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

Poggelleri the postcard on Poppi and Tuscan hills
Imagine waking up with the golden light of Tuscany filtering through the windows, the intoxicating scent of the countryside and the feeling of absolute peace. This villa awaits you for an unforgettable experience. Located in an exclusive and private location, it offers breathtaking views of rolling hills within walking distance of the most beautiful cities of art. If you are looking for a refuge where time seems to stand still, where beauty is everywhere and exclusivity is the watchword, you have found your ideal destination.
CleanlinessIndoor spacesView

Manor House - IlVillinoFarmhouse
Entire upper floor of the newly renovated Manor House in traditional Tuscan style. High ceilings with exposed beams make the place cozy and perfect for families or groups of friends. In the house, there are two large functional fireplaces (in the living room and kitchen). Private, non-shared accommodation. The house has a large covered terrace, garden with sofas, BBQ, fire pit, private parking. The swimming pool among the olive trees and vineyards is ideal for relaxation and has private access to the shared area
ValueLocationAccess

Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas
FamilyValueHospitality

La Vignaccia (Farmhouse) - villa w/private pool
Nestled amidst the rolling hills of Tuscany, La Vignaccia beckons you to experience the true essence of Italian living. This enchanting villa, set within a sprawling estate, offers a haven of tranquility, where you can unwind and immerse yourself in the beauty of the Tuscan countryside. A secluded garden awaits, providing a serene setting for relaxation and alfresco dining. Take a refreshing dip in the sparkling pool, surrounded by breathtaking views of the Tuscan landscape.
FamilyValueComfort

Il Vichiaccio: Florence Villa with Jacuzzi
Cozy Chianti Villa near Florence. This 135sqm stone house has a rustic kitchen with a fireplace. It sleeps 9 guests in 3 rooms, but for groups of 11, a 4th bedroom is included. Smaller groups can add it for extra comfort (extra fee). Enjoy the private garden with a covered dining area, a patio with armchairs and parking. The ground floor is fully wheelchair-friendly (kitchen, bedroom, bath). Plus, A/C and a private Jacuzzi (extra fee) for relaxing under the stars!
FamilyLocationAccuracy

Villa Montanina - exclusive relaxation in Tuscany
A typical Tuscan villa exclusively immersed in the views, greenery and peace of the Casentino Valley where you can spend moments of relax, fun and experiences where nature, culture and taste come together. During your stay you can enjoy cooking classes, yoga classes, wine tastings, massages, personalized experiences and relax in the large swimming pool. The Villa with its many large green spaces is also perfect for celebrating your dream wedding in Tuscany.
LocationFamilyBeach

Tuscany View - Villa Arianna
This beautiful villa, which can accommodate up to ten (10) people, will provide an unparalleled Tuscan experience. While positioned perfectly to allow easy access to the most beautiful towns and villages of southern/central Tuscany (such as Arezzo, Florence, Siena, Cortona, Montepulciano) and northern Umbria (such as Perugia, Orvieto, Assisi); you’ll find this villa offers complete privacy as well as a sense of peace and tranquility to all who visit.
ValueLocationSleep quality

The Tower
Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.
FamilyValueNearby

Villa Bruna, entire house in Chitignano
Nestled in the green forests of Casentino, Villa Bruna is an oasis of tranquility in which to enjoy a moment of refreshment in contact with nature. Built in the 1970s by the owners' father to be the home where the family would gather during the holidays, today the two Bennati brothers have decided to open its doors to the world. Structure Identification Code CIR: 051014LTN0009 National Identification Code (CIN): IT051014C2CW2RCQFF
ValueLocationBathroom

Villa Capanna, Private Pool, Breathtaking Views
Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.
LocationFamilyShared spaces

Podere Scaluccia Chianti Agritourism, Florence
The farmhouse is located 15 minutes (8 km) from the center of Florence, a city rich in art and culture, and is surrounded by beautiful panoramic views of the hills, at the entrance to Chianti. The house is old: traditional materials such as stone, wood and terracotta are the main features. The outdoor garden is available to everyone! To learn more, search for Podere Scaluccia
ValueLocationDecor

Villa Poggio in Mandria in Chianti
Villa Poggio a Mandria is the gateway to the Chianti; it is a good base to reach the most beautiful art cities of Tuscany (Arezzo, Florence, Siena, San Gimignano, Volterra) in about one hour time. On the surrounding hills there are medieval villages, which offer visitors a charming atmosphere of the past and the opportunity to take walks in an unspoiled countryside.
LocationFamilyLaundry
Popular amenities for Casentino villa rentals
Private villa rentals

Coaching House
FamilyLocationHeating

The Lazy Oak
FamilyLocationTV

Spacious Tuscan Villa, Great views, Pool, Wedding
FamilyLocationNearby

Stunning Tuscan Villa & Panoramic Infinity Pool
ValueFamilyBarbecue

Cipressino Villa, pool near the historic centre
LocationFamilyHospitality

Tuscany Villa Mammi
LocationValueAccess

Villa il Laghetto with Infinity Pool in Tuscany
LocationFamilyCheckout

Villa with pool & view near Florence and Arezzo
FamilyLocationAmenities
Luxury villa rentals

Tuscan Villa Luigina with Pool & Panoramic View
FamilyLocationGetting around

THE CASTELLACCIO CYPRESSES (Cip 1 + Cip 2)
LocationFamilyHospitality

Luxury Villa on Chianti Wine Estate
ValueFamilyPool

Stalla - Villa with garden in the historic center
ValueFamilyCleanliness

Casale La Querce-Tuscan Farmhouse with pool & view
FamilyLocationAmenities

Casa Napoleone - Tuscan Villa w/ pool near Cortona
FamilyLocationPool

Villa with swimming pool on the Florentine hills
LocationValueNearby

Villa marielena chianti farmhouse with hot tub - v
FamilyLocationHospitality
Villa rentals with a pool

Villa La Doccia, Greve in Chianti
LocationFamilyAccuracy

Podere il Trebbio
ValueFamilyWalkability

Unique Villa in Tuscany
LocationFamilyAir conditioning

Apartment in Villa with park and private spa
FamilyLocationCondition

At Elena's
FamilyLocationKitchen

Put down your luggage, this is just the beggining!
LocationFamilyAmenities

Tuscany Country House with swimming pool
FamilyLocationGetting around

Villa for 22 people w/private pool
LocationFamilyOutdoor spaces
Destinations to explore
- Cottage rentals Casentino
- Pet-friendly rentals Casentino
- Rentals with lake access Casentino
- Bed and breakfasts Casentino
- Family-friendly rentals Casentino
- Holiday home rentals Casentino
- Condo rentals Casentino
- House rentals Casentino
- Rentals with pools Casentino
- Rentals with a hot tub Casentino
- Rentals with breakfast Casentino
- Rentals with a sauna Casentino
- Farmstay rentals Casentino
- Apartment rentals Casentino
- Villa rentals Arezzo
- Villa rentals Tuscany
- Villa rentals Italy
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Pinarella Di Cervia
- Mirabilandia
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Misano World Circuit
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Palazzo Vecchio
- Palacongressi Della Riviera Di Rimini
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden





