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Vacation rentals with a pool in Province of Grosseto

Find and book unique homes with a pool on Airbnb

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Popular amenities for Province of Grosseto rentals with a pool

House rentals with a pool

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.
Superhost
The villa sits gracefully on a lush green landscape, with a serene swimming pool positioned nearby. Sun loungers are arranged around the pool, and the rustic architecture features large windows and a traditional tile roof. Rolling hills and a clear sky complete the scenic setting.
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.
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 ☺️
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!
Superhost
An outdoor area features a swimming pool surrounded by lounge chairs and shaded by an umbrella. A vibrant pink inflatable floats in the pool, with a children's play structure nearby. A small table and chairs provide a space for relaxation within the lush greenery.
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.
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 !
Guest favorite
The exterior of the stone villa features a shaded pergola surrounded by landscaped grounds. A gravel pathway leads to several chairs arranged invitingly under the structure. Lush greenery and trees add to the tranquil outdoor atmosphere, complemented by a clear sky with scattered clouds.
Home in Gavorrano
5 out of 5 average rating, 11 reviews

Casa in collina maremmana

FranzRating, 5 stars3 weeks ago
Wir haben unsere Zeit hier sehr genossen! die Unterkunft gehört zu einem Weingut dessen Besichtigung auf jeden Fall zu empfehlen ist. Auf dem gesamten Areal wird viel Wert auf Ambiente und Kunst gelegt. Alles ist super sauber und sehr ruhig. Die Bilder können nicht zeigen wie schön es in Wirklichkeit hier ist. Wir haben auf jeden Fall vor wieder her zu kommen.
Top guest favorite
Home in Chiusdino
4.91 out of 5 average rating, 46 reviews

La Capanna: country house with magnificent view

VladRating, 5 stars2 weeks 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.

Condo rentals with a pool

Superhost
An expansive inground pool surrounded by lush greenery showcases multiple lounge chairs for relaxation. A bamboo pergola provides shade, while the landscaped grounds extend to flat grassy areas, inviting outdoor activities and enjoyment of the serene Tuscan landscape.
Condo in Montalto di Castro
4.78 out of 5 average rating, 9 reviews

Stylish Italian Apartment w/ Pool, Near Beach!

BertramRating, 5 stars8 months ago
Wir hatten eine wundervolle Zeit in dem Apartment Mirto. Es wurde an alles gedacht, wir wurden herzlich empfangen, es gab eine riesige Obstschale und Wein. Die Ausstattung war vor Allem für Familien toll. Selbst ein Wäschekorb war da. Das Außengelände war unbeschreiblich schön. So viel Platz. So viel Natur. Diese Ruhe. Himmlisch. Wir haben wunderbar geschlafen. Die Betten sind sehr bequem. Es sind ausreichend Schränke vorhanden. Die Einrichtung aller Zimmer ist unglaublich geschmackvoll. Wir haben uns unglaublich wohl gefühlt. Vielen Dank für die schöne Zeit ♥️ Wir empfehlen einen Ausflug in das zauberhafte Bergdorf Pitigliano, ca. 1 Stunde entfernt.
Superhost
An outdoor swimming pool is featured, surrounded by lush greenery and trees. Poolside lounge chairs and an umbrella provide relaxation options. Soft lighting creates a serene atmosphere as dusk falls over the charming countryside, with a rustic building visible in the background.
Condo in Montepulciano
4.87 out of 5 average rating, 39 reviews

Appartamento Girasole

GianmarcoRating, 5 stars3 weeks ago
Amazing place, staff provides great service whenever needed
Superhost
A bright living area features large windows providing views of the sea. A comfortable sofa is positioned beside a modern coffee table. A dining table is visible, complemented by a light fixture above. A fireplace adds character to the inviting space.
Condo in Porto Santo Stefano
5 out of 5 average rating, 4 reviews

Amazing Calamoresca

BarbaraRating, 5 stars22 months ago
Casa luminosa e accogliente esattamente come da fotografie e descrizione. Cucina funzionale e spazi ampi e ben disposti. Bagni puliti e moderni. Terrazza con vista mare e panorami fantastici ad ogni ora del giorno e della notte, ne eravamo ipnotizzati! Contesto tranquillo e rilassante all'interno del consorzio Cala Moresca che conoscevamo già ma che ha saputo stupirci di nuovo per gli spazi comuni curatissimi e pulitissimi per la strepitosa piscina incastonata nelle rocce con annessa discesa al mare cristallino. Top! Per finire proprietaria deliziosa e molto disponibile che ci ha fatto sentire come a casa. Assolutamente da ripetere.
Guest favorite
An aerial view captures the property surrounded by lush greenery and fields, featuring a central swimming pool with a circular layout. The inviting outdoor area is complemented by well-maintained hedges and cypress trees, while rustic buildings provide accommodation nearby.
Condo in Grosseto
4.83 out of 5 average rating, 30 reviews

