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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.
Guest favourite
Home in Asciano
4.94 out of 5 average rating, 35 reviews

Family Forest - Piscina nelle Crete Senesi

SylviaRating, 5 stars2 weeks ago
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!
Guest favourite
Home in Orvieto
4.99 out of 5 average rating, 211 reviews

Vineyards Paradise

KristineRating, 5 stars3 weeks ago
Our stay at Piero’s home was the highlight of our family’s three week Italy trip! It is one of the most beautiful homes we have stayed at and the spectacular vineyards, gardens, and pool really added something special. We plan to definitely return/stay again! Thank you Piero for sharing your special home!
Superhost
Home in Pievescola
4.93 out of 5 average rating, 106 reviews

Antico Borgo Ripostena – n. 9 Frantoio

DanielRating, 5 stars3 weeks ago
Martina’s entire estate is very peaceful and extremely beautiful. Just remember that it is really off the beaten path. She was so passionate about the property and making people feel right at home. It was one of the more beautiful places we stayed in all of Italy. Make sure to bring food up there with you before going. It is at least 35 min to town, but this is one of those places it is almost not worth leaving. Wish we had more time to stay there.
Top guest favourite
Home in Montebenichi
5 out of 5 average rating, 60 reviews

[Little Escape] 4 Beds + Private Panoramic Pool

PiretRating, 5 stars3 days ago
We really enjoyed our stay at Tommaso's! The house is located in a lovely small village, very quiet and peaceful, surrounded by beautiful Tuscan nature. We even spotted a wild boar one early morning (so best to be cautious during early mornings and late nights). There’s a charming local restaurant just around the corner where we had a great dinner – Tommaso kindly helped us book a table for our first night, which was much appreciated. Nearest bigger shop is around 20-min drive. The house itself is spacious and well-equipped, we had everything we needed and more. Just a heads-up that the pool area is a short walk from the house (about 3 minutes), but so worth it. Communication with Tommaso was smooth and easy throughout. Thank you for a lovely stay!
Top guest favourite
Home in Barberino Tavarnelle
4.97 out of 5 average rating, 72 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

MeganRating, 5 stars2 weeks ago
How can we even put into words what an incredible experience this was! Antonella was kind and helpful, and her home is just stunning. She made us feel so at home even with our limited Italian. She prepared us a home cooked, four-course meal one night and it was absolutely delicious. She even gave us the leftovers so we could have them for breakfast the next day. The villa was breathtaking and in a perfect location to visit beautiful towns in Tuscany like Pienza, Montepulciano and San Gimignano. We especially loved the pool and visiting with the animals. This was a bucket list stay for us and worth every penny!
Guest favourite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 138 reviews

Casa di Lyndall - Entire house with exclusive pool

SilvanRating, 5 stars3 days ago
Wir hatten eine wunderbare Woche in Lyndalls Haus in Lecchi in Chianti! Das Grundstück, das Haus und der Pool waren sogar größer und schöner als erwartet. Die Landschaft ist traumhaft – perfekt zum Entspannen. Die Küche war hervorragend ausgestattet, sodass wir fast jeden Tag gekocht haben. Auch die Restaurant-Empfehlung im Ort war ein Volltreffer. Wir haben uns rundum wohlgefühlt und würden jederzeit gerne wiederkommen. Vielen Dank, Lyndall!
Superhost
Home in Sorano
4.8 out of 5 average rating, 128 reviews

Lovely home in villa with garden and pool

JoshRating, 5 stars2 weeks ago
A beautiful stay in Tuscany perfect for relaxing on the property and visiting towns.

Weekly house rentals

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.
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 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 favourite
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 favourite
Home in Montemassi
4.96 out of 5 average rating, 49 reviews

Capezzuolo 33

BenRating, 5 stars2 weeks ago
This apartment was so beautiful and the views were even better. We had an amazing stay here as our base for exploring Tuscany - visiting the Val d’Orcia and the thermal baths were a highlight! Lucia and Marco met us on arrival and were extremely friendly and gave us plenty of advice and places to visit. There was an issue with the boiler but Lucia was straight on it and it was fixed by the time we were home for the day. Thank you so much!
Superhost
Home in Sorano
4.86 out of 5 average rating, 43 reviews

Cozy Artist Retreat in the heart of Sorano

EleonoraRating, 5 stars1 week ago
Soggiorno piacevole e pacifico. Casa particolare e suggestiva, letto comodo e terrazzo ampio e grazioso. Ci hanno fatto fatto compagnia tanti mici del paese che hanno reso la nostra permanenza ancora più gradevole. Caleb è stato molto disponibile, soprattutto per il check in anticipato.
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!
Top guest favourite
Home in Chiusdino
4.91 out of 5 average rating, 46 reviews

La Capanna: country house with magnificent view

VladRating, 5 stars1 week ago
Thomas's Tuscany oasis was absolutely wonderful! It was peaceful and felt like a breath of fresh air. Thomas was extremely accommodating and assisted with everything that we needed. One recommendation for the guests is to just type in the gps coordinates into google maps to find the place a lot easier.

Private house rentals

Top guest favourite
Home in Manciano
4.95 out of 5 average rating, 38 reviews

La Tana dei Nomadi: fibra WiFi, camino e terrazzo

ClareRating, 5 stars1 week ago
I loved everything about my two days here - Manciano is a great place to be based and Luisella’s place was great. It’s well equipped and feels quirky and characterful. Very close to the piazza (which has a great restaurant/wine bar) and the roof terrace was lovely at any time of day, with beautiful views, and often a welcome breeze! Wish I’d had longer here.
Guest favourite
Home in Porto Santo Stefano
4.9 out of 5 average rating, 60 reviews

Casa delle Tortore

AnjaRating, 5 stars2 days ago
Wir haben den Aufenthalt bei Serena so sehr genossen. Die Terrasse bietet einen umwerfenden Blick über das Meer, das nicht weit entfernt ist und an dem es wunderschöne Strände gibt. Die Wohnung war perfekt für unsere drei Kinder, die genügend Platz und ein eigenes Bad hatten. Alles war sehr sauber und gepflegt und sehr stilvoll eingerichtet. Die Küche ist sehr gut ausgestattet, mit Spülmaschine, Waschmaschine, WLAN und sogar einer Tischtennisplatte blieben keine Wünsche offen. Außerdem sind Serena und ihr Mann Giulio unglaublich nett und hilfsbereit. Wir kommen hoffentlich bald wieder ♥️.
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.
Top guest favourite
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!
Top guest favourite
Home in Poggibonsi
4.92 out of 5 average rating, 59 reviews

Agriturismo Podere San Martino (apartment for two)

PaulineRating, 5 stars1 week ago
Onwijs fijn appartement dat goed koel blijft tijdens warme dagen. Uitzicht vanaf het prive terras was adembenemend en het appartement was smetteloos schoon. Alles behalve een weegschaal om de koffer te wegen was aanwezig, echter die was binnen een half uur geleend van de ontzettend vriendelijke eigenaresse (die overigens olijfolie en honing van eigen kweek aanbiedt).
Superhost
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!
Superhost
Home in Cala Piccola
4.85 out of 5 average rating, 13 reviews

[cala piccola] peace of mind + reserved beach

SilviaRating, 5 stars2 days ago
Una location da sogno nei pressi di cala piccola. L’accesso alla Cala è sicuramente un plus per una vacanza perfetta. La terrazza vale il soggiorno! Host molto disponibile e presente, con preziosi consigli sulla zona
Superhost
Home in Lucignano
4.83 out of 5 average rating, 41 reviews

La Casetta

EllaRating, 5 stars4 weeks ago
Wir hatten eine wirklich wunderbare Zeit in der Unterkunft! Sie ist genauso wie auf den Fotos: Sehr schön eingerichtet, ruhig und mit tollem Ausblick. Eines der schönsten Airbnbs, in denen wir bisher waren! Der Pool war leider geschlossen, dafür kann man aber in den umliegenden Seen schwimmen gehen. Wir waren nur zwei Nächte dort, wollen aber ganz sicher noch einmal wiederkommen und dann auch länger bleiben!

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