
Vacation rentals in Penna San Giovanni
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Top-rated vacation rentals in Penna San Giovanni
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Casale Biancopecora, Casa Sanforte
We are located in the south of the Marche near Fermo and Ascoli Piceno, among the olive trees and the organic vineyard of Casale Biancopecora di Massimo and Michela, a fully recovered structure with principles of construction and anti-sismic, the views as far as the eye can see in the wonderful countryside of central Italy and the Sibillini Mountains. Just 27 km from the sea of Porto San Giorgio. The apartments have been renovated using the original old materials of the house with all the current comforts.

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.

La Sentinella. Stunning Position. Cool inside.
La Sentinella. Old vaulted barn converted into 60m2 studio. Maximum authentic atmosphere, ... Maximium of Comfort. De sentinella. Oude gewelfde schuur omgebouwd tot 60m2 studio. Maximale authentieke sfeer, ... Maximium van comfort. La Sentinella. Un antico fienile ristrutturato e convertito in un loft . Un mix ideale. Massima autenticità, con un Massimo di "Comfort". La sentinella. Vieille grange Voûtée transformée en studio de 60m2. Maximum d'atmosphère authentique,... Maximum de Confort.

Villa with exclusive private, heated pool
Villa del Sole is a beautiful retreat nestled amidst the typical verdant hills of the Marche region. It's located just 35 minutes away from the stunning beaches of Porto San Giorgio. This newly built accommodation offers all the comforts that you could ask for. The villa is fully enclosed with wired fencing and surrounded by a gorgeous garden, making it pet-friendly. Guests can enjoy the heated pool, which is exclusively for them and enhanced with a winter cover from October through March.

Hideaway Cottage, amazing country views, hot tub
A cosy renovated traditional stone cottage surround by countryside with breathtaking views & wood~fired hot tub. It is secluded and peaceful yet only a 5 min drive to the local village and amenities. In 35 minutes by car you can find yourself in the Sibillini national park or in the other direction the Adriatic coast. Numerous local restaurants within 20 mins drive serving fantastic food. If you enjoy walking or hiking, cycling, shopping or just relaxing this is a great place.

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.

Country Escape - Pool & Hot Tub
Escape to our charming retreat in the heart of Abruzzo, ideal for couples seeking romance or a small family getaway. Perfectly positioned between the sea and the mountains, our home offers stunning natural surrounds. Enjoy exclusive outdoor amenities: a refreshing pool, relaxing hot tub, cozy firepit, and al fresco dining area. Engage with nature and meet our friendly farm animals—goats, chickens, ducks, cats, and our lovable dog.

Hillside chalet in stone and wood.
At the foot of Mount San Vicino, on a beautiful hill 420 meters above sea level, in complete tranquility and easily accessible, you can enjoy a beautiful 360-degree view, from the Sibillini Mountains to the Gola della Rossa. Easily reachable in 15 minutes Fabriano, in 20 minutes the beautiful caves of Frasassi, in 30 minutes Gubbio and in 60 minutes Senigallia or the Bay of Conero, in 20 minutes the ducal city of Camerino.

"Al Belvedere" Charme & View Tourist Lease
In a XII century building, the property, with a suggestive access, is valorized by a large, furnished terrace overlooking the wide valley facing Assisi, Spoleto, Bastia Umbra, Bevagna, Castel Ritaldi , Trevi, Montefalco and Perugia. My accommodation is suitable for couples, nature fans, families (max 2 children) and 'hairy' friends (pets). We are eco-friendly ... At Belvedere Electricity is 100% from renewable sources! :-)

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!

Frescoes and Centuries-Old Park– Villa Mastrangelo
A well-known residence in our area: You can easily find us online as a local tourist landmark. Self check-in at any time Discounts for longer stays (contact me) 🏰 Exclusive apartment of over 150 m² 🌿 Private 200 m² garden with century-old plants – PET FRIENDLY 🚗 Private parking (open and closed) FREE 📶 FAST Wi-Fi and Smart TV ☕ Kitchen: coffee, tea, oil, vinegar, sugar, salt, etc. 🧺 Bed linen, towels, soap

Montequieto: peace and nature by the Sibillini.
Located just outside Sarnano, Montequieto is a wooden cottage nestled in nature, with breathtaking views of the Sibillini Mountains. Ideal for relaxing, exploring the surrounding trails, venturing into the unspoiled landscapes of the Monti Sibillini National Park or discovering the medieval village of Sarnano, one of the most beautiful in Italy. And for the curious... there are even two friendly little goats!
Popular amenities for Penna San Giovanni vacation rentals
Other great vacation rentals in Penna San Giovanni

Panoramic farmhouse surrounded by nature

Stunning Farmhouse with above the ground pool

Charming Casa Capriola - Panoramic views

Italian Idyll, stunning views, pool, play-den.

Casa Di Cristo - A Rustic Charm Oasis

Relaxing Retreat with bike access

Villa Sibilla

Casa RosaMatilda
Destinations to explore
- Tennis Riviera Del Conero
- Terminillo
- Frasassi Caves
- Two Sisters
- Spiaggia di San Michele
- Spiaggia Urbani
- Spiaggia Marina Palmense
- Basilica of St Francis
- Cantina Colle Ciocco
- Mount Subasio
- Shrine of the Holy House
- Conero Golf Club
- Monte Prata Ski Area
- Campo Stella – Leonessa Ski Resort
- Monti Sibillini national park
- Antonelli San Marco