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Holiday rentals in Montescudaio

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Top-rated holiday rentals in Montescudaio

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Guest favourite
Home in Montescudaio
4.96 out of 5 average rating, 137 reviews

Open space surrounded by nature

Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

Superhost
A spacious glass-enclosed veranda provides views of the garden and surrounding countryside. The wooden ceiling features exposed beams, complemented by black seating and a glass table. Potted plants add a natural touch, enhancing the tranquil atmosphere of the space.
Farm stay in Montescudaio
4.73 out of 5 average rating, 91 reviews

Countryside apartment in villa close to the beach

Montescudaio, one of the most beautiful villages in Italy and located in the Val di Cecina, is the setting for the Agriturismo Il Polveraio, located in the open countryside and in the middle of an olive grove, with a view of the nearby Tyrrhenian Sea and the Tuscan Archipelago. The agriturismo offers various accommodations located in the main house, dating back to the 11th century AD, and in two outbuildings and will allow you to experience a stay in total peace and tranquillity.

Top guest favourite
Villa in Montecatini Val di Cecina
4.99 out of 5 average rating, 137 reviews

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Top guest favourite
Flat in Montescudaio
4.96 out of 5 average rating, 24 reviews

IL PICCINO 29, Romantic Experience in the Hamlet....

The accommodation has a living room with sofa, table 4 chairs, kitchen with peninsula, 2 stools, side table 2 chairs, sideboard, refrigerator, dishwasher and washing machine. The bedroom with a double bed, wardrobe, 1 chair, chest of drawers, large mirror. The bathroom has a large masonry shower cubicle. The exterior in addition to the characteristic entrance patio with coffee table and 2 chairs, offers our/your very well-kept and equipped GARDEN! NO ANIMALS - MAX 2 PEOPLE

Guest favourite
A modern kitchen and dining area feature sleek cabinetry and a spacious dining table. White chairs surround the table, complemented by a vase of flowers. Large windows enhance the room's brightness, while neutral-colored tiles create a clean and inviting atmosphere.
Flat in Montescudaio
4.93 out of 5 average rating, 179 reviews

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!

Guest favourite
Flat in Montescudaio
4.94 out of 5 average rating, 33 reviews

L'Incanto | Studio Patio 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.

Guest favourite
Flat in Casale Marittimo
4.85 out of 5 average rating, 20 reviews

Casa Meri

A distinctive renovated apartment, starting from the historic foundation of the Casale hairdresser's, with particular details from the past, from the vaulted ceiling with beams, to the furnishings, whose centerpiece is a fully restored 18th-century wardrobe that dominates the apartment. We are near the central square, where you will find all the amenities the village has to offer. At the entrance to the town, there is ample parking just a few steps from the house

A spacious living area features terracotta tiled floors, large windows allowing natural light, and a cozy seating arrangement. A modern coffee table sits at the center, surrounded by comfortable chairs and a sofa. A decorative light fixture and a fireplace contribute to the room's inviting ambiance.
Villa in Montescudaio
4.67 out of 5 average rating, 21 reviews

Private Villa Acquaviva in Montescudaio/pool

VILLA ACQUAVIVA TUSCANY FOREVER. This is standalone, new villa floor size 218 m2 with private swimming pool ( 7m/3.5m / 150cm deep ), and 3 bedrooms and 3 bathrooms. WE KNOW WHERE HAPPY KIDS ARE ! TUSCANY FOREVER featuring unique family friendly properties. ACQUAVIVA is located 2km from the center of Montescudaio town with magnificent views. Etruscan coast , the sea is about 10km away. If you’re facing an issue that requires a personal touch, please contact us.

Guest favourite
Flat in Montescudaio
4.83 out of 5 average rating, 110 reviews

Casetta Luna | Hills View, Fast Wi‑Fi, Garden, EV

Casa Luna is a cozy Tuscan home with equipped garden, at the foot of Montescudaio village, Costa degli Etruschi, just steps from the countryside. View over green hills, vineyards, olive groves and sea in the valley. Super-fast Wi-Fi (great 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!

Guest favourite
Flat in Montescudaio
4.86 out of 5 average rating, 7 reviews

Casina del Fabbro | Blacksmith's Cottage & Hills

Perfect for couples and wine lovers, Casina del Fabbro is a Tuscan cottage above grandpa Mario’s old forge, with views over hills, vineyards and the sea and dreamy sunsets. In Montescudaio, a medieval village on the DOC Wine Route, 15 minutes from sandy beaches and close to Bolgheri. 45 m² with terracotta floors, exposed beams, full kitchen, AC and fast Wi‑Fi. Relax, nature, tastings and authentic Tuscany with modern comfort.

Top guest favourite
A wooden door, distinguished by its classic design, features intricate carvings and two round handles. Flower-filled baskets hang on either side of the entrance, adding a touch of greenery against the rustic stone wall, which showcases the character of the historical building.
Home in Guardistallo
4.95 out of 5 average rating, 42 reviews

Da 7 Cervelli

The XIXth century house is in a small village in Tuscany, 10 km to the Tyrrhenian Sea, 25km to Volterra, 20 km to Bolgheri, 80 km to Siena and 100 km to Florence. The train station (Cecina) it's 9km away. Slow life, excellent wine and food, historical heritage, this part of Tuscany it's a great choice for your holidays. For your stay you can find a private parking and a beautyful country garden.

Top guest favourite
Holiday home in Lajatico
5.0 out of 5 average rating, 40 reviews

Rosa: Tuscan Views & Pool, Walk to Town

Welcome to La Lunaria di Lajatico, an elegant residence in the Tuscan hills, just a 7-minute walk from the village of Lajatico, hometown of Andrea Bocelli. With two pools, panoramic terraces overlooking rolling hills, olive groves, BBQ, and full modern comfort, it offers four rustic-chic apartments—ideal for families, couples, or groups seeking authentic Tuscany close to town.

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