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Vacation rentals in Pennabilli

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Top-rated vacation rentals in Pennabilli

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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 in Pennabilli
4.95 out of 5 average rating, 22 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 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 in Ruscello
4.99 out of 5 average rating, 472 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
A spacious bedroom is presented featuring two beds, one being convertible, and artwork depicting a mountain landscape. Natural light enters through a nearby window, enhancing the modern decor. A small bedside table and decorative elements, including a plant, add warmth to the space.
Home in San Marino
4.99 out of 5 average rating, 141 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

Guest favorite
A spacious living area is highlighted by rustic wooden beams and a cozy fireplace. A light-colored sofa is positioned near large windows, allowing natural light to fill the space. A dining table is set with fresh produce and a decorative vase, enhancing the inviting atmosphere.
Home in Anghiari
4.89 out of 5 average rating, 148 reviews

Poggiodoro, your charming villa in Tuscany

Welcome to Poggiodoro, our 16th century stones' villa located in the countryside of Anghiari. The House offers stunning views, charming and furnished interiors providing all type of comforts: a beautiful fireplace that will keep the ambient warm even in winter, a big private garden where you can enjoy the open air and have lunch under the shade of pergola, with BBQ, fantastic in the warm seasons, a panoramic pool to spend great moments with friends, to be shared with the hamlet guests

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 in Prato
4.98 out of 5 average rating, 140 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
The image captures a serene outdoor space featuring a hot tub surrounded by lush greenery. The villa's patio and expansive garden are visible in the background, with warm evening light highlighting the peaceful setting.
Home in Arezzo
4.92 out of 5 average rating, 66 reviews

V&E • Hot tub • Gym

Modern and luxurious villa between the green hills and the city's profile. 10 minutes from the Equestrian Center and 5 minutes from the historic center. A design corner surrounded by a large garden, with romantic corners of olive trees and lavender. Activities, nature, comfort, and well-being. On summer nights when the stars and city lights meet, immerse yourself in the warm waters of the hot tub, letting yourself be lulled by the sound of the trees.

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 in Pennabilli
4.93 out of 5 average rating, 14 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.

Top 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 in Sarsina
4.98 out of 5 average rating, 55 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.

Guest favorite
A private swimming pool is surrounded by lush greenery, with a smooth stone wall bordering the area. Wooden lounge chairs are positioned nearby, offering shaded comfort under a wooden pergola. The turquoise water reflects the sky, creating a serene outdoor space.
Home in Citta di Castello
4.98 out of 5 average rating, 58 reviews

Country house with pool in northern Umbria bordering Tuscany

We are renting out our beautiful, restored house. It is in an absolutely secluded location in the forest with a fantastic view. We have a huge plot and garden with a pool for private use. Wi-Fi throughout the house and by the pool. We are 20 km from the border with Tuscany, so our house is perfect as a starting point for excursions to Tuscany, as well as to Umbria. Pool open from mid-May to the end of September - Changes are possible

Guest favorite
An ancient stone farmhouse with a rustic red-tiled roof is surrounded by lush greenery. The building sits within a mountainous landscape, framed by trees. The open sky above reveals soft clouds and sunlight, hinting at the serene atmosphere of the rural environment.
Vacation home in Chiusi della Verna
4.97 out of 5 average rating, 145 reviews

Experience rustic off-grid life in the wilderness

This ancient farmhouse lies within a national park in one of the largest areas of forests in Europe. Solar power, wood stoves and the bumpy road offer an authentic off-grid experience. A rare privilege to go into the wild and take a break from urban life and modern conveniences. Hike to the monastery of St.Francis and the sacred forests of La Verna...or simply sit and enjoy the peace of this magical remote place.

Top guest favorite
The outdoor pool area is surrounded by neatly trimmed cypress trees and colorful gardens. A gentle slope leads to the pool, with views of the rolling green hills in the background. Sun loungers and umbrellas are placed around the pool, creating a serene atmosphere.
Farm stay in Anghiari
5 out of 5 average rating, 38 reviews

Tuscan dream lux 2-bed, pool, private balcony.

Explore Tuscany in a beautifully decorated 2-bedroom, 2 bathroom apartment with all amenities & a log fire. Welcome to your luxurious home in the heart of Tuscany, Italy, where every moment will be a new adventure. This beautifully designed and well-furnished apartment is located in a restored farmhouse, surrounded by olive groves, vineyards, and rolling hills, offering you the best of Italian living.&

Top guest favorite
A rustic living area features a wooden table surrounded by two elegant armchairs and a beige sofa. A stone fireplace, stocked with logs, stands as a focal point, while wooden beams adorn the ceiling. An inviting atmosphere is created by warm, natural colors and soft furnishings.
Home in Anghiari
4.99 out of 5 average rating, 257 reviews

Casa Rosmarino Eco-Wellness Country Home

Price includes: - Infrared Sauna - Wood for Fireplace - Fire starters - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Italian Ground Coffee - Treats during your stay Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.

Popular amenities for Pennabilli vacation rentals

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