
House vacation rentals in Province of Grosseto
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Top-rated house rentals in Province of Grosseto
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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!

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!

Il Camino: cosy & artfully inspired country house
Thomas was so sweet and helpful. He was an absolute gentleman and wonderful host. The views were amazing. Very homey and decorated in the Tuscany style. Close to town but perfect for a quiet escape in the Tuscan countryside.

3 rooms in the woods, with swimming pool - Fonte di Sotto
Margherita is very welcoming, good tips for the must-sees of the region, we had a very pleasant stay, comfortable bedding, spacious and well arranged house, a splendid swimming pool with views (about 20m long), lots of sunbed, air conditioning everywhere. So yes, the dirt road to get there may seem long sometimes but that's the price of tranquility. Only downside, the risk of having noisy neighbors on the lower or upper floor (which we had for 3 days).

Independent house "Lo Zoppolino"
My husband and I in this little house that is a few meters from the main former barn have regenerated and unplugged. Very old, renovated in an incredible way, with a kitchen equipped with all hot water and a nice little bed. Minimum spaces but great for 2. In an enchanted forest very well cared for and close to the beautiful horses of Andrea, excellent horse riding and respectful of animals. The farm can be reached with a 1 km dirt road that is good for off-road or not too low cars, we traveled every day with a Pole. We were at the end of May and early June so we found some rains but fortunately many sunny days too. We were surrounded by greenery with a refreshing silence for us coming from the city. He bought fantastic food and meat from Federico in the nearby village Scansano enchanting and then the black wine given by Andrea . and the cake that is good. We often went to the thermal baths of Saturnia top and a few days to the beach. A lent

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!

Tolomei Farmhouse in Stone
Everything is great, great place to stay with a small wellness area. We felt very comfortable!

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!
Weekly house rentals

Casa Allegra
Clean, spacious, and tidy. In a strategic position to visit all the surrounding areas. Super kind and helpful hosts, so much to accompany us on a visit to the Maremma Park to fully experience it thanks to the presence of a native

Da nonna Ornella - nest in Val d'Orcia
Diva has a charming accommodation here in the beautiful Toscana ☀️ A successful surprise made our short stay perfect ☺️

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

Capezzuolo 33
Amazing. We fell in love with Tuscany and with Montemassi. Lucia and Marco’s place is a little cozy nest in the most beautiful surroundings. If you like wine, you’ll be happy with all the beautiful wineries nearby. Would definitely come back! Thanks to Lucia and Marco for the amazing welcome and for their attention to detail!

Lovely home to dream
Sarah was in touch with us before arrival, recommended restaurants and inform us about the parking place, as you can't park inside the old town. the apartment was as in the pictures, beautiful view

Equus Domus in Maremma
Lovely place and very comfortable. Fiorenza is very friendly and responsive. We will definitely recommend to others and hopefully visit again ourselves.

La Civetta • iBorghi
We had a wonderful stay! The location is absolutely beautiful – peaceful, scenic, and just perfect for a relaxing getaway. Arianna was excellent at communicating and responded quickly to any questions or concerns I had. Highly recommend!
Private house rentals

Charming Spanish Fort 4 sleeps
We were very impressed with the location. The old fort is very authentic and a great location overlooking the harbour. Don’t have a a lot of luggage as the steps from the moat up to the accommodation level are steep. Also, a large car may struggle to get through the automated door. We loved the unusual location and were able to walk down to the harbour and all the splendid restaurants. Takes about 15 minutes !

The Bandita dei Bovi
Deboras's home was so beautiful in the middle of Tuscany! The Tuscan views were amazing. Debora was so nice, showing me around the home. Thank you for our time. we can see ourselves spend some night in Debora's home.

La Piazzetta Luxury Home
Great location just a few steps from the harbor! Friendly and helpful host. Spacious apartment in a good condition. Perfect place for a stay in Porto Santo Stefano!

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.

Hortus Conclusus House
Amazing place and would definitely be our number one place to stay when we return. Clean and spotless with luxuries like slippers are provided and some breakfast items too. Even a UK-Italy plug converter! Loved it! Thank you to Lucia, Luca and your mum! xx

La Casa di Sissi in Pitigliano
The home was nice and clean. Location was right in the heart of Pitigliano! We enjoyed our stay in Pitigliano, cute medieval town and very walk-able. Parking was a little bit of a challenge, we had to park outside of the city proper. But the steps where wroth it.

Pienza Center - Stylish Apt, 6 Guests, A/C & WiFi
We loved our stay in this apartment. It was perfect for the three of us - clean and very well stocked for us with extra amenities!!!! We really appreciated that. We love Pienza, and very much enjoyed our stay here. Thank you!!!

Sassi Verdi Villa
Beautiful accommodation, responsive host, very attentive and helpful, responds very quickly if needed. Quiet, peaceful environment, far from Porto Santo Stefano but compensated by a paradisiacal view. The very big assets are the solarium, the spectacular view from the terrace, the private beach 1km away. Despite our 2 hours late to arrival, we were very well received by Marco and his wife. They also agreed to come early when we left for organizational matters. We recommend 100% and will be back.
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- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Avignonesi Winery Fattoria Le Capezzine
- Spiaggia Marina di Cecina
- Cala Di Forno
- Santa Maria della Scala
- Spiaggia Di Barbarossa
- CavallinoMatto
- Spiaggia Zuccale
- Spiaggia di Seccione - Portoferraio (li)
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Tenuta Le Velette
- Pubblico Palace
- Spiaggia Di Sottobomba
- Spiaggia di Ortano
- Things to do Province of Grosseto
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