
Holiday home rentals in Casentino
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Top-rated holiday home rentals in Casentino
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Casa al Gianni - Oak
Hello, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farmhouse in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: there is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a holiday; it’s a return to our roots. This peaceful haven will stay with you forever. We look forward to welcoming you!

Podere La Castellina - No. 4 FICO
Appartamento in pietre e mattoni all'interno del "Podere la Castellina" (ex convento 13° secolo), nel magnifico parco naturale della Montagnola Senese. L'appartamento situato al primo piano può ospitare comodamente 4 persone (2+2 bambini) e comprende: - ampio soggiorno con tv, divano e 2 letti singoli - cucina abitabile con forno - camera matrimoniale - bagno con doccia A disposizione degli ospiti piscina panoramica, solarium e terrazza con vista mozzafiato, dotata di forno a legna e barbecue.

Romantic stay at a bio-agritourism in Florence
Escape the crowd and hot of the towns. We are 40 min away from the centre of Florence (consider driving the last 3 km on a narrow winding beautiful countryside road). Be ready for an authentic rural Tuscan lifestyle experience, here the deers graze the fields near the house, you can hear the wild boars grunting and the crickets singing. Healthy food, good wine, a bio sauna and a jacuzzi in the oliveyards; a real re-charge and re-connection in Nature in an eco-friendly and cozy accommodation .

Vittoria Chianti Vacations 🍇🍷
Vittoria Chianti Vacations is the ideal solution for those seeking peace and tranquility in the heart of Chianti, close to all comforts. Typical Tuscan farmhouse halfway between Florence and Siena, is located in a strategic position to quickly reach Florence, Siena, San Gimignano, Monteriggioni, Volterra and the Chianti hills. Siena Eye Laser Clinic 2 min. Private parking, two bedrooms, equipped kitchen, private bathroom, Wi-Fi, private garden, barbecue, a wonderful view of the Chianti hills.

Chianti Craft House Badia a Passignano
Ancient house in the historic village of Badia a Passignano, completely and finely restored in 2022. The house is located exactly in the center of the village of Badia a Passignano, overlooking the abbey castle and the Chianti vineyards. The house consists of 2 bedrooms air-conditioned: 1 double bedroom with service bathroom and 1 with 2 single beds and the possibility of a third with sofa chair; a full bathroom with shower, a full kitchen with washing machine and dishwasher, dining area

SMN Luxury Secret Garden View
Welcome to the central part of Florentine charm! This extraordinary apartment, located just 50 meters from Piazza Santa Maria Novella, offers you an unparalleled experience in the historic heart of Florence. Imagine crossing the threshold of a Renaissance Palace, a jewel of inestimable artistic and historical value, and being welcomed by an atmosphere that speaks of history and elegance. Two bedrooms, two complete bathrooms, living room with fully equipped kitchen.

La casina sulle Mura with garden
La Casina è situata nella parte alta di Cortona, nella zona denominata "il Poggio". Si puo' giungere in auto fino al suo ingresso. Il Centro citta' e' raggiungibile a piedi in pochi minuti, percorrendo strade e vicoli caratteristici. Gode di una splendida vista su Cortona e la Valdichiana. E' facile parcheggiare nelle vicinanze. Gli ospiti che giungono in treno in una delle stazioni vicine, su richiesta, possono essere prelevati e accompagnati a destinazione.

Experience rustic off-grid life in the wilderness
This ancient rustic farmhouse lies within a national park in one of the largest areas of forests in Europe. Solar power, wood stoves, the bumpy road and the lack of phone signal offer an authentic off-grid experience. A rare privilege to go into the wild and take a break from urban life and modern conveniences. Hike to the monastery of St.Francis and the sacred forests of La Verna...or simply sit and enjoy the peace of this magical remote place.

Barrel Suite Tuscany • Hot Tub • Vineyard View
Sleep inside a wine barrel in Tuscany — one of the largest in the world (3.5 m × 8 m) — nestled in an olive grove in Reggello, with panoramic views over the hills and vineyard. Private bathroom, kitchenette, veranda, private courtyard and exclusive hot tub: everything for a total escape from the world. 40 min from Florence, with Siena, Arezzo, The Mall Luxury Outlet and Vallombrosa all within easy reach. Free private parking included.

Casa Manu
CHARACTERISTIC TUSCAN HOUSE in stone nestled in the hills of the province of Arezzo. Close to Siena, Florence, Cortona, Perugia, Sansepolcro and the Casentino Forests. Ideal for trekking, food and wine tourism (some of the best wineries in Tuscany are just a few kilometers away), for art and culture enthusiasts. A large, very private panoramic terrace is available exclusively for guests. We will welcome you with a welcome gift.

THE WINE CELLAR OF THE WISTERIA
The apartment is an annex of the main house – originally the winery of the nearby 19-century villa –composed of sitting room, kitchen, double bedroom with attached bathroom. In the living area there is a French-size sofa bed, only suitable for family or close friends (no independent access to the bathroom). Uncovered private parking. About 300 mt of dirt road from the main road. Tourist tax: 1,5 Euros per person per night.

[Authentic StoneHouse]Jacuzzi & Viewpool Apartment
Nestled in a medieval village in the heart of Chianti, this exclusive historical apartment blends Tuscan charm with refined contemporary design. Enjoy a panoramic pool overlooking the hills, multiple terraces, and a unique hot tub Jacuzzi suite and bathroom carved in travertine. Designed for two, it’s the perfect place to slow down, reconnect, and experience Tuscany in total peace.
Popular amenities for holiday home rentals in Casentino
Family-friendly holiday home rentals

Breathe in Tuscany: 180° view of the hills

★ Romantic apartment & stunning view of Tuscany ★

PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶

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Fontarcella, H&R- mediterranean home with jacuzzi

The Rock of Febbre

Tuscany Country House, Central Chianti, Pano Views

La Casa dei Ricordi - car/motorcycle garage at 650m
Holiday home rentals with a patio

Romantic cottage with Jacuzzi and large garden - 2p.

Tuscan Suite Amiata in Villa Q Dimorae Adults Only

City Centre Patio - 10 mins to Duomo

Tuja

2BR • Luxury Florence Penthouse • 360° Panorama

Cenerentola chianti 1 apartment - near Panzano

Studio apartment in the hills near Florence

Coeli Power
Holiday home rentals with a washing machine and dryer

Antico Casale Tiravento - Apartment with balcony

Apartment in historic Villa in Siena_"LE CONTRADE"

Melarancio Residence

Verde, space and relax in historic Florence

Florence Elegant Suite

Prestigious residence at the gates of Chianti

App.Cavallo - Megognano,2/A

Spring in Tuscany MAE
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Lake Trasimeno
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Fiera Di Rimini
- Mercato Centrale
- Uffizi Gallery
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pinarella Di Cervia
- Fortezza da Basso
- Mugello Circuit
- Misano World Circuit
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Palacongressi Della Riviera Di Rimini
- Parco delle Cascine
- Mirabilandia
- Medici Chapel





