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Holiday rentals in Cupi

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Top-rated holiday rentals in Cupi

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

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Guest favourite
Home in Asciano
4.96 out of 5 average rating, 116 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Superhost
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
4.83 out of 5 average rating, 82 reviews

Casa Allegra

For rent: independent apartment belonging to a farmhouse surrounded by nature, at the gates of the Maremma Natural Park, 10 km from the sea. Great location, halfway between Argentario and Punta Ala. 170 km from Rome and Florence, easily reachable by train. Apartment located on the ground floor, consisting of a living area with kitchen, sofa bed, a double bedroom, a spacious bathroom with shower and window. Large garden with table, chairs, deck chairs and barbecue.

Top guest favourite
A light-filled living area features a modern gray sectional sofa arranged against a textured stone wall. The tiled floor enhances the room's rustic charm, while the exposed wooden beams add character to the ceiling. A welcoming entryway is visible in the background.
Flat in Montiano
4.99 out of 5 average rating, 70 reviews

Cattle Poggio Countryside Apartment

This apartment is perfect for two people but also for use by a couple with children since the sofa in the living room turns into a double bed in a short time. The bathroom is spacious and has both a shower and a bathtub. The kitchen-living room is spacious and equipped with a stove,oven and large refrigerator and complete with all the dishes useful during your stay. The apartment is air-conditioned and parking (outdoors) isright under the property near our garden.

Top guest favourite
An entryway features exposed stone walls, creating a rustic charm. A wooden table with a chair is positioned beside the staircase, leading to the upper level. An artwork hangs above the table, adding a cultural touch, while a mosaic tile pattern decorates the floor.
Home in Scansano
4.95 out of 5 average rating, 103 reviews

CASA CANETO Relaxation & Culture in Tuscan Maremma

Casa Caneto is a fully restored house, part of a farm in the Tuscan Maremma. The house is located 450 m from the center of the village of Scansano (GR). The uncontaminated environment and location of the house offer tranquility, privacy and freedom, all surrounded by a suggestive landscape. Casa Caneto is ideal for excursions in the surrounding areas rich in Etruscan and medieval history, also famous for the production of wines and local products of excellence.

Guest favourite
The kitchen features a modern design with a combination of light and dark cabinetry. An equipped countertop includes a sink, stove, and microwave, while patterned tiles add texture. A rug in warm colors lies underfoot, complementing the wood-paneled ceiling that enhances the cozy atmosphere.
Flat in Grosseto
4.91 out of 5 average rating, 122 reviews

Carla's house

The renovated loft is a 5-minute walk from the historic center and 5 minutes from the station. It has a separate entrance on the ground floor. Free parking is available. It has a double loft bed, double sofa bed (crib on request), linen, equipped kitchen, bathroom with shower and window, independent heating and air conditioning. On the street, there is a bar, take-out pizzeria, coin-operated laundry, hairdresser, rotisserie. Adjacent pharmacy, supermarket.

Top guest favourite
A spacious balcony offers views of rolling hills and lush greenery under a clear sky. A table is set with a bottle of wine and a glass, while potted plants add a touch of nature to the setting.
Holiday home in Montiano
5 out of 5 average rating, 15 reviews

Nectar and Ambrosia

Located in the ancient village of Montiano, the apartment enjoys a charming and exclusive view of the Maremma with the rolling hills of Mediterranean scrub and the Morellino di Scansano vineyards. Thanks to its strategic location, you can get to tourist spots such as the Uccellina Park, Talamone, and Argentario in a few minutes. Moving away from the coast, you can visit villages such as Pitigliano, Sorano, Sovana and the famous Thermal Baths of Saturnia.

