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Condo holiday rentals in Province of Grosseto

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Popular amenities for Province of Grosseto condo rentals

Weekly condo rentals

Superhost
Condo in Grosseto
4.59 out of 5 average rating, 37 reviews

IAZ's home

LeonardoRating, 5 stars6 months ago
everything was perfect, it felt like home
Superhost
Condo in Castelnuovo dell’Abate
4.87 out of 5 average rating, 30 reviews

The Dame Tuscany Charming Loft. To make you feel at home

AnežkaRating, 5 stars7 months ago
We had a great time, really, the accommodation was special and romantic. The area allowed us to take walks and taste local wines.
Superhost
Condo 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
Condo 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 peoplešŸ«¶šŸ¼ The apartment was comfortable in every way. Grazie mille, Heather & Beth
Superhost
Condo 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!
Top Guest favourite
Condo 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
Condo 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.
Top Guest favourite
Condo in Batignano
5 out of 5 average rating, 12 reviews

Cozy apartment in Maremma, Grosseto, Tuscany

LaurentRating, 5 stars1 week ago
Our stay at Milena and Emilio was perfection! This place is definitely worth it! We received a very friendly welcome from Emilio; he made us feel right at home. The apartment was spotless, beds very confortable, and the AC was very welcome after a day under the Tuscan sun. The kitchen was one of the better equipped that we have seen! The surroundings in the lovely village of Batignano made us feel like on a movie set. We wish we didn’t have to leave. We will come again!

Pet-friendly condo rentals

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

Surrounded by pine forest, 300 meters from the sea

LuigiRating, 5 stars3 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
Condo 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
Condo in Pienza
4.94 out of 5 average rating, 83 reviews

Casa Gioia

YaoRating, 5 stars2 weeks 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
Condo in Buonconvento
4.93 out of 5 average rating, 28 reviews

Relax between Siena and Valdorcia

CalvinRating, 5 stars2 weeks 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
Condo in Follonica
4.83 out of 5 average rating, 30 reviews

Casa Marina - Studio apartment with sea view

LauraRating, 5 stars1 month ago
Located 3 minutes from the sea, a short walk from downtown and in a nice and quiet neighborhood. We made a nice and available host. For us who come 2-3 times in Follonica, it will be a fixed stop
Guest favourite
Condo in Catabbio
4.89 out of 5 average rating, 230 reviews

Casa Agave: Relax, e-bike, spa, nature in Maremma!

NikolaiRating, 5 stars1 week ago
We had a wonderful stay at the apartment with a balcony and a breathtaking view of the Tuscan hills. Francesca was exceptionally kind and provided us with many helpful recommendations about local attractions. The apartment was very clean and had everything we needed for a comfortable stay. Highly recommended!
Superhost
Condo in Porto Ercole
4.85 out of 5 average rating, 27 reviews

Penthouse on the harbor terrace and view

JamesRating, 5 stars3 weeks ago
Beautiful apartment in Porto Ercole with an amazing terrace overlooking the harbour. The apartment is large, comfortable beds with everything you need for a comfortable stay. Violante and family were great hosts throughout. Highly recommended apartment in an incredible location!
Guest favourite
Condo in Bagnoli, Arcidosso
4.79 out of 5 average rating, 58 reviews

House in the small village with private pool

AnnaRating, 5 stars3 weeks ago
The house was in a nice area and very clean and neat. Felt very authentic and overall was an enjoyable stay. The roads leading up to the house were a bit tight but that's to be expected with many of the smaller cities.

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
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
Condo in Montepulciano
4.87 out of 5 average rating, 39 reviews

Girasole Apartment

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 stars22 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
Condo 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.
Superhost
Condo in Ravi
4.75 out of 5 average rating, 24 reviews

Apartment for 2 pers. with garden/pool (LTN0074)

RobinRating, 5 stars11 months ago
The place was really great, the pool was always empty and the neighbors mega nice, we highly recommend it! The beaches nearby are super nice even in July/ August quite empty. Thank You!
Superhost
Condo in Valpiana
4.79 out of 5 average rating, 14 reviews

Apartment + pool Maremma Tuscany

DavideRating, 5 stars9 months ago
Staying at the Valentini farm is like a family experience. Chiara, Luca and Giovanni immediately made us feel at home, with a warm welcome received upon our arrival and with so much availability, friendliness, affability and attention throughout the holiday, but without any intrusion. The estate is a place to regenerate, immersed in nature and in the endless expanses of vineyards and olive trees, which the Valentini family takes care of with so much love. The apartment is equipped with all comforts and an intimate outdoor space to fully enjoy the stay, with shared areas where vacationers have the utmost mutual respect. In addition to the naturalistic experience, the pool is one of the highlights to enjoy on hot days. Finally, the farm is in a strategic position that gives access to the main local attractions (from the sea to the hill, from the crystal clear waters to the medieval towns) just a few kilometers by car. It was the experience we were looking for and what we recommend.
Top Guest favourite
Condo in Massa Marittima
5 out of 5 average rating, 44 reviews

Podere Casanovola, Il Sole apartment

SarahRating, 5 stars1 week ago
We had a great time staying with Rodolfo and Maria on their beautiful farm. Thank you so much!
Guest favourite
Condo 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!

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