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Apartment holiday rentals in Grosseto

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Popular amenities for Grosseto apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Monte San Savino
4.96 out of 5 average rating, 51 reviews

La Foresteria | Granary House

RhiannonRating, 5 stars2 weeks ago
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!!
Top guest favourite
Apartment in Montepulciano
4.99 out of 5 average rating, 68 reviews

a.d. 1237

HeatherRating, 5 stars2 weeks ago
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
Top guest favourite
Apartment in Cinigiano
5 out of 5 average rating, 92 reviews

Spinosa Apartment in Podere Capraia

FlorianRating, 5 stars2 weeks ago
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!
Top guest favourite
Apartment in Montepulciano
5 out of 5 average rating, 46 reviews

The walnut tree view, Montepulciano

Rating, 5 stars3 days ago
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.
Superhost
Apartment in Grosseto
4.89 out of 5 average rating, 27 reviews

"Casa Adelika" Apartment with Garage

MartinaRating, 5 stars3 weeks ago
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!
Guest favourite
Apartment in Cortona
4.96 out of 5 average rating, 26 reviews

Relaxation and peace in the countryside Cortona G

SaharRating, 5 stars2 weeks ago
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 ❤️
Top guest favourite
Apartment in Montieri
5 out of 5 average rating, 49 reviews

Podere Cupiano "La Costa"

DavidRating, 5 stars1 day ago
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.
Guest favourite
Apartment in Grosseto
4.86 out of 5 average rating, 29 reviews

Carpine Biol Agriturism, Apartment "Gli Archi"

LouiseRating, 5 stars3 weeks ago
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

Guest favourite
Apartment in Grosseto
4.82 out of 5 average rating, 104 reviews

Sea, Relax, Park of the Maremma Alberese, Tuscany

BiancaRating, 5 stars1 week ago
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!
Top guest favourite
Apartment in Castiglione del Lago
5 out of 5 average rating, 21 reviews

Tranquility and Well-being [Lake Trasimeno]

MartinRating, 5 stars1 week ago
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!
Guest favourite
Apartment in Livorno
4.9 out of 5 average rating, 159 reviews

Small apartment: central and near the sea.

EmilyRating, 5 stars1 day ago
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!
Guest favourite
Apartment in San Gimignano
4.95 out of 5 average rating, 130 reviews

Adalberto Apartment inside the Manor of Fulignano

KevinRating, 5 stars1 month ago
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.
Top guest favourite
Apartment in Siena
4.96 out of 5 average rating, 168 reviews

The Door Next Door 2.0

ClaireRating, 5 stars6 days ago
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.
Guest favourite
Apartment in Bracciano
4.91 out of 5 average rating, 133 reviews

Argo's House

GinaRating, 5 stars2 weeks ago
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!!!!!
Top guest favourite
Apartment in Siena
4.96 out of 5 average rating, 170 reviews

Elegant vintage decorated home in the old Siena

DeniseRating, 5 stars3 weeks ago
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!
Top guest favourite
Apartment in Monteriggioni
4.92 out of 5 average rating, 122 reviews

Il Vecchio Noce

JuliaRating, 5 stars4 weeks ago
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

Guest favourite
Apartment in Cavriglia
4.88 out of 5 average rating, 150 reviews

Chianti La Pruneta, Michelangelo apartment.

TomRating, 5 stars2 weeks ago
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.
Top guest favourite
Apartment in Buonconvento
5 out of 5 average rating, 24 reviews

Cottage 48 sqm, swimming pool, relaxation, surrounded by greenery

NaumanRating, 5 stars9 months ago
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 👌
Top guest favourite
Apartment in San Rocco a Pilli
5 out of 5 average rating, 40 reviews

Traditional Apartment with Patio and Garden View

KeithRating, 5 stars3 weeks ago
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.
Guest favourite
Apartment in Castellina in Chianti
4.95 out of 5 average rating, 39 reviews

Il Giaggiolo – Chianti with a view

AmeliaRating, 5 stars3 weeks ago
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!!
Superhost
Apartment in Castelnuovo Berardenga
5 out of 5 average rating, 5 reviews

San Rocco – Bellavista – Castello di Bossi

GaiaRating, 5 stars10 months ago
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
Guest favourite
Apartment in Topina
4.97 out of 5 average rating, 31 reviews

Tuopina Chianti House [AC. - Free Parking]

InaRating, 5 stars2 weeks ago
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.
Top guest favourite
Apartment in Castellina in Chianti
4.92 out of 5 average rating, 60 reviews

Apartment with terrace and stunning view

LeonRating, 5 stars2 weeks ago
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.
Superhost
Apartment in Montefollonico
4.89 out of 5 average rating, 64 reviews

Il Chicchino, Swimming Pool, Tennis, Wi-Fi, Park

ShannonRating, 5 stars2 weeks ago
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

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Grosseto
  5. Grosseto
  6. Apartment rentals