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Holiday rentals in San Marino

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Top-rated holiday rentals in San Marino

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Top guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Apartment in Noce
5 out of 5 average rating, 323 reviews

Podere Vergianoni nestled in Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Top guest favourite
A rustic stone building sits amid rolling hills, surrounded by lush greenery and open landscapes. Natural elements such as tall grass and trees contribute to the tranquil setting, under a clear blue sky with scattered clouds.
Loft in Marzabotto
4.96 out of 5 average rating, 125 reviews

Ca' Inua, art, woods, hospitality

Ca’ Inua is a magical place where you can reconnect with Mother Nature’s wonders. Located only 25km from the Bologna city centre, an old barn renovated and fully finished in wood holds a modern-styled apartment with a breath-taking view on the Apennine mountains. Alessandra & Ludovico, your hosts, are ready to welcome you in a wide-open space, next to the woods, caressed by fresh breeze, where you can contemplate the magnificence of nature and tune into yourself for an unforgettable experience.

Top guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano
4.99 out of 5 average rating, 151 reviews

Villa di Geggiano – Guesthouse

PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Top guest favourite
The exterior of the cottage is surrounded by greenery, featuring a sunlit terrace with a dining table and umbrella. Potted plants add color to the entrance, while the rustic charm of the stone and tiled details enhances the natural setting.
Home in Vaiano
4.99 out of 5 average rating, 268 reviews

Tuscan cottages in an ancient villa with a garden

The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.

Top guest favourite
A charming stone chalet is surrounded by colorful autumn foliage, featuring wooden shutters and a balcony that overlooks the landscape. The vibrant leaves contrast with the earthy tones of the building, while the lush green lawn is scattered with fallen leaves.
Cabin in Monzuno
4.97 out of 5 average rating, 112 reviews

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!

Top guest favourite
An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.
Home in Gambassi Terme
5 out of 5 average rating, 210 reviews

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Top guest favourite
The exterior of the castle is showcased at sunset, with vibrant orange and purple skies providing a dramatic backdrop. Stone towers rise from the landscape, surrounded by greenery and colorful flora, reflecting the historic charm of the property.
Castle in Ferrano
4.99 out of 5 average rating, 213 reviews

Il Castello di Ferrano - Castle in Tuscany

Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Top guest favourite
An inviting villa surrounded by lush greenery and vibrant flowers, featuring blooming rose bushes and olive trees. The gravel pathway leads to the entrance, showcasing a two-story structure with balconies. Sunlight highlights the colorful landscape, creating a serene atmosphere.
Villa in Impruneta
5 out of 5 average rating, 171 reviews

The Tower

Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

Top guest favourite
The historic tower-penthouse villa is surrounded by lush greenery and trees. The three-story structure is characterized by its earthy facade and wooden shutters. Well-maintained gardens with various plants create a serene outdoor environment, enhancing the villa's tranquil charm and historical significance.
Castle in Bagno A Ripoli
4.96 out of 5 average rating, 131 reviews

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, character, convenience. 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.

Top guest favourite
A spacious sleeping area is highlighted by a wooden canopy bed dressed in neutral linens, accompanied by neatly arranged towels. Soft light filters in, illuminating a stone wall and a modern bathtub nearby, adding a serene touch to the room.
Loft in Loiano
5 out of 5 average rating, 216 reviews

Lovely loft in the heart of the Apennines

The "Locanda di Goethe" is a charming loft located in the historic center of Loiano, a small mountain village on the Futa State Road 65, the beautiful road that connects Bologna to Florence. The loft is housed in a historic building, the same one that Goethe mentioned in his "Italian Journey". The warm and enveloping style of the interiors, the exposed tub and the rocking chairs will make you live a unique and unforgettable experience.

Guest favourite
A spacious freestanding bathtub is filled with water, adorned with floating flowers and candles. A small wooden table beside it holds a bucket of champagne and two glasses. Soft towels and a decorative rose are also visible, contributing to a relaxing ambiance.
Home in Fiesole
4.99 out of 5 average rating, 294 reviews

"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.

Guest favourite
An aerial view of the Castello di Roncade shows its impressive architecture surrounded by manicured gardens and ancient trees. The tranquil countryside backdrop features vineyards and farmlands, enhancing the serene setting of this historic villa.
Farm stay in Roncade
4.95 out of 5 average rating, 149 reviews

Room in the Tower of Roncade Castle

The rooms were built inside the recently restored Roncade Castle Tower. Each room is equipped with a private bathroom, air conditioning, heating and Wi-Fi. Breakfast is included. The Castle is located in a quiet country village 15 minutes from Treviso and 30 minutes from Venice, 30 km from the beaches and served by public transport. Inside, there's a winery that sells locally produced wines.

Popular amenities for San Marino holiday rentals

Frequently Asked Questions

  • 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.

  • 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.

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