
House holiday rentals in Castiglione dei Pepoli
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Top-rated house rentals in Castiglione dei Pepoli
Guests agree: These houses are highly rated for location, cleanliness and more.

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.
LocationFamilyLong stay
5.0 out of 5 average rating, 281 reviews
Tuscan Villa 15 min from Florence, Parking, Garden
Relax in the rustic comfort of a Tuscan farmhouse and experience authentic Italian living in the Florentine countryside, just a 15 minute drive from the city. Set in a quiet residential countryside area on the hills of Fiesole, the property offers a peaceful stay surrounded by olive trees, a garden and unforgettable sunsets. The farmhouse dates back to the 14th century and was part of a traditional Tuscan estate. Having a car is essential to reach the house and to move around during your stay
FamilyLocationParking
4.97 out of 5 average rating, 143 reviews
Il Cerro Country House
You can Relax and recharge yourself in this oasis of quiet and elegance, in the sunny hill of Cerreto you can find the "Dimora il Cerro", harmoniously inserted in the Tuscan landscape. It is a portion of a farmhouse surrounded by green olive trees, with a magnificent views of the city . this is an excellent starting point for visiting Tuscany, a suitable destination for those who love active holidays and for those interested in culture. From here you can easily reach cities such as Florence.
ValueLocationComfort
4.95 out of 5 average rating, 112 reviews
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.
FamilyValueCleanliness
4.88 out of 5 average rating, 821 reviews
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.
FamilyValueBathroom
4.99 out of 5 average rating, 295 reviews
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!
ValueLocationHospitality
4.91 out of 5 average rating, 152 reviews
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.
LocationValueBreakfast
4.91 out of 5 average rating, 340 reviews
The Leonberger House
Our accommodation is on the quiet mountain of Pistoia, one of the last places where greenery dominates, where time seems to have stopped, where silence is broken only by the chirping of birds and the sound of bells. The area offers many possibilities to all those who feel the need to spend some time in contact with the magnificence of Mother Nature. If you want to visit the most beautiful cities and characteristic areas of Tuscany, you can reach them in 1/3 hours by car
FamilyLocationBiking
4.96 out of 5 average rating, 194 reviews
"La limonaia" - Romantic Suite
Romantic Suite immersed in the enchanting hills of Fiesole. It is the ideal place fot those looking for unique and exclusive experience of its kind characterized by suggestive views and unforgettable sunsets. The accommodation is part of an old 19th century Tuscan farmhouse surrounded by its own olive groves and woods. This is an ideal place for a relaxing holiday and privileged base for visiting the major centers of interest in Tuscany.
ValueLocationCondition
4.99 out of 5 average rating, 320 reviews
Garden suite with amazing river views
This property is set in an and peaceful garden with stunning views of the river. There is a modern industrial kitchen leading into a lounge area with views. There are two bedrooms upstairs with a sofabed also available. Here you can relax; barbecue or take a walk down to the river for a cool dip. Or you can explore the beautiful countryside, go mountain biking or simply relax after a day out. (2 nights stay in Winter when requested)
FamilyLocationShared spaces
4.96 out of 5 average rating, 127 reviews
Casale La Quercia - Tuscany country house
Casale La Quercia is an elegant country house nestled in the Tuscan hills. Surrounded by oak and cypress forests, it is located at an altitude of almost 500 meters, which gives it an enchanting view of the entire valley. In the wonderful farmyard adjacent to the house, guests can enjoy the silence of nature or take advantage of the masonry barbecue for a charming dinner under the stars.
FamilyLocationAccess
4.91 out of 5 average rating, 134 reviewsGorgeous Villa with Postcard Views in Historical Florence
Share a bottle of Chianti on a flagstone terrace with a view of cypresses on rolling hills. This classic private villa is steeped in Old World charm—and inside it's a showpiece of contemporary design with an ultramodern kitchen and marble-tiled bathrooms. Enjoy the best of both worlds in Florence, close enough to walk to everything, far enough away to have solitude.
FamilyLocationCheckout
4.98 out of 5 average rating, 168 reviewsPopular amenities for Castiglione dei Pepoli house rentals
House rentals with a pool

Ancient Tuscan Rural Residence
LocationValueBiking
4.85 out of 5 average rating, 124 reviews
Country House w/ heated Pool near the City Centre
ValueFamilyPets
4.82 out of 5 average rating, 163 reviews
La Nepitella Old Barn House, Florence
ValueLocationBackyard
4.84 out of 5 average rating, 289 reviews
Casetta Melograno – Cozy farmhouse in Chianti
FamilyValueKitchen
4.95 out of 5 average rating, 182 reviews
Ines' little house
FamilyLocationSleep quality
5.0 out of 5 average rating, 110 reviews
Le Panche Stone House, Detached with Pool
LocationFamilyParking
4.91 out of 5 average rating, 104 reviews
"La Dogana" (your house in Collodi in Tuscany)
FamilyLocationNearby
4.94 out of 5 average rating, 199 reviews
Tuscan country house with swimmingpool
FamilyLocationCondition
4.75 out of 5 average rating, 119 reviewsWeekly house rentals

Casale Il Bramito
LocationFamilyCheckout
4.93 out of 5 average rating, 123 reviews
Oasi Fiorentina with garden near the city center
LocationValueNearby
4.98 out of 5 average rating, 139 reviews
Doccia Oil Mill
FamilyValueLong stay
4.88 out of 5 average rating, 147 reviews
Tiny romantic tower on the hills of Florence
LocationValueHeating
4.98 out of 5 average rating, 186 reviews
Bright house with garden and mountain views
FamilyLocationKitchen
4.95 out of 5 average rating, 64 reviews
Elena's home
FamilyLocationLong stay
4.78 out of 5 average rating, 481 reviews
Ca' Mazzoli
FamilyLocationBathroom
4.88 out of 5 average rating, 8 reviews
Villa in Mugello, a stone's throw from the Autodromo
FamilyLocationCondition
4.92 out of 5 average rating, 12 reviewsPrivate house rentals

Pistoia Hill, charming stone farmhouse
FamilyLocationDecor
4.94 out of 5 average rating, 50 reviews
The house in the woods CanaldiSasso- Il Noce
LocationValueLong stay
4.95 out of 5 average rating, 100 reviews
Country villa near Florence - C - Villa Migliorati
FamilyValueCheck-in
4.67 out of 5 average rating, 90 reviews
M.SommerHouse Nature & Silence in Tuscany
LocationFamilyCleanliness
5.0 out of 5 average rating, 46 reviews
House of the 14 century Pool relax
FamilyLocationGetting around
4.98 out of 5 average rating, 43 reviews
Il Tempo della Natura - Dog- and vegan-friendly
LocationFamilyLong stay
5.0 out of 5 average rating, 32 reviews
La Frasca vacation home
LocationFamilyAmenities
4.93 out of 5 average rating, 59 reviews
La Limonaia della Torretta | Florence Private Pool
LocationFamilyQuiet
5.0 out of 5 average rating, 34 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Bologna Center Town
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Stazione Santa Maria Novella
- Bologna Fiere
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Appennino Tosco-emiliano National Park
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Piazza Maggiore
- Piazza della Repubblica
- Parco dell'Orecchiella
- Parco delle Cascine
- Piazzale Michelangelo
- Stadio Renato Dall'Ara
- Palazzo Vecchio
- Del Chianti





