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Holiday rentals in Filare

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Top-rated holiday rentals in Filare

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

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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, 192 reviews

Casa al Gianni - The Simignano Barn

Converted from an old barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and 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 looking for 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 dinners. A memorable getaway awaits you in this little slice of paradise!

Top guest favourite
Apartment in Valpiana
4.98 out of 5 average rating, 46 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 forest will be available for moments of pure relaxation. Nearby, discover medieval villages, Cala Violina, bike trails, golf (15 km away) and local products.

Guest favourite
The image shows a clear swimming pool with a light turquoise hue, surrounded by greenery and shaded areas. Comfortable lounge chairs are positioned around the pool, and a thatched gazebo is visible in the background, offering a relaxing outdoor setting.
Farm stay in Gavorrano
4.9 out of 5 average rating, 30 reviews

Villa Mirto house in Tuscany with swimming pools, spa and sea

"Villa Mirto" is part of "Casa Conti di Sotto", just 1 km from Gavorrano, 12 from the sea, chosen by Discovery Channel among the 3 most beautiful locations in the Tuscan Maremma Newly renovated, you can sleep while admiring the stars of the Tuscan sky. Hydromassage shower. Private patio and gazebo organized for outdoor dining in front of the pool/hot tub area. Private covered parking space 2 bedrooms, 4/6 guests, fully equipped kitchenette. Satellite TV and DVD. Romantic stone fireplace. Winter spa/yoga

Top guest favourite
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
5.0 out of 5 average rating, 117 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.

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
4.8 out of 5 average rating, 25 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.

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.

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
4.94 out of 5 average rating, 36 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

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
4.87 out of 5 average rating, 23 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
4.9 out of 5 average rating, 21 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.

Guest favourite
Dome in Volterra
4.95 out of 5 average rating, 159 reviews

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

Guest favourite
Villa in Morcone
5.0 out of 5 average rating, 9 reviews

Luxury Villa with swimming pool ModdissiCharme Elba Island

Villa with an infinity pool surrounded by greenery, just a few minutes from Morcone beach. Comfortable sleeping area offers 3 double bedrooms and one with single beds, each with a full private bathroom, TV and air conditioning. In the living area there is a large equipped kitchen, dining table with relaxation area and smart TV; from here access to the outdoor terrace ideal for enjoying a great aperitif Parking lot

Top guest favourite
Apartment in Tirli
5.0 out of 5 average rating, 29 reviews

Spacious Flat just 15 Minutes from the Sea

Discover the perfect combination of modern Scandinavian comfort and Tuscan charm in this private flat located in the village of Tirli. The flat offers modern yet cosy interiors, two bathrooms, a fully equipped kitchen, two bedrooms and a balcony with all the amenities you need for a relaxing holiday away from the stress of everyday life.

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