Il Granaio apartment Il Fienile with pool

MartinaRating, 5 stars11 months ago
Abbiamo soggiornato una settimana in una delle casette del granaio. La struttura è immersa nella campagna della Maremma dove regnano la pace e i suoni della natura. A pochi minuti di distanza negozi di verdura, prodotti tipici e supermercati. Le spiaggia vicine sono comodamente raggiungibili in pochi minuti di auto e adatte alle famiglie. Gli host ci hanno consigliato spiagge, ristoranti e attività da fare nei pressi della struttura. La casetta è arredata semplicemente ma tutto è perfettamente funzionante e funzionale, il giardinetto di cui dispone ogni appartamento è delizioso, fresco e pieno di fiori. Per noi è stata una soluzione ideale per poter esplorare la zona e avere la privacy e la tranquillità che cercavamo per le nostre vacanze.
Guest favorite
A saltwater swimming pool is set within a paved sun terrace, surrounded by lounge chairs and shaded by a wooden gazebo. Lush greenery and a brick wall create a serene backdrop, while the farmhouse structure is visible in the distance under clear blue skies.
Condo in Buonconvento
4.93 out of 5 average rating, 28 reviews

Relax between Siena and Valdorcia

ManonRating, 5 stars2 weeks ago
Logement très agréable, spacieux, bien équipé et confortable. La terrasse et la piscine sont super et permettent de bien profiter du magnifique paysage du Val d’Orcia. C’est facile de se stationner. La route passe devant le logement mais nous étions quand même très au calme et nous nous sommes vraiment sentis en pleine nature. Je recommande sans hésiter pour un doux séjour en pleine nature milieu du Val d’Orcia !
Superhost
A natural rock-style swimming pool is visible, surrounded by lush greenery and palm trees. A rustic house with a yellow exterior is positioned nearby, framed by the vibrant landscape. The clear blue water of the pool reflects the sunny sky, enhancing the serene outdoor setting.
Condo in Valpiana
4.79 out of 5 average rating, 14 reviews

Apartment + pool Maremma Tuscany

DavideRating, 5 stars9 months ago
Soggiornare all'agriturismo Valentini è come un'esperienza in famiglia. Chiara, Luca e Giovanni ci hanno fatto sentire subito a casa, con un caloroso benvenuto ricevuto al nostro arrivo e con tanta disponibilità, simpatia, affabilità e attenzione durante tutta la vacanza, ma senza alcuna invadenza. La tenuta è un posto dove rigenerarsi, immersi nella natura e nelle distese sterminate di vigneti e ulivi, che la famiglia Valentini cura con tanto amore. L'appartamento è provvisto di tutti i comfort e di uno spazio esterno intimo per godersi appieno il soggiorno, con aree condivise in cui i villeggianti hanno il massimo rispetto reciproco. Oltre all'esperienza naturalistica, la piscina è uno dei pezzi forti di cui godere nelle giornate calde. L'agriturismo, infine, è in una posizione strategica che dà accesso alle maggiori attrazioni locali (dal mare alla collina, dalle acque cristalline alle cittadine medievali) a soli pochi km di auto.È stata l'esperienza che cercavamo e che consigliamo.
Guest favorite
The image showcases a private swimming pool surrounded by greenery and stone walls. The water is clear and inviting, reflecting the sky above. A shade umbrella and lounge chairs are positioned nearby for relaxation, while the mountains create a scenic backdrop.
Condo in Bagnoli, Arcidosso
4.79 out of 5 average rating, 58 reviews

House in the small village with private pool

MaraRating, 5 stars4 days ago
L’alloggio di Riccardo rispondeva precisamente a foto e aspettative, tutto pulitissimo. Un po scomodo accedervi ma una volta lì il quartiere era super bello, accoglienti anche i vicini, la posizione perfetta per girare la zona della Val d’Orcia, il monte Amiata e i colli spettacolari, la piscina poi era una chicca per il tardo pomeriggio sia per grandi che per piccini. L’host super disponibile ma discreto. Grazie Riccardo!
Top guest favorite
A spacious bedroom is highlighted by a decorative sunburst headboard. Soft lighting from two bedside lamps creates a gentle glow. A mirror is mounted on one wall, and a coat rack stands nearby. The tiled floor and exposed wooden beams contribute to the overall design.
Condo in Massa Marittima
5 out of 5 average rating, 44 reviews

Podere Casanovola appartamento Il Sole

CorinnaRating, 5 stars3 weeks ago
Der Aufenthalt war wirklich sehr erholsam. Der Garten ist groß und ruhig, da kann man gut entspannen und wenn’s zu heiss wird in den Pool springen. Maria und Rodolfo sind sehr nette Gastgeber und haben uns super empfangen. Wer die Ruhe sucht ist hier richtig. Mit dem Auto erreicht man auch gut das Meer oder schöne Städte.

