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House vacation rentals in Grosseto

Find and book unique houses on Airbnb

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Popular amenities for Grosseto house rentals

House rentals with a pool

Guest favourite
Home in Montecastelli Pisano
4.92 out of 5 average rating, 38 reviews

Deal 2019 Tuscany Villa le Capanne with pool

PeterRating, 5 stars5 months ago
Gina’s place is absolutely phenomenal. Stunning, out of this world location and a very comfortable villa. Gina was an amazing host who welcomed us personally and showed us around. We had a good basket and freshly cooked food as a welcome gift!! I cannot recommend Le Capanne highly enough. It was awesome.
Guest favourite
Home in Monte San Savino
4.99 out of 5 average rating, 69 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

Tsz Kwan CarrieRating, 5 stars5 months ago
Francesco is nice:) He brought us welcome pizzas and dessert. His response is instant. The place is quiet which provide you completely private place. Just a bit far from town if you cannot drive yourselves. If you have cars, it is not a problem, just few minutes drive from town. The place looks exactly the same as the pictures, clean and tidy. Definitely enough space for 8 adults. Recommend.
Guest favourite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 135 reviews

Casa di Lyndall - Entire house with exclusive pool

TerriRating, 5 stars5 months ago
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!
Top guest favourite
Home in Campagnatico
5 out of 5 average rating, 6 reviews

Beautiful bright villa with view - Casa Luca

RafiRating, 5 stars1 week ago
We stayed at Mel's Casa Luca in March 2025 for over a week. Tucked away yet near medieval Campagnatico, it’s 5 minutes from the E78 to Grosseto/Siena, 15-20 minutes to Grosseto, and 30 minutes to the sea. Casa Luca, one of three stone farmhouses on what is essentially an olive farm, offers resort-like amenities which are shared with the guests of the other 2 houses: a trampoline, large pool, and ample walking space. Casa Luca is a single-storey house with two bedrooms with plenty of storage, comfy beds, an open-plan kitchen/dining/living area with Netflix, a big bathroom, and a well-equipped kitchen. Outside, there’s a private garden, terrace, BBQ. There is also a shared bakehouse with a pizza oven and huge dining table. We loved it and highly recommend it!
Guest favourite
Home in Ficulle
4.96 out of 5 average rating, 23 reviews

Big Breathtaking PoolVilla bw Rm/Fl

PatrickRating, 5 stars7 months ago
Beautiful large house with great views and an amazing pool area. A little remote, at the end of a long and steep gravel road, but completely worthwhile. Great hosts, very attentive to their guests' every need.
Guest favourite
Home in Cortona
4.96 out of 5 average rating, 57 reviews

"Casa Elisa", house with swimming pool at the foot of Cortona

AlessandroRating, 5 stars3 months ago
I had an unforgettable stay at Casa Elisa, located at the foot of the beautiful Cortona. The atmosphere is magical: a perfect fusion of Tuscan tradition and modern comfort. The rooms are elegant and quite spacious, tastefully furnished and equipped with all the necessary comforts. The garden with pool is an oasis of tranquility, ideal to relax with a good book or to enjoy an aperitif at sunset. But it's the warmth and hospitality of Elisa's family that makes the stay really special. Their availability in providing information about places to visit and recommended restaurants makes all the difference. I highly recommend Casa Elisa to anyone who wants to discover the beauty of Tuscany, living an authentic and unforgettable experience.
Superhost
Home in Casanova
4.89 out of 5 average rating, 36 reviews

Casa Liliana

AnneRating, 5 stars6 months ago
Alfredo is an excellent host, responsive, helpful and informative. The accommodation was as expected and the location is idyllic.
Superhost
Home in Piombino
5 out of 5 average rating, 13 reviews

Between the sea and tradition, an anti-stress vacation!!!

AlbertoRating, 5 stars7 months ago
I've spent 10 days of relax with my family, we had great time, the place is very quiet and relaxing. Very clean and tidy. Air conditioned helped us in the hottest days. It's very convenient to the sea, although we spent our days of holiday by the pool. Highly recommended!!!

Weekly house rentals

Superhost
Home in Lucignano
4.78 out of 5 average rating, 9 reviews

Beautiful property between Siena and Arezzo

TimRating, 5 stars19 months ago
we had a very nice stay. The whole place was very clean. Highly recommend taking something against the mosquitoes. the only criticism was the chairs on the terrace, as 2 have shackled heavily, there should be a replacement here.
Superhost
Home in Terrarossa
4.8 out of 5 average rating, 10 reviews

For Rent: Argentario Villa

VittorioRating, 5 stars6 months ago
Our stay (my and my partner's) was very positive, much of the credit was the host Marco. Very kind person, very helpful and always oriented to the well-being of his guests, he made us feel at home. The place is also very convenient to access Feniglia beach, thanks also to the use of bicycles made available by Marco. Great experience, considering this was the first year Marco started hosting guests through airbnb, things are sure they can only improve! 5 stars :)
Guest favourite
Home in Porto Santo Stefano
4.96 out of 5 average rating, 26 reviews

Beachfront stone house

StephenRating, 5 stars5 months ago
With a commanding view of the Med, very comfortable accommodations, beautifully isolated and above all, a basket of home grown tomatoes !! Would totally recommend to any one. Stevie
Guest favourite
Home in Greve in Chianti
4.88 out of 5 average rating, 115 reviews

