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Condo vacation rentals in Grosseto

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Popular amenities for Grosseto condo rentals

Weekly condo rentals

Superhost
A modern kitchen is equipped with sleek cabinetry and a stone countertop. Stainless steel appliances, including a refrigerator and oven, complement the space. The mosaic backsplash adds visual interest, while the arrangement of utensils and kitchenware suggests functionality.
Condo 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
Top guest favorite
The illuminated outdoor area features a serene pool surrounded by comfortable loungers. The rustic two-story building is visible in the background, highlighting warm lighting that enhances the elegant architecture against the night sky. Mature trees and shrubs are present, adding to the tranquil setting.
Condo in Cinigiano
5 out of 5 average rating, 90 reviews

Spinosa Apartment in Podere Capraia

StellaRating, 5 stars1 week ago
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!
Top guest favorite
A welcoming living area is featured with an orange sofa complemented by two decorative cushions. A large piece of artwork hangs above the couch, while a stone wall adds texture. A potted plant and a wooden console table enhance the room's natural elements.
Condo in Greve in Chianti
4.98 out of 5 average rating, 160 reviews

The Nest in Chianti

LesRating, 5 stars6 days ago
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 ❤️
Superhost
Condo in Grosseto
4.89 out of 5 average rating, 27 reviews

"Casa Adelika" Apartment with Garage

MartinaRating, 5 stars1 week ago
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!
Top guest favorite
Condo in Massa Marittima
4.96 out of 5 average rating, 26 reviews

Sunsets wow-Historic Center 1 minute walk

MartinRating, 5 stars1 week ago
A wonderfull apartment! Flavia was a great and very friendly host :)
Guest favorite
Condo in Grosseto
4.93 out of 5 average rating, 45 reviews

Modern and cozy apartment in Maremma

Judith and JanRating, 5 stars1 month ago
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.
Top guest favorite
Condo in Grosseto
4.96 out of 5 average rating, 23 reviews

Apartment in villa with garden and parking space

LohRating, 5 stars4 months ago
Luca provided an exceptional service and great accommodation.
Guest favorite
A balcony showcases two white chairs positioned to enjoy views of the surrounding landscape. The scene includes a historic building with a green dome and a tall spire, framed by a clear blue sky dotted with clouds.
Condo in Grosseto
4.9 out of 5 average rating, 10 reviews

Penthouse 203 - Grosseto - Large - Panoramic Terrace

AilenRating, 5 stars1 month ago
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

Guest favorite
A swimming pool is foregrounded with vibrant red roses, offering a striking contrast against the clear blue water. The panoramic view features rolling hills and the medieval towers of San Gimignano in the distance, with sun loungers arranged around the pool area.
Condo in San Gimignano
4.95 out of 5 average rating, 130 reviews

Adalberto Apartment inside the Manor of Fulignano

KevinRating, 5 stars3 weeks 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.
Guest favorite
The living area features a mix of modern and rustic design elements, including a comfortable black tufted sofa, two armchairs in warm hues, and a stylish TV unit. Exposed stone walls add character, while a staircase leads to a lofted sleeping area.
Condo in Montepulciano
4.89 out of 5 average rating, 122 reviews

La Civetta - Stylish Retreat in Historic Center

KathrynRating, 5 stars1 week ago
Benedetta’s place was perfect! Just what my family of 4 needed for a quick trip to Montepulciano. Would definitely recommend staying here!
Top guest favorite
A view captures a historic building in Siena, displaying its rustic architecture and multiple arched windows. In the foreground, trees bloom with pink flowers, while green vegetation adds a touch of nature. The iconic tower of Siena is visible in the background under a clear blue sky.
Condo in Siena
4.96 out of 5 average rating, 167 reviews

The Door Next Door 2.0

IvanaRating, 5 stars4 days ago
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
Top guest favorite
An open dining area features a wooden table surrounded by white upholstered chairs. A large window allows natural light to fill the space, highlighting plants in decorative pots. The room is adorned with artwork and has a comfortable seating area in the background.
Condo in Siena
4.96 out of 5 average rating, 170 reviews

Elegant vintage decorated home in the old Siena

DeniseRating, 5 stars2 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 favorite
A rustic rural complex is depicted, featuring a stone building with a terracotta roof. Surrounding greenery enhances the setting, and a gravel path leads to the entrance. The scene is accentuated by a large tree and the clear sky above.
Condo in Monteriggioni
4.92 out of 5 average rating, 122 reviews

