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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 favorite
Home in Civitella in Val di Chiana
4.93 out of 5 average rating, 45 reviews

Casa Fattore - Tuscan countryside house

LunaRating, 5 stars7 months ago
The stay at the Capocontro estate was very satisfactory. The entire old village is a jewel set in the greenery, with spectacular views of the woods of the Val di Chiana. The place is tidy and clean, picturesque and elegantly retro. Piero and Lella are very available in communications and suggestions of places to visit and eat. We loved the peace and quiet of the place, as well as the pool with a view. We stopped little and the weather was a little capricious, otherwise we would have enjoyed the exteriors of the farm more. Only small mole: the dishes and the fridge were not really immaculate, but nothing that can't be resolved with a sponge shot. Highly recommended for both a short and long stay, so you can enjoy the quiet of the place and visit the surroundings.
Guest favorite
Home in Montecastelli Pisano
4.92 out of 5 average rating, 38 reviews

Deal 2019 Tuscany Villa le Capanne with pool

PeterRating, 5 stars6 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 favorite
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 favorite
Home in Campagnatico
5 out of 5 average rating, 6 reviews

Beautiful bright villa with view - Casa Luca

RafiRating, 5 stars3 weeks 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 favorite
Home in Ficulle
4.96 out of 5 average rating, 23 reviews

Big Breathtaking PoolVilla bw Rm/Fl

PatrickRating, 5 stars8 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 favorite
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 stars7 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 stars8 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 stars20 months ago
we had a very nice stay. The entire accommodation 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.
Guest favorite
Home in Civitella Paganico (GR)
4.94 out of 5 average rating, 18 reviews

Podere Vignali by Interhome

SimoneRating, 5 stars6 months ago
Really beautiful place and beautiful surroundings. All communication went smoothly. Very clear instructions and descriptions sf amenities. The host will be in touch with you a few dsge before arrival and check in was super easy.
Superhost
Home in Terrarossa
4.8 out of 5 average rating, 10 reviews

For Rent: Argentario Villa

VittorioRating, 5 stars7 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 favorite
Home in Porto Santo Stefano
4.96 out of 5 average rating, 26 reviews

Beachfront stone house

StephenRating, 5 stars6 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 favorite
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 favorite
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 favorite
Home in Montebenichi
4.88 out of 5 average rating, 16 reviews

The Montebenichi Dovecote

RoisinRating, 5 stars2 weeks ago
All I can say is wow. This house was amazing it had everything that you needed. It was spotless and had extra blankets and towels. It had loads of household supplies and I really felt like it was a home away from home. The views are spectacular….. like something out of a movie, they really take your breath away. Sharyn was so helpful and gave me great instructions on how to get there and the amenities around the area. Cristina and her son were there to welcome us and were amazing. I can’t thank you enough. We are already planning our next stay for longer.
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 terrace is really beautiful. The accommodation is comfortable and very well located in Portoferraio, because it is close to many points of interest.

Private house rentals

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.
Superhost
Home in Quercianella
4.8 out of 5 average rating, 20 reviews

villa with private descent to the sea

FranziskaRating, 5 stars10 months ago
Francesca is a very kind and attentive hostess. She personally welcomed us in the beautiful house right by the sea with breathtaking views. It has everything you need, even bikes are at your disposal. We can wholeheartedly recommend this place!
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
Home in Porto Azzurro
4.83 out of 5 average rating, 12 reviews

Best House with pool in Elba Island

AnitaRating, 5 stars8 months ago
Great location and outdoor space! We especially liked the pool, the view, that there were several seating groups and the proximity to the city center. 10/10 Indoors it was ok, so for us it was the outdoor area that made the holiday brilliant! We would gladly came back.
Top guest favorite
Home in Castiglion Fiorentino
5 out of 5 average rating, 17 reviews

Volpe by Interhome

MartinRating, 5 stars5 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 Rio nell'Elba
4.5 out of 5 average rating, 6 reviews

La Paradisa by Interhome

ChristianRating, 5 stars55 months ago
We received a very warm welcome by Girogio. It spoke exclusively Italian, unfortunately no English. We were still able to communicate about the essentials, only for the phone appointment for check-in we needed help from an Italian. The apartment is super located and clean, the view of the bay and the very quiet location are fantastic. Here you can enjoy wonderful sunsets with a glass of red wine. The kitchen equipment is very good, we took care of ourselves almost every day and didn't miss anything. In the restaurant down on the beach, you even get a small discount if you say you come from Giorgio. His nephew works there:-) A big thank you to Giorgio!!! That was a great 8 days!
Home in Vetralla
4.91 out of 5 average rating, 11 reviews

Il Casaletto, by Interhome

ReinholdRating, 5 stars22 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.

Destinations to explore

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  2. Italy
  3. Tuscany
  4. Province of Grosseto
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