
Pet-friendly vacation rentals in Province of Grosseto
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Top-rated pet-friendly home rentals in Province of Grosseto
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Pet-friendly house rentals

Casa Ora d"Oro - Panoramic Views
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!

Casa Rigoli
A little gem in the middle of the beautiful Tuscan countryside. Right on the street, but when the windows are closed, nice and quiet. The incredibly large garden cools the area and the stone house is perfect for June at 31 degrees. We really enjoyed our week. Cooked in the kitchen and grilled in the garden. We could simply use wood as long as it was available. At night, we could watch fireflies and in the evening stroll to the village or in 5 minutes to the Beck and Coop. We will be happy to come back. Thank you. You feel very comfortable! A dream.

The Bandita dei Bovi
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!

At the Sassone Holiday Home, Val d'Orcia, Tuscany
We loved our time at Luca's place. We visited Tuscany with our college aged kids. Luca's house was comfortable and welcoming. We went out for a few meals, but also enjoyed preparing foods in the wonderful kitchen. We ate dinners together and played board games on the spacious kitchen table. It was homey. We called it "cucina magica" because all of the foods we cooked came out so perfectly. This is a wonderful home in a lovely setting with hiking trails from the backyard. We spent several mornings at the nearby hot springs. What a treat! Luca was communicative and helpful with all of our questions.

Lovely home in villa with garden and pool
A beautiful stay in Tuscany perfect for relaxing on the property and visiting towns.

Il Focolare - Superior Tuscany Apartment
This was our second month long stay at Il Focolare and it was every bit as inspiring as our first stay. Views of the farm fields below Monticchiello are no less a work of art than any master paintings you can find in Florence. Marco made our stay very comfortable indeed.

Casetta Tartuchino on top of Tuscan hills
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!

House in the Maremma hills
A stunning property in the Tuscan hills, with the small village of Ribolla nearby with local amenities. Friendly welcoming hosts, set on a winery. Facilities second to none, absolutely gorgeous swimming pool and view across the value. Will definitely be returning. Take your iPad if you need to watch any tv! Bellissimo!
Pet-friendly home rentals with a pool

Rocca, elegance in Sorbelle d'Orcia, Pienza
We had a wonderful time in this fantastically located apartment! The house is wonderfully quiet with a Tuscan postcard view – especially at the pool, a real highlight. After a small start-hopala (not that bad and quickly clarified) we got exactly the apartment we had booked – and it absolutely matched the description. The hosts were super warm, helpful and always trying to make our stay as comfortable as possible. We especially enjoyed the optional Italian breakfast – delicious, lovingly made and with a lot of charm. Perfect location for exploring the surrounding area, from small villages to larger cities, everything was easily accessible. A great place to relax and enjoy – we will be happy to come back!

Small cottage, swimming pool entirely private use
What a fabulous place - if you want to escape from it all, this is the place to come! Love the private pool too! Air conditioning in the bedroom was very good and appreciated. Olga and Max were very accommodating and answered questions very quickly. Maybe consider installing a BBQ outside the house otherwise could not fault it and we cannot wait to return!

Villa in Montepulciano with a Pool
We just checked out of this wonderful villa today, and it has truly been one of the most special places we’ve ever stayed. We arrived with my husband’s parents, my husband, and our toddler, and from the moment we got there, everything exceeded our expectations. Alex greeted us warmly, gave us a tour of the villa and the property, and provided detailed printed information about nearby restaurants, supermarkets, cafés, bakeries, and wine tours. The property also produces its own wine, which was available for purchase and could be conveniently delivered to our villa during our stay. Alex shared his contact number and made himself available in case we needed anything—which we really appreciated. One of the highlights of the property was the stunning infinity pool overlooking the vineyard and offering breathtaking views. It was the perfect setting to disconnect and truly live in the moment. The air conditioning and hot water worked perfectly. Thank you Alex!