Il Vecchio Noce

JuliaRating, 5 stars2 weeks ago
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.
Superhost
A bright living area with large glass doors opens to the balcony, providing natural light. A wooden dining table with soft chairs is positioned centrally, while a light couch is placed against the wall. An entertainment unit and air conditioning unit are visible.
Condo in Monte Argentario
4.81 out of 5 average rating, 160 reviews

Apartment with Terrace Porto S. Stefano

NadiaRating, 5 stars1 month ago
Large apartment, well-furnished, clean.
Guest favorite
A well-equipped kitchen is featured, highlighted by earthy green cabinetry and a tiled countertop. A wooden dining table with matching chairs is positioned nearby. An arched doorway leads to a separate room, while ample natural light enters through the windows, emphasizing the warm tones of the tiled flooring.
Condo in San Gimignano
4.83 out of 5 average rating, 236 reviews

Historic centre - cozy apartment

ArcadiaRating, 5 stars1 week ago
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!
Guest favorite
The spacious kitchen and living area features a central island counter with a wine bottle and glasses. Natural light floods the space through multiple windows, illuminating the dining table and a cozy seating area with a sofa. A rustic ceiling enhances the homey ambiance.
Condo in Pienza
4.91 out of 5 average rating, 99 reviews

Amazing view of Val d'Orcia Pienza

AnneRating, 5 stars3 weeks ago
Very comfortable accommodations and gorgeous property and views

Condo rentals with a pool

Top guest favorite
A serene outdoor setting is showcased, featuring a vibrant blue swimming pool set against rolling green hills. A stone pathway meanders through well-maintained grass, leading to the pool area, with bright umbrellas and lush greenery surrounding the scene under a clear blue sky.
Condo in Buonconvento
5 out of 5 average rating, 24 reviews

Beautiful cottage surrounded by greenery, swimming pool, relaxation

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 👌
Guest favorite
An aerial view captures the rural estate, showcasing a well-maintained lawn surrounded by lush vineyards. A private pool is visible, complemented by red umbrellas and lounge chairs. The rustic buildings reflect traditional architecture, while trees provide natural shade across the property.
Condo in Monte San Savino
4.96 out of 5 average rating, 49 reviews

La Foresteria | Granary House

LynneRating, 5 stars2 weeks ago
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!
Guest favorite
An exclusive outdoor area features a small wooden pool surrounded by a sun deck. Two colorful lounge chairs in red and blue are positioned nearby, complemented by lush greenery and olive trees, creating a serene natural setting.
Condo in Figline e Incisa Valdarno
4.93 out of 5 average rating, 470 reviews

Casa Rebecca with a small private pool

SophieRating, 5 stars2 weeks ago
Amazing place !! It really worth !
Guest favorite
An aerial view captures the property surrounded by lush greenery and fields, featuring a central swimming pool with a circular layout. The inviting outdoor area is complemented by well-maintained hedges and cypress trees, while rustic buildings provide accommodation nearby.
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.
Guest favorite
A tranquil infinity pool is framed by olive trees and gentle hills. Loungers with umbrellas are positioned along the pool’s edge, inviting relaxation. The rustic stone farmhouse features multiple windows, reflecting its historical charm against the bright blue sky.
Condo in Figline Valdarno
4.87 out of 5 average rating, 53 reviews

Agriturismo Casavecchia, l'Olivo

ShannonRating, 5 stars2 weeks ago
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!
Top guest favorite
A spacious bedroom is highlighted by a decorative sunburst headboard. Soft lighting from two bedside lamps creates a gentle glow. A mirror is mounted on one wall, and a coat rack stands nearby. The tiled floor and exposed wooden beams contribute to the overall design.
Condo in Massa Marittima
5 out of 5 average rating, 43 reviews

Podere Casanovola, Il Sole apartment

MartinRating, 5 stars2 weeks ago
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!!
Top guest favorite
A scenic view is captured from a balcony, showcasing rolling green hills under a partly cloudy sky. Trees and shrubs frame the foreground, while stone rooftops imply a rustic structure nearby. The landscape extends towards distant mountains, enhancing the natural beauty of the area.
Condo in Castellina in Chianti
4.91 out of 5 average rating, 58 reviews

Apartment with terrace and stunning view

AlexRating, 5 stars1 week ago
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.
Top guest favorite
A serene outdoor pool is surrounded by lush greenery, with sun umbrellas positioned around the edges. Rolling hills and a clear sky provide a scenic backdrop, offering a quiet and inviting atmosphere for relaxation.
Condo in Montieri
5 out of 5 average rating, 47 reviews

Podere Cupiano "La Costa"

LucyRating, 5 stars2 days ago
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

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