Vacation rentals in Bolgheri

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Top-rated vacation rentals in Bolgheri

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Top guest favorite

Condo in Noce

5 out of 5 average rating, 252 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top guest favorite

A terrace features a large white umbrella providing shade over a table and chairs, with a serene view of the ocean beyond. The swimming pool reflects the sky, while the stone exterior of the house complements the natural landscape.

Home in Rio Marina

5 out of 5 average rating, 80 reviews

Captain's House | Monte Grosso, Elba

The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.

Guest favorite

Home in Montescudaio

4.96 out of 5 average rating, 112 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

Top guest favorite

A spacious lawn gently slopes up towards a beautifully restored two-level house, featuring warm yellow and red hues. Tall cypress trees line the property, complementing the lush greenery of the surrounding gardens. Soft clouds drift above, enhancing the serene countryside setting.

Home in Gambassi Terme

4.99 out of 5 average rating, 177 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Top guest favorite

A wooden table is set for dinner outdoors, featuring bowls of pasta, fresh salads, and a bottle of wine. Two glasses of white wine are placed on the table beside fork and knife settings. The cobblestone pathway is softly illuminated by warm ambient light, suggesting a serene evening atmosphere.

Apartment in Montemassi

4.97 out of 5 average rating, 104 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.

Guest favorite

A scenic view of rolling hills and lush greenery is visible from a window. Terracotta roofs and a winding path can be seen below, enhancing the historic charm of the medieval surroundings.

Condo in San Gimignano

4.93 out of 5 average rating, 119 reviews

Luxury Medieval Tower - Penthouse

Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

Top guest favorite

A distant view features a hilltop castle surrounded by greenery, highlighting the tranquil landscape of rolling hills and valleys. The soft hues of the sky suggest early morning or late afternoon, enhancing the natural beauty of the setting.

Farm stay in Castagneto Carducci

4.96 out of 5 average rating, 141 reviews

Casa del Poggio, with a beautiful sea view

The Casa del Poggio (house at the hill) is located in the hills of Castagneto Carducci and is part of our organic farm. It is immersed in a peaceful countryside surrounded by olive groves, vineyards and woodland and enjoys a beautiful view of the sea and the castle of Castagneto Carducci. At the same time its position allows you to reach the village in just 10 minutes by foot and the beaches of Marina di Castagneto in 10 minutes by car or bus.

Guest favorite

An outdoor dining area is set up on a grassy lawn, featuring a table covered with a light-colored tablecloth. Two chairs flank the table, accompanied by decorative lamps. Surrounding flowers in shades of pink add color, while trees and greenery create a serene atmosphere.

Guest suite in Cecina

4.86 out of 5 average rating, 85 reviews

The nest in Tuscany

Relax and recharge in this oasis of calm and elegance. Immersed in the nature of the Tuscan countryside, a short distance from the sea. The area is ideal for visiting Tuscany and tasting wines in the famous wineries not far away. It is also possible to practice excursions by bike and mountain bike with dedicated routes. On request we offer bike shelter, washing and maintenance.

Guest favorite

A charming cobblestone alley is framed by rustic stone walls and an arched brick entrance. Wooden doors are visible along the passage, with a potted plant adding a touch of greenery. Natural light filters through, creating a serene atmosphere.

Apartment in Castagneto Carducci

4.8 out of 5 average rating, 123 reviews

Archetto

The apartment is located in the historic center of Castagneto Carducci, recently renovated, while maintaining the rustic shapes and style. The nearest parking lots are outside the historic center. The apartment is close to both historic villages (Bolgheri, Populonia) and the sea (7 km). Please let me know if you need any further information.

Guest favorite

An expansive infinity pool is shown, with sparkling turquoise water reflecting the clear blue sky. The pool appears to blend with the sea in the distance, framed by lush greenery and trees on the surrounding landscape.

Farm stay in Castagneto Carducci

4.99 out of 5 average rating, 106 reviews

sea view villa with private infinity pool

RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.

Top guest favorite

Farm stay in Pisa

4.99 out of 5 average rating, 298 reviews

Tenuta Chiudendone in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.