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Holiday houses in San Francesco

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Top-rated holiday rentals in San Francesco

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

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Guest favourite
Townhouse in Scandicci
4.88 out of 5 average rating, 339 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

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Guest favourite
The exterior of a traditional stone farmhouse is showcased, featuring wooden shutters and a central arched doorway. A well-maintained garden with green grass surrounds the building, complemented by potted plants and scenic views of the nearby hills.
Holiday home in Rignano sull'Arno
4.89 out of 5 average rating, 132 reviews

Tuscan Country house with panoramic pool

Old stone Country House located on the top of an uncontaminated hill in a secluded atmosphere, with stunning 360° panoramas over the hills and the Arno river. Surrounded by private olives grooves, the accommodation offers an ideal mix between peaceful relaxation and opportunities for outdoor activities. With easy access to Florence (18 km) and major arts sites of Tuscan region such as Siena, San Gimignano, Pisa, Lucca, the wine Chianti area and many others landscaping or trekking attractions.

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Top Guest favourite
Home in Pontassieve
5.0 out of 5 average rating, 67 reviews

La quercia Casa nel verde

In a panoramic position 15 km from Florence, it is the only apartment in an ancient restored barn. Suitable for those who want to enjoy the peace of the countryside but also comfortably visit places of art. 3 km away are the towns of Pontassieve and Sieci with all services including railway stations from which, in 20 minutes, you can reach the center of Florence. The wonderful countryside and the proximity to the historic buildings including the church of San Martino make the place enchanting.

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Top Guest favourite
Home in Greve in Chianti
4.99 out of 5 average rating, 114 reviews

Relax e charme tra le colline del chianti

Bellissima colonica in pietra, indipendente, immersa tra gli olivi e le colline del Chianti, con giardino privato e piscina panoramica. Piano terra con ampi saloni, antico camino e forno a legna, soggiorno luminoso e cucina full optional. Al primo piano tre suites composte da camera, studio e bagno privato. Accesso tramite cancello e strada bianca in proprietà privata a soli 500 metri dal paese di Strada in Chianti. Ideale per quiete e relax. Location strategica per visitare la Toscana.

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Guest favourite
A comfortable seating area is created with a light-colored sofa and a plush red armchair. A wooden cabinet, adorned with glass doors, showcases decorative items and books. A potted plant rests atop the cabinet, adding a touch of greenery to the space.
Apartment in Pontassieve
4.93 out of 5 average rating, 42 reviews

casa miranda - terrazza sul fiume vicino a Firenze

Alloggio di 95 mq, al secondo piano di un edificio storico, nell'antico Borgo del paese. Caratterizzato da un’ampia terrazza sul Ponte Mediceo e sul fiume Sieve, è ottimo per rilassarsi in tranquillità. In posizione strategica, a 15 km da Firenze, è vicino alle colline del Chianti, all'Outlet The Mall e alla Casa di Cura Valdisieve. A 400 m dalla stazione ferroviaria, dista 5 m a piedi dai parcheggi pubblici. E' dotato di condizionatore per le giornate più calde. CIN IT048033C2K4NDYQ24

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Top Guest favourite
The exterior of the renovated barn is constructed with natural stone, featuring a large arched window and a sleek glass door. Flower pots filled with colorful blooms line the entrance, enhancing the inviting atmosphere. Olive trees and lush greenery can be seen in the surroundings.
Barn in San Francesco
5.0 out of 5 average rating, 36 reviews

La Capanna - Delightful stay in the renovated barn

Allontanati da tutto e dormi sotto una coltre di stelle! Il nostro alloggio è vicino alla principale città toscana di Firenze, Arezzo, Siena, San Gimignano, Volterra, San Miniato e piccoli paesi ricchi di cultura e tradizioni. Bellissimi sono i panorami e gli ottimi ristoranti nei dintorni con la loro cucina tipica toscana. Il rinnovato fienile ti piacerà per la sua atmosfera tranquilla e per gli spazi all'aperto nel verde. È adatto a coppie o famiglie con bambini. Pet friendly!

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Guest favourite
A serene bedroom is illuminated by two pendant lights, creating a soft ambiance. A spacious bed is dressed in neutral linens, accompanied by a blanket draped over the side. Large windows with light, flowing curtains offer a view of the lush green surroundings.
Apartment in San Francesco
4.92 out of 5 average rating, 37 reviews

Elegant riverside retreat near Florence

Welcome to our elegant suite on the banks of the River Sieve, just 20 km from Florence – perfect for guests traveling by car. Enjoy peaceful river views, lush green surroundings, and a newly renovated interior with a cozy living room and spacious terrace. We’re 2 km from Pontassieve (about a 20-minute walk), where frequent trains reach Florence in just 20 minutes. “The Mall” luxury outlet is only a 15-minute drive, making this the ideal base for a relaxing Tuscan getaway.

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Top Guest favourite
The property is set against a lush green backdrop, showcasing extensive gardens and rolling hills. A charming stone farmhouse is visible, with a terracotta-tiled roof and balconies. The sparkling pool gleams in the sunlight, surrounded by trees and expansive greenery.
Villa in Rignano sull'Arno
5.0 out of 5 average rating, 48 reviews

​Villa Fonticina: Private Pool & Secluded Woods

Cozy and chic, late 19th-century stone villa, originally built as a farmhouse with an adjoining stable and barn. It has since been expertly renovated to create a single space, respecting the original layout and Tuscan tradition, while preserving original elements such as the attached wood-burning oven. Nestled in a large fully fenced garden in the Chianti hills of Tuscany, it is surrounded by olive trees and woodland with an exclusive-use pool, just 15 km from Florence.

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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, 227 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.

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Top Guest favourite
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 511 reviews

Agriturismo nel Chianti con Piscina

Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

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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, 138 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.

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Superhost
Home in Pontassieve
4.75 out of 5 average rating, 12 reviews

A view on the bridge

At the end of the main street of the medieval village of Pontassieve, the windows overlook the Medici's bridge and the Sieve River. Restaurants, grocery stores, and more are just a few meters away in the main street. The train station is a 10-minute walk away, offering connections to Florence's Santa Maria Novella train station in 20 minutes, right in the heart of Florence. Medieval Village

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Popular amenities for San Francesco holiday rentals