Vacation rentals in Penna San Giovanni

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Top-rated vacation rentals in Penna San Giovanni

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Top guest favorite

A charming cobblestone pathway is lined with rustic stone buildings and vibrant potted flowers in various colors. A historic archway frames a glimpse of greenery beyond, enhancing the inviting ambiance of the serene village. Natural light filters gently through the scene.

Townhouse in Collepino

5 out of 5 average rating, 78 reviews

The Abbot's House near Spello / Assisi

In the enchanting setting of the Collepino Castle, in the heart of the Mount Subasio Park and a stone's throw from the splendid village of Spello, we are opening an historic house that once belonged to the Abbot of Collepino. It is ideal for couples, families, small groups of friends and sports enthusiasts who want the comfort, privacy and space of a real home and desire to live in the heart of nature, just a step away from the gems of the area: Assisi, Trevi, Foligno, Bevagna, Spoleto, Perugia.

Guest favorite

The exterior of the historic villa is shown, featuring a grand entrance with arched openings. Surrounding greenery adds to the serene atmosphere, while sun loungers are positioned on the lawn, providing a comfortable space for relaxation under the clear blue sky.

Villa in Colli del Tronto

4.91 out of 5 average rating, 75 reviews

Frescoes and Centuries-Old Park– Villa Mastrangelo

SCOUNT: 15% 2gg , 20% 4gg , 25% 7g 🏰 Entire ground floor of over 150 m², with private entrance and independent use in a 19th-century villa. Just 15 minutes from the sea, Ascoli Piceno, and Offida 🚶‍♂️ Only a 5-minute walk from Via Salaria, with restaurants, public transport, and essential services for easy travel. 🌿 A tranquil oasis with a 300 m² private garden, surrounded by centuries-old trees and rare plant species. 🚗 Private parking, both outdoor and indoor, ensuring maximum convenience.

Top guest favorite

A cozy bedroom features wooden beams and a blue tapestry hanging on the wall. A spacious bed is dressed in blue linens, while a colorful chair is positioned beside a chest of drawers. Natural light enters through a glass door leading to the garden.

Apartment in Colle

4.93 out of 5 average rating, 14 reviews

The Hill House

It is one of the two housing units of a typical Marche farmhouse characterized by brick walls, exposed stone and wooden beams. It is located within the village, at the end of a dead-end street. Relaxation is guaranteed. The entrance is independent on a small garden for the exclusive use of the apartment. From the veranda you can access the interior of the house, consisting of a kitchen, a double bedroom and a bathroom. Modern furnishings overlap with traditional style, creating a unique charm.

Guest favorite

A sleek bathroom is equipped with a glass-enclosed shower featuring ambient lighting and modern fixtures. Adjacent to it, a wooden sauna offers a warm and inviting retreat. The room features wooden flooring, enhancing the overall cozy ambiance.

Vacation home in Amandola

4.94 out of 5 average rating, 35 reviews

House - Il Gioiello - with Jacuzzi and Sauna

The house, immersed in the historic center of the City of Amandola, totally renovated and furnished, has: 2 cozy rooms, a bathroom with sauna and jacuzzi bali Hamman with Turkish bath, a sofa bed in front of the fireplace (not usable), a large living room with kitchen and relaxation area, from which you can enjoy a beautiful view of the Sibillini Mountains. "Il Gioiello" is equipped with a large kitchen furnished and equipped with a ventilated oven, microwave, dishwasher and American fridge.

Guest favorite

A panoramic view showcases the mountains bathed in warm sunset hues, with a full moon visible in the sky. Lush greenery blankets the lower slopes, enhancing the natural landscape's beauty. A tranquil atmosphere is evoked by the serene surroundings.

Barn in Amandola

4.97 out of 5 average rating, 31 reviews

The 400 year old Hay-barn, with sauna

An open-plan ecological cottage located on a quiet country lane which was the first Roman road in the area. With its own entrance, two patios and extensive private grounds, this is an oasis of serenity. The contemporary design of the glass wall facing the mountains offers some of the best views in the area. It's private but not isolated, with the owners' home located nearby: we guarantee our guests total privacy, but are happy to provide assistance or recommendations if you so desire.

