
Condo vacation rentals in Grosseto
Find and book unique condos on Airbnb
Top-rated condo rentals in Grosseto
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Grosseto condo rentals
Weekly condo rentals

IAZ's home
everything was perfect, it felt like home

Spinosa Apartment in Podere Capraia
We had an amazing time at Alberto & Laura's. The place was quiet, spacious, exactly like in the pictures. On arrival we were welcomed by our hosts and got some great recommendations on what to do in the area. They even shared some homemade food with us, which was so good and thoughtful. Also, the swimming pool and outside space we could use was amazing and private. Would definitely go back again, 10/10!

The Nest in Chianti
Brilliant Airbnb in Greve.. location superb overlooking the square. The apartment is spacious and felt like home. Wonderful restaurants to walk to and a great bakery opposite for morning coffee and pastries. Easy to park the car just a few minutes walk away. Lovely villages to explore nearby and picture perfect everywhere you look. If you come to Greve book here, relax and soak up the Italian atmosphere. Cora is a fantastic host who regularly communicates to make sure you have everything you need. 10/10 ❤️

"Casa Adelika" Apartment with Garage
Thank you very much 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 come back in the future!

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

Modern and cozy apartment in Maremma
Eleonora was always available and even if we didn't meet her in person, we felt well taken care of. We were allowed to enter the apartment long before the actual check-in time, which was very helpful for us. The apartment looks exactly like in the photos. It is modern and at the same time cozy and really wonderfully large. There is an outdoor area that we used for breakfast and dinner in the sun. The area is a quiet residential area, there is free parking in the street. In about 10 minutes' walk you are in the city center with many shops, cafes and restaurants.

Apartment in villa with garden and parking space
Luca provided an exceptional service and great accommodation.

Penthouse 203 - Grosseto - Large - Panoramic Terrace
We stayed in this apartment in Grosseto for a full month, and the experience exceeded our expectations. The apartment was spacious, clean, and cozy – a perfect place to combine vacation and remote work. Everything we needed was provided. The location was peaceful, yet conveniently close to shops, cafes, and the old town. The apartment had a genuine Italian charm, with tasteful and homey interior design. Our host Ivan was simply outstanding – always friendly, responsive, and eager to share helpful tips about what to see and do in the area. Thanks to his recommendations, we discovered places we might have otherwise missed. We highly recommend this accommodation to anyone looking for a quiet, comfortable, and authentic place to stay for an extended visit. A big thank-you to Ivan for the warm welcome and excellent hospitality!
Pet-friendly condo rentals

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.

La Civetta - Stylish Retreat in Historic Center
Benedetta’s place was perfect! Just what my family of 4 needed for a quick trip to Montepulciano. Would definitely recommend staying here!

The Door Next Door 2.0
Excellent apartment with everything we needed and a little more. Great location, Leonardo answered questions right away. Our stay at Leonardo and Sara's apartment was perfect

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 doable if you drive slowly. But it's 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 disturbing 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 whining at a high level. All in all, a great place to stay with a very nice and accommodating host.

Apartment with Terrace Porto S. Stefano
Large apartment, well-furnished, clean.

Historic centre - cozy apartment
We loved staying at Helga and Federico’s apartment! The place was very clean and nearby one of the main gates, with many restaurants, parking options, and things to do. Federico gave us recommendations for places to go, and it is clear he loves this town!

Amazing view of Val d'Orcia Pienza
Very comfortable accommodations and gorgeous property and views
Condo rentals with a pool

Beautiful cottage surrounded by greenery, swimming pool, relaxation
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 👌

La Foresteria | Granary House
Such a beautiful, peaceful place to spend a few days! It was central to many tours and activities, great for exploring! Luca was a wonderful host and ensured we were happy and had everything we needed. The restaurant was great! I can’t think of anything that would have made our stay better! Completely exceeded our expectations!

Casa Rebecca with a small private pool
Amazing place !! It really worth !

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.

Agriturismo Casavecchia, l'Olivo
This place is such a gem! The hosts work hard to make sure your stay is very comfortable. Someone is at reception most of the time to answer questions or help with recommendations! The room we stayed in (Olivo) was perfect. It had a small kitchen with beautiful views and the nature of the building is "Tuscany Picture Perfect" You definitely need a vehicle to Get around unless you plan on taking a taxi and staying at the location (which is very doable since they have a restaurant and serve you breakfast every morning) The pool is beautiful with picture perfect hills of Tuscany while you swim! They have a small playground and a large yard with tables where you can sip wine or have a picnic! The bed was very comfortable and our stay here was very relaxing! The restaurant had such an amazing food as well! 10/10 would recommend!

Podere Casanovola, Il Sole apartment
We stayed with Maria and Rodolfo for four nights and felt very, very comfortable. The beautiful house is off the road in idyllic countryside, surrounded by a park-like garden; a Shangri-La in the Maremma. The house is conveniently located for exploring the sights of the surrounding area. Maria and Rodolfo are the friendliest, most considerate and pleasant hosts you could imagine. Thank you for everything!!

Apartment with terrace and stunning view
The apartment was lovely. We stayed there for 6 days from end of May into start of June. The view is incredible and the fact there is a nice balcony and a swimming pool that look over it are a bonus. Raisa was very helpful with suggestions for the area, and they let us do our own thing on the land peacefully. The dogs are very adorable and friendly too! For anyone looking for a peaceful getaway with the occasional trip into Castelina in Chianti (would recommend there are many lovely spots to eat), this is a perfect getaway.

Podere Cupiano "La Costa"
Francesco is an excellent host. Podere Cupiano is a fantastic estate. The views are to die for. Sopratutto, the pool is amazing. Montieri is a super cute and friendly town nearby with great restaurants. You should also visit the restaurant at VIN Hotel, a ten minute walk away.
Quick stats about condo rentals in Grosseto
Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ147 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
- Florence Vacation rentals
- Pisa Vacation rentals
- Rome Vacation rentals
- Bologna Vacation rentals
- Portofino Vacation rentals
- Riviera di Levante Vacation rentals
- Genoa Vacation rentals
- Italian Riviera Vacation rentals
- Francavilla al Mare Vacation rentals
- Agnone Vacation rentals
- Verona Vacation rentals
- Venice Vacation rentals
- Bungalow rentals Grosseto
- Smoking-friendly rentals Grosseto
- Villa rentals Grosseto
- Pet-friendly rentals Grosseto
- Apartment rentals Grosseto
- House rentals Grosseto
- Rentals with outdoor seating Grosseto
- Beachfront rentals Grosseto
- Family-friendly rentals Grosseto
- Rentals with a patio Grosseto
- Rentals with a washer and dryer Grosseto
- Condo rentals Province of Grosseto
- Condo rentals Tuscany
- Condo rentals Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Elba
- Giglio Island
- Lake Bolsena
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Kite Beach Fiumara
- Marina di Grosseto beach
- Spiaggia di Capo Bianco
- Spiaggia Di Sansone
- Spiaggia di Marina Di Campo
- Spiaggia Marina di Cecina
- Cala Di Forno
- Santa Maria della Scala
- Spiaggia Di Barbarossa
- CavallinoMatto
- Spiaggia Zuccale
- Spiaggia di Seccione - Portoferraio (li)
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Pubblico Palace
- Spiaggia Di Sottobomba
- Spiaggia di Ortano
- Spiaggia di Cavo