Apartment holiday rentals in Montescudaio

Il Fienile di Casale | Tuscan Hills · Historic Villas

In the heart of the medieval village of Casale Marittimo Il Fienile di Casale is a beautifully restored old hayloft that keeps all the authentic Tuscan charm. With its brick vaulted ceilings, wooden beams and stone walls it offers a warm and welcoming atmosphere. From the living room you can enjoy a breathtaking view over the rolling hills, vineyards and olive groves of the Etruscan Coast stretching all the way to the sea. Perfect for those looking for relaxation wine tourism and nearby beaches.

Art Loft: Rooftops and Hills View in Lajatico

Newly refurbished 1 bedroom apartment with all the modern comforts. Double living room with 2 sofabeds and A/C, dining room, full kitchen, dishwasher, coffee machine, double bedroom, bathroom with shower and bidet, washing machine, garage available on request. Located in the heart of Lajatico a few steps away from the main square where is everything you need: butcher, pharmacy, post office, bank, restaurants, hairdresser, supermarket, bar, playground etc. Free parking available only 70m away.

Mona Lisa Mirage Cabin ~ Le Fraine Glamping

Immerse yourself in the enchantment of the wild Tuscan hills, just 15 km from the sea. Agriturismo Le Fraine offers 4 apartments in an authentic Tuscan farmhouse and 4 elegant glamping cabins nestled in the ancient olive grove. The "Mona Lisa Mirage" cabin disappears among the olive trees, offering breathtaking views from its veranda over the hills. With a large panoramic swimming pool and the opportunity to taste our exquisite oils and wines, the experience becomes unique and unforgettable.

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San Miniato - Panoramic terrace in the historic center

Brand new apartment in the historic center of San Miniato. Recently renovated, it is ideal for those seeking tranquility in the heart of the city, with a beautiful view of the Tuscan countryside thanks to the panoramic terrace perfect for a breakfast in the sun or a special aperitif. Immersed in the historic part of the city, typical restaurants, shops and all the beauties of San Miniato can be easily reached on foot. Thanks to its central location, it is ideal for visiting all of Tuscany.

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Casa Billi

Cozy 90-square-meter apartment with a beautiful view of the countryside on the second and top floors (no elevator) of a recently renovated old building. Two double bedrooms, a living room with a kitchen, a study, two bathrooms, one with a shower, and a storage room. Exclusive use of a beautiful terrace (not on the apartment floor). A few minutes' walk and you will be in the center of the lively village of Palaia, where you will find small shops for shopping, restaurants, pubs and a bar.

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"Il Magnifico" Medici apartment

Luxurious apartment built from a portion of the Medici villa dating back to the early 15th century, located in the historic center of the small town of Collesalvetti, nestled in the Livorno hills a few kilometers from the sea and the most important art cities of Tuscany. Pisa is 19 km away, Livorno 20 km, Florence 77 km, the sea 19 km The apartment is located in the colorful town square where you can find a restaurant, bar, ice cream shop and groceries, Lidl and Conad 1 km away.

Olive Harmony Tuscan Hideaway

Experience the timeless beauty of Tuscany at Olive Harmony, a peaceful villa set in the countryside near Volterra. Surrounded by olive groves and rolling hills, it features lovely views, two bedrooms, two bathrooms, and charming interiors. Relax in your private outdoor area, enjoy dinner under the stars, or cool off in the shared swimming pool. An ideal retreat for families and friends looking to discover Tuscany surrounded by nature, tranquillity, and enchanting medieval towns.

Elegant and bright apartment in Montescudaio

The apartment has been recently renovated, very bright and welcoming, the furnishings are modern and practically new. Located in the residential area of Montescudaio, quiet and peaceful from where you can easily reach the most characteristic places of Tuscany: medieval villages, enchanting hills and all the splendid historic cities (Pisa, Florence, Siena...) that make Tuscany such a popular destination. Just 20 minutes to the sea. Your vacation will be unforgettable!

Casa Meri

Charming apartment renovated from the historic premises of Casale's hairdresser, featuring distinctive period details, from the vaulted and beamed ceiling to the furnishings, the centerpiece of which is a fully restored 18th-century armoire that dominates the apartment. We are close to the central square, where you can find all the amenities that the village has to offer. At the entrance to the village, there is ample parking just a stone's throw from the property.

L'Incanto | Patio Studio in Medieval Montescudaio,

Step into the medieval charm of Montescudaio, inside the historic borgo right below the Abbey walls. This cozy renovated studio is perfect for couples or solo travelers. It features a bedroom, kitchenette, private bathroom and a private patio right in front of the entrance, with views over the hills and sea. Fast WiFi, Smart TV, air conditioning, mini-fridge and coffee machine. Just minutes from the beach, ideal base for Pisa, Volterra, Bolgheri, Siena and Florence.

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Casetta Sole | Hill View, Fast Wi‑Fi, Garden, EV

Casetta Sole is a cozy Tuscan home with equipped garden, at the foot of Montescudaio village, Costa degli Etruschi, a step from the countryside. View over green hills, vineyards, olive groves and sea in the valley. Super-fast Wi-Fi (ideal for smart working), free parking + EV charging station. Garden with barbecue. Few km from the sea, on the Wine Route: near Volterra and San Gimignano, perfect for relaxation, wine tours and DOC tastings. Welcome to our Tuscany!

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VerdeMare House with a view

Newly renovated ground floor apartment with panoramic view .... wonderful position in the hills with sea view ... large and bright three-room apartment that is well suited for a trip as a couple or as a family. It consists of kitchen, bedroom with 2 single beds and large living room with sofa bed, bathroom and dressing room. The space is embellished by a large outdoor patio equipped with armchairs and a table to relax during the stay, beyond babecue area.