
Vacation rentals in Grosseto
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Quick stats about vacation rentals in Grosseto

Total vacation rentals
Explore 120 vacation rentals in Grosseto

Nightly prices starting at
Grosseto vacation rentals start at G$8,366 GYD per night before taxes and fees

Verified guest reviews
Over 3,830 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Grosseto vacation 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!
Top-rated vacation rentals in Grosseto
Guests agree: these stays are highly rated for location, cleanliness, and more.

Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

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.

Charming Tuscan Villa with View forFamily&Friends
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

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.

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

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.

Casa al Gianni - Hut
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

EcoLodge – modern design in a peaceful panoramic location
The EcoLodge, modern, ecological, comfortable, is in the middle of nature in a peaceful, fertile cultural landscape on Monte Amiata in the quiet southern Tuscany. It belongs to an old farmhouse with plenty of space, beautiful views, many old fruit, chestnut, olive trees and our vineyard. It's an ideal location. From here you can explore world-famous sights, do a lot and enjoy the tranquility of Tuscan country life away from the hordes of tourists.

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.

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.

Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.
Popular amenities for Grosseto vacation rentals
Other great vacation rentals in Grosseto

Design loft with private SPA in Tuscany

Casa Mameli Central location

Comfortable Apartment - A/C & Private Parking

Farmhouse Fattoria La Parita

Suite

Villa di Geggiano – Guesthouse

La Casetta di Brunello, very panoramic with terrace

Elegant 3-Room Apartment in Maremma
When is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$18,824 GYD | G$19,661 GYD | G$19,242 GYD | G$19,452 GYD | G$19,452 GYD | G$20,288 GYD | G$21,961 GYD | G$23,007 GYD | G$19,870 GYD | G$18,615 GYD | G$17,987 GYD | G$19,452 GYD |
| 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.
Destinations to explore
- Elba
- Giglio Island
- Lake Bolsena
- Giannutri
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Spiaggia Di Barbarossa
- Cascate del Mulino
- Mount Amiata
- CavallinoMatto
- Siena Cathedral
- Palazzo Pubblico
- Vulci
- Necropolis of Tarquinia
- Val di Chiana
- Valdichiana Outlet Village
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore





