
Holiday rentals in Filare
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Filare
Guests agree: these stays are highly rated for location, cleanliness and more.

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
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 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
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
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
Golden View - Dream Farmhouse in Tuscany
A peaceful corner among beautiful cypress trees, where silence and tranquility reign. Relax in the hydromassage waterfall in the garden, light the fireplace on cooler evenings, or enjoy a barbecue. The master bedroom pampers you with a hot tub and private sauna. The outdoor tub will be usable from May 1 to November 1 of each year, then it can be used on request but the internal water will not be able to exceed 25 degrees.
4.97 out of 5 average rating, 65 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.
4.95 out of 5 average rating, 185 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 reviewsPopular amenities for Filare holiday rentals
Other great holiday rentals in Filare

Luxury penthouse with a view of Piazza del Campo
5.0 out of 5 average rating, 23 reviews
Glamping Green Sensations "Suite Diamond"
5.0 out of 5 average rating, 18 reviews
Private House for 4P – La Capanna Di Azzurra
4.96 out of 5 average rating, 27 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
Villino i Cipressi in Tuscan Maremma
5.0 out of 5 average rating, 33 reviews
Relaxing Retreat in Maremma, Tuscany
5.0 out of 5 average rating, 3 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





