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Cottage vacation rentals in Province of Grosseto

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Popular amenities for Province of Grosseto cottage rentals

Cottage rentals with a hot tub

Superhost
A glass-enclosed veranda offers a view of the private garden and pool area. A round dining table with decorative tiles is surrounded by iron chairs. Light filters through the glass, enhancing the rustic charm of the exposed stone walls.
Cottage in Trequanda
4.75 out of 5 average rating, 142 reviews

"Rosso Poggiolo" farmhouse with swimming pool.

EliotRating, 5 stars7 months ago
Very good, it was perfect The host were so friendly Thank you very much
A spacious bedroom features a large bed with neutral bedding and a cozy blanket. Floor-to-ceiling windows provide expansive views of the serene landscape, while outdoor seating is seen on the balcony, promoting a connection with nature.
Cottage in Tuscania

The Domus of the Queen

PiotrRating, 5 stars2 months ago
The perfect getaway with magnifico views. Great hosts, super good food, open to help and organize what you need. Very nice jacuzzi with hot / cold water like a bath-tub. The only small problem are forficula bugs and spiders but if you want natural surroundings than that is the costs. All in all I highly recommend this place for a couple escape. We got lucky and the horses where there to see us when we woke up.
An aerial view of the cottage reveals a spacious patio featuring a hot tub and seating area. Surrounding greenery and olive trees provide a natural backdrop, while a gravel driveway leads to the entrance of the home. The rustic roof complements the charming landscape.
Cottage in Campiglia D'orcia
4.94 out of 5 average rating, 33 reviews

Val D’Orcia Eco Cottage - Exclusive Retreat

WilliamRating, 5 stars3 days ago
Wonderful, peaceful, quiet beautiful views, etc
Superhost
A long rectangular pool is surrounded by tiled coping and a natural stone edge. Lush green grass and landscaped bushes complement the pool area, while the clear water reflects the sky above. A tranquil countryside view is visible in the background.
Cottage in Canino
4.9 out of 5 average rating, 30 reviews

Independent House: Pool; jacuzzi; sauna, Garden

SergejRating, 5 stars9 months ago
Gianluca was a very caring host. Accessibility and communication easy, straightforward and fast - in very good English. The property is ideal for anyone looking for peace and privacy. The house has everything you need for a nice holiday including a large pool, sauna and hot tub. Gianluca recommended us very good restaurants and excursion destinations. Above all, many insider tips, i.e. no tourist strongholds but local ones where locals eat. We will be happy to come back 😊 Thank you Gianluca 👍

Pet-friendly cottage rentals

Superhost
A cozy living area features a pink sofa and a small round table set beside it. A dining area with metal chairs is positioned next to the kitchen, which is partially visible. Light streams in through a glass door leading to the garden, and wooden beams adorn the ceiling.
Cottage in Castiglione della Pescaia
4.69 out of 5 average rating, 16 reviews

Seaside villa, 2 bedrooms, garden, parking

ManuelaRating, 5 stars9 months ago
Jacopo was a great host! Available and kind, he immediately worked to solve small problems encountered when we arrived, wifi did not work x the modem fault, a small pot was missing x heat the milk (ruined by previous guests) and the bedroom did not have the curtain x darken the light, the day after he had already resolved the wifi failure, bought a new pot and also a new moka and put the curtain in the room. The house is in a quiet location, of course I can hear the cars passing but the new windows perfectly isolate the rooms and you can sleep without problems, the outdoor veranda where you can eat is very nice, the garden is large and fenced, our dog really appreciated. The house is equipped with a/c although in reality it is always fresh. The only downside is the lack of a small microwave or air fryer, to be able to heat or cook fast dishes, but this certainly did not ruin our vacation, we naturally adapted with the fires.
A clear view of the inviting pool is presented in the foreground, with steps leading into the water. The well-maintained garden surrounds the pool, featuring neatly trimmed hedges. In the background, a charming building with multiple windows and wooden shutters is visible, set against a serene evening sky.
Cottage in Magliano in Toscana
4.74 out of 5 average rating, 50 reviews

Independent Country House "La Mula"

MaxRating, 5 stars1 month ago
Tiziana and her husband were two exceptional hosts, they welcomed us with our dog Molly as if we were family. Clean, welcoming, quiet environment with wonderful landscape. Highly recommended in every way. We'll definitely be back.
The exterior of a rustic stone house is set amidst lush greenery, featuring a tiled roof and large windows. Surrounding foliage includes various plants and an olive tree, while a clear blue sky with scattered clouds enhances the sunny atmosphere.
Cottage in Magliano in Toscana
5 out of 5 average rating, 7 reviews

Casa Marte country house 15 minutes from seaside

ChristopherRating, 5 stars30 months ago
An enchanting place in the Maremma countryside with distant coastal views around Talamone. Owned by the kindest of couples with the friendliest of (female) dogs. Very charming and rustic with everything you need. No frills, and all the best for that. A true retreat from everyday life.
Superhost
A charming villa stands surrounded by greenery and vibrant flowers, showcasing a rustic facade with a tiled roof and a central chimney. A wooden fence frames the property, enhancing the serene countryside setting under a clear blue sky.
Cottage in Cinigiano
5 out of 5 average rating, 7 reviews

