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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

Casetta indipendente "Lo Zoppolino"

DaleRating, 5 stars2 weeks ago
Meine Freundin und ich hatten wunderbare Tage in der Unterkunft. Andrea ist eine super Gastgeberin und war dazu auch immer sehr flexibel zu erreichen. Alles war bestens und wir kommen sehr gerne wieder!:)
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 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

Fattoria Tolomei Casa di Pietra

AnneRating, 5 stars6 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 stars10 months ago
Wij hebben genoten van ons verblijf bij Maria Teresa. De tuin is echt fantastisch en mooi onderhouden. Je kan er op verschillende plekjes zitten, er is zelfs een buitenkeuken met ijskast ,vriezer en gasfornhuis. Het zwembad is superschoon en wordt elke ochtend schoon gemaakt. Het huis zelf is ook heel fijn, koel en van alle gemakken voorzien. De omgeving is zeer rustig en voor natuurliefhebbers genoeg wild te spotten op 2 minuten lopen. Wij hebben herten, zwijnen, vossen en zelfs een wolf gespot. echt geweldig! Het bordje poolside paradise staat er niet voor niks, het is echt een paradise! We raden het zeker aan en als wij weer in de buurt zijn komen we zeker terug! Maria Teresa hartelijk dank voor alles!
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
Außergewöhnlich schöne, mit viel Liebe und Geschmack eingerichtete Wohnung in einer wunderschönen, gepflegten Anlage! Der schöne, gepflegte Pool ist das i-Tüpfelchen, das die Anlage perfekt macht. Wir haben das viergängige Dinner unter Sternen sehr genossen, in der Umgebung gibt es aber auch so viele gute Restaurants, dass man gar nicht alle ausprobieren kann. Chiara und Stefano sind die perfekten Gastgeber, von ihnen kann man viel Interessantes erfahren! Sie legen auch viel Wert auf Nachhaltigkeit, die Anlage ist autark und im zugehörigen Weingut werden nur Bio-Weine produziert.
Superhost
An ancient farmhouse is surrounded by lush greenery and olive groves, with a glimpse of a tranquil salt-water pool in the background. The warm brick façade is complemented by wooden beams and a charming patio, inviting relaxation in a natural setting.
Home in Scansano
4.84 out of 5 average rating, 62 reviews

Il Casaletto nel cuore della maremma

OlivierRating, 5 stars10 months ago
Wow, what a peaceful place ! And that view 🤩 If you’re looking for a quiet environment to disconnect while enjoying nature and small medieval town walks (and taste good wines) this is the right place ! Ginevra is a very careful host, always looking to take care of you whatever happens, you will feel very supported !

Weekly house rentals

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

Villino "alla vigna"

AntjeRating, 5 stars4 days ago
Eine wunderschöne Unterkunft, die einen Rundumblick auf das Meer ermöglicht. Wunderbare Sonnenauf-untergänge, ruhig - wir konnten sogar den Wiedehopf beobachten und im Garten die reifen Aprikosen und Pflaumen naschen. Francesco ist ein äußerst zuvorkommender Gastgeber und hat sich viel Mühe gegeben und immer wieder nachgefragt, ob alles passt. Im Haus hat es alles, was man benötigt, die Küche super eingerichtet und das eigene Olivenöl ist sehr fein. Die Anfahrt ist auch mit einem größeren Auto - wir haben einen Citroen Berlingo - möglich.
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

AlessioRating, 5 stars3 weeks ago
Casa molto bella e funzionale, arredamenti e complementi d'arredo molto particolari. Terrazzo e camere con affaccio sul mare, si rimane senza parole. Un ringraziamento a Lavinia che ci ha seguito per l'intero soggiorno anche se non c'è stato nessun problema, tutto perfetto. Vacanza indelebile.
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 - nido in Val d’Orcia

준우Rating, 5 stars1 week ago
의사소통이 약간 아쉬운것 빼곤(이것도 번역기를 통해서 의사소통 가능)정말 최고의 숙소였습니다 위치부터 호스트까지 모두 만점을 드리고 싶어요 환상적인 풍경과 따뜻하고 배려심 넘치는 상냥한 디바가 있어서 우리의 허니문이 완벽했습니다 너무 멀지만 기회가 된다면 꼭 다시 오고 싶습니다 우리에게 최고의 경험을 선사해준 디바에게 존경과 감사와 경의를 표합니다 당신은 정말 최고에요, 디바!
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

Villetta 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 stars2 weeks ago
Abbiamo trascorso un soggiorno fantastico grazie all'ospitalità e all'entusiasmo di Barbara e Emmanuele, che hanno avuto la gentilezza di trascorre dei momenti indimenticabili con noi, nonostante i loro obblighi lavorativi. L'appartemento è impeccabile : pulito, ordinato e ben organizzato. La loro casa è ben situata nella Toscana meridionale, poco distante da centri culturali e archeologici come vetulonia, massa marittima o Grosseto. Belle spiagge son a solo 1/4 d'ora, 20 mn di macchina come Follonica o Castiglione. Insomma se passate in zona, veramente non esitate, fiondatevi ! una caro abbraccio Brenda & Francesco
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

La Bandita dei Bovi

KarolinaRating, 5 stars3 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

FrancescaRating, 5 stars5 months ago
Palazzo Tamanti ha pienamente soddisfatto tutte le nostre aspettative !! Cercavamo un luogo perfetto e denso di atmosfera per trascorrere un capodanno magico e particolare : quest'anno abbiamo trovato il top !! Abbiamo amato ogni angolo di questa residenza , ristrutturata da poco e dotata di tutti i confort ... Materassi, guanciali, piumoni e imbottiti superlativi !! Non ho mai dormito così bene... A palazzo Tamanti ogni dettaglio è curato al massimo e ogni ospite si sente coccolato dall'inizio alla fine del soggiorno.... Impianto elettrico sopraffine, tutte le dotazioni tecnologiche sono perfettamente funzionanti e di livello elevato, le quasi 200 foto presenti sul sito sono perfettamente rispondenti alla realtà. L'accoglienza da parte dell'host Valentina è stata perfetta, sempre gentile e disponibile. La casa è situata in pieno centro storico , per cui tutto è a portata di mano e si può raggiungere a piedi. Cari Brian, Carrie e Valentina, grazie di tutto !!
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
Ein Traumhafter Ort zum Ausspannen. Wir suchten Ruhe und Erholung und kamen voll auf unsere Kosten. Ein schönes Haus mit Meerblick und Meeranstoss. Wir bekamen rasche Hilfestellung als wir eine Schraube benötigten, die wir an einem Gerät von uns verloren hatten.

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
io e mio marito siamo stati ospiti di Renata all'inizio di giugno, maremma splendida, e con tutti i suoi posti meravigliosi facilmente raggiungibili! L'appartamento è perfetto ed accogliente, e il patio pure, per non parlare di Renata e la sua bella e cordiale famiglia. Una bella esperienza che consiglio di cuore
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

Graziosa abitazione per sognare

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.
Guest favorite
A light-colored sofa is positioned against a neutral wall, adorned with a large abstract artwork in muted tones. A small bookshelf with decorative items and potted plants adds a modern touch to the space, while a pillow with floral patterns enhances the sofa's comfort.
Home in Porto Santo Stefano
4.99 out of 5 average rating, 77 reviews

La Piazzetta Luxury Home

AdamRating, 5 stars3 weeks ago
Really enjoyed staying here. The housing itself is amazing. Spacious and comfortable beds. Only issue was the WiFi was not great. Parking could be an issue when busy. Would stay here again! She was extremely responsive and made check in easy. Some advice for the area - Be wary of using navigating when driving through Porto Santo Stefano. It is terrible and will get you stuck. We got stuck in an alleyway where a local had to come out and help us.
Superhost
A spacious living area features a high wood-beamed ceiling, with a large table surrounded by wooden chairs. Comfortable sofas are arranged around a traditional fireplace. Warm lighting is provided by stylish lamps, creating a welcoming atmosphere. A rustic wooden cabinet adds character to the space.
Home in Montiano
4.81 out of 5 average rating, 16 reviews

Equus Domus in Maremma

AchilleRating, 5 stars5 months ago
Abitazione nel centro del Borgo piacevole,tranquillo con abitanti molto ospitali. Bello da visitare il borgo eccezionali i dintorni facili da raggiungere. Casa che mantiene tutte le promesse e le aspettative. Ottima soluzione torneremo sicuramente. Grazie Fiorenza
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, Terme e Monte Amiata

FilipaRating, 5 stars2 months 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 ancient stone tower, partially covered in green vines, rises against a clear blue sky. The entrance, framed by a rustic arch, offers a glimpse of a small balcony above, with a wrought-iron railing. The surrounding buildings contribute to the historic character of the site.
Home in Manciano
4.94 out of 5 average rating, 18 reviews

La Civetta • iBorgorali

AmélieRating, 5 stars2 months ago
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!
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

KilianRating, 5 stars2 months ago
Elisabetta ist eine perfekte Gastgeberin: sehr hilfreich immer zu erreichen und gibt gerne Tipps für den Ort. Wir haben uns sofort sehr wohlgefühlt, ein herzlicher Empfang. Die Wohnung war genau wie beschrieben und ist erstklassig ausgestattet. Wirklich alles da und in perfektem Zustand. Modern und vielseitig eingerichtet. Sowohl die "Ortsmitte" von Pescaia als auch der Strand waren schnell fussläufig erreichbar. Trotzdem ein ruhiges Wohnviertel mit ausreichend Parkplätzen rund um die Wohnung. Sogar eine Lademöglichkeit für E-Autos ist in der Nachbarschaft (AC und DC). Wir haben die kleine Terrasse genossen. Selbst für unseren Hund waren liebevoll Näpfe, Snackbeutel, ein Liegekissen und eine Wasserflasche extra für den Hund für Unterwegs vorbereitet. Grossartig. Sehr gerne wieder und wir können Elisabetta und die Wohnung nur empfehlen.
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 stars3 weeks ago
Asunto oli mahtavalla paikalla. Auringonlaskut on porautuneet ikuisiksi ajoiksi verkkokalvolle :) Upea näkymä! Helppo kävellä kaikkiin Montepulcianon ravintoloihin ja muihin kohteisiin.

Destinations to explore

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  4. Province of Grosseto
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