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House vacation rentals in Province of Grosseto

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Popular amenities for Province of Grosseto house rentals

House rentals with a pool

Guest favorite
A serene outdoor space features a rectangular swimming pool surrounded by a lush green lawn. Four lounge chairs in soft pink are positioned nearby, offering a view of the expansive countryside and distant hills under a partly cloudy sky.
Home in Buonconvento
4.97 out of 5 average rating, 87 reviews

S.Ilaria - Private pool Villa with 2 bedrooms

AlisonRating, 5 stars3 weeks ago
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!
Superhost
The image showcases three distinct scenes: a rustic house surrounded by greenery, a kitchen area with fresh fruits on the counter, and a serene outdoor pool area with sun loungers. A fourth scene features riders on horseback traversing a sunlit landscape, highlighting the rural setting.
Home in Scansano
4.73 out of 5 average rating, 63 reviews

Independent house "Lo Zoppolino"

DaleRating, 5 stars2 weeks ago
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!:)
Top guest favorite
A private pool is situated on a sunlit terrace, surrounded by lush greenery and rolling hills. Four lounge chairs are positioned nearby, inviting relaxation. The tranquil water of the pool reflects the surrounding natural landscape, creating a serene outdoor space.
Home in San Giovanni d'Asso
5 out of 5 average rating, 62 reviews

Country chic house in a village,private pool,wiFi

PennyRating, 5 stars1 month ago
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!
Guest favorite
An outdoor swimming pool is surrounded by green grass and features a clear blue water surface. Sun loungers are positioned nearby, while a panoramic view of hills and distant landscape can be seen in the background. The area is well-lit and inviting.
Home in Catabbio
4.89 out of 5 average rating, 159 reviews

Country house La Meria

AlexRating, 5 stars2 months ago
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!
Guest favorite
An inviting outdoor area features a swimming pool surrounded by well-tended greenery. A spacious terrace with wooden seating overlooks the pool, offering a tranquil view of the rolling hills. Sun loungers are positioned nearby, creating a relaxing atmosphere.
Home in Grosseto
5 out of 5 average rating, 15 reviews

Tolomei Farmhouse in Stone

AnneRating, 5 stars4 days ago
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 ☺️
Superhost
A private pool is set within a landscaped garden, featuring a unique heart shape. Sun loungers are positioned beside the pool, surrounded by well-maintained greenery. The area is enclosed by hedges, providing a sense of privacy and tranquility.
Home in Sant'Antonio
4.82 out of 5 average rating, 28 reviews

House with private pool

RonaldRating, 5 stars9 months ago
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!
Top guest favorite
A charming stone house is situated beside a serene swimming pool, surrounded by lush greenery. Poolside sun loungers and umbrellas are positioned along the terracotta patio, offering a relaxing outdoor space. The clear blue sky and soft clouds enhance the tranquil atmosphere.
Home in Asciano - Chiusure - Monte Oliveto Maggiore
4.96 out of 5 average rating, 182 reviews

Country House in the Crete Senesi

CharlotteRating, 5 stars1 month ago
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!
Guest favorite
A bright interior space is shown, featuring a table with chairs set for breakfast. A cozy sofa is positioned nearby, and a cabinet holds decorative elements. A well-equipped kitchenette is visible, with dishes neatly arranged on the counter. A window offers a view of the outside garden.
Home in Roccastrada
5 out of 5 average rating, 5 reviews

Apartment in the countryside

Dr. SveaRating, 5 stars10 months ago
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

Top guest favorite
A cozy dining area is seen through open double doors, revealing a view of the green garden outside. Wooden chairs surround a table, while a rustic cabinet adds to the charm of the space. Natural light enhances the warm ambience.
Home in Castiglione d'Orcia
4.96 out of 5 average rating, 94 reviews

Da nonna Ornella - nest in Val d'Orcia

준우Rating, 5 stars5 days ago
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!
Top guest favorite
The charming exterior of a quaint house is displayed, featuring two arched windows adorned with wooden shutters. A welcoming wooden door is centered at the entry. Flower pots filled with greenery are placed near the entrance, enhancing the inviting atmosphere of the home.
Home in Sticciano Scalo
4.95 out of 5 average rating, 39 reviews

Villa in Maremma

VickyRating, 5 stars8 months ago
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!
Top guest favorite
A vibrant yellow house stands amidst greenery, featuring multiple windows with dark shutters. A hammock is stretched between two trees, offering a relaxing spot. In the foreground, a dining set with chairs is visible, providing an outdoor seating area surrounded by grass.
Home in Bivio di Ravi
4.96 out of 5 average rating, 54 reviews

Casa Elicriso

FrancescoRating, 5 stars1 week ago
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
Top guest favorite
Rustic wooden windows are open, framing a scenic view of rolling hills, cypress trees, and distant buildings. Natural light pours into the room, highlighting the stone sill and surrounding walls.
Home in Monticchiello
5 out of 5 average rating, 41 reviews

