Cottage holiday rentals in Grosseto

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Top-rated cottage rentals in Grosseto

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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

EcoLodge – modern design in a peaceful panoramic location

The modern, ecological and comfortable EcoLodge is in a quiet and secluded location, surrounded by olive groves, chestnut and fruit trees, vines and meadows. In front of you are the hills of the Val d'Orcia, and behind you is Monte Amiata. Three worlds meet here: Val d'Orcia, Monte Amiata and Maremma. The diversity is an ideal starting point for culture, wine, hiking, mountain biking, hot springs and the sea – and at the same time a place to enjoy Tuscan country life away from the crowds of tourists.

LocationValuePets

4.94 out of 5 average rating, 110 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.

LocationViewAir conditioning

5.0 out of 5 average rating, 79 reviews

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

La Casa del Frantoiano - Pari -

We offer our guests a small apartment in Pari, a charming village in the heart of Tuscany, near the Terme di Petriolo and halfway between Siena and the sea, which can be reached in about half an hour. Completely and recently renovated, it consists of a kitchen, large bedroom, bathroom, outdoor relaxation area with table. Equipped with air conditioning and all kinds of comforts, it is ideal for 2/3 people, in the kitchen there is a single bed. Private pool shared with other guests.

ValueFamilyAccess

4.94 out of 5 average rating, 179 reviews

Top Guest favourite

Cottage in Monticiano

Typical Tuscan Cottage with swimming pool and park

The Country Cottage is located in the heart of authentic Tuscany, in an unspoiled area, with a unique biodiversity. Located just a 5-minute drive from the famous Abbey of San Galgano and the Hermitage of Montesiepi, where the prestigious "Sword in the Stone" is kept. The entire property is rented: the typical Tuscan country house, the swimming pool, the garden and the fenced park. A perfect location to relax with maximum privacy, without the stress and wear and tear of modern life

LocationFamilyHospitality

5.0 out of 5 average rating, 40 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"

A small independent building facing the sea in the garden of an ancient villa in the most exclusive area of Porto Santo Stefano, a short walk from the center of the village, shops, bars, restaurants. Free beach 100 m The annex consists of a bedroom with a bathroom. There is no kitchen, but it is equipped with a minibar and Nespresso coffee machine. The small interior spaces - equivalent to a comfortable and panoramic cabin of a cruise ship - discourage stays longer than a week.

ValueLocationLong stay

4.7 out of 5 average rating, 67 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.

ValueFamilyKitchen

4.99 out of 5 average rating, 162 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 – stone house 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.

LocationFamilyPets

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.

LocationValueAccess

5.0 out of 5 average rating, 115 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 – Walnut 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.

FamilyLocationQuiet

4.91 out of 5 average rating, 11 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 very close to the beach

Cottage surrounded by nature just 950 meters from the sea. Ideal for families or couples, it is located on the Capalbio coast in the southern area of the Silver Coast. Relaxing to enjoy the beach vacation and strategic to visit the coast and the hinterland. The beach, equipped and free, can also be reached on foot or by bike. The main reference centers where all the services are located are: Capalbio Scalo, 5 minutes by car and Orbetello just 10 minutes away.

LocationFamilyBiking

4.91 out of 5 average rating, 32 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.

FamilyValuePets

4.89 out of 5 average rating, 99 reviews

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

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.

LocationValueCondition

4.96 out of 5 average rating, 130 reviews