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Holiday houses 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.

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Top Guest favourite
Apartment in Caminino
4.92 out of 5 average rating, 194 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 Asciano
4.96 out of 5 average rating, 133 reviews

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

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 in Geggiano
4.99 out of 5 average rating, 152 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.

Superhost
An infinity pool is framed by the lush Tuscan hills, reflecting a serene blue against the vibrant pink and orange hues of a sunset. The surrounding landscape features rolling hills and scattered greenery, creating a tranquil backdrop.
Villa in Volterra
4.93 out of 5 average rating, 27 reviews

Villa Cantucci

Traditional architecture blends with modern amenities in this charming 18th century stone villa. Nestled on a quiet hillside just below Volterra, the villa offers a private infinity pool (5m x 10m) equipped with sun loungers and umbrella. There is a large, covered terrace with a comfortable sitting area and dining table to enjoy the panoramic views of the Tuscan hills. Stepping inside, the villa feels sophisticated while maintaining its rustic charm and provides a delightful place to relax.

Guest favourite
An outdoor area features a private hot tub beside lounge chairs and a large umbrella. Surrounding olive trees offer shade and a natural backdrop, while a gravel path guides the view toward the hills in the distance.
Holiday home in Scarlino
4.97 out of 5 average rating, 29 reviews

Glamping Green Sensations "Suite Dream"

Benvenuti nella "Suite Dream" del nostro Glamping 'Green Sensations' a Scarlino, Follonica (GR). Questo monolocale di 40mq offre comfort lussuosi, un bagno privato e un letto matrimoniale accogliente, con un divano letto comodamente usufruibile da una terza persona. Potrete rilassarvi nella vasca idromassaggio esterna e godere della bellezza naturale che ci circonda, con una vista sulla natura Toscana mozzafiato. Questa suite è dotata di tavolo in giardino con lettini prendisole e ombrellone.

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 in Rio Marina
5 out of 5 average rating, 107 reviews

Casa del Capitano | 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.

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.
Condo in Pienza
5 out of 5 average rating, 150 reviews

Mascagni Farmhouse in Val d'Orcia Pienza

Risali le iconiche colline toscane fino a Mascagni Organic Farm, un'azienda biologica dove ti aspetta la tua nuova casa: un fienile del 1500 finemente ristrutturato immerso tra olivi e campi di grano. Rilassati prendendo una tazza di tè, raccogli rosmarini e lavande nel giardino con vista mozzafiato sulla Val d'Orcia. Riscopri la tua vera natura tra i campi incontaminati e gli olivi: qui le passeggiate e i giri in bici non hanno confini! Pronto a creare ricordi che dureranno tutta la vita?

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 in Gavorrano
4.8 out of 5 average rating, 25 reviews

Casa Vacanze Boutique House Casa Bandi

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
Home in Massa Marittima
5 out of 5 average rating, 62 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
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home in Simignano
4.98 out of 5 average rating, 179 reviews

Casa al Gianni - Il Fienile di Simignano

Trasformato da un antico fienile, questo rifugio lussuoso offre 5 camere, 4 bagni, grande cucina attrezzata, ampio living, un ampio giardino privato con parcheggio, hot tub, patio con divani, BBQ, fire pit e cucina esterna. Ideale per chi cerca un'esperienza unica, unisce fascino rustico a comfort moderni. Perfetto per famiglie o gruppi, promette serate magiche sotto le stelle, tra relax nell'hot tub e cene all'aperto. Una fuga memorabile vi aspetta in questo angolo di paradiso!

Top Guest favourite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Condo in San Gimignano
5 out of 5 average rating, 52 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Guest favourite
A wooden terrace offers two reclining chairs facing a scenic view of distant mountains and lush greenery. The space is framed by surrounding foliage, creating a serene setting for relaxation amidst nature.
Cottage in Vetulonia
4.89 out of 5 average rating, 102 reviews

La Quercia Panoramic 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.

Popular amenities for Filare holiday rentals

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