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Holiday rentals in Filare

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Top-rated holiday rentals in Filare

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Superhost
Flat
5 out of 5 average rating, 7 reviews

Lotus Flower

The Fior di Loto apartment is a romantic retreat immersed in the quiet on the slopes of the scrub, with stone walls and unique furnishing details. A cozy room, a kitchen, a bathroom, and a small terrace where you can enjoy outdoor meals. An intimate and relaxing atmosphere, perfect for those seeking peace and beauty, with everything you need to feel at home in a timeless place. ACCOMMODATION TAX NOT INCLUDED: from 05/01 to 08/31 €1.00 per person to be paid at check-in. National Identification Code (CIN): IT053024C24SSA7XXU

Guest favourite
Home
4.96 out of 5 average rating, 119 reviews

Palazzo Monaci - Pool in the Crete Senesi

Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Guest favourite
The agriturismo is nestled amidst rolling hills and lush vineyards, showcasing a rustic building with terracotta roofs. Surrounding landscapes include verdant fields and wooded areas, embodying the natural beauty of the Tuscan countryside. Clear skies enhance the serene atmosphere of this inviting retreat.
Farm stay
4.86 out of 5 average rating, 60 reviews

Stone house in Chianti with garden and lake F

Welcome to Agriturismo Podere Tegline your gateway to a true unforgettable Tuscan holiday. Immerse yourself in the secrets of Chianti Classico Wine as you reside in a meticulously restored ancient farmhouse from the 1500s. Here we strive to offer an authentic experience that resonates with the charm of the past, within a breathtaking natural oasis as a little heaven. 2005-2025 We have been hosting for 20 years and guests have come from 65 different countries. We have been Superhost for 10 years.

Top guest favourite
Flat
4.91 out of 5 average rating, 185 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Top guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage
4.99 out of 5 average rating, 149 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.

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
5 out of 5 average rating, 99 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
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
A cozy living area features a light-colored sofa adorned with decorative cushions. Wooden beams span the ceiling, while a modern chandelier casts soft light. The kitchen is visible in the background, complemented by rustic cabinetry and stylish seating.
Flat
5 out of 5 average rating, 13 reviews

Yes Cino

Apartment in the heart of Ravi! Experience the authenticity of the Tuscan Maremma by staying in a cozy and completely renovated apartment, located in the historic center of Ravi, a charming 16th-century medieval village. Within walking distance you will find typical restaurants, local shops and breathtaking views of the Gavorranese countryside. Perfect for those looking for tranquility, history and nature. Ideal for romantic weekends or for a regenerating break away from the crowds.

Top guest favourite
Home
5 out of 5 average rating, 45 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 lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
Home
4.98 out of 5 average rating, 127 reviews

Private Chianti Cottage, Garden & Vineyard Views

Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

Top guest favourite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Apartment
5 out of 5 average rating, 137 reviews

Mascagni Farmhouse in Val d'Orcia, Pienza

Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

Guest favourite
A wooden deck offers a serene view of rolling green hills extending into the distance. Two sun loungers are placed on the deck, inviting relaxation amid the natural surroundings. Trees frame the scene, creating a peaceful atmosphere, ideal for enjoying the landscape.
Cottage
4.96 out of 5 average rating, 126 reviews

La Dolce Vita Romantic Sea-view Cottage. Tuscany

Welcome to Il Baciarino, a rustic agriturismo in the green hills of Maremma, Tuscany’s wild and less-traveled coastal region. Our property offers unique, handcrafted cottages with sea views, privacy, and direct contact with nature. Set within 19 acres of hillside wilderness in the charming Etruscan town of Vetulonia, Il Baciarino is the perfect place to escape the city, slow down, and enjoy unspoiled landscapes, fresh seafood, and good wine.

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