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Apartment holiday rentals in Province of Grosseto

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Popular amenities for Province of Grosseto apartment rentals

Weekly apartment rentals

Superhost
Apartment in Grosseto
4.61 out of 5 average rating, 36 reviews

IAZ's home

LeonardoRating, 5 stars6 months ago
everything was perfect, it felt like home
Superhost
Apartment in Monte Argentario
4.98 out of 5 average rating, 48 reviews

Amazing Tuscan beachfront apartment

HenriRating, 5 stars1 month ago
Very special location at the sea. House is beautiful. We realy enjoyed.
Top guest favourite
Apartment in Montepulciano
4.99 out of 5 average rating, 68 reviews

a.d. 1237

HeatherRating, 5 stars1 week 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 peoplešŸ«¶šŸ¼ The apartment was comfortable in every way. Grazie mille, Heather & Beth
Top guest favourite
Apartment in Montepulciano
5 out of 5 average rating, 45 reviews

The walnut tree view, Montepulciano

ƖzgecanRating, 5 stars3 weeks ago
Luca is an amazing host! He is super friendly and responsive. His apartment is in a very good and peaceful place. The view is just amazing. Highly recommended!
Superhost
Apartment in Grosseto
4.89 out of 5 average rating, 27 reviews

"Casa Adelika" Apartment with Garage

MartinaRating, 5 stars2 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!
Top guest favourite
Apartment in Massa Marittima
4.96 out of 5 average rating, 27 reviews

Sunsets wow-Historic Center 1 minute walk

MartinRating, 5 stars2 weeks ago
A wonderfull apartment! Flavia was a great and very friendly host :)
Guest favourite
Apartment in Marina di Grosseto
4.94 out of 5 average rating, 18 reviews

[A few steps from the beach] parking and A/C

SharineRating, 5 stars8 months ago
We had a most relaxing stay at Chiara’s place. Right by the water. The view was amazing from the deck. We were there off season so many restaurants were closed, but that was fine for us. Walking the quieter boardwalk and beach was what our souls needed. Would definitely recommend.
Guest favourite
Apartment in Scansano
4.86 out of 5 average rating, 64 reviews

Bellavista Casetta

StefanoRating, 5 stars2 weeks ago
The host Claudia is very kind, very helpful and very nice! Strategic accommodation in the center of Scansano, very clean and comfortable! If I come back to this area, I won't hesitate to call Mrs. Claudia

Pet-friendly apartment rentals

Guest favourite
Apartment in Marina di Grosseto
4.88 out of 5 average rating, 26 reviews

Surrounded by pine forest, 300 meters from the sea

LuigiRating, 5 stars2 weeks ago
We stayed in this property, chosen somewhat randomly from many, and I must say that never was a better choice. Roberta immediately proved to be available, friendly and with her attitude she made us feel immediately at ease The apartment is really nice, spacious, bright, brand new and fantastically maintained. The sea is really just a few steps away with an immense and very well maintained beach. The town offers the essentials, but there is a lot to do and see in the surroundings. A mini vacation that will remain in our hearts, as well as Roberta, 🄰 with whom we are sure we will be in touch shortly to organize a longer vacation. So I recommend everyone to try the location in order to get to know the place .... you won't regret it, but above all Roberta...
Superhost
Apartment in Orbetello
4.78 out of 5 average rating, 98 reviews

Casa Medina, overlooking the Orbetello Lagoon

MarcusRating, 5 stars1 week ago
Good location close to the city. Convenient parking and public charging for EVs nearby. Also close to several beaches to explore by car or bike.
Guest favourite
Apartment in Montepulciano
4.89 out of 5 average rating, 122 reviews

La Civetta - Stylish Retreat in Historic Center

KathrynRating, 5 stars2 weeks ago
Benedetta’s place was perfect! Just what my family of 4 needed for a quick trip to Montepulciano. Would definitely recommend staying here!
Guest favourite
Apartment in Pienza
4.94 out of 5 average rating, 83 reviews

Casa Gioia

YaoRating, 5 stars1 week ago
Great place, very cosy with the Tuscan vibes. No issue checking in, Nicolo is a great communicator. Amazing views of rolling Tuscany hills only minutes from the doorstep, which is right near the centre of Pienza!
Guest favourite
Apartment in Buonconvento
4.93 out of 5 average rating, 28 reviews

Relax between Siena and Valdorcia

CalvinRating, 5 stars1 week ago
I stayed at this place for 4 nights with my partner at the beginning of June 2025. It was so homely, very tidy and clean, with lots of amenities and the host was very welcoming. The views were incredible. We had a car which made visiting other places super convenient. We definitely recommend and would love to come back one day!
Guest favourite
Apartment in Bagnoli, Arcidosso
4.79 out of 5 average rating, 57 reviews