Top guest favorite

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.

Apartment in Mogliano

4.97 out of 5 average rating, 35 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.

Top guest favorite

A vibrant sunset casts a warm glow over rolling hills, with clouds reflecting shades of orange and pink. The landscape features fields and distant trees, with a rustic building visible amidst the greenery, creating a serene scene in the countryside.

Barn in Serra De' conti

5 out of 5 average rating, 21 reviews

RosaClara Casetta

Casetta RosaClara is a former barn inside the courtyard of Casale del Gelso (ancient farmhouse of the late 1800s) located in the Marche countryside. Independent, it consists of two mini apartments of about 40 sqm each and communicating. Very bright and panoramic, it has a terrace/solarium and a pleasant and beautiful space, common to the two rooms, where you can relax and refresh. Newly renovated, it has all the amenities, harmonizing tradition with modern needs.

Guest favorite

An exterior view of a rustic stone farmhouse is presented, surrounded by lush greenery. A pool is visible in the foreground, bordered by manicured lawns and flower beds. Multiple buildings are arranged harmoniously within the serene landscape, showcasing a peaceful retreat.

Apartment in Gualdo

4.86 out of 5 average rating, 14 reviews

Farmhouse - apartment, pool, sauna and spa

Are you looking for a quiet, relaxing place, surrounded by nature and away from the hustle and bustle? Do you want to discover the charm of the Monti Sibillini National Park and its villages? Choose the Elisei Farmhouse, small and for a few people, allowing each of the guests to have plenty of outdoor space. The farmhouse has a large garden with swimming pool, as well as a wellness area with sauna and spa. CIN (National Identification Code): IT043021B5CETGSYCI

Top guest favorite

A simple, white house is nestled among green trees, surrounded by a tranquil landscape. The building features several windows with brown accents, offering a welcoming appearance. A well-maintained garden and low shrubs add to the serene atmosphere, creating a peaceful setting.

Cabin in Sant'Angelo in Pontano

5 out of 5 average rating, 17 reviews

Casa RosaMatilda

"You can be reborn at any time if you know how to live with the rhythm of the seasons, time, love, and nature." R. Battaglia Casa Rosa Matilda offers its guests a place of peace and tranquility but a few steps from the Monti Sibillini National Park and close to the many historic towns of the province of Macerata. The location is entirely available, in its indoor and outdoor spaces, to guests and is equipped with a private garden and barbecue. Pets are allowed.

Guest favorite

The villa is surrounded by lush gardens and rolling hills, featuring a blend of stone and modern architecture. Spacious outdoor areas include shaded seating beneath large umbrellas, with a pathway leading to the entrance. The green landscape and clear blue sky provide a serene backdrop.

Villa in Urbisaglia

5 out of 5 average rating, 13 reviews

Villa Torre Anna - Jacuzzi - Pool - Giardino

Torre Anna is a luxury villa located in Urbisaglia in the Marche region. It has 7 bedrooms, each with a private bathroom. The fully equipped kitchen is ideal for preparing delicious dishes to enjoy in the large private garden. The outdoor jacuzzi and swimming pool offer moments of relaxation and fun, surrounded by an atmosphere of total tranquility. A perfect location for an exclusive and unforgettable stay. AVAILABLE ALSO FOR EVENTS!

Guest favorite

A serene landscape showcases a rustic country house surrounded by lush greenery and rolling hills. The building features a traditional stone facade and terracotta roof, while the winding driveway is lined with tall cypress trees and olive groves, enhancing the tranquil setting.

Farm stay in Cingoli

4.97 out of 5 average rating, 74 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.

Top guest favorite

A refreshing salt-water pool is surrounded by lush greenery and neatly trimmed shrubs. Poolside, comfortable lounge chairs are arranged for relaxation. In the backdrop, a rustic building blends harmoniously with the rolling hills under a dramatic sky.

Home in Loro Piceno

4.9 out of 5 average rating, 71 reviews

Country house with pool and garden

Country house with swimming pool and garden - The farmhouse with swimming pool is located in the countryside with well-kept and completely renovated furnishings, for a relaxing vacation 5 km from the Fiastra Abbey Nature Reserve, 30 km from the entrance to the Monti Sibillini Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.