Some info has been automatically translated. Show original language

House vacation rentals in Bolgheri

Find and book unique houses on Airbnb

Top-rated house rentals in Bolgheri

Guests agree: these houses are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
An outdoor patio area is featured, showcasing a spacious covered space with large, light curtains that gently sway in the breeze. Comfortable seating options consist of bean bags and a dining table, all surrounded by lush greenery and tall cypress trees.
Home in Simignano
4.98 out of 5 average rating, 162 reviews

Casa al Gianni - The Simignano Barn

Transformed from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, large equipped kitchen, large living room and a large private garden with parking, hot tub, patio with sofas, BBQ, fire pit and outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, between relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

Guest favorite
A terracotta-colored house is set against a backdrop of rolling green hills. Olive trees and flowering plants are visible around the stone-paved patio. The area is bathed in sunlight, with a fenced garden area beyond the house, providing a peaceful, natural setting.
Home in Lajatico
4.94 out of 5 average rating, 101 reviews

Podere Quercia al Santo [Quercia al Santo Estate]

Portion of a farmhouse, located in the hills of Lajatico overlooking the Teatro del Silenzio. The perfect place for those who want to spend a regenerating vacation, in contact with nature, in tranquility, but at the same time love to visit nearby villages and cities. Suitable for couples, families with children and 4-legged friends. The house, surrounded by a beautiful garden, has a double bedroom, a small bedroom, a living room with a sofa and an equipped kitchen. Parking space and private garden

Top guest favorite
A stone wall is adorned with vibrant red climbing roses, creating a striking contrast against the rustic texture. A window with a black grid pattern is visible, framed by the lush greenery of surrounding plants, enhancing the inviting character of the setting.
Home in Castellina in Chianti
4.96 out of 5 average rating, 108 reviews

Leonardo - Chianti/Siena, Florence, San Gimignano.

Ancient stone house from the 15th century in a small renovated medieval hamlet in the heart of the Chianti Classico. Located on top of a hill between Florence, Siena and San Gimignano. TENNIS COURT+ SWIMMING POOL Splendid view over the valley. Independent entrance; On the ground floor: large living room with two sofas, dining area and open kitchen. On the 1st floor: 2 bedrooms and 1 bathroom with shower; Private garden with terrace - table and chairs for eating under the gazebo and sun loungers

Top guest favorite
A stone structure with a tiled roof is framed by greenery, surrounded by rolling hills. A spacious outdoor area features a wooden table, inviting relaxation. Large trees and thriving shrubs enhance the tranquil setting, with a backdrop of a serene sunset illuminating the landscape.
Home in San Casciano In Val di Pesa
4.98 out of 5 average rating, 220 reviews

The Chianti Classico Sunset

Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Guest favorite
The rustic stone house features a facade adorned with climbing greenery, offering a blend of natural beauty and architectural charm. Large wooden doors open onto a welcoming terrace, which is surrounded by greenery, providing a serene outdoor space for relaxation.
Home in Volterra
4.93 out of 5 average rating, 193 reviews

Collina Power

Collina is an ancient stone farmhouse, the house is surrounded by fields and olive groves. It has a large garden with swimming pool and a terrace where you can have pleasant lunches and dinners. A barbecue and garden furniture are available. The road to get to the house in the last stretch is not paved and is therefore not suitable for sports cars or particularly low ones. The route lends itself to pleasant walks during the day, while at night we recommend using a car because it is not lit.

Guest favorite
A charming stone cottage is surrounded by lush greenery and tall trees. Two white lounge chairs are positioned on the manicured lawn, accompanied by a small round table. A sun umbrella offers shade, while large windows reflect natural light, showcasing the inviting interior.
Home in Montescudaio
4.96 out of 5 average rating, 123 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

Guest favorite
Home in Barberino Tavarnelle
4.9 out of 5 average rating, 179 reviews

La Casa di Nada - Suite

From every window of the house, beautiful views open onto the rolling Tuscan hills, a constant delight throughout the stay. The home is bright and welcoming, with comfortable bedrooms each featuring a private bathroom, a living room with a fireplace, and a fully equipped kitchen, the true heart of the home. For those who wish, it is possible—upon request—to enjoy a simple and authentic moment of cooking together, just like in a family home. A peaceful retreat in the heart of Chianti.

Top guest favorite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5 out of 5 average rating, 204 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 lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
Home in Castellina in Chianti
4.98 out of 5 average rating, 127 reviews

StageROOM03 - Idyllic Chianti cottage near Siena

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Top guest favorite
A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home in Peccioli
4.99 out of 5 average rating, 135 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

Top guest favorite
A winding driveway is lined with tall cypress trees on either side. The green landscape stretches into the distance, revealing rolling hills and a distant rustic building surrounded by nature, creating a serene and inviting setting.
Home in Montaione
4.95 out of 5 average rating, 126 reviews

Cercis - La Palmierina

E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

Guest favorite
The open-plan living area features a modern kitchen with a stove and microwave, alongside a dining table. A cozy sofa in the seating area is positioned near a large window, offering access to a terrace. Natural light brightens the space, complemented by neutral decor.
Home in Florence
4.94 out of 5 average rating, 101 reviews

Quiet&Chic Hillside Loft | 20 mins to Downtown

If you are looking for a relaxing getaway immersed in greenery, away from the city noise but still close to the historic heart of Florence, this is the place for you! Located in the city's most beautiful residential area, this 75sqm modern open-space is nestled within an exclusive, private hilltop complex. It’s the perfect balance of contemporary style and peaceful nature. APT ID CODE 048017LTN1114

Popular amenities for Bolgheri house rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Livorno
  5. Bolgheri
  6. House rentals