
House holiday rentals in Castiglione dei Pepoli
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Top-rated house rentals in Castiglione dei Pepoli
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Love in Chianti
Welcome to the delightful cottage of Riccardo and Pauline, a small corner of love where colors and details are designed to give peace and quiet. You will find yourself immersed in the green Tuscan hills, in a breathtaking landscape where the renowned Chianti Classico wine is born. The area is ideal for walking and cycling. You will be close to the cities of art, such as Florence, Siena and Arezzo. Upon request and according to availability, we offer a paid shuttle service. We look forward to seeing you ❤️

The MOONLIT & SUNNY COTTAGE near Florence
IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence and Mugello is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients such as bio vegetables, eggs or cheese.

TREEhouse / casaBARTHEL
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.

Sunset on Chianti Classico
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

Tuscan cottages in an ancient villa with a garden
The Cottage is part of a property owned by the Bernocchi family, which was already on maps of the area in the 1500s and is located right on an ancient Roman road that crossed the Calvana Mountains. About 9 km from Prato and 20 km from Florence. The Cottage, open on three sides, is situated in a panoramic position surrounded by a private park, ideal for walking and sports. A real home fitted with kitchen, living room, bedroom and bathroom. Large outdoor spaces, garden, and botanical garden.

Home with a view in nature_ 2
A cozy stone and wood chalet with amazing views of the Apennines, surrounded by nature with a large garden where you can relax and enjoy the spectacular sunsets. We will be happy to host you on the ground floor which is dedicated to the B&B. The warm and welcoming rooms have independent entrances and lead onto the garden. Fantastic location between Bologna and Florence, 10' from the motorway exit and 30' from Bologna airport. Don't miss the sunset, even better with a good glass of wine!

Casa Fernando
Casa Fernando, charming loft in an open space, from floor to ceiling, on two levels, a short walk from the historic center of Bologna, a 15-minute walk from Piazza Maggiore, and a 5-minute walk from the train station. Unique place! 2 double beds, one on the ground floor, one on the mezzanine. It will give you the opportunity to experience magical days with the utmost privacy. The enchanted atmosphere of an outdoor courtyard characterized by multicolored maples will frame your stay.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

House nestled in the Apennines
The house is near the path of the gods and the wool and silk roads. The 120 sqm house, consisting of a kitchen with dining room, bathroom, dining room, laundry room, 2 double bedrooms (with 4-door wardrobe), single bedroom (with 4-door wardrobe), laundry room and garden. Immersed in the green of the Emilian Tuscan Apennines, about 45 km from Bologna and Florence, with a breathtaking landscape and perfect for those who want to walk and get away from the weariness of the city.

Courtyard apartment with stunning views
Beautiful courtyard apartment set in over 20 acres - the location is just right for relaxing, and eating some of the best food in Italy. If you love mountain biking or hiking this is perfect. We are 40 minutes from Bologna airport. Our nearest town is Vignola, rich in history and famous for its cherries. You can explore the region of Emilia Romagna, and return each evening and watch the sun go down with a chilled glass of wine. (2 nights stay in Winter when requested)

Tuscan Villa 15 min from Florence, Parking, Garden
Relax in the rustic comfort of a charming portion of a Tuscan farmhouse, discovering authentic Italian lifestyle in the beautiful Florentine countryside, just a 15-minute drive from the city. An exclusive experience marked by unforgettable sunsets over the main hill of Fiesole. The farmhouse was built in the 14th century as part of a Tuscan estate surrounded by olive groves and a beautiful garden. Having a car is compulsory to reach the house and moving around.

House with a breathless view in Tuscany
Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.
Popular amenities for house rentals in Castiglione dei Pepoli
House rentals with a pool

Infinity pool in Chianti area

Cercis - La Palmierina

Casa Bada - Barn

Private villa/swimming pool in Tuscany

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Casa Nespolo – Cozy farmhouse in Chianti

Relaxation and charm in the Chianti hills

Casa Luigi Suite with exclusive pool
Weekly house rentals

Torretta Apartment

Casa del Giardino

Rooftop San Zanobi Courtyard House with Terrace

Tuscany .Countryhouse on the Florence's hills

Casa Al Poggio in Chianti Shire

Il Cerro Country House

Costalmandorlo, a rustic home in the heart of Tuscany

Gigallino, in the countryside, close to Firenze
Private house rentals

The Cetine

"Il Campanile" House

I Palpiti - Dream Villa in the heart of Florence

Bright house with garden and mountain views

picturesque farmhouse, Chianti, panoramic garden

Leon Morto

Holidays between relaxation and art.

Live the Tuscany Experience in Our Country House
Destinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Bologna Center Town
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Bologna Fiere
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Stadio Renato Dall'Ara
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Stazione Santa Maria Novella
- Del Chianti
- Piazza della Repubblica
- Centrale
- Autodromo Enzo e Dino Ferrari
- Piazzale Michelangelo
- Parco delle Cascine
- Unipol Arena
- Appennino Tosco-emiliano National Park





