Some info is shown in its original language. Translate

Holiday rentals with a pool in Province of Grosseto

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Province of Grosseto rentals with a pool

House rentals with a pool

Guest favourite
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!
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!
Guest favourite
Home in Catabbio
4.89 out of 5 average rating, 159 reviews

Country house La Meria

AlexRating, 5 stars2 months ago
Als je hier verblijft, waan je je in een schilderij, zo mooi is dit huisje gelegen in de bergen! Lucca is echt super aardig en grappig. Hij verteld een hoop. Het restaurant wat ze runnen is ook prima, en goed eten! Het ontbijt is uitgebreid. Wij raden dit huisje zeker aan!
Guest favourite
Home in Grosseto
5 out of 5 average rating, 15 reviews

Fattoria Tolomei Casa di Pietra

AnneRating, 5 stars3 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
Home in Sant'Antonio
4.82 out of 5 average rating, 28 reviews

House with private pool

RonaldRating, 5 stars9 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 favourite
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
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
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 !

Condo rentals with a pool

Superhost
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
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
Condo in Porto Santo Stefano
5 out of 5 average rating, 4 reviews

Amazing Calamoresca

BarbaraRating, 5 stars21 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 favourite
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 favourite
Condo in Buonconvento
4.93 out of 5 average rating, 28 reviews

Relax between Siena and Valdorcia

ManonRating, 5 stars1 week 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 !
Guest favourite
Condo in Bagnoli, Arcidosso
4.79 out of 5 average rating, 58 reviews

House in the small village with private pool

MaraRating, 5 stars1 day 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 favourite
Condo in Massa Marittima
5 out of 5 average rating, 44 reviews

Podere Casanovola appartamento Il Sole

CorinnaRating, 5 stars2 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.
Top Guest favourite
Condo in Montieri
5 out of 5 average rating, 48 reviews

PodereCupiano "la Costa"

LucyRating, 5 stars1 week ago
Francesco is an excellent host. Podere Cupiano is a fantastic estate. The views are to die for. Sopratutto, the pool is amazing. Montieri is a super cute and friendly town nearby with great restaurants. You should also visit the restaurant at VIN Hotel, a ten minute walk away.

Home rentals with a private pool

Home in Castel del Piano
5 out of 5 average rating, 3 reviews

Il Cipresso by Interhome

StefanieRating, 5 stars2 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!
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.
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 stars17 months ago
Posto perfetto, Podere accogliente, perfetto per rilassarsi anche in inverno.
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 Roccastrada
4.86 out of 5 average rating, 14 reviews

Casale Ulisse by Interhome

VeronikaRating, 5 stars6 days ago
Das Haus war perfekt für uns zwei Familien mit 3 Kindern. Es war super schön gelegen in der Natur und nur ein kurzer Weg zum Supermarkt und Eisdiele. Mario hat uns super Tipps gegeben und der Pizzaofen war ein Highlight!

Destinations to explore