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Holiday houses in Villa San Filippo

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Top-rated holiday rentals in Villa San Filippo

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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.
Condo in Polverigi
4.96 out of 5 average rating, 72 reviews

Farmhouse in Nature

Country house that offers moments of tranquility in a serene atmosphere, we produce DOC wine and EVO Oil. The Marche region is full of wonders given by Mother Nature, the sea, the mountains, the valleys dotted with rivers, the gorges and the natural passes of the Apennines, or built by the wisdom of renowned artists. But the works created by the simple hand of the farmer certainly do not disfigure in the panorama that opens before your eyes. "...may your walk be light, traveler, and your heart light."

Top Guest favourite
The living area features a blend of comfortable seating with a brown leather sofa and wooden dining furniture. A round table with green chairs is positioned near large glass doors, allowing natural light to enter the space. Bookshelves line one wall, adding a functional touch.
Home in Montecosaro
4.97 out of 5 average rating, 74 reviews

Laura's Country House

The old brick farmhouse is located near the historic center. It is spread across two floors. The first floor consists of a large living room, kitchen and a bathroom and the second floor consists of 3 furnished and comfortable bedrooms, 2 bathrooms, all for the exclusive use of guests. There is a garden and an olive grove with 70 olive trees. The farmhouse is also 10 km away from the sea. There is a beautiful pool to relax in 😍 This is the official listing to ask for info. Dog-friendly facility 😉😉

Top Guest favourite
The Sferisterio theater is highlighted by its grand brick colonnade, illuminated against a dusk sky. The curved structure features multiple seating levels with historic elements and a vibrant atmosphere, showcasing an audience gathered in anticipation of the evening performance.
Apartment in Mogliano
4.94 out of 5 average rating, 34 reviews

Opera & Nature Lovers Loft Suite 30 mins 2 Opera

Located in the heart of Le Marche—ranked 2nd in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit"—this sunny apartment offers the perfect base to relax or explore. Just 30 minutes from the world-renowned open-air opera venue, the Sferisterio in Macerata, and within an hour to mountains, lakes, and the sea. Discover ancient hilltop towns, nature reserves, outdoor markets, health spas, and scenic hiking, biking, and riding trails. 5 mins’ drive to the village of Mogliano.

Top Guest favourite
A spacious outdoor area features neatly arranged stone pathways leading to a wooden Jacuzzi, set on a concrete platform. Lush green grass surrounds the space, with a sunbathing area consisting of white lounge chairs in the foreground. The tranquil hillside landscape provides a scenic backdrop.
Apartment in Montecosaro
5 out of 5 average rating, 46 reviews

Dimora VistaMare 2.0

Located in the hills of Montecosaro in a quiet and private location, this accommodation enjoys a wonderful sea view and a beautiful view of the Conero. Renovated in 2024 with selected materials and attention to detail, the house maintains the warm and welcoming atmosphere of the country farmhouse. You can stay away from the hustle and bustle of the city while still having the sea and the cheerful city of Civitanova at your fingertips. A Jacuzzi is available for the two accommodations.

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
4.91 out of 5 average rating, 22 reviews

I light up with immense

Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

Guest favourite
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
4.93 out of 5 average rating, 85 reviews

The house in the old granary

The country farm, surrounded by olive trees and centuries-old oaks, will be all for you just 25 minutes from the sea and an hour from the Sassotetto ski slopes. Ideal for couples or families looking for relaxation, our house is immersed in a silence of yesteryear. You are a 10-minute drive from Macerata and half an hour from the beaches. The space will be at your exclusive disposal. We have a Home Theater with HiFi system. A wood-burning oven is available upon request.

