
House vacation rentals in Province of Grosseto
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Top-rated house rentals in Province of Grosseto
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Popular amenities for Province of Grosseto house rentals
House rentals with a pool

S.Ilaria - Private pool Villa with 2 bedrooms
Fabulous setting in the middle of fabulous Tuscany. The views from the house were stunning! The farmhouse itself was so charming - every detail. We enjoyed dinners on the covered patio, evening walks on the gravel road through the countryside and lounging by the pool with a glass of red wine. The setting is also the perfect location for day trips to nearby cities. We visited Montalcino, Montepulciano, Siena, Pienza and Cortona. Highly recommend!

Independent house "Lo Zoppolino"
My girlfriend and I had wonderful days at the place. Andrea is a super host and was always very flexible to reach. Everything was great and we'd love to come back!:)

Country chic house in a village,private pool,wiFi
Lorenzo met us on the street to walk us to the villa and showed us everything with a very warm welcome! The views are breathtaking! We found the location to be an excellent base to visit all of the surrounding towns. Having Grazia Franchini (see the host’s guidebook) prepare and serve dinner for us in the villa after a fabulous day of Brunello wine tastings was such a treat! Would definitely return to the area and stay here again but next time will set aside a day just to relax by the pool!

Country house La Meria
If you stay here, you will find yourself in a painting, so beautiful is this cottage located in the mountains! Lucca is really super nice and funny. He tells a lot. The restaurant they run is fine too, and good food! The breakfast is very good. We definitely recommend this cottage!

Tolomei Farmhouse in Stone
We had a great stay. The house matches the description very well and is perfectly equipped. Consuelo was super responsive and helpful and even brought us some olive oil and lettuce from the farm ☺️

House with private pool
We enjoyed our stay at Maria Teresa's place. The garden is really fantastic and nicely maintained. You can sit in different places, there is even an outdoor kitchen with refrigerator ,freezer and gas fork. The pool is super clean and is cleaned every morning. The house itself is also very nice, cool and equipped with every comfort. The surroundings are very quiet and for nature lovers plenty to spot wildlife within a 2-minute walk. We spotted deer, pigs, foxes and even a wolf. Really great! The poolside paradise sign is not there for nothing, it is really a paradise! We definitely recommend it and if we are in the area again we will definitely come back! Maria Teresa thank you so much for everything!

Country House in the Crete Senesi
We feel so lucky to of found Guido and his beautiful house. Firstly Guido could not be more helpful, so responsive, friendly and has the best recommendations! He made sure the house was spotless for our arrival, even the pool is so clean it was perfect. The house itself is stunning, stays lovely and cool in the heat but the garden is just drenched in sunshine. Guido has made sure you can bask in the sunshine by the pool or chill out in shade in the height of the afternoon. There are so many comfortable spots to sit in! The pool was lovely and refreshing when it was hot mid afternoon and looked beautiful in the evening. Tuscany is stunning, there's so much to explore - would heavily recommend a car for that. In walking distance there are a couple of very delicious restaurants and if you're feeling adventurous you can walk to the monostary nearby which is definitely worth visiting. Thank you Guido!

Apartment in the countryside
Exceptionally beautiful apartment furnished with a lot of love and taste in a beautiful, well-kept complex! The beautiful, well-kept pool is the icing on the cake that makes the complex perfect. We really enjoyed the four-course dinner under the stars, but there are also so many good restaurants in the area that you can't try them all. Chiara and Stefano are the perfect hosts, you can learn a lot of interesting things from them! They also attach great importance to sustainability, the facility is self-sufficient and only organic wines are produced in the associated winery.
Weekly house rentals

Da nonna Ornella - nest in Val d'Orcia
Apart from the fact that communication was a little disappointing (this can also be communicated through a translator), it was really the best accommodation. I want to give a perfect score to everything from the location to the host. Our honeymoon was perfect because of the fantastic scenery and the warm and considerate kind diva. It's too far, but if I get the chance, I definitely want to come back. We pay respect, gratitude, and tribute to Diva for giving us the best experience. You are the best, Diva!

Villa in Maremma
Massimo and his wife were great hosts. His place was ready and clean when we arrived. It had everything we needed. Massimo was always responsive and helpful. We were staying there for a wedding at La Pescaia and Massimo was kind enough to give us rides when needed. He went above and beyond to make us feel at home. I highly recommend Massimo’s place and would love to visit again. Thank you Massimo and Luana!

Casa Elicriso
We had a fantastic stay thanks to the hospitality and enthusiasm of Barbara and Emmanuele, who were kind enough to spend unforgettable moments with us, despite their work obligations. The apartment is impeccable: clean, tidy and well organized. Their house is well located in southern Tuscany, not far from cultural and archaeological centers such as Vetulonia, Massa Marittima, or Grosseto. Beautiful beaches are only 1/4 of an hour, 20 minutes by car, such as Follonica or Castiglione. In short, if you pass through the area, really don't hesitate, go for it! Warmest regards, Brenda & Francesco

Lovely home to dream
This place is definitely a piece of Tuscany Italy. it will always hold a special place in my wife's and my heart with how beautiful and amazing the house was and the town it is located in. it seemed very well located, close to hot springs, multiple other cities, beautiful country side with horse back riding, world class winery's, ect. She is a great host and I would highly recommend this Airbnb to anybody looking for a one of a kind experience in Italy.

