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Holiday houses in Montefiorentino

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Top-rated holiday rentals in Montefiorentino

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

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Top Guest favourite
Home in San Marino
4.98 out of 5 average rating, 185 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 favourite
A spacious bedroom features a king size bed adorned with light bedding, complemented by decorative pillows. A chair is positioned near the window, which opens to a small private terrace with greenery visible. Iroko wooden parquet flooring adds a warm touch.
Apartment in Cortona
4.99 out of 5 average rating, 181 reviews

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

Guest favourite
A stone house with a rustic exterior is highlighted by a greenery-adorned entrance. The two-story structure features multiple windows and a staircase leading to an upper level. A cozy patio area is visible, surrounded by a lawn and natural landscape.
Home in Sansepolcro
4.97 out of 5 average rating, 60 reviews

Palazzo: A Little House in the Woods – Peace and Tranquility

Independent apartment surrounded by greenery in the Tuscan Apennines, on the edge of the Alpe della Luna nature reserve. Perfect for single hikers, couples or families and lovers of nature and tranquility. The house is a few minutes' walk from two taverns in the hamlet of Montagna, where you can taste typical local products and enjoy the hospitality of the people of Montagna. Every day you come across fallow deer, roe deer, badgers, porcupines and wild boars... and the wolf that hunts them!

Guest favourite
A stone villa surrounded by greenery is featured under a clear blue sky. A large swimming pool reflects the sunlight, complemented by sun loungers and colorful potted flowers along the edges. The outdoor area is perfect for relaxation with scenic views of the Tuscan hills.
Villa in Castiglion Fiorentino
4.9 out of 5 average rating, 239 reviews

Tuscan charm of villa - countryside - Villa Senaia

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in ​​legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

Top Guest favourite
Villa in Bertinoro
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 favourite
A spacious piazza is surrounded by elegant medieval architecture, featuring a central hexagonal area with open-air seating. Stone pathways lead to various shaded spots, while umbrellas provide shelter for patrons. Beautiful clouds drift overhead, enhancing the vibrant scene of daily life in the historical center.
Apartment in Arezzo
5 out of 5 average rating, 153 reviews

Piazza Grande Boutique Apartment

Affacciato sulla più bella piazza del centro storico di Arezzo, dove si svolge la rievocazione della Giostra del Saracino, il Piazza Grande Boutique Apartment è situato al secondo piano di un palazzo medievale, con vista sui bellissimi palazzi e le Logge Vasariane ed è una location unica nel suo genere. L'arredamento, opera della contessa Cesaroni Venanzi è stato realizzato con bellissimi mobili antichi reinterpretrati in chiave moderna ed arricchiti da contaminazioni contemporanee.

Top Guest favourite
Apartment in Urbino
5 out of 5 average rating, 13 reviews

Dimora Virgili - Urbino - (Full Historic Center)

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 favourite
The room features a spacious bed with crisp, white bedding and decorative pillows. A large window allows natural light to fill the space, complemented by pale green walls. A small table, adorned with a plant, sits beside the bed, while a comfortable chair adds a pop of color.
Home in Gradara
4.96 out of 5 average rating, 151 reviews

The Aurora Residence inside the Castle of Gradara

Intimate and charming 90-meter house inside the romantic Castle of Paolo and Francesca, in the hinterland of the Marche and Romagna Riviera. The privileged location: inside the walls of the Castle and in the heart of the charming medieval village, among shops, bars, taverns, restaurants and the convenience of being 10 minutes from the sea. The comfort of a real home inside the castle of the legendary love story. Parking is also available and pet-friendly!

Top Guest favourite
A stone exterior is showcased, with a staircase leading up to the entrance. A shaded area features outdoor seating, including a table and chairs. Potted plants line the pathway, and greenery provides a serene backdrop, enhancing the outdoor living space.
Home in Prato
4.99 out of 5 average rating, 138 reviews

Tofanello Turquoise Luxury 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 orange apartment. Orange: https://www.airbnb.com/rooms/plus/9429730

Guest favourite
Tiny home in Bibbiena
5 out of 5 average rating, 17 reviews

Glamping Pandaland - Sisley

This cozy 18-square-meter wooden mini house offers a perfect retreat for those seeking relaxation and simplicity. Inside you will find everything you need for a comfortable stay: bed, equipped kitchenette and private bathroom. Outside, surrounded by trees, a heated hot tub, ideal for relaxing under the stars or after a day outdoors. A peaceful corner where you can rediscover silence and contact with nature, without sacrificing essential comforts.

Top Guest favourite
Apartment in Sansepolcro
5 out of 5 average rating, 7 reviews

[Bridgerton Atmosphere] Historic residence in the village

Welcome to my beautiful new home in Sansepolcro! Just completely renovated, it's as fresh as a daisy, but with a bit of a Bridgerton style, so it's historical, themed, and classic 😃 ​🌿 An oasis of natural freshness: 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.

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.
Holiday home in Sestino
4.76 out of 5 average rating, 17 reviews

The Three Sources

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.

Popular amenities for Montefiorentino holiday rentals