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Vacation rentals in Bolgheri

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Top-rated vacation rentals in Bolgheri

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

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Top guest favorite
A warmly lit bedroom features a rustic wooden headboard and a spacious bed adorned with a white coverlet. A stylish dresser in soft blue contrasts with the rich brown beams above. Framed art pieces hang on the wall, accompanied by a delicate chandelier casting a gentle glow.
Home in Bibbona
5 out of 5 average rating, 21 reviews

"Apartment Antiche Fonti"

Delightful accommodation located at the entrance to the historic center of Bibbona,it is only 8km from the sea and 5km from Bolgheri to which is connected through the famous "wine road". The apartment, set on three levels and independent entrance, enjoys a suggestive panoramic view and has exposed wooden beams and terracotta floors.Furnished in an elegant and refined style,it is equipped with air conditioning, bathroom with shower and service bathroom.Ample free parking is available nearby.

Top guest favorite
A stone house is positioned on a hillside overlooking the deep blue sea. Lush green terrain surrounds the structure, and a large umbrella provides shade near the entrance. The coastline and distant boats can be seen in the background under a clear sky.
Home in Rio Marina
5 out of 5 average rating, 106 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
A spacious living area is highlighted by an inviting sofa and a unique decorative coffee table. Large glass doors open to a terrace, allowing natural light to flow in. Indoor plants add a touch of greenery, enhancing the relaxed atmosphere.
Apartment in San Vincenzo
5 out of 5 average rating, 17 reviews

Luxury penthouse - 100 sqm 2 bedrooms 2 bathrooms

Located in the heart of San Vincenzo, a small tourist village on the Tuscan coast, a 5-minute walk from the sea and a few minutes by car from one of the most famous wine areas (Bolgheri, Castagneto Carducci..) The apartment is NEW (completed at the beginning of July 2024), and has a size of 100 square meters It is composed of: 2 double rooms with a king-size bed 1 Living room with TV, table and sofa 1 Kitchen complete with everything 2 Bathrooms 2 terraces with table, sun loungers

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, 216 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 spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Condo in San Gimignano
5 out of 5 average rating, 47 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Top guest favorite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.92 out of 5 average rating, 268 reviews

Casa al Gianni - Hut

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Superhost
Farm stay in San Giusto
5 out of 5 average rating, 5 reviews

Agriturismo Bolgheri 24 - Sea Apartment

Welcome to Bolgheri24, an agriturismo nestled in the stunning countryside of Bolgheri, just 20min from the seaside. Enjoy our finely renovated apartment with a private garden and a charming patio. The house: - 70 sqm of living space - 1 Double Bedroom - 1 Twin Bedroom - 2 Bathrooms - Fully Equipped Kitchen - Air conditioning, Smart TV - Private parking Outdoor: - Private patio with elegant outdoor furniture, ideal for relaxing and soaking in the charm of Tuscany.

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, 56 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. To spend a stay in the name of privacy and relaxation, but with all the attractions of the area just a short walk from here. I welcome your furry friend,JUST ONE and SMALL. From here many hiking trails and bike paths start to discover the evocative landscapes. Great typical restaurants, and wineries.!!! Have a great stay! Tourist tax at check-out

Top guest favorite
Home in Barberino Tavarnelle
5 out of 5 average rating, 67 reviews

Authentic Tuscany Experience in Our Country House

An amazing experience between nature, flavor and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst olive groves and vineyards with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

Guest favorite
Villa in Monteverdi Marittimo
4.89 out of 5 average rating, 18 reviews

Charming Tuscan Villa – "Borgo Il Massera"

Nestled in the Tuscan hills, Borgo Il Massera is a restored luxury estate with independent rooms, jacuzzi, and cypress-lined paths. Exposed stone, wooden beams, and modern comforts create an authentic and relaxing Tuscan charm. The villa offers a private outdoor area and Wi-Fi. Between the sea and towns like Volterra and San Gimignano, it’s the ideal place to enjoy the true essence of Tuscany and explore many destinations nearby.

Guest favorite
A logo featuring a house with a welcoming doorway, adorned with potted plants on either side. The design includes the text 'DEPENDANCE LA BANDITA' and 'ESTD 2023,' framed by delicate floral elements, suggesting a curated and inviting space.
Home in Marina di Castagneto Carducci
4.96 out of 5 average rating, 89 reviews

La Bandita Dependance

Annex immersed in the garden of a typical Tuscan farm, we are in the countryside of Marina di Castagneto Carducci close to the sea, which can be reached on foot or by bike along the adjacent cycle path for about 2 km. A spacious room with an en-suite bathroom and a double bed, a separate entrance and a large garden available. Perfect retreat for travelers looking for a quiet, romantic and relaxing space.

Guest favorite
A cozy living area features a light-colored sofa and a small, wooden table with two chairs. An elegant lamp stands nearby, while warm sunlight highlights the natural wooden beams on the ceiling. A fireplace is situated against the white wall, adding a touch of character.
Apartment in Bibbona
4.95 out of 5 average rating, 19 reviews

La Casina. Two-room apartment in the historic center of Bibbona

Enjoy a stylish vacation in this downtown space. You can experience the reality of a small Tuscan village, characterized by peace in a fully renovated one-bedroom apartment. Upon request, you can arrange a dinner on the small patio of the house completely prepared by the Io Cucino restaurant. Extra services such as additional cleaning and laundry services are available upon request.

Popular amenities for Bolgheri vacation rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Livorno
  5. Bolgheri