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Holiday rentals in Massa Fermana

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Top-rated holiday rentals in Massa Fermana

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Top guest favourite
A serene beach scene features gentle waves lapping against the shore, framed by lush greenery and vibrant yellow wildflowers in the foreground. In the distance, two figures stroll along the sandy beach, with rocky cliffs visible against a bright blue sky.
Apartment in Polverigi
4.96 out of 5 average rating, 80 reviews

Casale nella Natura

Casale di campagna che propone attimi di tranquillità in un'atmosfera serena, produciamo vino DOC e Olio EVO. Le Marche sono piene di meraviglie regalate da Madre Natura, il mare, le montagne, le vallate costellate di fiumi, le gole e i passi naturali dell’Appennino, o costruite dalla sapienza di artisti di fama. Ma le opere create dalla semplice mano del contadino non sfigurano certo nel panorama che si apre al tuo sguardo. "..che la passeggiata ti sia lieve, viaggiatore, e il cuore leggero.”

Guest favourite
The exterior of Casa Isabella features honey-colored stone, complementing traditional cotto flooring. A gravel pathway leads to the entrance, framed by lush greenery and shrubs. Clear blue skies and gentle hills are visible in the background, creating a serene setting.
Villa in Montegiorgio
4.83 out of 5 average rating, 24 reviews

Light-filled Villa Montegiorgio - stunning views

Casa Isabella - with air-conditioning new in 2025 - has been renovated with honey-coloured stone and traditional cotto floor, with a stylish, open and contemporary interior. Sleeping 8 comfortably in 4 double bedrooms, 3 bathrooms. The house - situated in rolling hills with views of open farmland and medieval hilltop towns - nestles in 7 acres of land, with vineyards and olive trees. A delightful private pool is easily accessed through French doors from the living areas. Holiday perfection!

Guest favourite
A serene pool area is featured, with crystal-clear water reflecting the surrounding greenery. The rustic stone buildings in the background are framed by lush trees, while comfortable seating arrangements invite relaxation under the sun.
Casa particular in Matelica
4.89 out of 5 average rating, 27 reviews

M'illumino d'immenso

Goditi una vacanza diversa e. rigenera corpo e mente. Portati dei libri da leggere sotto i gelsi . Percorri cammini in mezzo alla natura respirando aria sana e percorrendo kilometri di campagna con coltivazioni bio mentre osservi il paesaggio dove la natura ha saputo creare dei quadri. Rilassati con tutta la famiglia vivendo giornate con altro spirito ed altra attenzione a chi ti è vicino, in un alloggio dove la serenità l'atmosfera e la natura rendono tutto meravigliosamente unico.

Guest favourite
A serene swimming pool is situated on a deck, featuring clear turquoise water under a bright sky. An umbrella provides shade beside chaise lounges. Scenic hills and mountains stretch into the distance, creating a picturesque backdrop of nature.
Home in Penna San Giovanni
5.0 out of 5 average rating, 8 reviews

GrazieSole Agriturismo casa intera in esclusiva

The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

Superhost
An outdoor dining area is set beneath a large umbrella, featuring a wooden table topped with blue plates and glasses. A variety of fruits and a basket are arranged alongside bottles of wine. The pool glimmers in the background, surrounded by sun loungers and greenery.
Villa in Massa Fermana
4.72 out of 5 average rating, 18 reviews

Villa Malu- Private villa, pool, Le Marche

Villa Malu is a private villa with swimming pool in Le Marche in Massa Fermana, a small town between the Sibillini mountains and the ancient borgo of Mogliano. Perfect to experience the peace and authentic flavors of this region, the structure was built with respect for the environment and guarantees guests the highest functionality and comfort. The many country paths are ideal for long walks or mountain bike rides, while nearest beaches can be reached within approximately 35 km drive.

Luxe
Villa in Bagnolo
5.0 out of 5 average rating, 9 reviews

Luxury Villa {private SPA, Jacuzzi, Infinity Pool}

Nestled in the infinite hills of Recanati, among the Marche region’s sprawling green fields, this villa takes luxury to another level. Begin the day with an outdoor yoga class before working up a sweat in the sauna. An infinity pool invites you in for a plunge. After dark, gather around the fire pit or catch a flick in the cinema room. Tennis, bocce, ping-pong, cornhole, and a professional trampoline keep the entertainment going. Copyright © Luxury Retreats. All rights reserved.