Cottages in Tuscan Country (Spazzacamino)

JanusRating, 5 stars11 months ago
Our stay at Gabriele's place was great and we enjoyed the week we have with him. The house has a cinematic sweeping view of the Tuscan countryside and the pool just like that. The pool is perfect for cooling off on the hot summer days. The house is beautiful, rustic, clean and cool. Air conditioning also helps. We have been a family of 4, with children of 4 and 7 years. We have enjoyed it every day! Gabriele and his wife were very friendly, welcoming and always easy to reach if needed. They helped make our stay just perfect. Thanks to them! We can only recommend a stay with Gabriele and his “Le Capannacce”.
Superhost
The pool features a serene blue surface reflecting the evening sky, with two umbrellas positioned for shade nearby. Lush greenery and blooming flowers create a tranquil backdrop, enhancing the peaceful ambiance of the outdoor space.
Cottage in Scarlino
4.71 out of 5 average rating, 21 reviews

Ocean Cottage Tuscan Countryside - Relaxing Blue Sea

NicoleRating, 5 stars9 months ago
We had a wonderful week in the apartment! Everything was exactly like it was in the description. We particularly appreciated the quiet location and the proximity to the sights. The host was responsive at all times and gave us great tips for the area. We felt completely comfortable.
Superhost
A rustic two-story building constructed from warm brick is surrounded by lush greenery. Large windows invite natural light, while wooden shutters add charm. The exterior features a gravel path leading to lounge chairs, creating a serene outdoor space for relaxation.
Cottage in Buonconvento
4.83 out of 5 average rating, 60 reviews

QuarterApartment for 6P Agriturismo Quarantallina

LisaRating, 5 stars2 weeks ago
The property was beautiful amd loved the scenery and friendly animals such as the donkeys and horse which greeted us each night. Serena and Mario were exellent hosts and made us feel at home at welcomed. We enjoyed a home cooked dinner with a view and breakfast. Very comfortable rustic farmhouse accomodations. Highly recommend and would love to go back as it is close to all in Tuscany.
Guest favorite
A bright living area features large glass doors, inviting natural light and showcasing views of the garden. Wooden furniture, including a dining table with chairs and a cozy sofa, is accentuated by soft, light-colored curtains that gently frame the windows.
Cottage in Pienza
4.95 out of 5 average rating, 37 reviews

Cottage San Lorenzo

Brandon and TiffanyRating, 5 stars3 weeks ago
We stayed here with our two young adult daughters. The home and the views are just magical! The home was well stocked and provided everything we needed. It very peaceful and quiet. The grounds are stunning and well kept! Only a 15 minute drive to the town of Pienza which had some of the best local restaurants. The pool was very nice to enjoy on a hot summer day with a glass of Rose in hand. We we would stay here again in a heartbeat! You will not be disappointed!
Guest favorite
A spacious outdoor area is featured with a vibrant arrangement of colorful chairs surrounding a table on a grassy lawn. A dog lies comfortably nearby. The house showcases large windows and a covered patio, providing a welcoming space for relaxation and enjoyment.
Cottage in Marina di Grosseto
4.95 out of 5 average rating, 65 reviews

La Meria di Maria - Villa on the Beach with garden

MarcoRating, 5 stars2 weeks ago
Very kind, helpful and responsive host. Clean, functional house and a stone's throw from the beach. The outdoor space is strategic, both for the dog and for the equipment (gazebo, outdoor shower, deckchair, barbecue). Truly a great experience. to do again.

Private cottage rentals

Superhost
A peaceful garden area is surrounded by lush greenery and offers a natural setting for relaxation. Several trees provide shade, while a small table and seating can be seen in the background. The ground is covered with soft earth and scattered foliage.
Cottage in Castiglione della Pescaia
4.96 out of 5 average rating, 49 reviews

The Cottage

JuttaRating, 5 stars8 months ago
The house lives from Gloria, who is a perfect host and a soul of man. She personally accompanied us to the accommodation, explained everything to us and spoiled with homemade delicacies and Tuscan specialties: homemade bread and cookies, jam, fresh fruit, water in the fridge, Tuscan olive oil and coffee. Because it sometimes got quite cool during our stay in October, she also brought us wood and lighters for the open fireplace. We had three cozy days in the blue garden house, which certainly unfolds its charm in summer even more if you can use the garden and the beautiful terraces. The sea is only a few kilometers away by bike or car. Highly recommended is also the vegetarian restaurant, which Gloria runs together with her sister, about 1 km from the house.
An outdoor pavilion is situated amidst greenery, featuring a large wooden table surrounded by benches. The structure is open on the sides, offering views of the surrounding landscape. The ground is covered with grass, providing a natural setting for relaxation and gatherings.
Cottage in Santa Caterina
4.58 out of 5 average rating, 12 reviews

La Rosa Canina [Tuscan cottage]

