
Holiday houses in Grosseto
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Top-rated holiday rentals in Grosseto
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Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

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

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.

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.

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, equipped kitchen, large living room and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room for those who request it). We recommend the car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Strategic location for visiting Tuscany and Umbria.

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.

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

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!
Popular amenities for Grosseto holiday rentals
Other great holiday rentals in Grosseto

Proceno Castle, Loggia Apartment

Captain's House | Monte Grosso, Elba

Bel Casale with sea view and the mediaeval village

Tolomei Farmhouse in Stone

divo little boutique home

Costa delle Capanne

EcoLodge – modernes Design in ruhiger Panoramalage

Nice holiday home in Tuscany (2/3 pers)
When is the best time to visit Grosseto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $129 NZD | $134 NZD | $143 NZD | $161 NZD | $161 NZD | $166 NZD | $188 NZD | $197 NZD | $170 NZD | $147 NZD | $140 NZD | $138 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
Are there vacation rentals with a dedicated workspace in Grosseto?
Yes! Work meets play with ease at over 60 vacation rentals in Grosseto featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in villa rentals in Grosseto?
Experience the best of Grosseto with our villa rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Grosseto vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Grosseto, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for Apartment Rentals in Grosseto?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with wifi, over 50 homes with a kitchen, over 50 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Grosseto?
Four-legged friends are welcome in Grosseto. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Grosseto?
Grosseto has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Grosseto have a kitchen?
Absolutely! We offer over 20 condo rentals with a kitchen in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Grosseto have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Grosseto have air conditioning?
Absolutely! We offer over 20 condo rentals with air conditioning in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Grosseto have free parking?
Absolutely! We offer over 20 apartment rentals with free parking in Grosseto. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Grosseto

Total holiday rentals
Explore 120 holiday rentals in Grosseto

Nightly prices starting at
Grosseto holiday rentals start at $72 NZD per night before taxes and fees

Verified guest reviews
Over 3,470 verified reviews to help you choose

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

Pet-friendly accommodation
Find 60 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Grosseto rentals

4.7 Average rating
Grosseto stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Pet-friendly rentals Grosseto
- House rentals Grosseto
- Rentals with outdoor seating Grosseto
- Family-friendly rentals Grosseto
- Rentals with a patio Grosseto
- Beachfront rentals Grosseto
- Beach house rentals Grosseto
- Villa rentals Grosseto
- Apartment rentals Grosseto
- Smoking-friendly rentals Grosseto
- Rentals with a washing machine and dryer Grosseto
- Condo rentals Grosseto
- Elba
- Giglio Island
- 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
- Spiaggia della Padulella
- Spiaggia Marina di Cecina
- Spiaggia Zuccale
- Cala Di Forno
- Castiglion del Bosco Winery
- Riva del Marchese
- Golf Club Toscana
- Marina di Grosseto beach
- Spiaggia di Marina Di Campo
- Spiaggia di Cavo
- Le Cannelle
- Santa Maria della Scala




