
Apartment holiday rentals in Grosseto
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Top-rated apartment rentals in Grosseto
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Weekly apartment rentals

La Foresteria | Granary House
This place is even more beautiful than the photos show! We are travelling round Italy for our honeymoon and this has been our highlight. From the amazing grounds to the incredible food at the little restaurant it’s all been perfect. Thank you Marian for excellent communication and being so accommodating. What a fantastic place - Grazie!!

a.d. 1237
What an incredible stay!! 10/10. We traveled all over Tuscany for 2 weeks and this stay ranks right up there at the top. From the communication and ease of getting to the apartment to the beautiful old history of the building and town. Just wow! Book it:) We loved the town and her people🫶🏼 The apartment was comfortable in every way. Grazie mille, Heather & Beth

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!

The walnut tree view, Montepulciano
very good stay at Montepulciano. Lovely place. Clean and spacious. Quick response. The first day we arrived quite late and the owner gave detailed instructions, waited until we got into the house. Close to Pienza and white whale, 2 hours to Rome airport.

"Casa Adelika" Apartment with Garage
Many thanks to Edoardo for his hospitality. The apartment was exactly as we expected, even more beautiful and clean than in the photos. Edoardo was friendly and helpful. We will be very happy to return in the future!

Relaxation and peace in the countryside Cortona G
We spend 10 days at Emanuele’s place. His wife and he were very nice to us and we felt like part of the family. Recommendation and insights about surrounding towns were top notch and we got to know authentic Tuscan cuisine and every one of them was amazing. The location itself is perfect to relax (pool) and bring the chaos of city life behind. We were also invited by our host to a typical Italian party and we felt very welcome and enjoyed great food and incredible company at the party. We are grateful for the amazing experiences and would highly recommend the place. Thank you very much Angela & Emanuele ❤️

Podere Cupiano "La Costa"
lovely, peaceful place about 15 minutes walk from the small and beautiful town of Montieri. great shared pool. Would recommend a car. great for a relaxing stay in Tuscany.

Carpine Biol Agriturism, Apartment "Gli Archi"
My friend and I were warmly welcomed and everything was shown and explained to us. We were allowed to use a wide variety of herbs and vegetables from the farm garden. We got fresh eggs and homemade olive oil. We were also allowed to taste the wine and bought a few bottles right away. The three farm dogs are sweet and we have taken them to heart. We were allowed to use the bicycles and Edoardo showed us the way to the park. All in all, the Agriturismo is highly recommended and we had a very nice time. Thank you!
Pet-friendly apartment rentals

Sea, Relax, Park of the Maremma Alberese, Tuscany
Delightful and relaxing stay. I was looking for a place in the Tuscan countryside in contact with nature: I found exactly what I wanted. Convenient both for going to the sea and for walking in the Maremma park. I had such a great time that I want to go back as soon as possible. It was also very nice to have been welcomed by Mrs. Maria, it was like immersing yourself a little in her daily life, working in the fields, managing the animals, the house... I thank the host Fabio for his availability! A stay that was also much appreciated by our little dog! If I had to use one word to describe my stay: nourished, in every way!

Tranquility and Well-being [Lake Trasimeno]
Monica and Renato are fabulous, friendly hosts. The apartment we rented was spotless. Bed was very comfortable so we had a great nights sleep. You are adjacent to other apartments but there is no noise at all from your neighbours, nor were we overlooked. The views from the small terrace were stunning, over the colourful garden to the vineyards and Tuscan landscape beyond. Bliss. The swimming pool is available for all to use. Our hosts left a lovely bottle of Prosecco as a welcome as well as coffee, oil, vinegar, breads, jams etc Thank you Next time we will stay longer!

Small apartment: central and near the sea.
The apartment is very cute and nicely decorated. Exceeded our expectations a lot. The parking facilities are very limited in front of the house, but we parked in a nearby parking garage (name: Odeon). Communication was also smooth and Raúl was very accommodating and friendly. All in all, the stay was very nice and we will be happy to come back!

Adalberto Apartment inside the Manor of Fulignano
A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.

The Door Next Door 2.0
Wonderful place in Siena! We walked to all main tourist attractions, churches, and restaurants. We even walked to the train station (a bit of a hike, but not terrible - wouldn’t walk it with luggage though). The view from the kitchen was beautiful, the washer/clothes line was useful, and the bed was comfy! It’s a great place to stay if you’re looking for an affordable, quiet, and low traffic area.

Argo's House
This was an ideal spot for a week working just near Bracciano. I found it to be a perfect place to come home to in the evenings. The lake is a lovely run/walk away and the town has everything you need. The mattress is arguably the most comfortable I’ve found in Italy!!!!!

