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Vacation rentals in Grosseto

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Top-rated vacation rentals in Grosseto

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Home in Panzano In Chianti

4.98 out of 5 average rating, 402 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Rental unit in Siena

4.99 out of 5 average rating, 150 reviews

Villa di Geggiano - Alfieri Suite

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Condo in Grosseto

4.86 out of 5 average rating, 105 reviews

characteristic old town A. & G.

The detached accommodation sleeps 3 in the old town of Grosseto. At 100 meters there is ample free parking outside the Medici walls, (access to unauthorized cars is strictly prohibited within the walls). near the accommodation there are convenience stores, pharmacy, 800 meters from the train station, bus to the sea and shuttle to the station. starting point for: sea 14 km, 60 km thermal baths of Saturnia, 14 km from the Maremma natural park, 50 km Monte Argentario, and Siena 70 km.

Rental unit in Montepulciano

4.97 out of 5 average rating, 366 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

Cottage in Vetulonia

4.96 out of 5 average rating, 120 reviews

La Dolce Vita ~ romantic retreat in quiet nature

Welcome to Il Baciarino! We are a rustic agriturismo in the green hills of Maremma, Toscana's wild and unexplored coastal region. Il Baciarino is a place to come and stay, to escape from the bustle of the city and your busy life, and to unwind in nature; perfect for those who love unspoiled nature, endless views, fresh seafood & good wine. Il Baciarino has various unique rustic cottages nestled in 19 acres of wilderness, on the outskirts of the tiny Etruscan town of Vetulonia.

Farm stay in Seggiano

4.99 out of 5 average rating, 225 reviews

Terra Delle Sidhe, Seggiano, Tuscany

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.

Rental unit in Bagnoregio

4.98 out of 5 average rating, 407 reviews

L'Incanto di Civita (La Terrazza)

L'Incanto di Civita is located in the ancient village of Civita di Bagnoregio. Leaving the car at the parking lot, you will need to walk along the bridge, the only way to access our "tuff pearl". L'Incanto di Civita is located in the ancient hamlet of Civita di Bagnoregio. After leaving the car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Farm stay in Simignano

4.88 out of 5 average rating, 159 reviews

Casa al Gianni - Hut

Hi, we are Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our brand is simple living in close contact with the nature and animals of our farm. Nestled in the woods and the beautiful Tuscan countryside you will spend an unforgettable holiday. This corner of paradise will remain in your heart!

Rental unit in Grosseto

4.95 out of 5 average rating, 161 reviews

Lollo Two-room apartment in the Historical Center

Lollo AB is a small two-room apartment for short rent that can accommodate one or two people, located on the first floor (no elevator) of a historic building within the Medicean walls of the city of Grosseto. Equipped with all the comforts, it is ideal for work and vacation stays. Just 10 minutes drive from the sea, an hour from Mount Amiata and the famous Terme di Saturnia.

Home in Marrucheti _ Campagnatico

4.98 out of 5 average rating, 120 reviews

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.

Farm stay in Campiglia D'orcia

4.93 out of 5 average rating, 338 reviews

Poggio Bicchieri Farm - Poesia

Our farmhouse is a window on the Val d 'Orcia, consisting of 2 apartments with kitchen, bedroom and bathroom. Large equipped garden. Immersed in silence, near Pienza, Montalcino, Bagno Vignoni and the natural hot springs of Bagno San Filippo. It is very simple to reach us, the last kilometer of road is unpaved but accessible to everyone.

Rental unit in Monteroni d'Arbia

4.96 out of 5 average rating, 230 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Vacation rentals for every style

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Popular amenities for Grosseto vacation rentals

Free parking on premises

Air conditioning

Stay near Grosseto's top sights

Centro Commerciale Marema74 locals recommend

Centro Commerciale Aurelia Antica47 locals recommend

Grosseto Stazione FS station34 locals recommend

Europcar Grosseto19 locals recommend

Museum of Natural History of the Maremma19 locals recommend

Grosseto Airport13 locals recommend

Other great vacation rentals in Grosseto

Rental unit in Grosseto

4.91 out of 5 average rating, 11 reviews

vale's house in the old town

Home in Rio Marina

5 out of 5 average rating, 73 reviews

Casa del Capitano | Monte Grosso, Elba

Condo in Grosseto

4.88 out of 5 average rating, 24 reviews

"Casa Adelika" Apartment with Garage

Home in Grosseto

5 out of 5 average rating, 17 reviews

Studio Apartment + Spacious Terrace

Rental unit in Grosseto

4.89 out of 5 average rating, 27 reviews

[Historical centre] Elegant flat with A\C

Condo in Grosseto

4.91 out of 5 average rating, 34 reviews

Modern and cozy apartment in Maremma

Condo in Grosseto

4.94 out of 5 average rating, 18 reviews

Spacious apartment in villa with private garden

Cottage in Seggiano

4.96 out of 5 average rating, 78 reviews

EcoLodge – modern design in quiet panoramic location

Quick stats about vacation rentals in Grosseto

Total rentals
150 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
3.9K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
10 properties have a pool

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 apartment rentals in Grosseto?
Experience the best of Grosseto with our apartment rentals, starting at about $30 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 Condo Rentals in Grosseto?
Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with wifi, over 10 homes with free parking, over 20 homes with air conditioning, 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 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Grosseto have a kitchen?
Absolutely! We offer over 70 apartment 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 30 apartment rentals with free parking in Grosseto. Enjoy a tailored experience with all the comforts you desire.

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