
Holiday houses in San Marino
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Top-rated holiday rentals in San Marino
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Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
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Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience
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House with a view surrounded by nature_ 5
A cozy stone and wood chalet with amazing views of the Apennines, surrounded by nature with a large garden where you can relax and enjoy the spectacular sunsets. We will be happy to host you on the ground floor which is dedicated to the B&B. The warm and welcoming rooms have independent entrances and lead onto the garden. Fantastic location between Bologna and Florence, 10' from the motorway exit and 30' from Bologna airport. Don't miss the sunset, even better with a good glass of wine!
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Cozy hilltop retreat w/ midcentury decor fully AC
Perched on top of a hill in the countryside between Bologna and Modena, this lodge is a great location for exploring the area. It's a peaceful place, with panoramic views and the convenience of having excellent local restaurants (& wine makers) nearby. The house, decorated with mid century design & furniture and fully air conditioned, has 4 sleeping rooms and 5 bathrooms. Please note: you need a car to reach us and to enjoy the area. Thank you for reading this!
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Bright and Peaceful Apartment in Historic Palazzo
Look out over Bologna’s famous red rooftops before unwinding on the couch with free Netflix, Disney+, and Prime, or take a stroll in the peaceful inner courtyard. The apartment features a spacious bathtub, air conditioning, and high-speed internet for a touch of luxury. Located in the heart of the historic city center, it sits on the top floor of one of Bologna’s most beautiful buildings, complete with an elevator, a doorman, and just steps away from everything.
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[Overlooking the hills] Green Hill Maranello
Style, light, silence and a breathtaking view of the hills. An exceptional flat just 10min from Maranello. The house, completely renovated and furnished with taste and attention, consists of: -Large living area with living room with sofa bed and fully equipped kitchen - Large panoramic terrace - Two elegant double bedrooms - Bathroom with shower Powerful wifi and private parking. An oasis of relaxation and nature, 10min drive from all city services!
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Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.
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Tower Penthouse in small castle near Florence
900 year old Tower-Penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, history, convenience. (AC throughout). Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.
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"La limonaia" - Romantic Suite
Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.
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Gli orti di San Felice, frescoed apartment + garden
Beautiful apartment completely frescoed and overlooking a large garden. The apartment is spread over two levels. On the first floor two double bedrooms, each with a bathroom. A room with a single bed and a sofa bed. Equipped kitchen, dining room, living room. Lower floor home video, ping pong, foosball, gym, laundry, third bathroom. The appointment is in the city centre. Public and private parking in the immediate vicinity.
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A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.
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Enjoy Luxury Apt | Design in the center of Bologna
Enjoy Italian elegance in the heart of Bologna. Refined design, premium comfort and curated details define this luxury apartment inside a historic building, just steps from Piazza Maggiore. Fully renovated, stylishly furnished, and perfectly located to explore the city’s best restaurants, boutiques, and cultural gems.
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Popular amenities for San Marino holiday rentals
Other great holiday rentals in San Marino

Country villa surrounded by greenery
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I Palpiti - Dream Villa in the heart of Florence
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Villa Luxury Private| Private Pool | G&P |Hot Tub
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Le Lucciole, relaxation and privacy in the hills
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Church of the Vaioni
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The shepherd's cottage
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Luxury Medieval Tower • Exclusive Chianti Stay
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Ancient manor La Ploca
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Frequently Asked Questions
What are the best things to do in San Marino with kids?
San Marino has castle tours, interactive museums, and open squares where families can enjoy activities together. Climbing the Towers and exploring the city’s medieval walls is frequently suggested for curious kids.
What are some of the best things to do in San Marino?
Explore the historic city center, climb Guaita and Cesta towers, and wander through narrow streets with local shops and cafés. Visiting the State Museum or walking scenic trails around Monte Titano are frequently suggested experiences.
How is the weather in San Marino?
San Marino has cool winters, around 35–47°F (2–8°C), and warm summers, reaching 68–87°F (20–31°C). Rain is more common in autumn and spring, so packing a light jacket and sturdy shoes is helpful year-round.
When is the best time to visit San Marino?
