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Holiday rentals in San Marino

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Top-rated holiday rentals in San Marino

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

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Top guest favourite
Home in Greve in Chianti
4.99 out of 5 average rating, 110 reviews

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.

Top guest favourite
A bright living area is visible, featuring a vibrant yellow sofa positioned facing a wall-mounted television. A small dining table with white chairs can be seen in the background, alongside a decorative plant with lush green leaves and red flowers in the foreground.
Apartment in Saragozza
4.97 out of 5 average rating, 190 reviews

Bologna Centro Galleria

Newly renovated apartment in the city center, a stone's throw from Piazza Maggiore. The apartment on two levels consists of two bedrooms with respective bathrooms, a living room with kitchen on the lower floor, two balconies (one per floor), a mezzanine, and a laundry room. The apartment is equipped with all the comforts and has a covered parking space in the building. From the apartment you can admire a splendid view over the rooftops of Bologna, including the Asinelli Tower and San Petronio, and over the Bologna hills

Top guest favourite
An elegant dining area features a large wooden table surrounded by multiple black metal chairs, set on a patterned area rug. Intricate ceiling moldings and a chandelier adorn the space, complemented by warm wall tones and framed artwork. Doorways lead to adjacent rooms, enhancing the layout.
Flat in Saragozza
4.96 out of 5 average rating, 252 reviews

Gli orti di San Felice, frescoed apartment + garden

Beautiful apartment, entirely decorated with frescoes and overlooking a large garden. The apartment is spread over two levels. On the first floor, Two double bedrooms, each with an en-suite bathroom. A room with a single bed and a sofa bed. Fully equipped eat-in kitchen, dining room, and living room. Downstairs: home theater, table tennis, foosball, gym, laundry room, and a third bathroom. The appointment is located in the city center. Public and private parking available in the immediate vicinity.

Guest favourite
Townhouse in Scandicci
4.88 out of 5 average rating, 337 reviews

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

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, 224 reviews

The Castle of 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
The exterior of the lodge features vibrant green chairs and a round red table set on a grassy area. A spacious terrace is visible, surrounded by trees and offering views of rolling hills. Brightly colored windows add character to the building.
Apartment in Monte San Pietro
4.99 out of 5 average rating, 491 reviews

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!

Top guest favourite
A well-organized library space features white shelves filled with books and decorative items. A wooden ladder leans against the shelf, while a cozy sofa sits in the corner. A world map adorns the wall, complemented by a stylish area rug on the wooden floor.
Flat in Bologna
4.95 out of 5 average rating, 548 reviews

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.

Guest favourite
An inviting terrace is presented with a dining set, featuring a table adorned with candles and glasses. Soft lighting highlights the space against a backdrop of rolling hills under a twilight sky, while plants and decorative stones frame the area.
Holiday home in Montagnana
4.94 out of 5 average rating, 161 reviews

[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!

Top guest favourite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 476 reviews

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.

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, 137 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, 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.

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, 316 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
A spacious living area showcases a blue sofa positioned on a decorative rug. Elegant mirrors adorn the high walls, reflecting soft light. A modern television is mounted above a marble fireplace, and large windows allow natural light to fill the room.
Holiday home in Saragozza
4.99 out of 5 average rating, 155 reviews

[Luxury] Carracci Frescoes • Piazza Maggiore

Welcome to the historic heart of Bologna, where elegance blends with history in a one-of-a-kind apartment located in Piazza Roosevelt (200 meters from Piazza Maggiore). This charming apartment, frescoed by the Carracci Brothers, famous Bolognese artists who have been appreciated all over the world, offers you not only a place to stay, but an immersive experience in the rich history and culture of this fascinating city.

Popular amenities for San Marino holiday rentals

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.