Superhost
Barn in Macerata
5 out of 5 average rating, 3 reviews

Country Barn Retreat | Nature & Digital Detox

Former 19th-century hay barn immersed in the rolling hills of Le Marche. True silence, no phone signal, fast Wi-Fi and nature all around. Only 10 minutes from Macerata — yet a world away! Casa Galli is a restored late-1800s hay barn, attached to our family home and surrounded by open countryside. This is not a polished countryside resort: it is real rural life — light, birdsong, changing seasons, animals, earth. If that resonates with you, you’ll feel at home here ♥️

Guest favourite
A spacious seating area features a light-colored sectional sofa with blue and patterned cushions. A wooden coffee table holds a bottle of champagne, a glass, and a small bouquet of flowers. Framed floral prints adorn the wall above, contributing to a relaxed ambiance.
Apartment in Trodica
5 out of 5 average rating, 7 reviews

Sleeps 6, wifi and free parking

Welcome to the heart of the Marche region! This elegant apartment in Trodica di Morrovalle is the perfect retreat for three people, immersed in an area rich in history, nature, and authentic flavors. Experience the charm of the rolling Marche hills, among enchanting villages and the Adriatic Sea just a stone's throw away. Comfort and design come together to offer you a unique stay, between relaxation and discovery of a region that enchants at every corner!

Guest favourite
Cottage in Campofilone
5 out of 5 average rating, 5 reviews

Mondomini Panoramic cottage with stunning view

Rilassati e ricaricati in quest'oasi di quiete ed eleganza, con un incredibile panorama su mare, colline marchigiane, montagne, immerso in un grande oliveto. Il cottage è accessibile e dotato di 2 camere da letto: una matrimoniale, una con divano letto con materasso da 16 cm estremamente confortevole come letto matrimoniale; due bagni, soggiorno e cucina attrezzata. Arredato con gusto e mobili di antiquariato. Perfetto per lunghi periodi di smart working.

Guest favourite
A modern kitchen area is presented, featuring white cabinetry and appliances. A circular dining table is set for four, while sunlight filters through large windows with patterned curtains. A door leads to a garden space, enhancing the room's natural light and openness.
Apartment in Monte San Giusto
4.92 out of 5 average rating, 13 reviews

I Due Gelsi White: Private Parking & Wi-Fi

Cozy and modern apartment with a garden. Just steps from the city center and the main tourist attractions. Nearby: shops, bars, restaurants, and supermarkets. The apartment has a double bedroom, a bedroom with a single bed, a living room with a comfortable single sofa bed, a full bathroom, and a fully equipped kitchen. The garden is available to our guests. COMFORTS: Wi-Fi, air conditioning, heating, hairdryer, linens provided. FREE PARKING!

Superhost
A serene outdoor area features a swimming pool surrounded by a spacious stone patio and sun loungers. An umbrella offers shade, while olive trees dot the landscape in the background, complementing the surrounding hills under a bright sky.
Villa in San Severino Marche
5 out of 5 average rating, 5 reviews

Villa at the Tower - Tarpaulins

In the Macerata hinterland, located on a hill from which in the past was ensured the control of the main communication routes, from the sea to the interior, and in an area of ​​considerable historical and artistic interest for the finding of numerous archaeological remains from the Picena period, Villa alla Torre conquers above all for his fascinating view of the colourful hilly landscape that makes the Marche unique.

Top Guest favourite
Chalet in Nocera Umbra
5 out of 5 average rating, 27 reviews

Chalet Monte Alago - The only chalet in the Park

L’unica baita ricettiva immersa direttamente nei prati di Monte Alago, tra Umbria e Marche. Casa intera fino a 6 persone, ideale per chi cerca natura, silenzio, privacy e aria fresca naturale. Intorno solo prati, boschi e sentieri: perfetta per relax, trekking, passeggiate, barbecue e giornate all’aperto. A pochi passi dai ristoranti Pian delle Stelle e Cinicchia. Di notte, cielo stellato senza luci intorno.

Popular amenities for Villa San Filippo holiday rentals

  1. Airbnb
  2. Italy
  3. Marche
  4. Macerata
  5. Villa San Filippo