
Vacation rentals in Cupi
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Top-rated vacation rentals in Cupi
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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).
ValueLocationBeach
4.84 out of 5 average rating, 95 reviews
Casa al Gianni - Hut
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism property in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the warmth of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a vacation; it’s a return to our roots. This peaceful haven will stay in your soul. We look forward to welcoming you!
LocationFamilyCondition
4.93 out of 5 average rating, 294 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.
LocationValueCheck-in
4.82 out of 5 average rating, 99 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
LocationFamilyHiking
4.97 out of 5 average rating, 97 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.
FamilyLocationCheck-in
4.9 out of 5 average rating, 97 reviews
Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.
FamilyLocationNearby
4.97 out of 5 average rating, 252 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
ValueFamilyBackyard
4.92 out of 5 average rating, 338 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.
LocationFamilySleep quality
5.0 out of 5 average rating, 47 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.
ValueFamilyGrill
4.95 out of 5 average rating, 580 reviews
La Stallina - Perfect retreat from the city rush
Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.
FamilyValueView
4.98 out of 5 average rating, 181 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
LocationFamilyNearby
5.0 out of 5 average rating, 27 reviews
Panoramic penthouse in the ancient village
Penthouse with two panoramic terraces with stunning views of the valley and the historic center, in the square below the historic Orsini Fortress. Twenty minutes from the Terme di Saturnia and five minutes from the Terme di Sorano, immersed in the Maremma landscape.
FamilyValueCheckout
4.94 out of 5 average rating, 465 reviewsPopular amenities for Cupi vacation rentals
Other great vacation rentals in Cupi

Amazing Tuscan beachfront apartment
LocationValueKitchen
4.98 out of 5 average rating, 59 reviews
Villa Marsiliana
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4.92 out of 5 average rating, 26 reviews
Villa - Incredible View - Private Beach - Jacuzzi
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Sea, charm, and comfort in Tuscan Maremma
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5.0 out of 5 average rating, 16 reviews
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Assiolo
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4.8 out of 5 average rating, 5 reviews
Poggio Tamantino, Villa with pool in Maremma
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4.89 out of 5 average rating, 18 reviews
Podere Belvedere Classic Tuscan Villa
LocationFamilyAmenities
5.0 out of 5 average rating, 11 reviewsDestinations to explore
- Elba
- Giglio Island
- Lake Bolsena
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Terme Dei Papi
- Siena Cathedral
- CavallinoMatto
- Vulci
- Necropolis of Tarquinia
- Palazzo Pubblico
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona





