
Holiday rentals in Filare
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Top-rated holiday rentals in Filare
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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!
4.97 out of 5 average rating, 198 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.
4.98 out of 5 average rating, 48 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
4.9 out of 5 average rating, 30 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.
5.0 out of 5 average rating, 118 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.
4.81 out of 5 average rating, 27 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
4.95 out of 5 average rating, 37 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.
5.0 out of 5 average rating, 77 reviews
Villa Casale "Il Diaccio" with views of the Maremma
Villa Casale with large garden partly in grass and partly in stone slabs. Immersed in nature and lying on a comfortable sunbed, the town of Roccatederighi divides the horizon, on one side the view of the sea with the Gulf of Follonica and beyond the Island of Elba and Corsica, on the other the Maremma plain and the island of Giglio. You can walk in nature, admire the local fauna, go by bike, relax by taking a bath in the mini pool or reach the cities of art.
4.94 out of 5 average rating, 18 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.
4.84 out of 5 average rating, 25 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.
4.91 out of 5 average rating, 22 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.
4.67 out of 5 average rating, 3 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.
5.0 out of 5 average rating, 35 reviewsPopular amenities for Filare holiday rentals
Other great holiday rentals in Filare

Appartment 1 surrounded by Tuscan Nature
4.79 out of 5 average rating, 200 reviews
House in Gavorrano, Tuscan coast
4.88 out of 5 average rating, 17 reviews
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5.0 out of 5 average rating, 4 reviews
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Podere Lo Scopino in the Tuscan Maremma
5.0 out of 5 average rating, 5 reviews
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5.0 out of 5 average rating, 32 reviews
Relaxing Retreat in Maremma, Tuscany
5.0 out of 5 average rating, 3 reviews
‘IL PEPERONCINO’ TUSCAN VILLA WITH PRIVATE POOL
5.0 out of 5 average rating, 18 reviewsDestinations to explore
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Pianosa
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Mount Amiata
- Cascate del Mulino
- Antinori nel Chianti Classico
- Siena Cathedral
- CavallinoMatto
- Quercetano
- Palazzo Pubblico
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Terme San Filippo