The Sundial in Montefioralle

TatyanaRating, 5 stars5 months ago
Eugenio was a great host. His place is super authentic, located in the most charming medieval village with spectacular views. Everything in the house was to our satisfaction. Eugenio was super responsive and helpful with accomodating some extra requests that we had. We were travelling for work, filming a wedding at nearby castel. Location was great for us. The public parking is only about 100 meters from the house. We were teally happy with everything. Thank you Eugenio. P.S. There is an amazing restaurant with spectacular views right in the village. They only do lunches. But wow, It was such a great find. Everyrhing in that restaurant was made from their own produce, wine from their vineyard in the valley, olive oil from their trees, all vegetables from their garden. Different set menue every day. Really recommend it. It was delicious.
Guest favourite
Home in Asciano
4.96 out of 5 average rating, 45 reviews

Tuscan farmhouse near Siena + Cortona, heated pool

RobRating, 5 stars6 months ago
We absolutely loved the home and location! There were nine of us and everyone had their own space and bathroom. The home was very clean and decorated beautifully. Amanda was a fabulous host. She was very responsive with all communication and helpful with places to see in the region. The location was excellent for traveling all around Tuscany and it was very peaceful. We can't wait to go back!
Guest favourite
Home in Montebenichi
4.87 out of 5 average rating, 15 reviews

The Montebenichi Dovecote

AdamRating, 5 stars6 months ago
Beautiful house with amazing views, responsive host and property manager. Little village nearby had one restaurant open for dinner which was delicious. Great place to unwind highly recommend
Superhost
Home in Portoferraio
4.7 out of 5 average rating, 74 reviews

Wonderful Villetta overlooking sea

JessicaRating, 5 stars5 months ago
We had a magical stay at this villa. The view from the deck is really beautiful. The accommodation is comfortable and very well located in Portoferraio, because it is close to many points of interest.
Top guest favourite
Home in Monte del Lago
4.97 out of 5 average rating, 29 reviews

Villa Profumo di Salvia. Lakefront

FrankRating, 5 stars5 months ago
By far one of the best places we have ever stayed. Almost surreal how beautiful this space is, and the surrounding property is almost too beautiful to describe. Silvia is certainly a top tier host, and her attention to detail is second to none. We are already planning a return trip. If you want to get away from it all, and never have to leave a property ( except to grab more wine), this is the place. But if you want venture out, many top attractions are less than hour drive away. The Lake views alone are worth the trip.

Private house rentals

Superhost
Home in Civitella in Val di Chiana
4.77 out of 5 average rating, 35 reviews

Casa Guardiano - Tuscan countryside house

MaryRating, 5 stars6 months ago
We stayed in a small cottage with a patio setting perfect for our late-morning breakfasts. The surroundings were beautifully peaceful. We wanted a few day's break that would be relaxing and private, and this place gave us just that. We enjoyed the large pool, with incredible views of distant hillsides (an excellent bonus for our tired bodies and minds;}. We wandered the property and visited nearby ancient villages, following a hand-written map offered to us during check-in. When you arrive, be ready to be showered with kindness, good humor, and a friendly old pup.
Home in Radda in Chianti
5 out of 5 average rating, 9 reviews

Le Bonatte by Interhome

CarlRating, 5 stars6 months ago
Joy (the owner) is a joy! She is one of the best hosts we’ve had on this platform. Flexible checking, due to delayed flight. Rooms were bigger than anticipated and beautiful. Lovely rustic Tuscan charm of a property. Plenary of recommendations at the property for local restaurants and activities. Can’t recommend this property enough!
Home in Castellina Chianti SI
5 out of 5 average rating, 4 reviews

Capanna di Sotto by Interhome.

AntjeRating, 5 stars7 months ago
we immediately felt comfortable 7 d enjoyed the stay very much. A ideal starting point for excursions.
Home in Campiglia Marittima
4.75 out of 5 average rating, 4 reviews

Villa delle Stelle by Interhome.

OndřejRating, 5 stars22 months ago
Everything was alright. Maura and Francesco were available whenever we needed. They helped us find a vet for our dog, brought a slide for the kids, recommended places on Elba. The house is clean, the plot is huge, the pool is amazing. Thank you
Top guest favourite
Home in Castiglion Fiorentino
5 out of 5 average rating, 17 reviews

Volpe by Interhome

MartinRating, 5 stars4 months ago
It was an absolute delight to stay at this gem of a property. We booked for 10 days and had a chance to enjoy and explore the surrounding areas. The house is spotless, comfortable, spacious, and fully equipped with modern appliances. So it has exceeded our expectations and would love to book it again in the future. Our host Alberto, is welcoming and very friendly, making the process of checking in and out quite seamless. My overall impression is 10/10.
Home in Vetralla
4.91 out of 5 average rating, 11 reviews

Il Casaletto, by Interhome

ReinholdRating, 5 stars21 months ago
Cesare - the host - was very friendly and helpful. He was very responsive and always reachable. The house is not very big but space enough for 2. The garden and the surroundings are great. Spacious garden and quiet surroundings. There are plenty of good restaurants nearby and the sea is only 30 minutes away. Will come again.
Guest favourite
Home in Sovana
4.89 out of 5 average rating, 105 reviews

Vacation home, surrounded by greenery

LiisRating, 5 stars5 months ago
Very private and lovely little house located in an olive grove.
Home in Scarlino
4.75 out of 5 average rating, 4 reviews

Il Mondanespole by Interhome

PeterRating, 5 stars9 months ago
We enjoyed the time in a big, beautifully furnished house, which consists of 3 independent units, the one downstairs being a great commonplace for whole group. The host was very nice, helpful and communicative. Our two dogs loved the big, fully fenced garden with lots of space for seating and enjoying the views of Scarlino. We would definitely choose this house again in the future.

Destinations to explore

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