
Holiday houses in Grosseto
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Top-rated holiday rentals in Grosseto
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Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

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.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

The Cellar (Palazzo Pallotti)
The apartment is two floors below the square, entirely dug into the tuff. Overlooking the valley, it is isolated from the noises of the street, quiet, private, and very welcoming. The tuff walls give it an ancient vibe to transport you to another time. It can be reached on foot, via a footbridge that takes you directly to the square where the property is located. It is perfect for short stays of complete relaxation, but with the fully equipped kitchen you can make the most of it.

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.

La Casetta di Brunello, very panoramic with terrace
STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Casetta Venere Tuscan relaxation 3 km from the sea
Casetta Venere: Sea, nature and Pet-Friendly. Just 3 km from the crystal clear sea of Castiglione della Pescaia, Casetta Venere is a small Tuscan jewel among olive trees, perfect for couples, families, and travelers with pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay in the midst of nature.

The Enchantment of Civita (The Terrace)
L'Incanto di Civita is located inside the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot, you will need to walk along the bridge, the only way to access our "tufo pearl". L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. After leaving your car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

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.

La Stallina - Perfect retreat from the city rush
Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.

Studio 1700 historic center Top for Singles
28 sqm small loft. CHECK-IN FROM 16h00 pm CHECK-OUT MAX 11hoo am SELF CHECK-IN Wood parquet, TV, clima converter. Suitable for experiencing something different than usual. Accommodation is suitable for young people, singles. Few nigts only. 28 steps to the first floor, rather steep but feasible. TIP: light baggage :-)
Popular amenities for Grosseto holiday rentals
Other great holiday rentals in Grosseto

Romantic Studio with Park View

Design loft with private SPA in Tuscany

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Comfortable Apartment - A/C & Private Parking

Country Charm & Jacuzzi

Podere Pereti Vecchi | Stunning Val d'Orcia View

Bel Casale with sea view and the mediaeval village

Literary Apartment Historical Centre of Grosseto
When is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $155 NZD | $162 NZD | $158 NZD | $155 NZD | $155 NZD | $160 NZD | $181 NZD | $189 NZD | $164 NZD | $153 NZD | $148 NZD | $160 NZD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
Frequently Asked Questions
What are the best places to stay in Grosseto?
The historic center draws visitors with its walkable lanes and access to local dining. Rural stays around the Maremma countryside have tranquil settings, while accommodations near the coast are frequently suggested for those preferring beach access.
What are the best things to do in Grosseto with kids?
Families frequently suggest exploring the city walls, visiting interactive exhibits at the local natural history museum, and playing at public gardens around the center. Beaches and nature reserves near Grosseto also have nature trails suitable for children.
What are some of the best things to do in Grosseto?
Explore the Medicean Walls, discover the Cathedral of San Lorenzo, and visit the Archaeological Museum for insights into Etruscan history. Enjoy local cuisine at traditional trattorias and stroll bustling markets in the city center.
How is the weather in Grosseto?
Grosseto has mild winters around 37–55°F (3–13°C) and warm, dry summers reaching 89°F (32°C). Rainfall is lightest from June to August, with autumn and late winter months seeing more frequent showers.
When is the best time to visit Grosseto?
Late spring and early autumn are often recommended, with milder temperatures and less rain, making it enjoyable for outdoor activities and cultural events. Summer brings warmer weather for beach visits around the region.
What are the best places to visit in Grosseto?
Explore the Medicean Walls, the Cathedral of San Lorenzo, and the Archaeological Museum for highlights of Grosseto’s heritage. Nature lovers often gravitate toward Maremma Regional Park or the Orbetello Lagoon for distinct Tuscan landscapes.
What are some hiking trails in Grosseto?
Grosseto’s surroundings have scenic hiking options through the Maremma Regional Park, shaded woodlands, and coastal paths with views of the sea. Many trails highlight both local wildlife and historical landmarks along the way.
What are some family activities we can do in Grosseto?
Explore the historic center with its city walls, discover interactive natural history museums, and enjoy local parks with playgrounds or organized outdoor activities. The coastline near Grosseto also has beaches with calm shallows for younger children.
What are some of the best day trip ideas from Grosseto?
Explore the medieval villages scattered across the Maremma countryside, visit relaxing hot springs around southern Tuscany, or discover coastal nature reserves known for wildlife and scenic trails. Vineyards and olive groves in the region provide opportunities to experience local flavors.
Are there any pet friendly accommodations available in Grosseto?
Many local stays have pet-friendly options, including apartments in the historic center and agriturismo-style retreats around the countryside. Parks and nature reserves in the area make it easy to explore Grosseto with your pet.
What are some local tips for visiting Grosseto?
Embrace the local pace by stopping for an espresso in the morning and browsing small markets for regional products. Many travelers seek out countryside trattorias for authentic meals, and joining in evening strolls through piazzas is a cherished local tradition.
What is Grosseto known for?
Grosseto is known for its historic old town with preserved medieval walls, Etruscan and Roman heritage, and landscapes marked by the Maremma countryside. The area also gains recognition for traditional Tuscan cuisine and outdoor activities.
What are the best hidden gems to explore in Grosseto?
Wander the city’s ancient walls and search for artisan shops tucked into quiet lanes around the historic center. Small museums, family-run trattorias, and nearby nature reserves are frequently suggested by locals for a deeper sense of place.
What are the best foods to try in Grosseto?
Grosseto has traditional Maremman dishes such as wild boar stew, acquacotta soup, and handmade pici pasta. Local cheeses, olive oil, and sweet cantucci biscuits paired with dessert wine are frequently suggested specialties.
What should I bring for a trip to Grosseto?
Pack comfortable walking shoes for exploring the old town and countryside, along with lightweight clothing for warm summers or a jacket for cooler winters. Sunglasses, sunscreen, and a reusable water bottle are often suggested, as well as a power adapter for electronics.
What is the nightlife in Grosseto like?
Grosseto’s nightlife is centered around cafes and wine bars in the old town, where locals relax with aperitifs and small bites. There are often live music nights at neighborhood venues, and many enjoy socializing in lively piazzas on warm evenings.
What are the most popular events or festivals in Grosseto?
Grosseto has a lively medieval fair in the historic center, traditional food and wine festivals in late summer, and music events often scheduled in main piazzas. Local cultural celebrations showcase regional traditions and seasonal harvests.
Are there family friendly vacation rentals in Grosseto?
Grosseto has a variety of family-friendly vacation rentals, including apartments with kitchens, countryside homes, and stays near playgrounds or local parks. Many listings feature amenities like extra bedrooms and outdoor space for families.
Quick stats about holiday rentals in Grosseto

Total holiday rentals
Explore 130 holiday rentals in Grosseto

Nightly prices starting at
Grosseto holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 3,650 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of Grosseto holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Grosseto rentals

4.8 Average rating
Grosseto stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Beachfront rentals Grosseto
- Elba
- Giglio Island
- Lake Bolsena
- Giannutri
- Cala Violina
- Feniglia
- Spiaggia Di Sansone
- Spiaggia Di Barbarossa
- Spiaggia di Capo Bianco
- Gulf of Baratti
- Le Cannelle
- Spiaggia di Marina di Campo
- Cascate del Mulino
- Parco Regionale Della Maremma
- Palazzo Pubblico
- Siena Cathedral
- CavallinoMatto
- Valdichiana Outlet Village
- Necropolis of Tarquinia
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Vulci
- Val di Chiana
- Mount Amiata