The Bandita dei Bovi
We had a wonderful stay at La Bandita! Debora is an amazing host who takes care of every detail. We were welcomed with thoughtful gifts – wine, pasta, homemade jams – a true taste of Tuscany. The house is beautifully equipped: spices, oils, kitchen tools, ice cubes, even toothbrushes and soaps in the bathroom. Extra towels, cozy blankets, and everything we could possibly need were provided. The location is peaceful and picturesque, perfect for relaxing and enjoying the Tuscan countryside. Breakfasts on the terrace with the panoramic view were unforgettable. Communication with Debora was excellent – she was kind, responsive, and made us feel at home. We truly felt taken care of and appreciated every moment spent there. La Bandita is a magical place, full of warmth and charm. We’d love to return one day – it felt like a home away from home, and we can’t recommend it enough to anyone looking for an authentic and comfortable Tuscan getaway. We'd love to come back!

New Palazzo in City Center: 4 King Bedrms 6 Bath
Thank you Brian for sharing your beautiful home with us for a couple of days. Your home is by far the best maintained and most well equipped and pristine places that we have stayed so far. We had the most amazing time in the house as well as walking around the city in the evenings. The location is perfect for everything from shopping to restaurants and wine tastings. Thank you Valentina for taking care of our needs during the stay, we would definitely return to stay at your house the next time when we visit. Thank you so much🙏

Noi 2 Vacanze in Fortino d 'Amore
This was a wonderful space with amazing history of the Val d'Orcia. Giuseppe was a delight showing us everything we needed to know in this very well appointed two story unit. The bed was extremely comfortable and the hosts went to great lengths to supply everything we could need, especially the Illy coffee and moka pot for espresso. Having the clothes washer was a big plus. The views from every window are breathtaking and the location is a perfect balance of feeling out in the country while close to tourism sites. Have a car was very useful. The unit sits amongst many making it feel like a little quaint and quiet town with a small grocery steps away. We were very fortunate to have found this place and would recommend to anyone as something very special and quietly romantic.

CasAgata
Our stay in Pitigliano was incredible! Check-in was super easy, and the host was extremely responsive and helpful—guiding us with parking, luggage, and making sure we felt right at home. They even recommended the BEST restaurant in town! After two weeks in Italy, I can confidently say this charming city had the best service, most welcoming staff, and hands down the most delicious food—those sausages were unforgettable! There was a bit of noise in the master bedroom since the wall connects to the restaurant next door, but thankfully the apartment had a second bedroom where we could place our light-sleeping toddler, and it worked out perfectly. Pitigliano is such a unique gem, and our stay made it even more memorable. Highly recommend!
Private house rentals

Casa Allegra
My husband and I were guests of Renata in early June, beautiful Maremma, and with all its wonderful places easily accessible! The apartment is perfect and cozy, and the patio is too, not to mention Renata and her beautiful and friendly family. A great experience that I highly recommend

Villa "alla vigna"
A beautiful place to stay that offers panoramic views of the sea. Wonderful sunrises and sunsets, quiet - we could even watch the hoopoe and snack on the ripe apricots and plums in the garden. Francesco is an extremely accommodating host and has put a lot of effort into it and always asked if everything is okay. The house has everything you need, the kitchen is super furnished and the own olive oil is very fine. The journey is also possible with a larger car - we have a Citroen Berlingo.

Stunning new house with amazing sea view and pool
One of the best views you will find! Place is clean and comfortable. AC in every room and worked well. Probably the best washer dryer we had in Italy :) Incredibly responsive host. Highly recommend!

Casa Letizia: Val d'Orcia, Thermal Baths and Mount Amiata
Our family had a wonderful stay at Letizia’s accommodation. The beauty of the home and surrounding valley exceeded the photos and description. We felt so welcome and at home and had plenty to do from walking on the farm to visiting the many surrounding towns. Letizia recommended a local restaurant which was superb. Letizia helped us immensely with any question we had and it was a big highlight of our trip to Europe. Thank you Letizia!

Seafront Cottage on Maremma Beach
A fantastic place to relax. We were looking for peace and quiet and got our money's worth. A beautiful house with sea views and sea access. We got quick help when we needed a screw that we had lost on a device.

Alluring Elicriso a few steps from beach & centre
We enjoyed our stay very much. Thanks a lot for the great hospitality

Delightful loft surrounded by greenery with garden
It was a more than pleasant stay. Ezio and Angela's home is a small paradise surrounded by nature. We were welcomed as family. Communication was great, easy and good advice. I really appreciated the great flexibility in check-in and check-out that made us independent. Everything really great! We'll definitely be back! Very convenient to reach the thermal springs of Petriolo: just under half an hour by car in the middle of the countryside.

the birds view
The apartment was in a great location. Sunsets have been etched in the retina forever :) What a great view! Easy walking distance to all restaurants and other attractions in Montepulciano.
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- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Avignonesi Winery Fattoria Le Capezzine
- Cavallino Matto
- Spiaggia Marina di Cecina
- Cala Di Forno
- Santa Maria della Scala
- Spiaggia di Seccione - Portoferraio (li)
- Spiaggia Di Barbarossa
- Spiaggia Zuccale
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Tenuta Le Velette
- CavallinoMatto
- Spiaggia della Padulella
- Spiaggia di Cavo
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