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Condo vacation rentals in Province of Grosseto

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Popular amenities for Province of 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
Superhost
A serene beach scene is depicted, showcasing clear turquoise waters gently lapping against a sandy shore. Rocky outcrops are visible, framed by lush greenery on the hillside. Small waves create a soothing sound, reflecting the tranquil nature of the surroundings.
Condo in Monte Argentario
4.98 out of 5 average rating, 48 reviews

Amazing Tuscan beachfront apartment

HenriRating, 5 stars4 weeks ago
Very special location at the sea. House is beautiful. We realy enjoyed.
Top guest favorite
The sleeping area features an elegant bed with light linens, complemented by a rich wooden floor. Exposed brick arches and beams create a warm ambiance. A small desk and lamp are present, along with soft lighting that enhances the historical character of the space.
Condo in Montepulciano
4.98 out of 5 average rating, 66 reviews

a.d. 1237

HeatherRating, 5 stars2 days 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 people🫶🏼 The apartment was comfortable in every way. Grazie mille, Heather & Beth
Top guest favorite
A well-lit bedroom features a spacious bed dressed in a soft teal coverlet. Two windows are open, inviting natural light and offering expansive views of the surrounding landscape. The room is characterized by wooden beams across the ceiling and warm wooden flooring.
Condo in Montepulciano
5 out of 5 average rating, 45 reviews

The walnut tree view, Montepulciano

ÖzgecanRating, 5 stars2 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!
Top guest favorite
Condo in Batignano
5 out of 5 average rating, 11 reviews

Cozy apartment in Maremma, Grosseto, Tuscany

LuigiRating, 5 stars3 months ago
Perfect home and really helpful hosts!
Guest favorite
A relaxing terrace is shown, featuring two comfortable wooden chairs with light cushions and a high table with bar stools. The ocean view is visible beyond the railing, illuminated by a warm sunset that casts soft light across the space.
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.
Guest favorite
A modern bathroom features a glass shower enclosure with a rainfall showerhead. A compact toilet is positioned beside the shower, and a small shelf holds toiletries. Neutral tiles and textured wall panels create a clean and functional space.
Condo in Scansano
4.86 out of 5 average rating, 64 reviews

Bellavista Casetta

StefanoRating, 5 stars1 week 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 will not hesitate to call Mrs. Claudia again.
Superhost
Condo in Castiglione della Pescaia
5 out of 5 average rating, 8 reviews

New two-room apartment within walking distance of the center and the sea

TorbenRating, 5 stars9 months ago
Great very modern, clean and newly renovated apartment. The location is very central and you can walk to everything in Castiglione. We particularly liked the two air conditioners in the living room and bedroom, which always kept the apartment nice and cool. The kitchen could have been a little better equipped as there are not so many dishes, spices, or an espresso cooker (only capsule coffee maker). Of course, this is also due to the fact that the apartment would not be booked as often yet. Although the apartment is located in a quiet side street, you can still hear a lot of the main street and the restaurants despite the closed windows. But if you don't have a light sleep, that won't bother you. Elsa was a very kind and helpful host. We were also particularly pleased with their tips and recommendations on the restaurants and bars. We would book the accommodation again at any time.

Pet-friendly condo rentals

Guest favorite
A row of brick buildings is shown on a peaceful street. Each unit features a balcony with striped awnings. Lush green hedges border the pathway, and distant tall trees are visible against a blue sky.
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 stars1 week ago
We stayed in this property, chosen a bit randomly among many, and I must say that never was a better choice. Roberta immediately proved to be helpful, friendly, and with her demeanor, she made us feel immediately at ease. The apartment is really nice, spacious, bright, brand new and fantastically maintained, the sea is really a few steps away with an immense and very well maintained beach, the town offers the essentials but in the surroundings there is a lot to do and see. A mini vacation that will remain in our hearts, as well as Roberta, 🥰 with whom we are sure we will hear from soon 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
A large wall print of a lighthouse is displayed prominently, capturing waves crashing against its base. A light fixture with a wooden base provides illumination, while a simple dining table stands, accompanied by white chairs. The scene adds a coastal touch to the living space.
Condo in Orbetello
4.78 out of 5 average rating, 98 reviews