Top guest favourite
Vibrant sunflowers bloom in the foreground, creating a lively scene against the rolling hills of Le Marche. A rustic stone building is positioned amidst lush greenery, while the expansive landscape showcases fields and distant towns under a clear blue sky.
Flat in Mogliano
4.98 out of 5 average rating, 44 reviews

Experience Authentic Italian Village Life

Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.

A bright and inviting pool area is framed by lush greenery, showcasing a sparkling blue swimming pool. Stone steps lead to a charming pastel-colored villa, surrounded by well-maintained gardens and agave plants. Lounge chairs are positioned near the pool for relaxation.
Home in Fermo
4.88 out of 5 average rating, 42 reviews

Beautiful Italian villa amongst the olive groves

Welcome to our homely villa, nestled in a peaceful, off-the-beaten-path corner of Italy, yet just minutes from shops, restaurants, and cafes. Whether you're relaxing by the pool, exploring nearby mountains or beaches, or discovering charming hilltop towns, there's something for everyone. Unwind on the terrace with a glass of locally made wine and take in the breathtaking views of the rolling hills. We’re sure you'll fall in love with Le Marche and its warm, welcoming people.

Superhost
A rustic stone house with a tiled roof is displayed, featuring wooden shutters and a wide entrance. A staircase leads to the upper level, while a stone barbecue area is visible to the side, surrounded by greenery and fields.
Cottage in Macerata
4.91 out of 5 average rating, 90 reviews

La casa nell'antico granaio

Il podere di campagna, circondato da ulivi, querce secolari sarà tutto per voi a soli 25 minuti dal mare e a un' ora dalle pista da sci di Sassotetto. Ideale per coppie o famiglie in cerca di relax, la nostra casa è immersa in un silenzio d’altri tempi. Siete a 10 minuti di macchina da Macerata e a mezzora dalle spiagge. Lo spazio sarà a vostra esclusiva disposizione. Disponiamo di Home Theatre con impianto HiFi. Possibilità di usufruire del forno a legna previo accordo.

Guest favourite
The image captures a scenic view of La Roccaccia, featuring a private pool and lush greenery. Stone pathways meander through the garden, with tall cypress trees framing the scene, while a historic tower is visible in the background against a clear blue sky.
Castle in Montefortino
5.0 out of 5 average rating, 7 reviews

MarcheAmore - La Roccaccia, Apt. La Sibilla

La Roccaccia was built in 1080 AD as a lookout tower to defend the Fermo area. Located in an enchanting setting between Monte Sibilla, the gorge of Infernaccio and the hilltop town of Montefortino. Today La Roccaccia is a luxury venue with private pool and jacuzzi located among the Sibillini mountains, designed for those in search of peace, relaxation and meditation. Its park is filled with works of art and at it features a private amphitheater with a unique view.

Top guest favourite
A charming, two-story farmhouse features terracotta walls and a sloped roof, surrounded by lush greenery. Potted plants frame the entrance, with a wooden table and chairs positioned outside under a shaded umbrella, offering inviting outdoor seating and scenic countryside views.
Villa in Sant'Angelo in Pontano
4.98 out of 5 average rating, 41 reviews

Traditional 3-bedroom cottage with large garden

Forget your worries in this spacious and serene space. Absolutely tranquil, but less than a five minute drive from the bustling village of Sant’Angelo, which has three restaurants, three bars, and a theatre, as well as all local services. Relax and enjoy the views in the garden, or drive half an hour to the beach or a lake in the mountains, or explore the many beautiful hilltop towns in the area. Something for all tastes!

Top guest favourite
The aerial view showcases the elegant Guest House surrounded by well-manicured green landscapes, vineyards, and trees. A winding gravel driveway leads to the house, highlighting its rustic charm and tranquil setting amidst the rolling hills of the Marche region.
Farm stay in Cingoli
4.98 out of 5 average rating, 87 reviews

The Guest House of the Tavignano Estate

The Tavignano estate is located in the heart of the Marche region, within the famous DOC of Verdicchio dei Castelli di Jesi, between the valleys of the river Esino and the Musone on one side, and between the Apennines and the sea on the other side. From the highest promontory of the Estate dominates the manor house, which houses the barrique, the family house, and an elegant Guest House.

Popular amenities for Massa Fermana holiday rentals