Elegant vintage decorated home in the old Siena
Perfectly located vintage decorated home within walking distance of historic center of Siena. We spent a month here and used her place as a center base to discover Tuscany. Close to shopping and restaurants. WiFi is excellent as my husband worked remotely for a few days a week. Kitchenette and washing machine were a big help as we cooked a few nights staying in. Mattress is very comfy and the apartment is very quiet. Church bells rang daily and drummers in the contrade practice for parades and Palio. Experience Medieval Siena here. We were very comfortable in Grazia’s place. Nice to have a 1/2 bath on main level, as bedroom and bathroom with shower is on the upper level. Grazia provides everything you could possibly want and has excellent suggestions for places to eat and sights to visit. She was indispensable helping us always responding within minutes if we had a question or needed help. Perfect place for the Tuscan vacation! Grazia is a wonderful and caring host!

Il Vecchio Noce
A super nice place to stay. The way there is a bit adventurous and not recommended for low-riding vehicles, but otherwise quite doable if you drive slowly. But it is also totally quiet there. The cottage is nicely furnished. Everything important was available and Alessandro even greeted us with a bottle of wine. The bed and pillows are extremely comfortable. Somewhat annoying is the squeaky gas heater and the fact that the water temperature in the shower fluctuated quite a bit. Maybe it can still be repaired. But that's already whining at a high level. All in all, a great place to stay with a very nice and accommodating host.
Apartment rentals with a pool

Chianti La Pruneta, Michelangelo apartment.
Lovely stay in this rural location. Comfortable, scenic, friendly hosts! Nice pool!! Clean and everything we needed! Massimo made us feel as comfortable as possible down to the details!! We loved Iris the dog too (and we think she loved us!) Recommend the meal which helped make my wife’s birthday very special.

Cottage 48 sqm, swimming pool, relaxation, surrounded by greenery
Had an amazing time with Sara & Simone - truly the best hosts we've come across. The place was fantastic, amazing views by the pool, great room, clean and all the amenities needed are available. Sara & Simone are great hosts, they made us breakfast one day which was amazing, fresh organic food with the best view. And all their local recommendations and reservations made our trip in Tuscany much nicer. Can't wait to come back again 👌

Traditional Apartment with Patio and Garden View
Pierre, Eric and family have created an amazing place to stay. From the warm welcome on arrival and dinner with them the next night, a week was not enough time spent there. They have really created a beautiful place to stay and we look forward to staying again.

Il Giaggiolo – Chianti with a view
We stayed in Monica’s home for five nights and four days, and it was incredible. The second we checked in Monica sent me an extensive list of instructions and places to visit during our stay. My favorite list was restaurants and local food shops in the area she recommends as a local. The house had all the amenities you could need/want, comfortable beds, and a really nice patio area. We are a few meals outside and enjoyed the stunning view. We saw some of the most beautiful sunsets as well. The pool was really well kept. There were many wineries the were nearby. The location was also great for taking day trips to Florence and Siena. The nearest town was so cute and had a lot of nice shops and restaurants. We are so appreciative of Monica’s food recommendations and suggestions of things to do. Overall we had an amazing time, and we highly recommend staying here!!

San Rocco – Bellavista – Castello di Bossi
The property is wonderful, surrounded by greenery and with a pool with an incredible view. The room was super clean and with all possible comforts. We interacted a lot with a very kind lady at the reception, very friendly and helpful. The wine we tasted was also exceptional , it's worth staying there for just one night! Extremely recommended

Tuopina Chianti House [AC. - Free Parking]
We had a fantastic holiday week. The cottage is beautifully located and nicely decorated. In short: a comfortable cottage. The view from the cottage is stunning and breathtaking. You will see the Chianti region in Tuscany in its full glory. Highly recommended to stay there. The communication with Tommaso was fine. If we needed anything that was brought quickly. He also came with nice tips in the area.

Apartment with terrace and stunning view
The stay at Raisa's was incredibly beautiful. The accommodation and especially the view is much nicer than in the pictures. Raisa has gone to great lengths to make everything as pleasant as possible for us. The dogs (Saila and Yango) are mega cuddly, the pool is great and the entire property is really picturesque. Beautiful city trips etc. are easily doable by car and we would be happy to come back again sometime.

Il Chicchino, Swimming Pool, Tennis, Wi-Fi, Park
Our stay at daphnes apartment was so lovely! Monica and her husband were so friendly and quick to help us make reservations to some local restaurants. The atmosphere around the place is so peaceful and beautiful! The views are stunning. The pool was very clean and we enjoyed a dip after a warm day. We also found the local grocery store to be very reasonably priced with many options. There is also a local bar/ coffee spot that we went to almost daily for a delicious cappuccino and croissant or a nice aperol spritz cocktail in the afternoon. Daphnes place is truly a hidden gem, and we hope to get back there again as we loved the location and were able to easily do day trips to all the best towns nearby. Tuscany is a region of Italy that is absolutely beautiful and a must see when you are in Italy.
Quick stats about apartment rentals in Grosseto
Total rentals
20 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
860 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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- Elba
- Giglio Island
- Lake Bolsena
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia di Marina Di Campo
- Cavallino Matto
- Cala Di Forno
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Zuccale
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Spiaggia Marina di Cecina
- Santa Maria della Scala
- Spiaggia di Seccione - Portoferraio (li)
- CavallinoMatto
- Spiaggia di Cavo
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita