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Vacation rentals in Pennabilli

Find and book unique accommodations on Airbnb

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
Home in San Marino
4.98 out of 5 average rating, 191 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
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 in Novafeltria
4.99 out of 5 average rating, 120 reviews

Una casina con ogni comfort immersa nel verde

Casina ideale per chi cerca intimità e relax.Solo una!Ambiente curato dotato di ogni comfort . Ospita due persone ed un bimbo fino a 3 anni. Una vasca inglese nella camera matrimoniale. Casa perfetta per bikers con garage per biciclette. All’esterno un grande giardino completamente recintato ed un patio in esclusiva dove è servita la colazione. Barbecue a disposizione. Attigua alla pista ciclabile del fiume Marecchia raggiungibile dal giardino. Sistemazione ideale per esplorare la Valmarecchia.

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
4.89 out of 5 average rating, 19 reviews

Villetta Vittoria -Country House-il fienile

La splendida cornice di questo luogo romantico a due passi da Pennabilli ti lascerà a bocca aperta. Una piccola casetta in sasso e legno con corte di circa 300 metri con pergola, tavolo e barbecue. La depedance di Villetta Vittoria nasce dalla ristrutturazione di un piccolo fienile. Il letto è alloggiato nel soppalco al quale si accede con la tipica scala a pioli. L' arredamento è caratterizzato da scrivania del 900 libreria dell 800 e divano letto. Frigorifero, bollitore e macchina del caffe'.

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, 522 reviews

Agriturismo Fattoria La Parita

Appartamento in stile provenzale immerso tra il vigneto e gli olivi. Godrete della tranquillità della campagna a 10 km dalla città e 4 dall'autostrada. Il canto di ghiandaie e cucù faranno da colonna sonora al soggiorno mentre i caprioli brucano tra gli olivi. E' inclusa una colazione base all'italiana (caffè, tè, latte, biscotti ecc.), se invece preferite una colazione più ricca e servita al tavolo il costo è 15€ a persona (10€ da 5 a 15 anni, gratis meno di 5 anni). Disponibile wallbox EV.

Top guest favorite
Villa in Bertinoro
4.98 out of 5 average rating, 82 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 in Urbino
5.0 out of 5 average rating, 17 reviews

Dimora Virgili - Urbino - (Pieno Centro Storico)

Dimora Virgili è un ampio appartamento di 80mq situato nel pieno centro storico di Urbino, all’interno di uno dei palazzi più antichi della città. Gli spazi sono generosi e dotati di tutti i comfort, pensati per un soggiorno comodo e rilassato. Inserita in un contesto storico di grande valore, la dimora unisce ambienti curati e funzionali a un’atmosfera silenziosa ed elegante. Ideale per chi desidera vivere Urbino con calma, abitandone la storia senza rinunciare alla comodità.

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, 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
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
4.95 out of 5 average rating, 64 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 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 in Anghiari
4.95 out of 5 average rating, 123 reviews

Agriturismo Mafuccio - "Casa di Rigo"

Casa di Rigo è l'appartamento più piccolo dell'Agriturismo Mafuccio, un casolare immerso nella natura incontaminata nella Valle del Sovara, a due passi dalla riserva naturale dei Monti Rognosi e incastonato ai piedi del Monte Castello. Un luogo tranquillo e silenzioso come i ruscelli che attraversano la valle, dove è possibile trovare la pace, e vivere a pieno, per davvero, la natura... in compagnia dei Ragazzi della Valle!

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
5.0 out of 5 average rating, 55 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.

Superhost
The rustic stone building is illuminated softly in the evening, revealing warm lights from the windows. A spacious courtyard is visible, featuring a planted area and paths leading to the entrance. Nearby trees and greenery frame the serene outdoor space.
Vacation home in Sestino
4.79 out of 5 average rating, 19 reviews

Le Tre Fonti

This enchanting vacation home is housed inside a stone farmhouse with a rustic profile cared for in every detail nestled in the Tuscan countryside in an unspoiled environment overlooking the rows of vines placed at the foot of the Sasso Simone massif. A haven of peace and tranquility for those who wish to get away from the hustle and bustle of daily life.

Guest favorite
A rustic stone house is set against a backdrop of rolling hills and blue skies. Green grass surrounds the property, and coniferous trees frame the scene. The building features wooden accents, large windows, and a spacious deck that invites outdoor relaxation.
Home in Verghereto
4.93 out of 5 average rating, 92 reviews

Podere Chiappasonno

Casa in montagna (865 m di quota sul livello del mare),ristrutturata di recente,Terme di Bagno di Romagna a 10 Km,Sorgenti del Tevere e Savio nelle vicinanze,Sci di fondo al Monte Fumaiolo a 12 km,Parco Naturale delle Foreste Casentinesi e Campigna a 15 km,Umbria, Toscana e Costa Romagnola raggiungibili tramite superstrada E 45 in pochissimo tempo

Popular amenities for Pennabilli vacation rentals