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Vacation rentals in Pennabilli

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Top-rated vacation rentals in Pennabilli

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

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Top guest favorite
An outdoor terrace features a stone wall on one side and metal railing that opens to scenic valley views. A table is surrounded by several wrought-iron chairs, all shaded by a retractable canopy. Light flows through white curtains, creating a serene atmosphere.
Earthen home
4.97 out of 5 average rating, 30 reviews

Villa Elisa with a view

The house, of ancient origins and one of a kind, has a structure divided into several levels of modest size with original and suggestive environments. At street level, there is the entrance to the sitting area and a bathroom with terrace. Going up the stairs, you access the sleeping area with 1 double bedroom overlooking the valley and 1 single open space with bunk bed and window overlooking the village. On the lower floor, the kitchen complete with appliances gives access to the exclusive and private garden.

Top guest favorite
A charming green cottage is nestled amidst trees, surrounded by well-maintained greenery. The building features wooden shutters and a rustic stone pathway leading to a private entry. Sunlight filters through the leaves, creating a serene atmosphere in the garden area.
Tiny home
4.99 out of 5 average rating, 118 reviews

A house with every comfort surrounded by greenery

Ideal house for those looking for intimacy and relaxation. Only one!Well-kept environment equipped with every comfort. It accommodates two people and a child up to 3 years old. An English bathtub in the double bedroom. Perfect home for bikers with a bicycle garage. Outside, a large fully fenced garden and an exclusive patio where breakfast is served. Barbecue available. Adjacent to the Marecchia River bike path, which can be reached from the garden. Ideal accommodation for exploring the Marecchia Valley.

Top guest favorite
A charming outdoor dining area features a round table set with delicate dishware and a pink tablecloth. Surrounding the table are intricately designed white chairs. A gazebo provides shade, and lush greenery is visible in the background, creating a serene setting for leisurely meals.
Farm stay
4.99 out of 5 average rating, 515 reviews

Farmhouse Fattoria La Parita

Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

Top guest favorite
Home
4.98 out of 5 average rating, 182 reviews

House "Independent" close to the Historic Center

This independent house, located a few steps from the walls surrounding the historic center of the Republic of San Marino, is the top place for those seeking relax, privacy and a breathtaking view of the surrounding mountains. The house, modern and with attention to detail, is perfect for families, couples or small groups who want to live an unforgettable experience. Large and well-organized spaces are designed for your every comfort. Free parking a few steps from the front door. Pets are welcome

Top guest favorite
Villa
4.98 out of 5 average rating, 80 reviews

LUXURY VILLA BELVEDERE - Sea View with Pool & Spa

Providing a truly authentic italian experience, the spacious and gorgeously decorated Villa Belvedere is magnificently set in a unique corner of the ancient village of Bertinoro, with breathtaking views of the peaceful and pictoresque Romagna hills, sea and coastline. Infinity pool heated upon request, hot tub, sauna, steambath, professional gym; cinema room, billiard, bar corner with wine cellar, fully furnished and carefully designed and maintaned garden with barbecue and outdoor games.

Top guest favorite
Apartment
5 out of 5 average rating, 13 reviews

Dimora Virgili - Urbino - (Full Historic Center)

Dimora Virgili is a large 80-square-meter apartment located in the heart of Urbino's historic center, in one of the city's oldest buildings. The spaces are generous and equipped with all comforts, designed for a comfortable and relaxed stay. Set in a historical context of great value, the residence combines well-kept and functional environments with a quiet and elegant atmosphere. Ideal for those who want to experience Urbino calmly, living its history without sacrificing comfort.

Guest favorite
A charming stone house is framed by lush greenery, featuring an inviting outdoor dining area with a wooden table and chairs. The second floor balcony overlooks the patio, adorned with potted plants. The rustic architecture harmonizes with the natural surroundings, creating a serene outdoor space.
Home
5 out of 5 average rating, 24 reviews

Little Corticellitta in Tuscany

This private, stylish 2-bed, 2 bath house on a 15 hectares estate, surrounded by vineyards & Tuscan hills, is beautifully decorated; has access to the swimming pool, & private outside patio. The house has an open sitting/dinning Kitchen, 2 double bedrooms & 2 bath, WiFi & everything you need for a luxurious, relaxing Tuscan holiday. Lots of hiking routes & nature; the ancient Anghiari is only 5 minutes drive, a perfect spot for a perfect Italian holiday. ADULTS OVER 18 ONLY.

Top guest favorite
The farmhouse entrance is framed by two potted plants and orange pumpkins. A stone facade features a wooden door with gray shutters, complemented by a tiled roof. Natural surroundings are visible in the background, emphasizing the peaceful rural setting.
Home
4.98 out of 5 average rating, 144 reviews

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Guest favorite
An entrance to a stone and wood cottage is visible, showcasing a wooden door flanked by a vintage-style light fixture. The surrounding area features a gravel path, with stone walls creating a rustic aesthetic. A vehicle is parked nearby, hinting at accessibility.
Tiny home
4.89 out of 5 average rating, 19 reviews

Villetta Vittoria -Country House-the barn

The beautiful setting of this romantic place a stone's throw from Pennabilli will leave you speechless. A small stone and wood house with a courtyard of about 300 meters with pergola, table and barbecue. The annex of Villetta Vittoria was built after renovating a small barn. The bed is housed in the loft, which is accessed by a typical ladder. The furniture features a 1900s desk, a 1800s bookcase and a sofa bed. Refrigerator, kettle and coffee maker.

Guest favorite
A spacious bedroom features a king-size bed with neutral bedding, complemented by decorative pillows. Soft lighting is provided by wall sconces, while natural stone walls add texture. A small bedside table and an armchair enhance the inviting ambiance.
Home
4.95 out of 5 average rating, 63 reviews

Nature Retreat | Peace & Relax in the Hills

A stone house immersed in nature, in the heart of Romagna, between the Apennines and historic villages. A peaceful and quiet place for those seeking slow living, intimacy and relaxation, with a private hot tub. La Cappelletta holds generations of memories and is now a space to live slowly: sleep, cook, taste, meditate and enjoy the silence. Perfect for romantic stays, escapes from the city, retreats with friends or weekends away from the noise.

Superhost
Apartment
5 out of 5 average rating, 5 reviews

[Bridgerton atmosphere] Historic residence in the village

Welcome to my beautiful new home in Sansepolcro! Just completely renovated, it's fresh as a daisy, but with a bit of a Bridgerton style and therefore historic, themed, and classic 😃 ​🌿 An oasis of natural coolness: Located in a historic building in the center of Sansepolcro, the apartment boasts thick original stone walls. This traditional insulation keeps the house beautifully cool and pleasant (around 24°C) even on the hottest summer days.

Guest favorite
A charming rural building is set against a backdrop of lush greenery at dusk. Soft lighting highlights the stone exterior and terracotta roof, while the surrounding trees and landscaped grounds enhance the tranquil environment.
Farm stay
4.95 out of 5 average rating, 122 reviews

Mafuccio Farmhouse - "Casa di Rigo"

Casa di Rigo is the smallest apartment of Agriturismo Mafuccio, a farmhouse immersed in unspoiled nature in the Sovara Valley, a stone's throw from the Rognosi Mountains nature reserve and nestled at the foot of Monte Castello. A quiet and peaceful place like the streams that cross the valley, where you can find peace, and fully experience nature... in the company of the Valley Kids!

Popular amenities for Pennabilli vacation rentals

  1. Airbnb
  2. Italy
  3. Emilia-Romagna
  4. Rimini
  5. Pennabilli