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Vacation rentals in Cupi

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Top-rated vacation rentals in Cupi

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Guest favorite
A spacious outdoor pool is surrounded by neatly arranged lounge chairs and framed by lush greenery and tall cypress trees. The inviting blue water reflects the clear sky and the structure of the residence sits elegantly in the background.
Home in Asciano
4.95 out of 5 average rating, 111 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.

Top 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
4.99 out of 5 average rating, 77 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 charming exterior of the villa is displayed, featuring a pink stucco facade and green shutters. A tiled terrace is visible in front, surrounded by greenery. The view of the sea is unobstructed, and the inviting entrance door suggests easy access.
Condo in Porto Santo Stefano
4.87 out of 5 average rating, 213 reviews

Charming apartment with breathtaking sea views

Charming apartment with breathtaking sea views. The property includes a spacious kitchen, a bathroom, a bedroom with a double bed, a second bedroom with two single beds that can also be used as a living room, and a terrace equipped with a table and loungers: perfect for relaxing with a stunning sea view! Spacious wardrobe closet in each room, fiber optic Wi-Fi, air conditioning, a large private parking area and a private shortcut that connects directly to the town (just a 5/10 minute walk away).

Top guest favorite
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.
Apartment in Montiano
4.99 out of 5 average rating, 70 reviews

Cattle Poggio Countryside Apartment

This apartment is perfect for two people but can also be used by a couple with children since the sofa in the living room turns into a queen bed in a short time. The bathroom is spacious and has both a shower and bathtub. The kitchen-living room is spacious and equipped with a stove,oven and large fridge and complete with all the dishes useful during the stay. The apartment is air-conditioned and the parking (outdoor) isdeadimmediately below the structure near our garden.

Top guest favorite
The stone exterior of the building is highlighted by a clear blue sky. Lush greenery and blooming blue flowers frame the scene, adding natural beauty. The structure features multiple windows and a doorway, creating a welcoming appearance in the tranquil outdoor setting.
Apartment in Orbetello
5 out of 5 average rating, 14 reviews

Apartment in Maremma agritourism farm empire

Immerse yourself in the tranquility of the Maremma at the Agriturismo Podere Impero. Two adjoining apartments, in an old stone farmhouse from 1820, offer a spacious room with stone walls perfect for relaxing. Equipped with free Wi-Fi, a fully equipped kitchen, air conditioning, linen provided and a garden ideal for pets. Complimentary olive oil produced on site. Discover nearby beaches, villages, and natural attractions. Book now for an authentic experience in Tuscany!

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 favorite
The exterior of a renovated stone house is framed by greenery, featuring large wooden doors that provide a welcoming entrance. An outdoor dining set is visible on the patio, surrounded by carefully maintained gardens and trees, evoking a serene countryside atmosphere.
Condo in Cinigiano
5 out of 5 average rating, 105 reviews

Spinosa Apartment in Podere Capraia

Two-room apartment on two floors, recently renovated with good taste furnishings: living room with sofa bed (1 and a half places), dining table, TV, WiFi. Kitchenette with oven, fridge and dishwasher. Bathroom with shower, toilet, and bidet. Upper floor, open attic double bedroom. Exit to equipped front patio. Heating (from 10/15 to 04/15), mosquito nets. Small and medium-sized pets allowed. Swimming pool (open from Jun. 1 to Sept. 30) shared with Solengo apartment

Top guest favorite
A glamptent is nestled amidst greenery, surrounded by flowering plants and trees. The landscape features rolling hills in the background, providing a natural and serene atmosphere. The structure's white fabric roof contrasts with the lush green foliage, emphasizing the outdoor setting.
Tiny home in Magliano in Toscana
4.92 out of 5 average rating, 84 reviews

La Sassicaia hidden in nature with a sea view

It is a 50-square-meter glamptent, with a private bathroom, coffee corner, fridge, and veranda, overlooking the Maremma panorama, about 200 meters above sea level. This Tiny House 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 products from the Il Bosco Felice Farm. Breakfast is also served here and is free

Top guest favorite
A scenic view features a gentle hillside dotted with wildflowers, leading to the ancient Montemassi Castle perched atop. Olive trees are visible in the background, with a sky presenting a soft blend of clouds and blue hues.
Apartment in Montemassi
4.97 out of 5 average rating, 116 reviews

Casa Sabina

The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

Top guest favorite
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 favorite
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.
Vacation 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.

Top guest favorite
A charming stone house is surrounded by lush greenery and colorful flowers. The exterior features a thatched roof and several wooden windows, with a seating area adorned with potted plants. Mature trees provide shade, creating a peaceful outdoor atmosphere.
Home in Pancole
4.99 out of 5 average rating, 143 reviews

Casa Pancole

Beautiful stone house completely and tastefully renovated, surrounded by nature, ideal for privacy, close to places of interest such as Grosseto, Terme di Saturnia, Alberese, Parco dell'Uccellina, Marina di Grosseto (in the cold periods there is a pellet stove that heats the rooms, the pellet is an additional cost to be requested, thank you) tourist tax to be paid directly on site

Popular amenities for Cupi vacation rentals

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