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Holiday houses in Filare

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Top-rated holiday rentals in Filare

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Top Guest favourite
Condo in Valpiana
5 out of 5 average rating, 45 reviews

Infinity pool overlooking the woods, sea just minutes away

Experience the authentic Tuscany between the sea and the countryside! 10 km from Follonica and Massa Marittima, our Casetta Valmora farm offers apartments with private patio, Wi-Fi, air conditioning and breakfast upon request, immersed in olive groves and woods, ideal for couples and families. From May 2026, the new panoramic infinity pool overlooking the forest will be available for moments of pure relaxation. Nearby discover medieval villages, Cala Violina, bike trails, golf (two courses 15 km away) and local products.

Guest favourite
An outdoor patio is showcased, featuring a shaded seating area with wooden furniture. The surrounding landscape displays lush greenery and distant hills under a clear blue sky. Stone paving leads to the entrance of the apartment, enhancing the serene setting.
Cottage in Scarlino
5 out of 5 average rating, 11 reviews

Source above

Fonte di Sopra is a spacious 86 sqm apartment, built on the first floor. Equipped with 1 double room and 1 double room. In addition to the living room with kitchen, it is equipped with a large porch area (18 sqm) and a garden. In these outdoor spaces there are table and chairs for alfresco dining, and comfortable deckchairs to admire the magnificent starry sky of the Maremma. Fonte di Sopra, is one of the apartments of the small ecological village of Poggio la Croce, 3 villas in the park of Scarlino Bandits

Top Guest favourite
Apartment 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.

Guest favourite
Home in Massa Marittima
5 out of 5 average rating, 15 reviews

Like your Home, Low cost for Independent Travelers

Questo alloggio minimal è la soluzione per chi vuole godersi la Maremma toscana a un prezzo Low-cost. Per poter mantenere tariffe super basse, non includiamo il servizio di biancheria e pulizie: “gli ospiti sono invitati a portare le proprie lenzuola e a lasciare l’alloggio pulito nel rispetto di chi arriverà dopo.” Un modo carino per offrire a tutti la possibilità di visitare la Maremma. Ideale per viaggiatori indipendenti, amanti della natura meravigliosa che la Maremma offre. Grazie🙏

Superhost
A spacious outdoor pool is surrounded by lush greenery and tropical plants. Sun loungers line the pool area, and shaded spots are created by thatched umbrellas. A calm blue sky complements the inviting atmosphere of this relaxing space.
Farm stay in Gavorrano
4.67 out of 5 average rating, 30 reviews

"Villino il Corbezzolo" romantic seaside pool Spa

"Villino il Corbezzolo" is part of the farm "Casa Conti di Sotto" . "Casa Conti di Sotto", selected by Discovery Channel among the most beautiful locations in Maremma Toscana 10/10 for location and services It is a studio with a double sofa bed in front of a romantic wall fireplace, private outdoor in front of the pool for alfresco lunch/dinner Bathroom with crystal shower. Extremely equipped kitchenette: fridge freezer coffe american machine, toaster, microwave, mixer, sat TV with DVD

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.
Apartment 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 routes to pristine beaches

Top Guest favourite
A modern kitchen area features grey cabinetry, a built-in oven, and ample counter space. A white dining table is accompanied by four chairs with striped patterns. A large arched window allows natural light to illuminate the space, while potted plants add a touch of greenery.
Condo in Massa Marittima
4.99 out of 5 average rating, 176 reviews

Casa Vecchio Forno

The apartment is on the ground floor, in the historic center of Massa Marittima, just 100 meters from the Cathedral square. It is easily accessible from all the parking lots in the historic center and within walking distance you can find: cafes, restaurants, banks, grocery stores, a pastry shop and a pharmacy. The recently renovated 68m house has a separate entrance and consists of: a kitchen with kitchenette, a double bedroom, a living room with sofa bed and a bathroom.

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.
Condo 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
The exterior of a renovated stone house is framed by greenery, featuring large wooden doors that provide a welcoming entrance. An outdoor dining set is visible on the patio, surrounded by carefully maintained gardens and trees, evoking a serene countryside atmosphere.
Condo in Cinigiano
5 out of 5 average rating, 105 reviews

Spinosa Apartment in Podere Capraia

Two-room apartment on two floors, recently renovated with good taste furnishings: living room with sofa bed (1 and a half places), dining table, TV, WiFi. Kitchenette with oven, fridge and dishwasher. Bathroom with shower, toilet, and bidet. Upper floor, open attic double bedroom. Exit to equipped front patio. Heating (from 10/15 to 04/15), mosquito nets. Small and medium-sized pets allowed. Swimming pool (open from Jun. 1 to Sept. 30) shared with Solengo apartment

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

Charming former agritourism barn in Tuscany's Maremma

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.

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.
Apartment 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.

Popular amenities for Filare holiday rentals

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