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House holiday rentals in Grosseto

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Grosseto

House rentals with a pool

Top guest favourite
Home in Castiglion Fiorentino
5 out of 5 average rating, 36 reviews

Hidden gem in Tuscany

MitchellRating, 5 stars1 month ago
Where to start? I truly can't say enough good things about this property. It exceeded expectations in every way. From start to finish, our time here was a delight. Amanda was responsive, helpful, and accommodating. The location is remote, and a bit of adventure to get to, but Amanda had communicated that and we were prepared with the proper rental car that made it a breeze. The house is beautifully appointed, has every amenity, and lots of perfect spaces for both quiet moments and areas to gather with your group. The outdoor spaces and pool area are lovely, beautifully landscaped, and the views are spectacular. Book this place; you won't be sorry.
Top guest favourite
Home in Loc. Casalini - Comune Panicale
4.99 out of 5 average rating, 95 reviews

Casolare immerso nella natura

AlanRating, 5 stars1 week ago
Stayed here last week for 5 days. On arrival we were met with a welcome basket of food a bottle of wine a bottle of homemade olive oil and also bottles of water on arrival. The pictures don’t do it justice it felt like a place out of a fairytale, the property is surrounded by tons of olive trees and greenery. If you want a quiet relaxing holiday this is place to go. Rosella was amazing with quick responses and extremely welcoming, we are definitely going again next year.
Guest favourite
Home in Arezzo
4.9 out of 5 average rating, 167 reviews

Interno Italiano

LloydRating, 5 stars8 months ago
What a wonderful experience! The description of the home was excelled by the reality. It was very clean and tastefully decorated — Anna has an eye for design and art. the three bedrooms easily accommodated us. The large patio with its charming table and vine screened roof was a charming place to enjoy our morning cappuccino. the home is situated in a agricultural community built in 1788, situated in extensive vineyards. The buildings have been thoroughly renovated into a series of private homes. The community contained renters like us, but also young communities and older retirees. We had a chance to get to know people in the neighborhood, who were uniformly friendly. the AirBnB is about 25 minutes away from Arezzo by car. The best place to park we found was in the short term parking at the train station. From there it was just a short walk to the Old Town. Anna was a wonderful and charming host. We recommend this property highly!
Guest favourite
Home in Cavriglia
4.93 out of 5 average rating, 80 reviews

Wonderful country house

MichaelRating, 5 stars1 week ago
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.
Guest favourite
Home in Asciano
4.94 out of 5 average rating, 36 reviews

Family Forest - Piscina nelle Crete Senesi

JánRating, 5 stars1 week ago
Apartmán nás skutočne očaril, izby pekné, čisté s klimatizáciou, štýlové, v obývačke veľká Tv, kuchyňa so všetkým čo tu má byť. Samotný "rezort" bol na kopci s krásnymi výhľadmi, obrovská záhrada, bazén, všetko štýlové také Toskánske, okolie prenádherné, pohoda, kľud,pokoj, všetko čo tu potrebujete tak aj nájdete. Ako vravia Taliani, je to tu " Tutto bene"
Guest favourite
Home in Montaione
4.94 out of 5 average rating, 104 reviews

Cercis - La Palmierina

JenniferRating, 5 stars1 week ago
We had an absolutely amazing time at Daniela’s place - it was clean, had stunning views and was quick access to Pisa, Florence & Siena. Beautiful pool and lovely terrace with amazing views and sunsets. The kitchen also had everything we needed, including local olive oil and pasta & local wine as a welcoming gift. Daniela went above and beyond providing us with lilos and a pump for the pool too. Overall, 10/10 stay!
Top guest favourite
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!
Superhost
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars1 month ago
Valeria und Simone haben eine super schöne und saubere Wohnung! Wir haben uns von Anfang an sehr wohlgefühlt. Die Wohnung bietet einen super Ausgangspunkt für zahlreiche Wanderungen und Ausflüge. Während unseres Aufenthaltes haben wir immer gute Tipps und Ratschläge von den beiden bekommen. Unser Hund hat sich auch sehr wohlgefühlt und da das Grundstück komplett eingezäunt ist, konnte er sich frei bewegen. Wir würden jederzeit wiederkommen. Es war eine unglaublich schöne Zeit!

Weekly house rentals

Guest favourite
Home in Castelmuzio
4.93 out of 5 average rating, 42 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 weeks ago
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!
Top guest favourite
Home in Orvieto
4.96 out of 5 average rating, 72 reviews

La romantica "Suite della Torre del Bennicelli"

RoeiRating, 5 stars1 month ago
We had a wonderful time staying with Andrea. He was very welcoming and always available to help. He assisted us with great recommendations and with booking restaurants and wineries. The tower itself is a truly unique place, and the peaceful surroundings created the perfect atmosphere for our stay.
Superhost
Home in Porto Santo Stefano
4.87 out of 5 average rating, 30 reviews

[porto s. stefano] place like heaven + parcheggio

HaleyRating, 5 stars1 week ago
We had such an amazing stay here! The views from the balcony overlooking the ocean were absolutely breathtaking. We didn’t want to leave! The home was also decorated so cute and was very clean. Can’t wait to come back!
Top guest favourite
Home in Magione
5 out of 5 average rating, 20 reviews

Beach House, sulle rive del Lago Trasimeno

Juan DiegoRating, 5 stars2 weeks ago
Para valorar esta propiedad, hay que empezar por el ANFITRIÓN, un profesional en toda regla. Desde el minuto 0 de la reserva, hasta la salida; siempre atento, muy amable y muy profesional. Es un placer conocer gente seria y esto la da un valor a la aplicación. La beach house, es un paraíso en Italia. Fácil acceso, cuidado al detalle, paz, naturaleza, comodidad. Nuestro viaje era en familia con nuestros dos caniches y creo que fueron los que más disfrutaron de la propiedad, verlos correr y saltar por las zonas verdes de la propiedad y convivir con muchas aves, conejos no tiene precio. Nuestra hija disfrutó su estancia estudiando y con la paz y tranquilidad del lugar, no le costó nada concentrarse. Nosotros en cambio, hicimos turismo por la zona, todo muy cerca y bien comunicado por carretera. Es una propiedad muy cuidada, segura y sobretodo disfrutar de sus puesta de sol, sentado en una tumbona, disfrutando de un buen vino (de la zona) es una experiencia irrepetible. Gracias Maurizio.
Guest favourite
Home in Colle di Val d'Elsa
4.94 out of 5 average rating, 65 reviews

Countryhometuscany - House with Garden -

GabrielleRating, 5 stars2 weeks ago
Beautiful property with warm, welcoming hosts. The bed was exceptionally comfortable, and everything is tastefully decorated The kitchen is fully equipped, perfect for cooking meals at home. The pool was a great temperature, immaculately clean, and came with stunning views of the surrounding countryside. The entire setting is peaceful and relaxing, yet only a 35-minute drive to Siena and 50 minutes to Florence. We especially loved watching the sunset at the nearby five-star Belmond hotel. We went for drinks at 7pm, enjoyed live music, and were surrounded by the heavenly scent of jasmine. There is no air conditioning but the fans were absolutely fine! Another highlight was La Speranza, a gorgeous deli serving excellent coffee, pastries, cheese, and wine. They kindly spoke English when we got stuck and made us feel so welcome.
Guest favourite
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.
Top guest favourite
Home in Sasso D'ombrone
5 out of 5 average rating, 29 reviews

Tosco Suite "Solis"

TanitaRating, 5 stars2 weeks ago
Wir haben unseren Aufenthalt in der Unterkunft sehr genossen! Der Ort und die Umgebung waren traumhaft schön – wir haben uns rundum wohlgefühlt. Der Gastgeber war äußerst freundlich und herzlich, was den Aufenthalt noch angenehmer gemacht hat. Besonders der Ausblick vom Balkon war atemberaubend und der Whirlpool ein absolutes Highlight! Wir können diese Unterkunft auf jedenfall weiterempfehlen und kommen gerne wieder. 😊
Superhost
Home in Castelnuovo di Val di Cecina
4.93 out of 5 average rating, 68 reviews

L'Uva Fragolina. House, Garden, Panoramic View

DavidRating, 5 stars3 weeks ago
Ein Toskanischer Traum. An manchen Tagen musste ich mich kneifen um zu begreifen das ich nicht in einem Film bin. Meine Freundin und ich haben eine wunderbare Zeit in der Region und auch im Haus gehabt. Es war sauber und ordentlich. Die Küche war einzigartig und wir haben gerne auch draußen gegrillt. Wir haben es einfach genossen und uns wie zuhause gefühlt. Endlich mal Entspannung und Ruhe, die man nur noch selten erlebt. Vielen Dank für das Vertrauen über dieses wunderbare Stückchen Toskana. Für alle Ruhe suchenden oder Menschen die wirklich erleben wollen was Toskanischer Flair bedeutet ein Pflichtziel. Wir kommen gerne wieder!

Private house rentals

Top guest favourite
Home in Suvereto
4.96 out of 5 average rating, 48 reviews

The house in the Castle and the secret garden

RebeccaRating, 5 stars2 weeks ago
A beautiful place. You can see and feel it is not just a random vacation rental but feels like someones home and someone has put a lot of detail and love in the place. Once you talk with Diana, you understand even better: as the owner, so the home :) The house offers all you need to stay there (with your whole family) also for longer than only a few nights. The village is very cute and offers all you need, plus charming bars and restaurants. On top it is a great starting point to go and explore the area/ medieval towns/ nature parcs/ beaches. By car it felt like everything is reachable in max 20minutes. Further you can explore by bike and even start from the town on hikes so: if you get a chance to book, stop searching - hit the button and enjoy your time :)
Guest favourite
Home in Giglio Porto
4.94 out of 5 average rating, 18 reviews

Appartamento Bouganville tra "Cielo e Mare

MatthewRating, 5 stars9 months ago
Annamaria sent an email with lots of really useful info ahead of our stay and check-in was very easy. She was also responsive to messages and friendly, the perfect Airbnb host - thank you Annamaria. The place itself is almost beyond description - it felt to us like our own piece of paradise. The view from the terrace is breathtaking and having our own private bathing-rock to swim from was really special. We cannot wait to return.
Superhost
Home in Buonconvento
4.88 out of 5 average rating, 17 reviews

Il Fienile - Pool Villa with 4 Bdrs and Sauna

SadieRating, 5 stars4 days ago
This place is a dream! Everything is stunning. I loved every room and every view. Everything is thoughtfully put together with comforts like an ice machine and AC on when you arrive. The staff are friendly and go above and beyond. I loved the wine available for purchase. Pietro was a great communicator and helpful with fabulous suggestions and support. I would come back in a heartbeat.
Top guest favourite
Home in Montemassi
4.96 out of 5 average rating, 50 reviews

Capezzuolo 33

KatrinRating, 5 stars1 week ago
Die Wohnung ist klein aber außerordentlich geschmackvoll mit Liebe zum Detail eingerichtet. Alles notwendige vorhanden, nichts überflüssiges da. Perfekte Dusche, die beste, die wir je in Italien hatten. Eine wunderbare Mischung aus ganz alt und modern. Der Aussenbereich ist liebevoll gestaltet, überall blüht etwas. Und die Loggia und die Dachterrasse sind einfach wunderschön…. Volle Empfehlung, wenn wir vielleicht auch nicht mehr im heißen Juni kommen würden. Nicht, weil es in der Wohnung zu heiß war, die Klimaanlage funktioniert einwandfrei und der Mückenschutz ist gut, so dass man nachts auch durchlüften kann. Sondern weil Ausflüge und Wanderungen in der Hitze schwer fallen. Lucia und Marco haben uns herzlich empfangen, dann hatten wir dieses schöne Anwesen für uns. Kontakt war jederzeit gegeben.
Guest favourite
Home in Castellina in Chianti
4.98 out of 5 average rating, 99 reviews

Explore Chianti from a Charming Stone House

ThierryRating, 5 stars4 weeks ago
La récompense est au bout de quelques centaines de mètres de chemin empierré mais praticable: l'environnement de la maison est superbe et la vue sur la campagne du Chianti est magnifique. La maison n'est pas très grande mais convient pour 4 personnes. Elle est très bien entretenue et équipée. Les produits que Monica laisse gentiment à disposition dans les salles de bains sont raffinés. La piscine (commune aux différents logements du hameau) est suffisamment grande pour pouvoir se détendre en nageant, avec une vue imprenable sur la campagne toscane. A partir de Castellina, il est facile de rayonner pour découvrir Sienne (à moins d'une demi-heure de route) et toute la région du sud du Chianti. Florence est un peu plus loin (compter une bonne heure de route). Séjour magique. Et Monica est très réactive pour aider ses hôtes.
Guest favourite
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 ☺️
Guest favourite
Home in Semproniano
4.94 out of 5 average rating, 18 reviews

Casetta Tartuchino on top of Tuscan hills

ChrisRating, 5 stars3 weeks ago
5 stars – A Dream Stay in Tuscany! We had the most incredible experience staying at this beautiful accommodation in Tuscany. The location was absolutely stunning—surrounded by breathtaking views, peaceful countryside, and just a short drive to charming villages and vineyards. The host was perfect—so warm, welcoming, and helpful throughout the entire stay. Every detail was thought through, and they made sure we felt completely at home from the moment we arrived. It truly felt like a slice of paradise, and I would go back in a heartbeat. Highly recommended for anyone looking to enjoy the magic of Tuscany!
Top guest favourite
Home in Cetona
5 out of 5 average rating, 54 reviews

Casa Dolce Toscana~Suite&View

KatarinaRating, 5 stars3 days ago
Jolanta was hospitable and kind, she truly went above and beyond. I recommend this to anyone who enjoys a magical, serene, and peaceful environment. I felt like a princess in a castle the view is breathtaking! The location is great, just a short walk away to the plaza. Jolanta recommended us a few restaurants and let us know to make a reservation as it can fill up fast. Exploring through the medieval pathways you see cats and native birds, and get to witness amazing viewpoints and hidden gems. Upon request Jolanta drove us to and from the train station which was a big help. We are so grateful for this experience and thanks to Jolanta check in and out was a smooth process, she’s an amazing host. We hope to be back :)

Destinations to explore

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