House in the small village with private pool

ChrisRating, 5 stars4 weeks ago
Quaint and cozy countryside cottage in a small welcoming village for an authentic experience. An opportunity to slow down and explore the beautiful landscape. Responsive host with a well stocked kitchen. Grocery store nearby. Walking trails everywhere and hot springs accessible with a car.
Guest favourite
Apartment in Porto Santo Stefano
4.88 out of 5 average rating, 17 reviews

SeaHouseArgentario, house with harbor view

DeanRating, 5 stars9 months ago
A beautiful place to stay and Federica was always on hand if we needed anything
Top guest favourite
Apartment in Porto Santo Stefano
5 out of 5 average rating, 9 reviews

Martina's House with a Sea View - Private Parking

ElviraRating, 5 stars9 months ago
We spent a beautiful week in the beautiful apartment of RosĆ , the perfect host responded quickly and attentively. The panoramic view of the apartment takes your breath away... everything is perfectly clean, elegant furnishings and attention to the small things. You feel at home. Parking near the house is convenient to use. Highly recommended, we will definitely be back.

Apartment rentals with a pool

Superhost
Apartment in Montalto di Castro
4.78 out of 5 average rating, 9 reviews

Stylish Italian Apartment w/ Pool, Near Beach!

BertramRating, 5 stars7 months ago
We had a wonderful time in the apartment Mirto. Everything was thought of, we were warmly welcomed, there was a huge fruit bowl and wine. The amenities were especially great for families. Even a laundry basket was there. The outdoor area was indescribably beautiful. So much space. So much nature. This tranquility. Heavenly. We slept wonderfully. Beds are very comfortable. There are plenty of cabinets. The furnishings of all rooms are incredibly tasteful. We felt incredibly comfortable. Thank you for the wonderful time ā™„ļø We recommend a trip to the magical mountain village of Pitigliano, about 1 hour away.
Superhost
Apartment in Montepulciano
4.88 out of 5 average rating, 40 reviews

Girasole Apartment

GianmarcoRating, 5 stars2 weeks ago
Amazing place, staff provides great service whenever needed
Superhost
Apartment in Porto Santo Stefano
5 out of 5 average rating, 4 reviews

Amazing Calamoresca

BarbaraRating, 5 stars21 months ago
Bright and cozy house exactly as shown in the photographs and description. Functional kitchen and spacious and well-disposed spaces. Clean and modern bathrooms. Terrace with sea view and fantastic views at every hour of the day and night, we were mesmerized! Quiet and relaxing setting within the Cala Moresca consortium that we already knew but was able to amaze us again with the well-kept and very clean common spaces for the amazing pool set in the rocks with an attached descent to the crystal clear sea. Top! Finally, a delightful and very helpful owner who made us feel at home. Absolutely repeatable.
Guest favourite
Apartment in Grosseto
4.83 out of 5 average rating, 30 reviews

Il Granaio apartment Il Fienile with pool.

MartinaRating, 5 stars11 months ago
We stayed a week in one of the barn houses. The property is immersed in the Maremma countryside where the peace and sounds of nature reign. A few minutes away from vegetable shops, typical products and supermarkets. The nearby beaches are easily accessible in a few minutes by car and suitable for families. Hosts have recommended beaches, restaurants, and things to do near the property. The house is simply furnished but everything is perfectly functional and functional, the garden that each apartment has is delicious, fresh and full of flowers. For us it was an ideal solution to be able to explore the area and have the privacy and tranquility we were looking for for our holidays.
Top guest favourite
Apartment in Massa Marittima
5 out of 5 average rating, 44 reviews

Podere Casanovola, Il Sole apartment

SarahRating, 5 stars4 days ago
We had a great time staying with Rodolfo and Maria on their beautiful farm. Thank you so much!
Guest favourite
Apartment in Pitigliano
4.82 out of 5 average rating, 17 reviews

Sleep among the vineyards of Maremma

JacopoRating, 5 stars2 months ago
We had a great weekend with friends. Beautiful location, home with everything you need to enjoy the indoor and outdoor common spaces. Very kind and helpful host. Don't hesitate to ask for tips about the area, the host's tips were great dinner and a visit to beautiful Pitigliano! I plan to come back if I go back to the area!
Superhost
Apartment in Pienza
4.82 out of 5 average rating, 17 reviews

Family Country House in Val d'Orcia, Pienza

BronwenRating, 5 stars9 months ago
This place is a dream! So beautiful with friendly hosts! So peaceful and a great place to relax. Location is great for a short drive to many attractions.
Superhost
Apartment in Roccatederighi
4.77 out of 5 average rating, 13 reviews

Holiday in an antique farm, Gli Archi

MarkusRating, 5 stars34 months ago
Everything was perfect. The location, the apartment, the property, the pool, the amenities and most importantly the loving hosts Giulia and Elisa. We will definitely be back...I promise!

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