Home rentals with a private pool

An aerial view of a spacious countryside property surrounded by rolling green fields and olive trees. The kidney-shaped swimming pool is visible among tall trees, with a parking area and a few cars nearby. The house features a traditional design, complemented by the serene landscape.
Home in Castel del Piano
5 out of 5 average rating, 3 reviews

Il Cipresso by Interhome

StefanieRating, 5 stars3 weeks ago
The house was amazing, especially the area and the views. Sitting outside and using the pool in this beautiful surrounding were absolutely fantastic. It's a very wie and lovely place with a very nice pizza oven and barbecue outside. The owner are very nice and the communication was really good. We would really like to come back. Thank you for everything and also for the nice olive oil!
A spacious swimming pool is surrounded by a terraced garden featuring lush greenery and flower beds. Outdoor seating areas with umbrellas are present, providing shade. The property includes a rustic stone cottage in the background, with rolling hills visible beyond.
Home in Castelnuovo di Val di Cecina
4.67 out of 5 average rating, 3 reviews

Pino di Sopra by Interhome

MarthaRating, 5 stars24 months ago
Agrotourismo Pino di Sopra is a beautiful set of rooms in a peaceful part of Tuscany off the beaten track. The house is set up as two apartments and two double rooms, so perfect for two families sharing or a group of friends where you can all have your own space. The pool is large and suitable for kids and adults alike. I would highly recommend staying here. Our only negative was that the host told us we had to communicate off platform with the key holders (owners) which I was uncomfortable with. I had trouble getting in touch with the key holders and the hosts did not respond to my messages for assistance or offer any support with this. Once I made contact via SMS the owners were very helpful and responsive. It there was undue stress in the lead up to our trip.
A rectangular swimming pool is surrounded by a stone patio and several lounge chairs. Lush greenery and trees are visible in the background under a clear blue sky.
Home in Lago di Bolsena
4.32 out of 5 average rating, 19 reviews

Casale Vitello by Interhome

ThibaultRating, 5 stars8 months ago
Nous sommes très contents, de ce séjour et nous avons passé un très bon moment avec de très bon échanges.
Home in Castiglione d'Orcia
4.67 out of 5 average rating, 30 reviews

Casa Frati by Interhome

JoJoRating, 5 stars2 weeks ago
Overall the location and charm of the property were stunning. Spacious bedrooms and living areas (beware uneven flooring, to be expected in an old farmhouse, my elderly father struggled). NOTE: we have not been asked for a cash deposit with Airbnb before and were surprised when a man came about 3 hours after we arrived to collect €400 cash. He spoke no English and used his phone to call someone who could speak to me. The host had not said he would be coming, or who he was. I contacted Airbnb support who said I could pay through the resolution centre. As others mentioned, there were no oil, salt, pepper etc, although a few dishwasher tablets. The jacuzzi and sauna work with tokens for €8 each. Didn’t use so not sure how long you get. BUT, this is a stunning property with unbeatable views in the heart of Tuscany, tucked away on a hillside down a gravel track. Would definitely book again. Pool is pristine, towels spotless, beds comfortable.
Home in Roccalbegna
4.67 out of 5 average rating, 6 reviews

Meridiana by Interhome

DennisRating, 5 stars1 week ago
Wir hatten eine wunderbare Zeit in der Unterkunft. Das Haus ist noch um einiges schöner als es sowieso auf den Fotos aussieht. Die Gegend ist auch wunderschön. Es war zudem immer eine Person vor Ort sofort erreichbar und sehr hilfsbereit und flexibel. Das Haus war sauber und hatte alles zu bieten. Wir können diese Unterkunft nur weiterempfehlen. Danke für den tollen Urlaub!
Home in Radicofani
4.86 out of 5 average rating, 7 reviews

Val d'Orcia by Interhome

NiccoloRating, 5 stars18 months ago
Posto perfetto, Podere accogliente, perfetto per rilassarsi anche in inverno.
A serene outdoor area features a rectangular swimming pool surrounded by paved terrace and sun loungers. Shade is provided by umbrellas near the pool. Lush greenery and trees line the property, with distant hills visible under a clear blue sky.
Home in Poggioferro

Villa al Sole by Interhome

MartinRating, 5 stars9 months ago
Das Haus hat in jeder Hinsicht der Beschreibung entsprochen. Es war genau wie auf den Bildern. Der Vermieter war sehr nett. Er war immer erreichbar und hat sich um alles gekümmert. Alles top 👍👍👍👍 5 Sterne ⭐️⭐️⭐️⭐️⭐️
Home in Saturnia
5 out of 5 average rating, 5 reviews

Le Cascate by Interhome

AnnaRating, 5 stars8 months ago
Very responsive host and listens to your wishes. Beautiful villa, comfortable beds. Enough space to chill individually and enjoy views. Feels very safe. The acoustics inside are good - just keep in mind if you talk loud- everyone in the house hears. Water pressure for showers is not very strong, but that's normal in the area.

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