Lovely home to dream

CadeRating, 5 stars1 week ago
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.
Top guest favorite
A rustic stone house is presented, featuring a sloped roof and wooden shutters. A set of stairs leads to the entryway, and a small porch area is visible. Surrounding greenery enhances the serene environment, offering a glimpse of the expansive valley beyond.
Home in Castell'Azzara
5 out of 5 average rating, 82 reviews

The Bandita dei Bovi

KarolinaRating, 5 stars2 weeks ago
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!
Top guest favorite
A spacious living area showcases a modern sectional sofa accented by decorative throw pillows. A glass coffee table sits in front, and a large TV is mounted on the wall opposite. Soft lighting highlights the charming ceiling details and a marble fireplace adds an elegant touch.
Home in Montalcino
5 out of 5 average rating, 8 reviews

New Palazzo in City Center: 4 King Bedrms 6 Bath

RiteshRating, 5 stars1 month ago
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🙏
Guest favorite
A charming stone building features a textured exterior with a set of wooden shutters. A sturdy iron railing leads up to the entrance, with steps framed by potted plants. The clear blue sky and surrounding greenery enhance the inviting appearance of the home.
Home in Contignano
4.95 out of 5 average rating, 19 reviews

Noi 2 Vacanze in Fortino d 'Amore

MikeRating, 5 stars1 month ago
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.
Top guest favorite
A balcony adorned with colorful flowers offers a view of the lush green landscape and historical buildings of Pitigliano. The sun-soaked scene captures the charm of the area, with a decorative figure positioned on the railing, adding character to the picturesque setting.
Home in Pitigliano
4.98 out of 5 average rating, 45 reviews

CasAgata

IrynaRating, 5 stars2 weeks ago
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

Guest favorite
A spacious yellow building is surrounded by well-maintained greenery and trees. The structure includes a balcony on the upper level, while the lower section features a covered porch area. A paved pathway leads to the entrance, providing a welcoming access to the property.
Home in Grosseto
4.82 out of 5 average rating, 74 reviews

Casa Allegra

StefaniaRating, 5 stars2 weeks ago
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
Guest favorite
A large window frames a stunning view of the sea, with clear blue skies and distant coastal scenery visible. A rustic wooden table sits nearby, accompanied by decorative items and a few candles. Natural light brightens the inviting interior space.
Home in Monte Argentario
4.91 out of 5 average rating, 74 reviews

Villa "alla vigna"

AntjeRating, 5 stars2 days ago
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.
Guest favorite
A spacious balcony offers panoramic views of the sea and distant coastline, where boats are visible in the harbor below. The vibrant blue of the water contrasts with the sky, creating a serene backdrop. Comfortable seating is arranged for relaxation while enjoying the scenery.
Home in Porto Santo Stefano
4.75 out of 5 average rating, 44 reviews

Stunning new house with amazing sea view and pool

EthanRating, 5 stars2 weeks ago
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!
Top guest favorite
A serene outdoor area is framed by an archway, featuring a grassy lawn with a small table and four chairs. Lush greenery and trees are visible, along with expansive views of the rolling hills and a cloudy sky in the distance.
Home in Campiglia D'orcia
5 out of 5 average rating, 22 reviews

Casa Letizia: Val d'Orcia, Thermal Baths and Mount Amiata

FilipaRating, 5 stars1 month ago
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!
Guest favorite
An aerial view captures Duna Piccola, surrounded by lush farmland and near the coastline. The sandy beach is visible in the foreground, dotted with beach umbrellas and towels, while the main building with orange roof tiles and a swimming pool is set back amidst greenery.
Home in Montalto di Castro
5 out of 5 average rating, 7 reviews

Seafront Cottage on Maremma Beach

AndreaRating, 5 stars1 month ago
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.
Top guest favorite
A modern kitchen is presented with sleek gray cabinetry and a stylish countertop. Stainless steel appliances, including an oven and induction cooktop, are incorporated. Ambient lighting enhances the workspace, while a wall-mounted TV is visible, offering convenience and entertainment options.
Home in Castiglione della Pescaia
5 out of 5 average rating, 35 reviews

Alluring Elicriso a few steps from beach & centre

FelixRating, 5 stars2 weeks ago
We enjoyed our stay very much. Thanks a lot for the great hospitality
Top guest favorite
The exterior of a rustic stone building features multiple windows framed by greenery. Flowerpots with blooming plants are placed around the entrance, which is adorned by two large doors. A grassy area extends in front, inviting relaxation in a serene natural setting.
Home in Roccastrada
5 out of 5 average rating, 81 reviews

Delightful loft surrounded by greenery with garden

ChiaraRating, 5 stars6 months ago
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.
Superhost
An outdoor terrace features a small table and two chairs, surrounded by lush greenery and a stone wall. The view overlooks rolling hills, allowing a glimpse of the landscape beyond. The apartment entrance showcases rustic wooden doors, enhancing the historical charm of the setting.
Home in Montepulciano
4.86 out of 5 average rating, 50 reviews

the birds view

AntonRating, 5 stars2 weeks ago
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.

Destinations to explore

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  2. Italy
  3. Tuscany
  4. Province of Grosseto
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