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Cottage holiday rentals in Grosseto

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Grosseto

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Guest favourite
A cozy bedroom features a large bed framed by elegant wrought-iron headboards. Textured stone walls complement the cream-colored backdrop. A small table displays travel brochures and decorative elements, providing a homely touch.
Cottage in Pari

Affittacamere La Casa del Frantoiano -Pari-

Proponiamo ai nostri ospiti un appartamentino a Pari, un grazioso borgo nel cuore della Toscana, nei pressi delle Terme di Petriolo e a metà strada tra Siena e il mare, raggiungibili in circa mezz'ora. Completamente e recentemente ristrutturato, si compone di cucina, ampia camera da letto, bagno, spazio relax all'aperto con tavolo. Dotato di aria condizionata e ogni tipo di comfort, é ieale per 2/3 persone, in cucina è presente un letto singolo. Piscina privata in condivisione con altri ospiti.

4.94 out of 5 average rating, 179 reviews
Superhost
An outdoor patio area features a small table and two chairs under a large orange umbrella. A clothing line is positioned nearby, and the door leads into the building, offering views of the surrounding garden and sunny atmosphere.
Cottage in Porto Santo Stefano

Dependance Villa "Il Sorriso"

Una piccola costruzione indipendente di fronte al mare nel giardino di un’antica villa nella zona più esclusiva di Porto Santo Stefano, a pochi passi dal centro del paese, dai negozi, bar, ristoranti. Spiaggia libera 100 m La dependance è costituita da una camera con bagno. Non c’è cucina, ma è dotata di frigobar e macchina caffè Nespresso. Gli spazi interni ridotti - equivalenti ad una confortevole e panoramica cabina di una nave da crociera - sconsigliano soggiorni superiori ad una settimana.

4.72 out of 5 average rating, 71 reviews
Guest favourite
Cottage in Monticiano

Typical Tuscan Cottage with swimming pool and park

Il Country Cottage è ubicato nel cuore della Toscana autentica, in un territorio incontaminato, con una biodiversità unica. Sito a soli 5 minuti di auto dalla famosa Abbazia di San Galgano e da l'Eremo di Montesiepi, dove è custodita la prestigiosa "Spada nella Roccia". Viene affittata l'intera proprietà: la tipica casa toscana di campagna, la piscina, il giardino e il parco recintato. Una location perfetta per rilassarsi con la massima privacy, senza lo stress ed il logorio della vita moderna

4.95 out of 5 average rating, 42 reviews
Guest favourite
A modern stone house is surrounded by lush greenery, nestled against a hillside. Large glass windows provide ample natural light, showcasing the inviting interior. The roof has a gentle slope, reflecting a blend of traditional and contemporary architecture.
Cottage in Seggiano

EcoLodge – modernes Design in ruhiger Panoramalage

Die moderne, ökologische und komfortable EcoLodge liegt ruhig und für sich inmitten von Olivenhainen, Kastanien- und Obstbäumen, Wein und Wiesen. Vor Ihnen die Hügel des Val d’Orcia, im Rücken der Monte Amiata. Hier treffen drei Welten aufeinander: Val d’Orcia, Monte Amiata und Maremma. Die Vielfältigkeit ist ein idealer Ausgangspunkt für Kultur, Wein, Wandern, Mountainbiken, heiße Quellen und Meer – und zugleich ein Ort, um abseits der Touristenströme das toskanische Landleben zu genießen.

4.94 out of 5 average rating, 111 reviews
Top guest favourite
A shaded pergola adorned with grapevines provides a relaxing spot for outdoor dining. A colorful table features a floral design, surrounded by wrought iron chairs. A private jacuzzi sits nearby, with lush greenery and rolling hills visible in the background.
Cottage in Castelmuzio

Panoramic view & outdoor jacuzzi - Pienza

‘L’Orto’ sits on a hill facing the 15th century monastery of Sant’Anna in Camprena, which was featured in the Academy Award-winning film ‘The English Patient’. Relax under a vine-covered pergola or in your private outdoor jacuzzi while enjoying panoramic views of idyllic Tuscan countryside, with its rolling hills and winding paths lined with cypress trees. ‘L’Orto’ is ideally located for a visit to the Val d’Orcia, a UNESCO World Heritage site, Pienza, Montalcino, Montepulciano or Siena.

5.0 out of 5 average rating, 81 reviews
Guest favourite
A rustic stone house is set against a backdrop of lush trees, featuring a terrace with sun loungers arranged around a central swimming pool. The building's earthy tones complement the natural surroundings, while a chimney adds a touch of charm to the exterior.
Cottage in Roccalbegna

Small cottage, swimming pool entirely private use

The 12x4 meters saline water swimming pool is exclusively for the use of the guests of the guest house! The house is located in the South Tuscany in the rural area with stunning views. Combination of an authentic flavor and the convenience of modern design. Air conditioner is available. The house is VERY SECLUDED, you would need to drive 15-20 minutes along the dirt road which might be difficult if the weather is bad. But when you finally get there you won't regret the effort.

