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Holiday houses in San Benedetto in Alpe

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Top-rated holiday rentals in San Benedetto in Alpe

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

LocationValueAir conditioning

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.
Condo in Noce
5.0 out of 5 average rating, 350 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.

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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.

LocationFamilyComfort

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.

LocationFamilyWi-Fi

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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Guest favourite
An outdoor terrace features a wooden roof supported by pillars, offering a view of lush green mountains and vibrant trees. A sun lounger is positioned on the stone flooring, which complements the natural setting. The clear blue sky enhances the tranquil atmosphere.
Barn in San Godenzo
4.95 out of 5 average rating, 21 reviews

Agriturismo La Castellina, Il fienile -San Godenzo

Benvenuti all'agriturismo La Castellina, rifugio di pace nella frazione di Castagno d'Andrea, comune di San Godenzo. Situato ai piedi del Parco Nazionale Foreste Casentinesi, Monte Falterona e Campigna, Il Fienile combina comfort e tranquillità. Offre 4 posti letto, una cucina attrezzata e un'ampio giardino esterno con pergola e arredi. Ideale per escursioni, da qui partono i principali cammini dell'Alto Mugello e sentieri CAI. Perfetto per avventure o relax.

LocationFamilyWalkability

Top Guest favourite
A spacious outdoor area features a swimming pool surrounded by lush green lawns and dotted with comfortable sun loungers. Umbrellas provide shade, and the serene landscape is framed by tall trees and gentle hills in the background.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 431 reviews

Typical Tuscan country house

Agriturismo Il Colle is located on one of the Chianti hills. The property 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 This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

LocationFamilySleep quality

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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Guest favourite
Apartment in Premilcuore
4.94 out of 5 average rating, 16 reviews

Casa sulle grotte urlanti Ponte Nuovo Premilcuore

Appartamento sito sopra le Grotte Urlanti della suggestiva località Giumella - Premilcuore , un luogo immerso nella natura del Parco delle Foreste Casentinesi. Gualchiera del 1500/1600 di ristrutturazione del 2025 Ottimo punto di partenza per trekking, info in loco Possibilità di luogo chiuso e sicuro per le vostre biciclette. Per bimbi piccoli è a disposizione un lettino da campeggio con sponde alte. Parcheggio a circa 300 mt dalla struttura

LocationFamilyCondition

Guest favourite
A bright living area features a wooden ceiling with exposed beams. Natural light enters through a window, highlighting a gray sofa and a yellow pillow. A chair sits nearby, while a staircase leads to an upper level, enhancing the spacious feel of the room.
Apartment in Marradi
4.95 out of 5 average rating, 96 reviews

In Palazzo Storico tra Firenze, Bologna e Ravenna

L'appartamento è ubicato nella piazza principale del paese a 10 minuti a piedi dalla Stazione Ferroviaria (Marradi - Palazzuolo sul Senio). Marradi si trova nel cuore dell'appennino tosco-romagnolo, da dove sono facilmente raggiungibili anche in treno le città d’arte Firenze, Bologna e Ravenna. Per le sue caratteristiche, l'appartamento si presta anche per soggiorni lunghi.

LocationFamilyWi-Fi

Top Guest favourite
A spacious living area features a modern design, with a prominent stone fireplace and minimalist furniture. Large glass doors open to a serene outdoor view, while natural light brightens the room, highlighting the soft tones of the walls and furnishings.
Tower in Fiesole
4.95 out of 5 average rating, 220 reviews

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.

ValueLocationQuiet

Superhost
Guests are seen enjoying a tranquil moment in the swimming pool, overlooking the expansive landscape of the Mugello Valley at sunset. The serene water reflects the warm hues of the sky, while distant hills create a picturesque backdrop.
Farm stay in Borgo San Lorenzo
4.89 out of 5 average rating, 47 reviews

Rural Tuscany | Independent farmhouse with tennis

Podere Capitignano is a charming estate in the Tuscan hills, offering scenic views over the Mugello Valley. Surrounded by olive groves and vineyards, it’s a peaceful escape just a short drive from Florence. The property includes a swimming pool, tennis court, and 8 restored farmhouses that provide comfortable accommodations and authentic Tuscan character.

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Popular amenities for San Benedetto in Alpe holiday rentals