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House vacation rentals in Bolgheri

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Top-rated house rentals in Bolgheri

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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!

Top guest favorite
A charming garden area features a round table surrounded by four wrought iron chairs. Vibrant flowers bloom in planters, and lush greenery adds to the tranquil environment. A rustic stone wall and traditional rooftops provide a picturesque backdrop, enhancing the sense of privacy.
Home in San Gimignano
4.99 out of 5 average rating, 202 reviews

Garden House

"Casa del giardino" ...... a blooming oasis within the medieval walls.. The owners Mario and Donella would like to offer you a unique vacation in San Gimignano. You can enjoy the wonderful garden, an extraordinary oasis of peace and silence, in the city center, for the exclusive use of those who rent the apartment. Thus, reading a book, relaxing in the sun, sipping an excellent glass of Chianti or having breakfast surrounded by greenery and among the flowers of this garden will be a memorable experience!

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.

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, 134 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence this house comes with a large panoramic terrace, equipped with sunchairs and a large table for outdoor dining. Below, an hanging garden on the property overlooks one of the most striking views in Tuscany. The location is strategic, in the beating heart of an ancient medieval village, now home to an open-air contemporary art museum. Peccioli is a great starting point for those who want to visit the art cities of Tuscany, or immerse yourself in local life,

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

Top guest favorite
Home in Sovicille
4.96 out of 5 average rating, 113 reviews

Eleutherìa: Cozy Cottage in the heart of Tuscany

Eleutherìa is a recently refurbished cottage, located on the top of the hill surrounded by the stunning Tuscan countryside. It is right in the middle of trekking tracks crossing centuries-old woods and wild nature, those who walk along can feel nature and discover to belong to it.. Offering a 75 sqm (800 sqft) area with patio overlooking the garden to unwind your senses. Just about 18 Km (11 Mi) from the medieval city of Siena, it’s a strategic location to the major Tuscan’s attractions.

Guest favorite
Home in Barberino Tavarnelle
4.9 out of 5 average rating, 178 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
An outdoor seating area is showcased on a sunlit terrace, featuring a small wooden table surrounded by colorful chairs. A terracotta pot filled with vibrant red flowers adds a touch of color against the rustic stone wall of the structure.
Home in Casale Marittimo
5 out of 5 average rating, 45 reviews

Countryside-panoramic sea Casale Marittimo Tuscany

Small apartment immersed in the tranquility of the Tuscan countryside. Ten minutes from the Etruscan Coast. Sea view. For a stay full of privacy and relaxation, but with all the attractions of the area just a stone's throw away. Your furry friend is welcome, ONLY ONE and of SMALL size. From here, there are many hiking trails and bike paths to discover the suggestive landscapes. Excellent typical restaurants, and wineries!!! Enjoy your stay! Accommodation tax to be paid on site

Guest favorite
A single-story structure is visible, surrounded by greenery and trees. A paved pathway leads to a patio area with a few outdoor plants. The house features a warm exterior with wooden window shutters and a tiled roof, under a clear blue sky.
Home in Cecina
4.86 out of 5 average rating, 146 reviews

Cottage in the Cecina countryside

In the Cecina countryside, along the road leading to the medieval village of Casale Marittimo, a private park with parking, the 30 sqm studio overlooks a veranda equipped for outdoor dining even with the use of the barbecue. Convenient to services (town and shopping center). The beautiful pine forest of Marina di Cecina and the sea can be reached by car or bicycle. Nearby are beautiful villages and very well-known locations. For additional fees, see the House Manual

Top guest favorite
The image showcases a refreshing pool surrounded by lounge chairs and umbrellas, enhancing the outdoor relaxation area. The pool is framed by lush greenery and a stone wall, with the charming rustic house visible in the background under a clear blue sky.
Home in Barberino Tavarnelle
5 out of 5 average rating, 122 reviews

Infinity pool in Chianti area

On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

Top guest favorite
A charming outdoor view showcases a terracotta building with a red roof, partially shaded by trees. A stone pathway leads from the grassy area to the porch, where seating is visible. A large white water tank rests against a backdrop of lush greenery.
Home in Castagneto Carducci
5 out of 5 average rating, 25 reviews

"Il Frassino" Country House

Il Frassino is a charming little house built in 2024, consisting of a large room organized into air-conditioned living and sleeping areas, a bathroom with shower, an air-conditioned solar greenhouse and a porch. Typical Tuscan garden with large shaded areas; a hedge separates it from the Accattapane road. Relaxation space available for any activity and car parking. In front of the Frassino there is another small house, Il Corbezzolo, belonging to the agriturismo.

Popular amenities for Bolgheri house rentals

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