Discover the best boutique holiday rentals around Florence, charming holiday homes and refined villas that blend regional design, calm atmosphere, and cultural resonance
A warm slant of golden light drapes terracotta roofs and olive groves in the hills surrounding Florence. Here, stylish holiday homes – whether a stone cottage overlooking Chianti’s vine-framed valleys or a modern villa near Fiesole – offer something quietly special. Interiors are grounded in local craftsmanship: exposed oak beams, hand-wrought iron, faded fresco fragments, and earthy textiles whisper of history and warmth. You might cook supper using market vegetables in a kitchen overlooking cypress-lined lanes, then descend to a shaded loggia for evening conversation. A subtle stillness replaces bustle, the city’s pulse refracted rather than turned off. Each holiday home in our collection has been handpicked for its style, soul, and sense of place.
Handpicked villas in the Florence province, cottages and holiday homes of beauty, style, soul:
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Palazzo di San Niccolo
Bed and Breakfast & self-cateringThe San Niccolò apartments have been furnished with extreme attention to detail with a mix of luxury vintage and modern decor. An incredible atmosphere that will make it difficult to leave.- City
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- 11 properties
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- from 140 EUR
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Villa Campestri Olive Oil Resort
Hotel & Self-CateringVilla Campestri is a traditional hotel surrounded by nature, vineyards and olive groves. Here you will experience the beauty and tradition of the region. Enjoy the pool overlooking the Mugello Valley and the exquisite cuisine of the house. Activities such as hiking and cooking classes will complete your stay.- Countryside
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- 21 rooms
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- from 122 EUR
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Residence Hilda
Hotel & Self-CateringResidence Hilda: Charming small hotel in the heart of Florence. Perfect location, modern suites and apartments with first class service. Discover Tuscany from the comfort of your home away from home.- Historic Quarters
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- 4 rooms
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- from 280 EUR
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B & B Le Due Volpi
Bed and Breakfast & self-cateringB&B Hotel Le Due Volpi is a peaceful rural retreat in the Tuscan countryside, just 30 km from Florence. With four colourful rooms, spacious gardens and warm hospitality, it is ideal for a harmonious city and country vacation.- Countryside
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- 4 rooms
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- from 80 EUR
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Casa Palmira
Bed and Breakfast or whole VillaThis renovated medieval farmhouse is a well-located and rural bed and breakfast in the Tuscan hills, just 30 minutes from Florence. It's a great base for exploring the countryside and nearby towns. Casa Palmira offers a truly authentic and comfortable stay.- Countryside
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- 6 rooms
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- from 92 EUR
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Castello di Bibbione
Holiday ApartmentsThe historic Castello di Bibbione in the Chianti region offers beautiful self-catering apartments. The property, surrounded by vineyards and olive trees, houses apartments with authentic charm. Enjoy the local Tuscan countryside, renovated interiors, and the opportunity to explore the region's cuisine.- Countryside
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- 12 properties
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- from 130 EUR
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Costalmandorlo
Holiday home villaCostalmandorlo is an authentic Tuscan retreat, offering charming small vacation homes set amidst enchanting hills. These lodges combine comfort, nature and spectacular panoramas for a perfect vacation.- Countryside
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- 1 properties
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- from 300 EUR
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Fattoria Barbialla Nuova
Holiday ApartmentsFattoria Barbialla Nuova offers modern apartments and a cosy farm stay. This is an organic farm that combines conservation, comfort and authenticity. Just ideal for a vacation in touch with nature.- Countryside
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- 9 properties
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- from 85 EUR
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Le Stanze di Santa Croce
Bed and Breakfast or whole VillaAn intimate Bed & Breakfast in the beautiful Santa Croce district of Florence. Four cosy rooms, Italian breakfast in Santa Croce square. Possibility of exclusive rental of the historic building. Ideal for families and groups of friends.- City
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- 3 rooms
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- from 120 EUR
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Monsignor della Casa
Hotel & Self-CateringExperience privacy and Tuscan charm while staying in vacation apartments at Monsignor della Casa Country Resort. Historic country estate with modern comforts, wellness, sports facilities and nature experiences. Perfect end: dinner at the hotel restaurant with excellent wine.- Countryside
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- 26 rooms
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- from 150 EUR
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Palazzo Belfiore
Holiday ApartmentsLovely, charming vacation apartments in a 15th century house in a quiet, yet central location close to lots of excellent restaurants in Florence. Here rustic comfort meets modern amenities – a place to feel at home.- City
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- 8 properties
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- from 190 EUR
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Villa Torre a Cona
Hotel & Self-CateringAn enchanting small hotel offering rural happiness in the midst of the Tuscan hills. Thoroughly renovated, still traditional and authentic self-catering apartments, handily situated close to Florence, Siena, Lucca and Pisa – and first class wine.- Countryside
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- 7 rooms
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- from 249 EUR
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Villa Vigna
Holiday home villa- Italy
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- Tuscany
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- Florence
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- Montespertoli
Villa Vigna, a luxury vacation home in the Tuscan hills, combines elegance, authenticity and modern design. With a private pool and proximity to the most beautiful cities of Tuscany, it is the ideal retreat for unforgettable vacation experiences.- Countryside
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- 10 people
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- from 1714 EUR
Our short listed lodgings
Below you will find some more lovely accommodations we have recently discovered and that we will publish soon. You can book them through booking.com in the meantime.
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Canto degli Scali
Bed and Breakfast & self-cateringCanto degli Scali is housed in a restored 14th-century palazzo in Florence and consists of seven units, divided into elegant B&B bedrooms and exclusive apartments. It accents the classic charm of a Tuscan Renaissance palazzo with antique terracotta floors.- City
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- 7 rooms
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- from 189 EUR