Hans GeorgRating, 5 stars20 months ago
We visited Moreno in Rosa Canina in the last week of September and first October. The weather was fantastic, no rain for almost two weeks. At night we were able to star in our hammocks and hear the sounds of forest. The house is secluded in the forest but is easily accessible by car and without worries. We visited the Maremma Natural Park several times, which is easy to reach by car in 45-50min. The pink Canina is a little paradise where a lot of work and passion has been put into a lot of work and passion. It has style and flair. The highlight is the antique bathroom. Everything is very tastefully decorated and we felt very much at home. As an improvement, however, more light should be taken care of above the work area/stove, it is too dark for cooking in the evening:-) But a tip: Bring a hammock to relax!!: Thank you Moreno & Spartaco for this wonderful place and for letting us stay with you for 2 weeks.
Guest favorite
A scenic view of rolling green hills is featured, framed by vibrant purple flowers in the foreground. The rustic stone guesthouse, with its tiled roof, is visible on the left, while the expansive countryside stretches towards the horizon under a clear sky.
Cottage in Montepulciano
4.91 out of 5 average rating, 22 reviews

Angalia Guesthouse

LauraRating, 5 stars2 weeks ago
The accommodation was very clean, well-designed, comfortable and situated in a beautiful and authentic tuscan location. The hosts are lovely people who respond to everything within minutes and come up with interesting activity recommendations. We absolutely recommend this house to everyone who loves a peaceful place to stay at in the heart of Italy.
Top guest favorite
The exterior of the monolocale features a stone facade with a wooden roof and a welcoming entrance. A small fenced area is present, complemented by grapevines climbing on one side. The pathway leads to a shaded porch, providing an inviting space to relax outdoors.
Cottage in Scansano
4.86 out of 5 average rating, 29 reviews

Romantic Studio Cottage in the Maremma - Tuscany

CarolinaRating, 5 stars10 months ago
We stayed a week in this enchanting setting, very characteristic apartment in a quiet area perfect for absolute relaxation and for various excursions, tastings and trips out of town to the sea. Wonderful, clean and tidy swimming pool and farmhouse spaces. Exquisite breakfast, delicious homemade desserts. The owners Blanca and Sergio were very helpful, always kind and very nice. As soon as we get the chance, we'll definitely be back! Highly recommended!
A spacious living area is highlighted by large glass doors that provide views of the surrounding olive trees and garden. The room features multiple comfortable sofas and a dining table, with natural light streaming in through the windows, showcasing the wooden ceiling beams.
Cottage in Pereta
5 out of 5 average rating, 3 reviews

Cottage Melograno in Magliano in Tuscany

AlessandroRating, 5 stars11 months ago
Very nice newly restored cottage in the middle of nature. The panorama was splendid, surrounded by the Tuscan hills, close by lovely medieval villages, natural springs, wineries, agriturisms, and not too far from the sea. The cottage offers incredible views of sunrise and sunset. The host was very friendly and flexible. She gave us a lot of information and tips. Highly recommended.
An aerial view captures the Borgo Le Moraiole nestled among rolling hills. The landscape features lush greenery and a pool area, surrounded by tall cypress trees. The rustic stone buildings are harmoniously integrated into the natural surroundings, reflecting the tranquil atmosphere of the location.
Cottage in Massa Marittima
5 out of 5 average rating, 4 reviews

Frantoio Apartment - Borgo Le Moraiole

MikeRating, 5 stars11 months ago
Sabrina has made a little paradise here! The cottage is very tastefully and lovingly decorated and there is everything you need. The complex in and of itself is wonderfully embedded in the landscape with a typical flora and fauna as well as a wonderful view! The infinity pool with its soft water is unique! Sabrina is a very gracious host - always available - with good tips for the region - but not intrusive at all! We enjoyed the time very much and will be back!
Guest favorite
A serene pool area is nestled among lush greenery, offering a clear view of the water. Tall trees and shrubs frame the pool, with steps leading down from the surrounding landscape. Scenic hills can be seen in the background, enhancing the tranquil setting.
Cottage in Porto Ercole
4.74 out of 5 average rating, 111 reviews

My little paradise

RaffaellaRating, 5 stars10 months ago
A peaceful oasis. A terraced garden cared for in every detail with a wide variety of plants. Swimming pool overlooking the valley, the house is equipped with every comfort. Relaxing stay away from the hustle and bustle. I recommend this truly unique property!
Guest favorite
The stone exterior of the house exhibits rustic charm, with wooden shutters framing two windows. A small wooden structure and a ladder are positioned on the ground, surrounded by a natural landscape featuring trees and greenery. A simple wooden fence encloses the area.
Cottage in Massa Marittima
4.89 out of 5 average rating, 19 reviews

House in the Tuscan countryside

EylulRating, 5 stars1 week ago
We would definitely repeat our stay. It was very calm and in the middle of nature. We had a lovely stay with our dog. You can also reach to the small village by walk, where there is a restaurant with views. Alessandro was also a great host. I would definitely recommend this place!

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