
Cottage holiday rentals in Grosseto
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Top-rated cottage rentals in Grosseto
Guests agree: These cottages are highly rated for location, cleanliness and more.

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.
LocationFamilyNearby
4.94 out of 5 average rating, 111 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.
LocationParkingKitchen
5.0 out of 5 average rating, 81 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.
ValueLocationSleep quality
4.92 out of 5 average rating, 95 reviews
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.
FamilyLocationHeating
4.94 out of 5 average rating, 179 reviews
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
FamilyValueDecor
4.95 out of 5 average rating, 42 reviews
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.
LocationValueParking
4.72 out of 5 average rating, 71 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.
LocationFamilyHeating
4.99 out of 5 average rating, 166 reviews
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.
FamilyLocationLong stay
4.86 out of 5 average rating, 44 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.
ValueLocationAccuracy
5.0 out of 5 average rating, 116 reviews
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.
LocationFamilyDecor
4.91 out of 5 average rating, 33 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.
ValueLocationDecor
4.89 out of 5 average rating, 100 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.
LocationFamilyTV
4.96 out of 5 average rating, 130 reviewsPopular amenities for Grosseto cottage rentals
Cottage rentals with a hot tub

Hut at S. Carlo in Buonconvento
LocationFamilyAccess
4.95 out of 5 average rating, 39 reviews
Independent House: jacuzzi; sauna, Garden, Gym
ValueLocationComfort
4.9 out of 5 average rating, 42 reviews
EcoLodge – modern design in a peaceful panoramic location
ValueLocationPets
4.94 out of 5 average rating, 111 reviews
Your Private Tuscan Retreat
LocationFamilyCondition
4.99 out of 5 average rating, 166 reviews
Panoramic view & outdoor jacuzzi - Pienza
LocationBikingWalkability
5.0 out of 5 average rating, 81 reviews
"Rosso Poggiolo" farmhouse with swimming pool.
FamilyValueGetting around
4.75 out of 5 average rating, 144 reviewsPet-friendly cottage rentals

Castagnatello Country House – Walnut Cottage
ValueLocationIndoor spaces
4.92 out of 5 average rating, 12 reviews
Malva
ValueFamilyPets
4.84 out of 5 average rating, 70 reviews
A panoramic cottage - for 4 + 1
ValueLocationOutdoor spaces
4.78 out of 5 average rating, 23 reviews
Cottage with Private Garden near the Sea
LocationFamilyBarbecue
5.0 out of 5 average rating, 5 reviews
Picturesque little country house for 4 people with pool
QuietOutdoor spacesComfort
5.0 out of 5 average rating, 3 reviews
Seafront Ecolodge breathtaking view
ValueFamilyParking
4.79 out of 5 average rating, 110 reviews
Ansaldo Farm
LocationFamilyWalkability
4.9 out of 5 average rating, 50 reviews
Country House with Swimming Pool and Private Porch
LocationFamilyDecor
4.76 out of 5 average rating, 37 reviewsPrivate cottage rentals

Charming Tuscan Cottage La Bita in Val d’Orcia
FamilyLocationLong stay
4.9 out of 5 average rating, 99 reviews
Angalia Guesthouse
LocationFamilyCondition
4.92 out of 5 average rating, 39 reviews
Il Villino
LocationFamilyCleanliness
4.95 out of 5 average rating, 59 reviews
Cottage Melograno in Magliano in Tuscany
LocationAmenitiesHospitality
5.0 out of 5 average rating, 8 reviews
Countryside House in Tuscany - Saturnia
LocationFamilyBeach
4.94 out of 5 average rating, 33 reviews
The Cottage of Villa Sveva, wonderful sea view
LocationValueAccess
4.7 out of 5 average rating, 46 reviews
The Fornetto del Poderino in Caldana
LocationValueLaundry
4.9 out of 5 average rating, 39 reviews
La Contea, the cottage among the olive trees
LocationOutdoor spacesComfort
5.0 out of 5 average rating, 6 reviewsDestinations to explore
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- Cottage rentals Tuscany
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- Giglio Island
- Lake Trasimeno
- Lake Bolsena
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia di Capo Bianco
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- La Scarzuola
- Siena Cathedral
- CavallinoMatto
- Avignonesi Winery Fattoria Le Capezzine
- Vulci
- Val di Chiana
- Necropolis of Tarquinia
- Palazzo Pubblico
- Valdichiana Outlet Village
- Saturnia Thermal Park
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