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Vacation rentals in Cupi

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Top-rated vacation rentals in Cupi

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

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Guest favorite
A spacious yellow building is surrounded by well-maintained greenery and trees. The structure includes a balcony on the upper level, while the lower section features a covered porch area. A paved pathway leads to the entrance, providing a welcoming access to the property.
Home in Grosseto
4.85 out of 5 average rating, 93 reviews

Casa Allegra

Independent apartment on the ground floor of a farmhouse surrounded by nature, on the edge of the Maremma Regional Park and a few kilometers from the sea. Convenient location for discovering the Maremma, between Argentario and Punta Ala. It is possible to visit Rome, Florence, Siena and Pisa, which are well connected by train and bus.​It consists of a living area with a kitchen and sofa bed, a double bedroom, and a bathroom with a window and shower. There is a large garden with a BBQ, table, and deck chairs for relaxing. Adjacent to the bike path (Magliano-Parco Maremma).

Top guest favorite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 198 reviews

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

Superhost
An outdoor dining area is situated under a thatched roof gazebo, overlooking the ocean. A wooden table is surrounded by several matching chairs, creating a serene space for meals. Lush greenery frames the area, while the beach and water are visible in the background.
Villa in Giannella
4.82 out of 5 average rating, 99 reviews

Beach House Giannella w/ direct access to the sea

The villa is surrounded by a 1500 sq m garden with pines, Mediterranean plants and flowers, and includes a private sandy beach directly bordering the sea.It is composed of a living room, a kitchen, two double bedrooms, a bedroom with a bunk bed and two bathrooms (one of which in a small external structure). It is provided with air conditioning and a heat pump.In the park, there is an outdoor kitchen and a large table under a gazebo on the beach, which allows you to eat right in front of the sea.

Guest favorite
A scenic view captures a serene outdoor area featuring a turquoise swimming pool, surrounded by sun loungers and lush greenery. Rolling hills and fields stretch into the distance, complementing the clear sky adorned with soft clouds, creating a peaceful countryside atmosphere.
Farm stay in Manciano
4.97 out of 5 average rating, 97 reviews

Casa Olivia: Comfort, Nature and Landscapes of Maremma

Placed in the Manciano countryside, in the intact landscape of South Tuscany, 20 min from the Saturnia Cascades, Casa Olivia is an apartment in a farmhouse in the center of an age-old olive grove. From the garden and the house you can enjoy an incredible view on the Maremma hills with the Argentario coast in the background. Uncontaminated nature, peace and a wide choice of excursions in the surrounding area between art, history, sea and traditions. 30 minutes from beaches and beautiful villages

Superhost
A sun-drenched terrace offers a view of the sea, bordered by well-maintained gardens featuring colorful flowers. A dining table with chairs sits on the stone patio, complemented by two lounge chairs. The rustic villa's wooden doors provide access to the interior.
Villa in Talamone
4.9 out of 5 average rating, 96 reviews

Villa Il Molinaccio with terrace and private beach

Spacious rustic villa with a terrace overlooking the sea and access via stairs to a small pebbly beach. Ample outdoor and indoor spaces with garden. It has sun beds, sun umbrella, table tennis and barbecue. Recently purchased kitchen and furniture. A 10-minute walk from the harbour and centre, offering privacy but accessibility to all amenities like beaches, windsurfing, diving, and boat hire. Private garage in front of the house on private road. Recently renovated. Vintage and maritime style.

Guest favorite
The villa is set in a serene landscape, featuring a well-maintained pool surrounded by a wide stone deck. The structure offers a spacious single-level layout and is bordered by lush green fields under a clear blue sky.
Villa in Manciano
4.92 out of 5 average rating, 26 reviews

Villa Marsiliana

Villa immersed in the enchanting landscape of the Maremma countryside, ideal for those looking to spend a relaxing vacation surrounded by nature. The villa, elegantly furnished, can accommodate up to 8 people, perfect for families or groups of friends. You can enjoy the beautiful 10x5 meter swimming pool, perfect for sipping a drink or reading a book. The location allows you to explore the stunning beaches of the Tyrrhenian coast and the charming medieval villages. Security deposit €300

Top guest favorite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.92 out of 5 average rating, 332 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Top guest favorite
Home in Pereta
5.0 out of 5 average rating, 77 reviews

Bel Casale with sea view and the mediaeval village

In the Maremma countryside, private panoramic swimming pool, with a 360° !!! View of the Argentario, the island of Giglio and the medieval village. Spectacular sunsets to admire! The villa is on one floor, characterized by exposed wooden beams, verandas, handmade terracotta floors, elegant minimal furniture. It can accommodate up to 6 people. Park of 2 hectares of garden with olive grove and centuries-old oaks. Located 5 minutes from the beautiful village of Pereta.

Guest favorite
An infinity pool overlooks expansive Tuscan landscapes, framed by gently rolling hills. The water reflects the sky, creating a serene atmosphere. A spacious deck with a few lounge chairs is positioned beside the pool, inviting relaxation in the open-air setting.
Apartment in Campagnatico
5.0 out of 5 average rating, 46 reviews

Agriturismo Marrucheti 82 South Apartment

An 88sqm apartment, it consists of a large living room with an open space kitchen, two bedrooms, two bathrooms (one with a shower and one with a bathtub). Ideal for large families or a group of friends. It includes: A sofa bed in the living room, which can be used as an extra bed. Bed linen, bathroom towels and beach towels Cleaning services, bed linen and towels replacement halfway through the week.

Top guest favorite
Farm stay in Campiglia D'orcia
4.95 out of 5 average rating, 574 reviews

Poggio Bicchieri Holiday Farm - Poesia Apartment

Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large, well-equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

Guest favorite
The villa's exterior showcases a charming Mediterranean-style design, featuring a terracotta roof and soft pink walls. The surrounding well-maintained lawn is bordered by tall trees, providing a serene backdrop, while outdoor seating is positioned on the patio, inviting relaxation.
Villa in Grosseto
5.0 out of 5 average rating, 27 reviews

Podere la Pompa

Villa with three bedrooms with ensuite bathroom, large kitchen and living room. External loggia for outdoor dining and possibility of using the shared swimming pool. Piccola Pompa is located a short drive from Grosseto and less than 20 minutes from the beaches of Castiglione della Pescaia

Guest favorite
A panoramic view of rolling hills is displayed, featuring lush green fields and scattered trees. The landscape stretches into the distance, with a clear blue sky overhead, providing a serene natural backdrop. The foreground includes unpaved pathways and rocks.
Home in Orbetello
4.9 out of 5 average rating, 234 reviews

House in the Maremma countryside with a view of Argentario

House in the countryside, first floor, with a large terrace overlooking the hills of the Tuscan Maremma, Argentario. Large garden with private parking. All within a bio-agricultural and livestock farm. We accept pets for a supplement of €15 to be paid directly at check-in.

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