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Holiday rentals in Monte Oriolo

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Top-rated holiday rentals in Monte Oriolo

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

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Superhost
Townhouse in Scandicci
4.88 out of 5 average rating, 338 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

Guest favourite
An expansive courtyard features a brick-paved surface, bordered by traditional terracotta pots filled with greenery. Nearby, a rustic yellow building with green shutters and arched windows stands prominently, creating a welcoming atmosphere. Trees and plants enhance the tranquil setting.
Home in Galluzzo
4.87 out of 5 average rating, 257 reviews

Country House "Il Sabatino" on Florence's hills.

19th Century House located on the beautiful hills on the outskirts of Florence, only 15 minutes drive from the city centre and 10-15 minutes walk from the closest bus stop. Ideal for someone traveling around Tuscany with his/her own car, this house is provided with restored kitchen and bedroomsfurnished with traditional pieces; surrounded by our family wineyard and olive tree orchard, we want to deliver our idea of hosting and hospitality through attention to details, by making you feel at home.

Top guest favourite
A spacious terrace is furnished with a large, comfortable sofa and a stylish dining table surrounded by six chairs. Various plants add greenery to the setting. The view over the cityscape, with rooftops and distant landmarks, creates an inviting outdoor living space.
Apartment in Centro
4.99 out of 5 average rating, 117 reviews

Acciaiuoli Penthouse Florence Terrace View

Nel cuore del centro storico di Firenze, attico di lusso con terrazza esclusiva ed emozionanti vedute del Duomo,di Palazzo Vecchio e dell’intero panorama della città. Perfetto per famiglie e amici questo appartamento è completamente ristrutturato con finiture di alto pregio, situato al quinto e ultimo piano senza ascensore, si devono salire 106 comodi scalini per arrivare in paradiso ( l’host vi darà una mano a portare le valigie ), tutte le finestre offrono bellissime viste sul centro storico.

Superhost
A shaded terrace offers panoramic views of rolling hills and lush greenery, with terracotta rooftops visible in the foreground. The clear sky enhances the vibrant landscape, highlighting the rich textures of the countryside.
Home in Impruneta
4.98 out of 5 average rating, 184 reviews

Tiny romantic tower on the hills of Florence

Think of a tiny charming ancient tower, embedded in a time into a small XIX century tuscan villa on the florentine hills. Think of a romantic place for a couple, with a bedroom and a living room which opens onto a breathtaking terrace in the countryside, with a bathroom and a tiny kitchen. Also think that in 20 minutes drive you are into Florence downtown. Well, this is the place! To get all this you have to climb three flights of stairs with no lift. But you'll see it surely worth the effort.

Superhost
A rustic villa constructed with stone features a welcoming facade, accentuated by green, shuttered windows. A wooden door is centered, flanked by two potted plants. The surrounding area includes terracotta pavement and greenery, providing a warm entryway to the property.
Home in Impruneta
4.97 out of 5 average rating, 145 reviews

Podere Solatio - Tuscany Hills next to Florence

CIN: IT048022C2I7T2RD2G - Ampia e luminosa Villa a soli 10 Km dal centro di Firenze, recentemente ristrutturata, è dotata di riscaldamento e aria condizionata. Con le sue 5 camere matrimoniali, può ospitare comodamente 9/10 persone. La villa, circondata da un ampia oliveta, ha una una fresca loggia dove poter cenare godendosi il panorama. È situata alle porte dell'Impruneta, paese celebre per la sua bella piazza con un loggiato del 500. Una base ideale per visitare Firenze e la Toscana.

Top guest favourite
Home in Greve in Chianti
4.99 out of 5 average rating, 112 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.

Guest favourite
Villa in San Gersolè
4.97 out of 5 average rating, 36 reviews

Torre Rossa - Villa Tiziano con giardino privato

Immersa nel verde a 10 minuti di macchina dal centro città, è ideale per chi cerca una tipica villa con tutti i moderni comfort. Adatta a famiglie o gruppi di amici. La piscina panoramica su Firenze è sempre aperta con spazi riservati (non riscaldata), la cucina attrezzata che si affaccia sul vasto giardino con la possibilità di mangiare all'aperto e godersi il panorama sdraiati al sole, l'aria condizionata è in tutti gli ambienti così come la connessione Wi-Fi (velocità 50 Mbps).

Top guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 104 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

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, 429 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.

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
5.0 out of 5 average rating, 186 reviews

La Torre

Antica villa toscana, bellissima, con giardino privato esclusivo, completamente ristrutturata, immersa nelle splendide e dolci colline toscane. La villa ha una vista mozziafiato, molto soleggiata, ben arredata e dotata di tutti i comfort, silenziosa e non isolata. La casa si trova a Bagnolo, piccola frazione di Impruneta alle porte del Chianti, zona di uliveti, vigneti e pace. La casa si trova a circa 10 km in macchina dal centro di Firenze.

Guest favourite
A serene pool area is highlighted by lounge chairs set along a stone terrace. The water reflects a golden sunset, providing a tranquil atmosphere. Surrounding greenery adds to the natural beauty, creating a peaceful environment for relaxation.
Flat in La Presura
4.86 out of 5 average rating, 275 reviews

Countryhouse 9 kms to Florence-3+2,free park, wine

We are a Farmhouse at only 9 km from Florence in the beautiful Chianti hills with gorgeous pool and free private parking We are a small organic farm producing our own wine Chianti Classico and extra virgen olive oil Only 1 hour driving to the most important city of Tuscany such as Pisa, Siena, San Gimignano, Pienza, Monteriggioni, Lucca and Arezzo. Public transportation to Florence and Greve in Chianti (bus stop at only 200 mt from us)

Guest favourite
A sunlit outdoor area is highlighted by wooden furniture and terracotta pots filled with blooming flowers. Surrounding olive trees create a serene atmosphere, while the warm light of the setting sun casts gentle shadows, contributing to a tranquil setting for relaxation.
Home in Bagnolo-Cantagallo
4.95 out of 5 average rating, 153 reviews

Old Barn very close to Florence

Antico fienile indipendente immerso nel verde della campagna ,vicinissimo a Firenze e al Chianti ,con piscina condominiale estiva. (apertura 08/06 al 08/09) Cucina soggiorno e giardino al piano terra con un bagno, al primo piano camera matrimoniale dalla quale è necessario passare per accedere a una cameretta con tre letti, uno dei quali a castello. Sempre al primo piano è presente il secondo bagno.

Popular amenities for Monte Oriolo holiday rentals