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Cottage holiday rentals in Grosseto

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Grosseto

Guests agree: these cottages are highly rated for location, cleanliness and more.

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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
4.94 out of 5 average rating, 108 reviews

EcoLodge – modernes Design in ruhiger Panoramalage

Die EcoLodge, modern, ökologisch, komfortabel, liegt mitten in der Natur in einer friedlichen, fruchtbaren Kulturlandschaft am Monte Amiata in der stillen Südtoskana. Sie gehört zu einem alten Bauernhaus mit viel Platz, wunderschöner Aussicht, vielen alten Obst-, Marroni-, Olivenbäumen und unserem Weinberg. Es ist ein idealer Standort. Von hier aus können Sie weltberühmte Sehenswürdigkeiten erkunden, viel unternehmen und abseits der Touristenströme die Ruhe des toskanischen Landlebens genießen.

Guest favourite
A rustic stone building featuring multiple levels stands in the countryside, surrounded by landscaped gardens. Sun loungers line the grassy area near a refreshing outdoor swimming pool, while shaded umbrellas provide comfort. The property showcases a blend of traditional architecture and serene natural beauty.
Cottage in Radicofani
4.9 out of 5 average rating, 91 reviews

Charming Tuscan Cottage La Bita in Val d’Orcia

La Bita is a lovely typical Tuscan cottage that overlooks UNESCO's Heritage Orcia Valley. Located in the countryside of the medieval hamlet of Radicofani, it's surrounded by 3 hectares of private land and includes an outdoor swimming pool (open seasonally Jun-Sep), garden, outdoor dining area, BBQ and free parking area (uncovered). The studio flat is part of "Podere Maltaia", a property of 12 independent cottages, each with a private garden and entrance. CIR 052024LTN0064 CIN IT052024C2Y95TV5DS

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
4.94 out of 5 average rating, 173 reviews

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.

Top guest favourite
A sunlit outdoor space features a wooden deck with a dining table and chairs, overlooking lush green fields. A circular stone seating area surrounds a wooden hot tub, providing a tranquil spot to enjoy the serene landscape.
Cottage in Montepulciano
4.94 out of 5 average rating, 36 reviews

Angalia Guesthouse

Una vacanza di relax nell' annesso privato, immerso tra i vigneti del Vino Nobile e circondato da panorami mozzafiato. Ottimo punto di partenza per passeggiate infinite, giri in bicicletta, gite culturali, bagni nelle acque termali, avventure culinarie... e tanto altro! Arredamento in stile tradizionale toscano con tocchi di modernità FAST WIFI ADATTO PER SMART WORKERS che desiderano un ambiente stimolante per concentrarsi sul proprio lavoro, immersi nella bellezza naturale che ci circonda.

Top guest favourite
Cottage in Monticiano
5.0 out of 5 average rating, 37 reviews

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

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
5.0 out of 5 average rating, 78 reviews

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.

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
4.91 out of 5 average rating, 91 reviews

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.

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
4.9 out of 5 average rating, 31 reviews

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.

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
4.99 out of 5 average rating, 161 reviews

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.

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
5.0 out of 5 average rating, 114 reviews

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.

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
4.88 out of 5 average rating, 94 reviews

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.

Guest favourite
A wooden deck offers a serene view of rolling green hills extending into the distance. Two sun loungers are placed on the deck, inviting relaxation amid the natural surroundings. Trees frame the scene, creating a peaceful atmosphere, ideal for enjoying the landscape.
Cottage in Vetulonia
4.96 out of 5 average rating, 130 reviews

La Dolce Vita Romantic Sea-view Cottage. Tuscany

Welcome to Il Baciarino, a rustic agriturismo in the green hills of Maremma, Tuscany’s wild and less-traveled coastal region. Our property offers unique, handcrafted cottages with sea views, privacy, and direct contact with nature. Set within 19 acres of hillside wilderness in the charming Etruscan town of Vetulonia, Il Baciarino is the perfect place to escape the city, slow down, and enjoy unspoiled landscapes, fresh seafood, and good wine.

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