4.91 out of 5 average rating, 94 reviews
Top guest favourite
The image captures an outdoor area of the cottage, featuring a stone path leading to a covered porch. Lush green plants are positioned in terracotta pots, adding greenery to the space. A low hedge surrounds the area, providing a sense of privacy and tranquility.
Cottage in Capalbio

Cottage vicinissimo alla spiaggia

Cottage immerso nella natura a soli 950 metri dal mare. Ideale per famiglie o coppie è posizionato sul Litorale di Capalbio nel comprensorio sud della Costa d'Argento. Rilassante per godersi le vacanze al mare e strategico per visitare la costa e l’entroterra. La spiaggia, attrezzata e libera, si raggiunge anche a piedi o con le bici. I principali centri di riferimento dove si trovano tutti i servizi sono: Capalbio Scalo, distante 5 minuti in auto ed Orbetello a soli 10 minuti.

4.91 out of 5 average rating, 33 reviews
Top guest favourite
An outdoor wood-fired hot tub is surrounded by lush green grass, offering a scenic view over the expansive landscape. A stone pathway leads to the hot tub, while the rustic stone cottage is visible in the background under a partly cloudy sky.
Cottage in Castell'Azzara

Your Private Tuscan Retreat

This beautiful sheepherder’s stone cottage is equipped with modern comforts and spa facilities free of charge. The large grounds of forest and meadow span a ridge and provide panoramic views of the valley toward Val d’Orcia to the north, the expansive Maremema to the south, and the ancient volcano of Amiata to the west. This is the perfect getaway for those wanting a private retreat from which to explore the rich wine, food, culture, history, and landscape of southern Tuscany.

4.99 out of 5 average rating, 165 reviews
Superhost
A stone house is set in a lush green landscape, surrounded by mature trees and blooming shrubs. The home features a rustic exterior, with a tiled roof and large windows. An open grassy area leads to the house, offering a serene view of the surrounding hills.
Cottage in Santa Fiora

Il Seccatoio – house in stone with panoramic view

Seccatoio is a detached stone house with an area of 60m². It can accommodate 2-4 people and has the bedroom on the first floor, under the antique roof. On the ground floor there is a kitchen, a large bathroom and a spacious living room with a sofa bed for 2 people. It offers a beautiful view of Monte Amiata. From the living you have acces to a terrace with dining table and grill in the shade of a pergola and another small terrace in front of the kitchen to enjoy the sunsets.

4.86 out of 5 average rating, 44 reviews
Top guest favourite
A charming stone cottage is set within lush greenery, featuring a covered porch with outdoor seating. Olive trees surround the area, enhancing the natural beauty. A bicycle leans against the wall, inviting exploration of the peaceful countryside.
Cottage in Osteria delle Noci

Your Tuscan oak tree house, enchanting Val d'Orcia

The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

5.0 out of 5 average rating, 116 reviews
Guest favourite
A rustic stone farmhouse with a tiled roof is set against a clear blue sky. Two chimneys rise from the roof, while a spacious outdoor area showcases green grass and a gravel driveway. Small patio furniture is visible near the entrance.
Cottage in Seggiano

Castagnatello Country House - Noce cottage

Castagnatello is a charming 15th-century country house, carefully restored and located in a prime spot between Monte Amiata and the beautiful UNESCO-listed Val d’Orcia. The charming Noce cottage, nestled in the estate’s garden, features two comfortable bedrooms, each with an en-suite bathroom, a spacious living room with an open-plan kitchen and a cozy fireplace, and a covered patio/veranda offering stunning views – the perfect setting for outdoor dining and relaxation.

4.92 out of 5 average rating, 12 reviews
Top guest favourite
An aerial view captures the agriturismo's lush green landscape, featuring neatly arranged cypress trees lining the path. A sparkling swimming pool glimmers amidst the foliage, while sprawling fields extend into the background under a clear sky, showcasing the beauty of the Tuscan countryside.
Cottage in Buonconvento

Tuscan Barn Apartment for 6 with panoramic pool

Panoramic Tuscan apartment converted from an old barn, with direct access to the garden and a shared panoramic swimming pool overlooking the Senese hills. Ideal for families or small groups of friends looking to enjoy for an authentic rural experience, privacy and relax. The apartment features three double bedrooms each with private bathroom, air-conditioning and WI-FI. A perfect place to enjoy nature, silence and unforgettable Tuscan sunsets.

4.89 out of 5 average rating, 100 reviews

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