Cottage vacation rentals in Province of Grosseto

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Top-rated cottage rentals in Province of Grosseto

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Guest favorite

A serene private pool is set against a panoramic view of rolling hills and lush greenery. The water reflects the clear sky, while the pool's edge extends into a sunlit patio area, offering an inviting space for relaxation.

Cottage in Pari

4.95 out of 5 average rating, 152 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 a disposizione. Dotato di aria condizionata e ogni tipo di comfort, é ieale per 2/3 persone, in cucina è presente un letto singolo. Piscina privata concordando orari.

Guest favorite

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

4.87 out of 5 average rating, 67 reviews

Cozy cottage La Bita in Tuscany

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

Guest favorite

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 out of 5 average rating, 53 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.

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

Escape to the peaceful Maremma Laziale and enjoy a stay in this independent countryside house, perfect for both short and long stays. - Spacious Living Room with sofa bed, fireplace, TV, dining table, and a cosy atmosphere. - Private Sauna and Bathroom with Shower & Hot Tub featuring chromotherapy for relaxation. - Fully Equipped Kitchen with dishwasher and washing machine. - Outdoor Barbecue Grill for delightful meals in the open air. - Optional Gym Access (available upon request).

Top guest favorite

A spacious wooden deck overlooks a panoramic view of rolling hills and distant mountains, with the sea visible on the horizon. Two lounge chairs are positioned for relaxation, surrounded by native plants and trees that enhance the natural setting.

Cottage in Vetulonia

4.96 out of 5 average rating, 120 reviews

La Dolce Vita ~ romantic retreat in quiet nature

Welcome to Il Baciarino! We are a rustic agriturismo in the green hills of Maremma, Toscana's wild and unexplored coastal region. Il Baciarino is a place to come and stay, to escape from the bustle of the city and your busy life, and to unwind in nature; perfect for those who love unspoiled nature, endless views, fresh seafood & good wine. Il Baciarino has various unique rustic cottages nestled in 19 acres of wilderness, on the outskirts of the tiny Etruscan town of Vetulonia.

Guest favorite

An inviting workspace features a large circular window that frames a scenic view of the landscape beyond. Two wooden benches provide ample seating, complemented by a black wire chair. Natural wood paneling creates a warm, comfortable atmosphere for productivity.

Cottage in Castell'Azzara

4.99 out of 5 average rating, 134 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.

Superhost

A serene swimming pool is framed by well-maintained greenery, reflecting the palm tree and vibrant sky at sunset. The still water enhances the tranquil atmosphere, and the surrounding garden offers privacy and a peaceful setting for relaxation.

Cottage in Massa Marittima

5 out of 5 average rating, 3 reviews

Country cottege olive trees garden near seaside

Weekly periods for rent delightful house in the countryside. house 6 km far from the sea immersed in the Tuscan countryside property of 20 hectares of which 5 are totally fenced and surrounded by olive trees Shared swimming pool in 3 small cottages of 7m x 14m lawn around Ideal for countryside seaside holidays House: living room, kitchenette, double bedroom, bathroom with shower. External: large porch for children's ping pong games table football barbecue washing machine

Top guest favorite

A covered veranda provides shaded seating with a table and chairs, overlooking expansive green hills dotted with trees and shrubs. A soft breeze can be imagined flowing through the open space, enhancing the serene countryside atmosphere.

Cottage in Osteria delle Noci

5 out of 5 average rating, 87 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.

Superhost

The cottage features a shaded outdoor area with a wooden deck, framed by lush greenery and olive trees. A table and chairs can be seen on the patio, providing a serene setting for al fresco dining amidst the natural surroundings.

Cottage in Monte Argentario

4.92 out of 5 average rating, 13 reviews

The Cottage of Villa Sveva, wonderful sea view

This delightful cottage is located on Monte Argentario, in the heart of a large park shaded by centuries-old olive trees and numerous Mediterranean plants, arranged on terraces sloping along the ridge. The view is breathtaking: a very blue sea dotted with the islands of the Tuscan archipelago: Elba, Giglio, Montecristo and Corsica. The delightful little house is well organized and decorated with the characteristic Vietri tiles and Tuscan terracotta.

Superhost

The charming cottage is set against a backdrop of lush greenery, featuring a natural stone facade and a tiled roof. A swimming pool is visible in the foreground, accompanied by sun loungers and umbrellas, while well-maintained gardens and trees surround the property.

Cottage in Radicofani

4.84 out of 5 average rating, 127 reviews

Cottage "Girasole" in Tuscany

A lovely cottage in the old farmhouse "Podere Maltaia" that overlooks the Unesco's Heritage protected area Orcia Valley, surrounded by large farmyards and 3 hectares of private land that includes an outdoor swimming pool (opened seasonally, based on outside temperature - please ask to know the dates for the upcoming or ongoing summer season), garden, outdoor dining area, BBQ and parking area (not-covered, free of charge).

Guest favorite

A panoramic view of a coastal town is displayed, with colorful buildings nestled along the shore. The deep blue sea extends to the horizon, where a small sailboat can be seen. Lush greenery frames the foreground, leading to a gentle hilltop.

Cottage in Porto Santo Stefano

4.91 out of 5 average rating, 101 reviews

Tre Mari Cottage

I tre mari è la sistemazione ideale per una coppia di innamorati in cerca di pace e tranquillità. Situata nel cuore del monte argentario con una vista stupenda sul mare, può essere un punto di partenza per molti sentieri da trekking o per raggiungere tutte le calette dell’Argentario. A soli 2km dal mare, la strada per arrivare è tortuosa e in parte sterrata. Non è un posto per tutti!

Guest favorite

A charming chalet is positioned on a rocky hillside, featuring wooden shutters and a terracotta roof. A spacious terrace offers outdoor seating at a blue table, framed by lush greenery and a large clay pot. The sea is visible in the background under a pastel sky.

Cottage in Cala Piccola

4.82 out of 5 average rating, 84 reviews

Sunset in Costa d’ Argento

Chalet con accesso gratuito alla piscina residenziale, scesa su una magica scogliera con tramonto indimenticabile, una camera da letto, soggiorno con angolo cottura e bagno e un ampia terrazza e veranda prendisole a picco sul mare. Una vacanza da sogno anche per gli sportivi della pesca, della vela, Mountain Bike e terme.