
Condo holiday rentals in Province of Grosseto
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Top-rated condo rentals in Province of Grosseto
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IAZ's home
everything was perfect, it felt like home

The Dame Tuscany Charming Loft. To make you feel at home
We had a great time, really, the accommodation was special and romantic. The area allowed us to take walks and taste local wines.

Amazing Tuscan beachfront apartment
Very special location at the sea. House is beautiful. We realy enjoyed.

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 peopleš«¶š¼ The apartment was comfortable in every way. Grazie mille, Heather & Beth

"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!

Sunsets wow-Historic Center 1 minute walk
A wonderfull apartment! Flavia was a great and very friendly host :)

[A few steps from the beach] parking and A/C
We had a most relaxing stay at Chiaraās 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.

Cozy apartment in Maremma, Grosseto, Tuscany
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 didnāt have to leave. We will come again!
Pet-friendly condo rentals

Surrounded by pine forest, 300 meters from the sea
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, š„° 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...

Casa Medina, overlooking the Orbetello Lagoon
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.

Casa Gioia
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!

Relax between Siena and Valdorcia
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!

Casa Marina - Studio apartment with sea view
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

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

Penthouse on the harbor terrace and view
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!

House in the small village with private pool
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

Stylish Italian Apartment w/ Pool, Near Beach!
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.

Girasole Apartment
Amazing place, staff provides great service whenever needed

Amazing Calamoresca
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.

Il Granaio apartment Il Fienile with pool.
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.

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

Apartment + pool Maremma Tuscany
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.

Podere Casanovola, Il Sole apartment
We had a great time staying with Rodolfo and Maria on their beautiful farm. Thank you so much!

Sleep among the vineyards of Maremma
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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- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Avignonesi Winery Fattoria Le Capezzine
- Cavallino Matto
- Spiaggia Marina di Cecina
- Cala Di Forno
- Santa Maria della Scala
- Spiaggia di Seccione - Portoferraio (li)
- Spiaggia Di Barbarossa
- Spiaggia Zuccale
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Tenuta Le Velette
- CavallinoMatto
- Spiaggia della Padulella
- Spiaggia di Cavo
- Things to doĀ Province of Grosseto
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