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Holiday rentals in Filare

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Top-rated holiday rentals in Filare

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Top guest favourite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.97 out of 5 average rating, 194 reviews

Casa al Gianni - The Simignano Barn

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

Top guest favourite
Apartment in Valpiana
4.98 out of 5 average rating, 47 reviews

Infinity Pool in the green agritourism with a view of the woods

Experience the authentic Tuscany between the sea and the countryside! Our Casetta Valmora estate is located 10 km from Follonica and Massa Marittima. The apartment with private patio, Wi-Fi, air conditioning overlooks the garden with two sun loungers, ideal for couples, families and friends. From June 2026, the new panoramic infinity pool with a view of the woods will be available for moments of pure relaxation. In the surrounding area, discover medieval villages, Cala Violina, bike trails, golf (15 km away) and local products.

Superhost
A large, clear swimming pool is surrounded by lounging chairs and umbrellas, set within a landscaped garden featuring olive trees and greenery. The pool area is spacious, inviting guests to relax in a serene outdoor environment.
Villa in Gavorrano
4.78 out of 5 average rating, 9 reviews

Villa Biancospino near the sea, swimming pools and spa

"Villa Biancospino" It is a detached house of the beautiful agritourism "Casa Conti di Sotto", selected by Discovery Channel as one of the 3 most beautiful locations in the Tuscan Maremma. Private garden with a large sun deck and a heated hot tub, solar shower, sun loungers, rocking chair, barbecue, private fitness area, 2–7 guests It is located in the new VIP area of "Casa Conti di Sotto" just 10 minutes from the beautiful sea and beaches of the Gulf of Follonica 2 bedrooms 2 bathrooms with hydromassage shower.

Guest favourite
Villa in Ribolla
5.0 out of 5 average rating, 5 reviews

Podere Raspollino | Maremma 10 people

Podere Raspollino is a Maremma farmhouse with two floors. On the ground floor, there are two bedrooms and two bathrooms with a separate entrance! On the loggia overlooking the pool, you can find a barbecue and a fully equipped kitchen (without an oven)! Dining table and armchairs! On the first floor, there are three bedrooms and three bathrooms, a living room and a fully equipped kitchen! The farmhouse is located between Ribolla and Montemassi! About 55 minutes from Siena The nearest airport is Pisa

Superhost
A bright bedroom is shown, featuring a spacious bed with a patterned blanket. Exposed wooden beams create a rustic ceiling overhead. A door leads to a balcony with scenic views, while a bathroom is visible to the side, accented by light tiles and a mirror.
Holiday home in Gavorrano
4.81 out of 5 average rating, 27 reviews

Casa Bandi Boutique House Vacation Home

Nestled in the beautiful Tuscan Maremma, famous for its breathtaking landscapes and for Giuseppe’s family roots, Casa Bandi is a peaceful retreat perfect for rediscovering the simplicity of village life, far from the hustle and bustle of the big cities. Casa Bandi is located in Gavorrano, a charming village on the metalliferous hills of the Upper Maremma, just twenty minutes by car from the enchanting beaches of Follonica and Punta Ala, as well as the famous Cale Violina and Martina.

Guest favourite
A rustic kitchen features stone walls and wooden beams. A round wooden dining table is surrounded by six blue upholstered chairs. Colorful decorative plates adorn the walls, while vintage cookware hangs on a green rack. A warm light source is placed near the table.
Home in Bagno di Gavorrano
4.81 out of 5 average rating, 54 reviews

La Casa al Sole

Inside our house in the countryside of Bagno di Gavorrano, 12 km from the sea of Follonica and Cala Violina, we rent an apartment of 75 square meters that can accommodate up to 8 people. It consists of 2 large bedrooms, 2 bathrooms and a large fully equipped kitchen. We do not provide sheets and towels. There is the possibility of eating outdoors and for check-in just agree on the time. In the house, in addition to this flat, there are two other rooms that can be rented individually.

Top guest favourite
A spacious terrace offers stunning views of the surrounding mountains and the charming town below. Potted plants line the edges, while a wooden dining table with matching chairs is positioned for outdoor dining. The soft sunlight enhances the inviting atmosphere of the space.
Flat in Ravi
4.95 out of 5 average rating, 37 reviews

Casa Vacanze Enos & Iside

In the heart of the charming historic center of Ravi is Casa Enos&Iside, perfect for families looking for relaxation and tranquility. This spacious home is ideal for those who want to immerse themselves in the authentic atmosphere of an ancient village, while enjoying all modern comforts. Located in a strategic position, the house allows you to easily discover the wonders of the surrounding area, from medieval villages to green hills, from food and wine routes to pristine beaches

Top guest favourite
Home in Massa Marittima
5.0 out of 5 average rating, 74 reviews

Design loft with private SPA in Tuscany

Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.

Guest favourite
The illuminated swimming pool features a serene blue glow as evening falls, creating a calming ambiance against the backdrop of a sunset with soft hues. The surrounding landscape remains partially visible, silhouetted by the fading light.
Holiday home in Scarlino
4.83 out of 5 average rating, 24 reviews

Maremma Tuscany in Scarlino - Elegant apartment

Elegance, nature and tradition in the Tuscan Maremma; relax in this oasis of tranquility in a typical Tuscan farmhouse renovated with class. A few km from the most beautiful beaches in Tuscany of Cala Violina, Cala Civette, Cala Martina and from seaside resorts full of life such as Follonica and Punta Ala. Golf courses and fascinating routes for bicycle lovers in the immediate vicinity. Food and wine tours in the typical Tuscan Maremma.

Guest favourite
A charming stone house from the 19th century is featured, surrounded by lush greenery and decorative potted plants. The entrance showcases a welcoming wooden door under a tiled awning, with a gravel path leading to the structure, enhancing the rural character of the landscape.
Home in Gavorrano
4.91 out of 5 average rating, 22 reviews

Podere La Fornace is a small Ferienparadies

On a 1.5 ha plot surrounded by 300 olive trees is this completely restored picturesque, beautiful natural stone house from the 19th century. A large garden with palm trees and secular trees and a 10x5 m pool guarantee a relaxing vacation. The main house is divided into 3 apartments, all with separate entrance, private garden area and cozy outdoor seating. Not far from it are 2 charming, single houses equipped with all comforts.

Superhost
Home in Gavorrano
4.67 out of 5 average rating, 3 reviews

Casa della Torretta

"Casa della Torretta" is located in the medieval village of Gavorrano with a wonderful view of the Maremma hills. The main house has two bedrooms, the annex has space for two people with a small kitchen and a private bathroom. The beautiful garden with its private corners and panoramic views offers plenty of space to retreat and enjoy the fantastic view of the Maremma hills.

Guest favourite
A spacious living area features a light blue accent wall and a large, comfortable sectional sofa adorned with decorative pillows. A glass coffee table sits in front of the sofa, complemented by a wooden surfboard artwork mounted above. Natural light fills the room through adjacent windows.
Flat in Follonica
4.88 out of 5 average rating, 121 reviews

“Among the waves of Follonica” apartment

Bright apartment with 3 bedrooms, living room, kitchen, 2 bathrooms, 2 habitable terraces and free parking in front of the house. The apartment is equipped with heating and cooling with air conditioners. The sea is 700 meters from the apartment. Guests will enjoy advantages at the best Follonica businesses with which we are in contact. Write me to find out more.

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