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Holiday rentals in Filare

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Top-rated holiday rentals in Filare

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Flat in Scarlino
5 out of 5 average rating, 7 reviews

Fior di Loto

The Fior di Loto apartment is a romantic retreat immersed in the quiet on the slopes of the stain, with stone walls and unique furnishing details. A cozy room, a kitchen, a bathroom, and a small terrace where you can enjoy alfresco meals. Intimate and relaxing atmosphere, perfect for those looking for peace and beauty, with everything you need to feel at home in a timeless place. NOT INCLUDED TOURIST TAX: from 1/05 to 31/08 € 1.00 per person to be paid at check-in. National Identification Code: IT053024C24SSA7XXU

Top guest favourite
Guest suite in Scarlino
5 out of 5 average rating, 15 reviews

The garden in Scarlino

Scarlino is the ideal place to spend a holiday without the typical hustle and bustle of turistic places. In the heart of this beautiful town, we propose a cosy studio apartment with a garden, a fully equipped kitchen including a dishwasher. Enjoy the Maremma by exploring its scenic landscapes. From Scarlino you can visit medieval villages, and indulge in local food and wine festivals, such as those for chestnuts, mushrooms, and new olive or visit the natural thermal baths in the area. A presto!

Top guest favourite
Flat in Caminino
4.91 out of 5 average rating, 184 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
A serene view of the countryside is captured from a shaded balcony. Majestic trees frame the scene, while rolling fields and lush greenery extend into the distance. The landscape is dotted with bushes, creating a tranquil atmosphere that showcases the natural beauty of the area.
Apartment in Massa Marittima
4.98 out of 5 average rating, 44 reviews

Panoramic view 10 minutes Massa Marittima and sea

L'agriturismo Casetta Valmora è immerso nella campagna Toscana, con vista su campi coltivati e boschi. Una piscina a sfioro disponibile da giugno 2026. Facile vedere la fauna tipica del territorio, fagiani, caprioli e volpi. Siamo a 10 km dalle spiagge di Follonica e a 10 km dal borgo medioevale di Massa Marittima. L'appartamento è stato ristrutturato nel 2021. Ha un open space cucina salotto, una cucina ben attrezzata, una camera matrimoniale, una camera con 2 lettini e un bagno con doccia.

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
4.92 out of 5 average rating, 24 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 the modern comforts. Strategically located, the house allows you to easily discover the wonders of the surrounding area, from medieval villages to green hills, from food and wine trails to pristine beaches

Guest favourite
A narrow stone hallway is seen from a small balcony, showcasing the rustic architecture of the surrounding buildings. An archway is featured overhead, and decorative iron railings frame the view of the cobblestone street below, lined with planters and dappled in sunlight.
Apartment in Caldana
4.94 out of 5 average rating, 32 reviews

La Casina nella Contrada

If you are passionate about Tuscan villages, you will love this charming place. The 'Casina nella Contrada' is located in the heart of Caldana, which is an medieval town in the province of Grosseto. From here, you can enjoy the view of the historical centre. The house is suitable for 2 people, both for short and long stays. It only takes 20/30 minutes to reach beach destinations, such as Follonica, Castiglione della Pescaia, Punta Ala and the beautiful Cala Violina.

Top guest favourite
A scenic view features a gentle hillside dotted with wildflowers, leading to the ancient Montemassi Castle perched atop. Olive trees are visible in the background, with a sky presenting a soft blend of clouds and blue hues.
Flat in Montemassi
4.97 out of 5 average rating, 116 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.

Guest favourite
An inviting interior space showcases a large arched window allowing natural light to flood in. Rustic brick walls complement the wooden beams overhead. A dining table is paired with clear chairs, while a cozy seating area is designated by a small table. Decorative items are placed on the table.
Barn in Gavorrano
5 out of 5 average rating, 11 reviews

Suggestivo Ex fienile agriturismo Maremma Toscana

You'll sleep in a former barn in the heart of the Maremma, wake up to the chirping of birds, open the veranda windows, and admire the olive grove, the real protagonist of the property. A private street for the exclusive use of the guests of this property allows access to it. Relaxation, silence, historical and medieval area, villages with an ancient flavor, beaches of Follonica "Blue Flag" also in 2024, thermal baths of Petriolo and Sassetta nearby.

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 in Vetulonia
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.

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.
Flat in Scarlino
4.82 out of 5 average rating, 17 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.

Top guest favourite
A ceramic vase filled with vibrant yellow flowers is prominently displayed on a table. Soft light from a lamp illuminates the rustic stone wall in the background, enhancing the warm ambiance of the space. Two mugs sit beside the vase, adding a touch of comfort.
Flat in Scarlino
4.92 out of 5 average rating, 112 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.

Guest favourite
A charming stone cottage is depicted, featuring a dark roof and a welcoming entrance. Vibrant purple flowers in the foreground provide a splash of color against the gravel pathway, while warm sunlight casts a gentle glow, highlighting the serene surroundings.
Flat in Castiglione della Pescaia
4.96 out of 5 average rating, 102 reviews

Casetta Venere relaxing Tuscan 3 km from the sea

Venus cottage: 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 animals. The house offers curated spaces, a beautiful private garden, and an intimate and welcoming atmosphere. We are waiting for you for a slow, authentic and beautiful stay in the middle of nature.

Popular amenities for Filare holiday rentals

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Grosseto
  5. Filare