Spinosa Apartment in Podere Capraia
We had a wonderful time at Alberto‘s and Laura‘s - it turned out that we didn’t do as many trips into the surroundings as planned because we just wanted to enjoy the beauty of the garden and the amazing views. It was the perfect ending of a fantastic vacation in Italy - I hope we will be back next year :) We received a fantastic welcome, home made bread, jam and pasta - and immediately felt like home. Grazie! One thing to mention is that the apartment is kind of thin-walled towards the second apartment - that didn’t bother us at all, but might be of interest for fellow travellers who are sensitive to noises. All in all, certainly one of the best accommodations we have stayed in!

Beautiful tuscan country house
An incredible, beautiful house where you’ll feel right at home. The villa is spacious and welcoming, perfect for cooking and relaxing with friends. My only suggestions would be the need for fans in the bedrooms as without AC it gets quite warm during those hot evenings.

Spigo - Indipendent Cottage Zampugna
Beautiful place, everything ready with refreshments, accommodation quiet and clean ... Air conditioning functional, but almost not needed, because it was a beautiful classic Tuscan accommodation, where we definitely were not the last

Agriturismo Palazzi del Papa Val d 'Orcia Pienza
We had an amazing week long stay!! Sabrina is a fantastic host! The apartment was SO clean and comfortable and had everything we needed. Breakfast each morning was very yummy and fresh! We did the dinner one night and it was so amazing! Location is great too. Easy drive to many close by towns, grocery stores, and restaurants. The property is beautiful with lots of flowers. A little too cold for the pool during our stay but our kids loved the swing set and teeter totter. Absolutely recommend staying here!

Cottage San Lorenzo
We stayed here with our two young adult daughters. The home and the views are just magical! The home was well stocked and provided everything we needed. It very peaceful and quiet. The grounds are stunning and well kept! Only a 15 minute drive to the town of Pienza which had some of the best local restaurants. The pool was very nice to enjoy on a hot summer day with a glass of Rose in hand. We we would stay here again in a heartbeat! You will not be disappointed!
Private, pet-friendly home rentals

CasaVIOLA Brunello vineyards
This is an incredible villa in Tuscany, my girlfriend and I are excited about our vacation here! It’s a pity that we booked for only two days, next time we will book for a longer period. Definitely recommend!

Vale's house in the historic center
Valentina was lovely and very helpful and we had a comfortable stay. Great location! Thank You! X

Comfort and nature at Studio Purple
This Apartment was very beautiful. For us it was easy to find. You definitely need a car. We used the Pool in the afternoon. It was very very quiet and for sure 100% nature. The only thing we would change is the matress. It was way to hard for us. We felt in love with Paolo. He is a funny and warm hearted person with grate hospitability. We were at the spiaggia lunga, it was very nice there. Not many people. Ciao Paolo, hope to see you again. XXX

Bright villa with pool Ground floor
Ilaria was always there for us, the place was incredible and it is soooo nice to have a pool for when you come back from the surrounding places of the Airbnb. it seems that there is a sort of petting zoo next door and there are some weird animal noises in the night. All in all it is a fantastic place, peaceful, and central to many attractions of Maremma and the Tuscan region.

Private villa in Maremma 15 minutes from the sea
This was one of the most beautiful Airbnb’s I’ve ever stayed in. The place was well designed and special attention went to every aspect of the decoration. The place was also the perfect location for our dog because he was able to run freely in the yard. Lorenzo also recommended the restaurant he works at for dinner and the food was fantastic and in a beautiful location. We highly recommend this beautiful airbnb and staying here for your next trip to the Maremma region.

Tolomei Farmhouse in Stone
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 ☺️

Wine Loft in the vineyards
The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.

Private villa with swimming pool in Tuscany
What an amazing and beautiful home! We loved our stay here with our family and enjoyed a delicious meal prepared by Susanna and Tiziano for my sisters birthday dinner. Gorgeous location, great pool, really fun art all over the entire house that’s been restored but full of character. Plus it’s just 5 mins and your at the hot springs or restaurants. We can’t it to go back!
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- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Kite Beach Fiumara
- Marina di Grosseto beach
- Cavallino Matto
- Avignonesi Winery Fattoria Le Capezzine
- Cala Di Forno
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Zuccale
- Tenuta Le Velette
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Spiaggia Marina di Cecina
- Santa Maria della Scala
- Spiaggia di Seccione - Portoferraio (li)
- Cantina Stefanoni
- CavallinoMatto
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