
Cottage holiday rentals in Casentino
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Casentino
Guests agree: These cottages are highly rated for location, cleanliness and more.

FAETOLE typical Tuscan country house near FLORENCE
My cottage is hidden in Tuscan countryside among olive groves, vineyards and woodland. Nevertheless, downtown Florence is only 16km away! While away, spend your time by relaxing in the garden, where you will find a barbecue and an outdoor shower to cool down while sunbathing. Discover the beauty of surrounding countryside with a hike and unwind with a view of picture-perfect vineyards! One can also easily go for day trips to many tiny medieval towns scattered on the hills of Tuscany from here!

FARMERShouse/casaBARTHEL 15' from the City Center
casaBARTHEL is a perfect place for a vacation and an artist residency, immersed in the Tuscan landscape only 15' from the florentine Duomo. Come and live with us; enjoy the olive trees, the kitchen garden, our horse Astro and our family life style, away from the working rhythm. By providing wifi only in the communal courtyard we suggest to take a break from been connected with elsewhere and enjoy the 'here and now' . But if you need to work you can rent a portable private connection from us.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Stone House with Exclusive Pool Codilungo in Chianti
Spend a holiday in the heart of the Tuscan countryside in this cozy stone house with terracotta floors and beamed ceilings in solid oak, furnished with paintings of author , equipped with all comforts. Enjoy yourself by swimming in the large infinity pool (18m X 9m, open from May 1st to October 15th for guests of Stone house use only) or relax in an armchair under the loggia, tasting a glass of Chianti wine in front of the rolling hills of vineyards, olive groves, woods and medieval villages.

Caper Cottage - Masseto In Chianti
MASSETO IN CHIANTI è un villaggio privato dove potrete rilassarvi nel vostro giardino privato e in piscina, fare sport, o utilizzare come base per visitare città rinascimentali: Firenze, Siena, San Gimignano, Arezzo, Volterra. Offriamo altri tre cottage con accesso indipendente e giardinetto privato: Quinto (2 letti), Vittoria (4 letti), Leccio (6 letti). La piscina è condivisa dai 4 cottage, ciascuno dispone di un gazebo privato, con distanze garantite e sanificazione a norma Covid-19.

Monteriggioni Castello, holiday house in Tuscany
Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Il Fienile, Cottage in the country with Jacuzzi
Surrounded by wineyards, close to Florence, a charming accomodation in a cozy cottage with heated jacuzzi at your exclusive use. Rooms sanitized by health protocols. Perfect starting point to discover Florence and Siena. Kitchen, wide living room, bathroom, two double bedroom (one with an extra single bed). In the living room a sofa bed for other 2 people. Tasteful furniture, Air Conditioning, barbecue, private parking. Partnership for: bike rental, private chef, private driver

Lakefront House | Private Access & Sunsets
Wake up just steps from the water in one of the very few true lakefront homes on Lake Trasimeno. Spend your days swimming, paddleboarding, or cycling quiet Umbrian roads, and your evenings dining outdoors as the sun sets across the lake. This is not just a place to stay—it’s a slower, more beautiful way of living for a while. Paddleboards and bikes included Large outdoor terrace for dining and relaxing Pizza oven for long summer evenings Sleeps up to 5 guests comfortably

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Country cottage C&M surrounded by greenery, love Tuscany
Country stone cottage, independent in the Tuscan countryside in the province of Siena, with large garden, porch and gazebo. Our house is located in the countryside of the municipality of Chiusdino, just 5 minutes from the two main towns of Monticiano and Chiusdino and 10 minutes from the beautiful Abbey of Galgano. 30 minutes from Siena, from Monteriggioni, an hour from Florence and 30/40 minutes from the sea. Just 20 minutes from the beautiful Terme del Petriolo.

Charming cottage in Tuscany
Charming cottage located on a hill with 360-degree views. An oasis of peace and quiet. Surrounded by greenery. Large swimming pool BBQ Area Inside there is a bedroom with a French bed, a living room with a sofa bed, a bathroom, a kitchenette and an indoor and outdoor dining area. Ideal for couples and families with one/two children. Crib available

Chianti Independent barn
The agriturismo was obtained from a characteristic 70-square-meter stone barn, completely renovated and furnished with antique furniture. Panoramic view of the Chianti hills with breathtaking sunsets. From March 1 to December 31, guests will be charged a tourist tax of €2 per person per day. Children up to 14 years old do not pay.
Popular amenities for Casentino cottage rentals
Cottage rentals with a hot tub

From Simone, podere santi Lucia and Pietro

Cottage in the countryside with private jacuzzi and swimming pool

"Rosso Poggiolo" farmhouse with swimming pool.

Tuscany Villa Girasole

The old stable - entire accommodation

Hut at S. Carlo in Buonconvento

Detached Cottage with Private Spa

Luxury Cottage Spaccasole - Pool W/Cortona
Pet-friendly cottage rentals

Wonderful Villa for 10 people in Valdorcia

Stunning cottage on the Tuscan hills

Tuscan countryside vacation home with pool

HOUSE IN TUSCANY, WITH POOL

Porcaticcio, cottage in the woods with pool

Casa Castora - entire place

The Cottage Florence

Casale Cantalena | Farmhouse with private pool
Private cottage rentals

Il Fienile, characteristic stone cottage for 2

Crete Senesi - Asciano Cavoni Hut

Casa Gialla, Cortona-sunsets in the olive grove

Typical Tuscan cottage

Casina Miriano

Colle Gelso: comfort in the Cesena countryside

Jino House Detached Villa with fireplace

Detached old house in a true farm with pool
Destinations to explore
- Smoking-friendly rentals Casentino
- Rentals with breakfast Casentino
- House rentals Casentino
- Bed and breakfasts Casentino
- Rentals with pools Casentino
- Rentals with a sauna Casentino
- Rentals with a fire pit Casentino
- Family-friendly rentals Casentino
- Pet-friendly rentals Casentino
- Farmstay rentals Casentino
- Rentals with an EV charger Casentino
- Rentals with a washing machine and dryer Casentino
- Fitness-friendly rentals Casentino
- Apartment rentals Casentino
- Holiday home rentals Casentino
- Rentals with a fireplace Casentino
- Rentals with a patio Casentino
- Rentals with outdoor seating Casentino
- Rentals with a hot tub Casentino
- Villa rentals Casentino
- Rentals with lake access Casentino
- Condo rentals Casentino
- Cottage rentals Arezzo
- Cottage rentals Tuscany
- Cottage rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Santa Maria Novella
- Ponte Vecchio
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Basilica of Santa Maria Novella
- Fiera Di Rimini
- Del Chianti
- Eremo Di Camaldoli
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Piazzale Michelangelo
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Riminiterme
- Pitti Palace
- Parco delle Cascine
- Palazzo Vecchio
- Misano World Circuit
- Palacongressi Della Riviera Di Rimini
- Boboli's Garden




