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Holiday houses in Villa San Filippo

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Top-rated holiday rentals in Villa San Filippo

Guests agree: these stays are highly rated for location, cleanliness and more.

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

Sweet hills

Dolci Colline – Relax in the Macerata countryside Welcome to Dolci Colline, a house nestled in the quiet Marche countryside, just minutes from the center of Macerata. A place to regenerate amidst nature and silence, with parking and a large garden where you can relax and admire the landscape. Perfect for couples and families looking for an authentic and sustainable setting, away from the noise and close to the beauty of the area. Experience the serenity of the Marche hills... we look forward to seeing you!

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 😉😉

Guest favourite
Apartment in Montegranaro
5 out of 5 average rating, 14 reviews

Tesla 140 sqm | 3 Bedrooms - Apartment for 6 People

🏡 Artistica casa a Montegranaro con vista sui colli marchigiani 🌄 Scopri comfort e stile in un’abitazione elegante e artistica con: 🛏️3 camere matrimoniali con letto king size , 🚿1 bagno finestrato con box doccia 🌅1 balcone panoramico 🍽️🛋️1soggiorno open space con cucina completa. 🚉✨La casa è situata in una posizione centrale tra Macerata, Civitanova Marche, Fermo, ospedale e stazione bus. 📍La casa si trova nel cuore di una zona calzaturiera famosa per le scarpe di lusso.

Superhost
A historic villa is shown surrounded by lush green landscapes, with an inviting swimming pool in the foreground. The exterior features stone walls and multiple windows, while sun loungers are positioned beside the pool, offering a serene outdoor space.
Condo in Potenza Picena
5 out of 5 average rating, 4 reviews

Historic Residence Santa Cassella 7

PLEASE NOTE: MORE HOUSING SOLUTIONS ARE AVAILABLE Immersed in the Marche countryside, in a natural oasis, surrounded by vineyards and fruit trees, you can find the Santa Cassella Historic Residence. Beautiful 1600s villa finely renovated, wrapped in an atmosphere of peace and relaxation. The proximity to the Sea, the Conero Riviera, the Sanctuary of the Madonna di Loreto, and the house of the poet Leopardi, make the Santa Cassella Historic Residence the ideal choice for your holidays.

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, 49 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, 23 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
Villa in Crispiero
5 out of 5 average rating, 6 reviews

Villa Adele · Carborello Town

VILLA ADELE is an elegant residence nestled among the rolling hills of the Marche region, perfect for families and groups seeking nature, tranquility, and comfort. From the panoramic terrace and the pool, you can enjoy beautiful sunsets. The spacious interiors, fireplace, and professional kitchen make it ideal for moments of pure relaxation and well-being. PRIVACY AND EXCLUSIVE USE the villa is entirely for your exclusive use: you will not share any spaces with other guests.

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, 86 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, 4 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, 8 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!

Top Guest favourite
An infinity pool is set against a backdrop of rolling fields and olive trees. Two shaded umbrellas provide coverage over several lounge chairs positioned on a stone patio. Colorful flowers line the edge of the pool area, contributing to the serene outdoor environment.
Condo in Potenza Picena
4.99 out of 5 average rating, 68 reviews

Casa Leccino (house with a view)

Welcome to the beautiful Marche countryside just minutes by car from the beaches of the Adriatic Riviera. The large 120 sqm apartment, equipped with air conditioning, is an ideal base for a quiet stay by the sea or to discover the extraordinary historical/landscape and food and wine richness of the Marche region. Infinity swimming pool overlooking the olive grove, outdoor furniture, barbecue and patio shared with other guests of the property.

Guest favourite
Apartment in Monte San Giusto
4.93 out of 5 average rating, 15 reviews

I Due Gelsi Wood: 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 two double bedrooms, a bedroom with two single beds, a living room with a comfortable sofa, 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!

Popular amenities for Villa San Filippo holiday rentals

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