Guest favourite
A scenic view of the surrounding hills and valleys is presented from the Tiny House's porch. The landscape features lush greenery under a clear blue sky, while a simple white chair is visible on the wooden terrace beside the building.
Tiny home in Montiano
4.94 out of 5 average rating, 68 reviews

Tiny House "La Poiana" in Nature with a sea view

Enjoy the lovely setting of this romantic spot in nature. This 30-square-meter Tiny House with bathroom, double bed and veranda overlooking nature is inside the glamping of Fattoria Il Bosco Felice which can be accessed directly from the Farm. At the Farm, there is also a restaurant for guests where, by booking, they receive typical Tuscan meals with the products of the Il Bosco Felice Farm. Breakfast is also served here.

Top guest favourite
A ground-level apartment is framed by lush greenery and vibrant yellow flowers. A small table and chairs are positioned on the patio, providing an outdoor seating area. The building features a tiled roof, wooden shutters, and a warm, inviting facade.
Home in Grosseto
4.96 out of 5 average rating, 23 reviews

La Tana della Volpe Farmhouse

An oasis of peace, surrounded by olive trees and immersed in the nature of the Maremma Park. Very close to the entrance of the wildlife trail, and along the road that leads to Collelungo beach. Here, life flows quietly, in harmony with nature. The space around the property allows you to spend pleasant time outdoors, with your family, friends, children and 4-legged friends. Location suitable for nature and animal lovers.

Guest favourite
An arched brick entrance leads into a living area featuring a bookshelf filled with books. A wooden table is set for dining, while a cozy sofa is adorned with a decorative lace cover. Natural light comes through a nearby window, highlighting the space.
Flat in Alberese
4.91 out of 5 average rating, 112 reviews

"Little Corner of Maremma"

The apartment is on the ground floor of a long two-story building, overlooking the central square of the village, called "Fienilessa Vecchia", It consists of an entrance hall, kitchenette, two bedrooms, large bathroom and garden. The apartment, due to its central location, is close to all the strategic points that allow optimal use of the natural beauty offered by this place full of history and tradition!

Guest favourite
A spacious exterior view of a single-story house is captured, featuring a traditional tile roof and wooden beams. Adjacent to the house, well-maintained greenery and potted plants create a welcoming atmosphere. A small fence encloses the garden area, enhancing the connection to nature.
Holiday home in Alberese
4.82 out of 5 average rating, 104 reviews

RELAX in the heart of Maremma Agr. Val de'Correnti

The apartment is located within the Maremma Regional Park, sea. You will love my place for these reasons: the great location in the heart of the Maremma, the atmosphere, the outdoor spaces. My place is good for couples, solo adventurers, and families (with kids). The name of the farmhouse is Val dei Correnti and is located 800 meters from the town of Alberese, on the Provincial Road 59.

Superhost
A small terrace features a round table set for two with glasses of white wine and a green bottle. The view overlooks the sea and the hills in the distance, while flowering plants add color to the scene. A trellis provides partial shade.
Apartment in Porto Santo Stefano
4.83 out of 5 average rating, 208 reviews

Villa Rosetta, apt 2, Lovely beach historic house

A lovely apartment at the sea front, with direct access to the sea with rock beaches, surrounded by a beautiful mediteranean garden. You can relax on the beach in every moment. You can swim in the sea whenever you want. Welcomes well behaved dogs. There are extra cost in addition to the cost of the stay: cleaning fee, municipality tax, ZTL pass Follow us on @: villarosetta1914

Superhost
A light-filled dining area features a wooden table surrounded by chairs, with a view of the outdoor landscape through open double doors. The minimalist kitchen includes sleek cabinetry and a sink, complemented by decorative jars on the counter.
Holiday home in Grosseto
5 out of 5 average rating, 6 reviews

Maremma Charm: 3 Dreamy Bedrooms

Poggiolivi is located in the heart of the Tuscan Maremma, just steps away from the famous Parco della Maremma and the sea. The perfect place for your vacation to explore a wild and enchanting region like the Maremma. Our farmhouse in Maremma offers guests an intimate, refined, and elegant atmosphere. Rooms are tastefully furnished and equipped with every comfort.

Popular amenities for Cupi holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Grosseto
  5. Cupi