tuscany, enjoyed even from your bedroom - you will not want to leave! Peacefully located in the most photographed street in the town, yet only 3 minutes walk from restaurants in the beautiful harbour, and 10 minutes to bathing spots, Far Horizons apartment is an recently renovated, colourful and comfortable apartment, with stunning sea views from every window and over the old port, orange gardens and the 15th Century Spanish Fort.
La Piazzetta - Cozy open space in the historic center of Montepulciano
Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Then go outside and admire the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, and stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana Valley.

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.

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

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.

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.
Popular amenities for Grosseto holiday rentals
Other great holiday rentals in Grosseto

Podere Pereti Nuovi-modern Tuscan Villa

The Magliano Garden

Casa Tórta - comfort room

Suite

The Bandita dei Bovi

City Center Palazzo: 4 King BR 6 Bath and Garage

La Civetta • iBorghi

Wine Loft in the vineyards
Destinations to explore
- Hotel rooms Grosseto
- Beachfront rentals Grosseto
- Rentals with a kayak Grosseto
- Rentals with pools Grosseto
- Rentals with outdoor seating Grosseto
- Farm stay rentals Grosseto
- Rentals with an EV charger Grosseto
- Luxury rentals Grosseto
- Rentals with a patio Grosseto
- Private suite rentals Grosseto
- Fitness-friendly rentals Grosseto
- Rentals with an accessible-height bed Grosseto
- Holiday home rentals Grosseto
- Tiny house rentals Grosseto
- Cottage rentals Grosseto
- Pet-friendly rentals Grosseto
- Rentals with a balcony Grosseto
- Bed and breakfasts Grosseto
- Rentals with beach access Grosseto
- Rentals with lake access Grosseto
- Rentals with a washing machine and dryer Grosseto
- Tent rentals Grosseto
- Loft rentals Grosseto
- Serviced apartment rentals Grosseto
- Boutique hotels Grosseto
- Rentals with a fireplace Grosseto
- Villa rentals Grosseto
- Flat rentals Grosseto
- House rentals Grosseto
- Townhouse rentals Grosseto
- Rentals with a firepit Grosseto
- Rentals with a sauna Grosseto
- Rentals with breakfast Grosseto
- Apartment rentals Grosseto
- Rentals with a hot tub Grosseto
- Waterfront rentals Grosseto
- Family-friendly rentals Grosseto
- Castle rentals Grosseto
- Smoking-friendly rentals Grosseto
- Guest house rentals Grosseto
- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Feniglia
- Cala Violina
- Gulf of Baratti
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Kite Beach Fiumara
- Spiaggia Di Barbarossa
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Spiaggia della Padulella
- Tenuta Le Velette
- Spiaggia Marina di Cecina
- Spiaggia Zuccale
- Cala Di Forno
- Castiglion del Bosco Winery
- Riva del Marchese
- Marina di Grosseto beach
- Spiaggia di Cavo
- Golf Club Toscana
- Le Cannelle
- Things to do Grosseto
- Food and drink Grosseto
- Things to do Tuscany
- Entertainment Tuscany
- Art and culture Tuscany
- Nature and outdoors Tuscany
- Food and drink Tuscany
- Tours Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Wellness Italy
- Food and drink Italy
- Nature and outdoors Italy
- Art and culture Italy
- Sightseeing Italy
- Tours Italy
- Sports activities Italy
- Entertainment Italy




