
Holiday rentals in Filare
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Top-rated holiday rentals in Filare
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Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to 'Casa al Gianni', our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds, and the companionship of our animals. It's an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a holiday; it's a return to our roots. This peaceful haven will stay in your heart. We look forward to welcoming you!
4.93 out of 5 average rating, 294 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.
4.78 out of 5 average rating, 9 reviews
Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
4.99 out of 5 average rating, 155 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
Casa Sabina
The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.
4.98 out of 5 average rating, 129 reviews
Glamping Green Sensations "Suite Diamond"
Welcome to the "Diamond Suite" of our 'Green Sensations' Glamping. This 50 sqm three-room apartment offers luxurious comfort, two private bathrooms and two cozy double bedrooms, with a sofa bed comfortably used by one person. You can relax in the outdoor hot tub and enjoy the natural beauty that surrounds us, with views of Tuscan nature. This suite is equipped with a garden table with sun loungers, an umbrella and a Ping-Pong table.
5.0 out of 5 average rating, 18 reviews
Casetta Venere Tuscan relaxation 3 km from the sea
Casetta Venere: Sea, nature and Pet-Friendly. Just 3 km from the crystal clear sea of Castiglione della Pescaia, Casetta Venere is a small Tuscan jewel among olive trees, perfect for couples, families, and travelers with pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay in the midst of nature.
4.95 out of 5 average rating, 144 reviews
Leo's porch
Stay in this unique place and spend unforgettable evenings gazing at the horizon. Breathe clean air and enjoy the relaxation offered by the village of Scarlino. Ideal for couples or small families who want functional and comfortable accommodation. FROM MAY 1 TO AUGUST 31, a tourist tax of €1.00 per night/person is applied for each day of stay. Bed linen and towels are NOT INCLUDED in the final price of the accommodation.
4.92 out of 5 average rating, 139 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.
4.75 out of 5 average rating, 4 reviewsPopular amenities for Filare holiday rentals
Other great holiday rentals in Filare

Cipressini 2 - pool and amazing views
5.0 out of 5 average rating, 68 reviews
House in Gavorrano, Tuscan coast
4.88 out of 5 average rating, 17 reviews
Elegant apartment private garden and sea view
5.0 out of 5 average rating, 4 reviews
Villa Gavorrano Tuscany
4.86 out of 5 average rating, 7 reviews
‘IL PEPERONCINO’ TUSCAN VILLA WITH PRIVATE POOL
5.0 out of 5 average rating, 18 reviews
Relaxing Retreat in Maremma, Tuscany
5.0 out of 5 average rating, 3 reviews
Villino i Cipressi in Tuscan Maremma
5.0 out of 5 average rating, 33 reviews
Scarlino Sky House: SeaView Terraces & Garden
5.0 out of 5 average rating, 13 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
- Palazzo Pubblico
- Quercetano
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Terme San Filippo