Late spring through early autumn is often recommended for mild weather, outdoor events, and scenic walks. Winter brings cooler temperatures and fewer crowds, appealing to those seeking a quieter visit.
What are the best places to visit in San Marino?
San Marino has the Three Towers, the Basilica of San Marino, and the State Museum as popular places to explore local history and architecture. The Piazza della Libertà and Monte Titano’s walking paths provide scenic backgrounds for photos.
What are some hiking trails in San Marino?
Monte Titano has marked trails winding through the hills, connecting fortress sites and woodland viewpoints. Walks near the Towers also provide panoramic vistas and a route through medieval scenery.
What are some family activities we can do in San Marino?
Families can explore castle towers, try hands-on history at the State Museum, and relax at outdoor parks and squares. Many visitors enjoy walking guided routes that include medieval stories and hidden corners in the old town.
What are some of the best day trip ideas from San Marino?
Day trip ideas include exploring nearby Italian hill towns, visiting traditional markets, and experiencing coastal spots for seafood and beach walks. Regional wineries and art museums around Emilia-Romagna are frequently suggested.
Are there any pet friendly accommodations available in San Marino?
San Marino has pet-friendly vacation rentals and some guesthouses, especially in the city center and hillside areas. Parks and walking trails around Monte Titano make it easy to explore with pets.
What are some local tips for visiting San Marino?
Wear comfortable shoes, as San Marino’s streets are steep and cobbled, and bring a water bottle for exploring hillside paths. Learning a few Italian phrases is often appreciated, and many shops offer locally crafted souvenirs.
What is San Marino known for?
San Marino is known for its medieval towers, historic fortifications, and panoramic views from Monte Titano’s summit at around 2,425 ft (739 m). Its independent government, traditional crossbow competitions, and local wines are also part of its distinct character.
What are the best hidden gems to explore in San Marino?
San Marino has quiet alleys in the old town, artisan workshops, and small museums that delve into local culture. Walking the ancient city walls or exploring lesser-known churches is frequently suggested for discovering a different side of the republic.
What are the best foods to try in San Marino?
San Marino’s cuisine includes piadina flatbreads, handmade pasta, and local cheeses, often paired with regional wines. Many travelers enjoy trying Torta Tre Monti, a layered dessert, and classic Italian coffee at hillside cafes.
What should I bring for a trip to San Marino?
Bring sturdy walking shoes for cobbled streets, a lightweight jacket for variable weather, and reusable water bottles. A camera is helpful for capturing views, and having some cash is useful in smaller shops.
What is the nightlife in San Marino like?
San Marino has cafés, wine bars, and gathering spots where locals socialize in the evenings. The city center features live music and occasional performances, while quieter venues in hillside neighborhoods offer relaxed atmospheres.
What are the most popular events or festivals in San Marino?
San Marino has traditional crossbow tournaments and medieval fairs, especially in summer and autumn. The city center also gathers locals and visitors for cultural celebrations and concerts throughout the year.
Are there family friendly vacation rentals in San Marino?
San Marino has family-friendly vacation rentals in the old town and surrounding neighborhoods. Many accommodations provide space for children and easy access to parks and scenic walking routes.
What are the best places to stay in San Marino?
San Marino has stays near the historic city center, cozy hillside neighborhoods, and peaceful countryside areas. Many travelers prefer accommodations around the old town for easy access to cultural sights and local cafes.
Destinations to explore
- Bologna Center Town
- Mirabilandia
- Bologna Fiere
- Mugello Circuit
- Stadio Renato Dall'Ara
- Centro Storico
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza Maggiore
- Autodromo Enzo e Dino Ferrari
- Duomo di Modena
- Centrale
- Porta Saragozza
- Basilica di Sant'Apollinare in Classe
- Basilica di San Vitale
- Te Palace
- Mausoleo di Galla Placidia
- Doganaccia 2000
- Casa Museo Luciano Pavarotti
- Basilica di Sant'Apollinare Nuovo
- Battistero Neoniano (o degli Ortodossi)
- Po Delta Park
- Barberino Designer Outlet
- Enzo Ferrari's Birthplace
- Dante's Tomb