Casa Medina, overlooking the Orbetello Lagoon

MarcusRating, 5 stars1 day 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 favorite
A cozy bedroom features a spacious bed with neutral-toned linens and decorative pillows. The warm yellow walls are adorned with framed photographs, while shelves hold books and small decorative items. Soft lighting enhances the inviting atmosphere, creating a comfortable space for relaxation.
Condo in Pienza
4.94 out of 5 average rating, 83 reviews

Casa Gioia

YaoRating, 5 stars4 days 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 favorite
A panoramic view reveals lush pine trees lining the shoreline, with the azure sea stretching toward distant mountains. The sky is adorned with wispy clouds, creating a serene backdrop for the coastal landscape.
Condo in Follonica
4.83 out of 5 average rating, 30 reviews

Casa Marina - Studio apartment with sea view

LauraRating, 5 stars4 weeks 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 favorite
An ancient stone building features a rustic wooden door framed by weathered walls. A vibrant cluster of pink flowers adds color to the scene, while gray clouds hover above, suggesting a tranquil atmosphere in the quaint village setting.
Condo in Bagnoli, Arcidosso
4.79 out of 5 average rating, 56 reviews

House in the small village with private pool

ChrisRating, 5 stars3 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.
Top guest favorite
A well-lit living area features a large world map on the wall, alongside a white shelving unit filled with books. A television sits on a white cabinet. A wooden dining table is accompanied by several chairs, set against the backdrop of a bright, airy space.
Condo in Castiglione della Pescaia
5 out of 5 average rating, 69 reviews

Sea House

MichalRating, 5 stars6 days ago
I recently had the pleasure of staying at Consuelo's Airbnb apartment near the sea in Castiglione de la Pescaia, and it was an exceptional experience from start to finish. Consuelo is an outstanding host—both incredibly helpful and remarkably responsive. From the moment I booked, she ensured smooth communication, promptly addressing any queries I had with warmth and efficiency. Her attention to detail and dedication to guest comfort made our stay truly effortless. The apartment itself was spotless, well-equipped, and perfectly situated for easy access to the beautiful coastline. I wholeheartedly recommend Consuelo's Airbnb to anyone looking for a delightful seaside retreat. Her hospitality truly elevates the experience, making it feel like a home away from home.
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.
Top guest favorite
A panoramic view of Porto Santo Stefano captures a vibrant marina filled with yachts and boats. The serene blue waters reflect the surrounding hills and colorful buildings, creating a harmonious coastal scene under a clear sky.
Condo 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 Rosà, 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.

Condo rentals with a pool

Superhost
An expansive inground pool surrounded by lush greenery showcases multiple lounge chairs for relaxation. A bamboo pergola provides shade, while the landscaped grounds extend to flat grassy areas, inviting outdoor activities and enjoyment of the serene Tuscan landscape.
Condo 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 ♥️ We recommend a trip to the magical mountain village of Pitigliano, about 1 hour away.
Superhost
An outdoor swimming pool is featured, surrounded by lush greenery and trees. Poolside lounge chairs and an umbrella provide relaxation options. Soft lighting creates a serene atmosphere as dusk falls over the charming countryside, with a rustic building visible in the background.
Condo in Montepulciano
4.88 out of 5 average rating, 40 reviews

Girasole Apartment

GianmarcoRating, 5 stars1 week ago
Amazing place, staff provides great service whenever needed
Superhost
A bright living area features large windows providing views of the sea. A comfortable sofa is positioned beside a modern coffee table. A dining table is visible, complemented by a light fixture above. A fireplace adds character to the inviting space.
Condo 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 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 saltwater swimming pool is set within a paved sun terrace, surrounded by lounge chairs and shaded by a wooden gazebo. Lush greenery and a brick wall create a serene backdrop, while the farmhouse structure is visible in the distance under clear blue skies.
Condo in Buonconvento
4.93 out of 5 average rating, 28 reviews

Relax between Siena and Valdorcia

CalvinRating, 5 stars6 days 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!
Superhost
A natural rock-style swimming pool is visible, surrounded by lush greenery and palm trees. A rustic house with a yellow exterior is positioned nearby, framed by the vibrant landscape. The clear blue water of the pool reflects the sunny sky, enhancing the serene outdoor setting.
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 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!!
Guest favorite
A serene swimming pool is illuminated by a golden sunset, reflecting warm hues on the water's surface. Surrounding greenery adds tranquility, while gentle waves ripple at the pool's edge, creating a peaceful outdoor atmosphere.
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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