
House holiday rentals in Cavriglia
Find and book unique houses on Airbnb
Quick stats about house rentals in Cavriglia

Total holiday rentals
Explore 50 holiday rentals in Cavriglia

Nightly prices starting at
Cavriglia holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 1,050 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Cavriglia holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cavriglia rentals

4.6 Average rating
Cavriglia stays receive an average rating of 4.6 out of 5 from guests
Top-rated house rentals in Cavriglia
Guests agree: These houses are highly rated for location, cleanliness and more.

Charming converted Hayloft overlooking the Chianti Hills
Inspired by the rustic Tuscan style, this gorgeously refurbished hayloft features ceilings with exposed beams and bricks and thoughtful touches for a stylish and comfortable decor. From the relaxing hammock and the stone made barbecue in a panoramic garden to the cozy fireplace, every space feels open and inviting. Immersed in total peace and tranquillity with a breathtaking view over the Chianti hills, halfway between Florence, Arezzo and Siena, the barn is a perfect homebase to visit Tuscany. The accommodation has 2 floors. The upper floor spaces 2 double bedrooms with wonderful views of the olive trees and a bathroom with window and large masonry shower. On the ground floor a cozy and spacious living area with fireplace and a kitchenette with gas stove a large fridge and oven. The barn has ceilings with exposed beams and bricks. Outside there is a panoramic garden set on its own where, in the shade of a walnut trees, you can relax on a hammock or grill your meal (included an authentic local Fiorentina steak :-) on the stone made barbecue. A garden table is there for romantic dinners 'al fresco'. Immersed in total peace and tranquility halfway between Florence, Arezzo and Siena the barn is a perfect homebase to visit Tuscany. To find the exact location of the house type the following code in GMaps: 8FMHGG25+QV The house is in the countryside. The closest towns are Cavriglia and the small Medioeval villages of Moncioni and Montegonzi. In each town you can find great local restaurants and a small grocery shop. Moncioni is 3 km far away. A big supermarket is located in Montevarchi and you can reach it in 8 minutes by car ( exactly 7 km far away). In Montevarchi you can also find one of the best farmer markets in Tuscany! The station of Montevarchi is 8 km away from the barn. From there you can take train to Florence and Arezzo. Siena can be reached in 30 minutes by car. The easy access to the motorway A1/E35 Milan-Florence-Rome (the Valdarno exit is only at 13 km) allows you to reach numerous interesting spots within a short time, both in Tuscany and Umbria, while few kilometres south of Cavriglia you enter the suggestive territory of the Crete Senesi. Out in the countryside, the home offers an authentic experience of Tuscany. Small towns and villages are a short drive away providing acces to exceptional local restaurants and fantastic farmers markets. A big supermarket is located in Montevarchi (7 km far away). The railway station is 8 km away from the barn. From there you can take train to Florence and Arezzo. Cities of interest like Siena, Montepulciano, Pienza and Monteriggioni can be reached in 40 minutes by car The only way to reach the house is by car. A taxi service is active from Montevarchi You will be provided of blankets and towels. The kitchen is equipped with and kind of pots, pans, bowl, plates and silverware. You are welcome to use them. Free Netflix available
ValueFamilyWalkability
4.97 out of 5 average rating, 305 reviews
House in Heart of chianti
Complex country cottage placed in one of the most beautiful areas of Chianti at about 560 meters above sea level close to Lamole The house consists of large kitchen, two bedrooms, study, bathroom (bath / shower) feature covered loggia and garden area with a wonderful panorama. The house is ideal for those who are with the family and for those who want to enjoy a quiet stay in couple. The nearest town is Greve in Chianti 10 minutes by car. Accessible by line located Greve-Lamole. The nearest restaurant is located in Lamole 5 minutes. The perfect home for every need, for those who love nature, long walks, trekking ,mountain biking 45 minutes from Florence and 45 minutes from Siena is perfect for those wishing to visit Tuscany and who you want to grant a stay in the countryside. Fo any further information you are pleased to contact us.
LocationValueAir conditioning
4.8 out of 5 average rating, 158 reviews
Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!
LocationValueOutdoor spaces
4.97 out of 5 average rating, 194 reviews
Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.
FamilyValueQuiet
4.99 out of 5 average rating, 113 reviews
Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
FamilyValueNearby
4.96 out of 5 average rating, 138 reviews
The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of the Chianti Classico region, surrounded by the vineyards and olive groves of the beautiful Tuscan hills, on the estate of a historic 16th-century villa, then come to our barn!! It has a commanding position with an amazing view, where you can enjoy breathtaking sunsets. The complete privacy of the house, the cozy garden, and the large loggia allow you to enjoy your stay in total tranquility. Our reviews are your best guarantee.
ValueLocationCleanliness
4.98 out of 5 average rating, 242 reviews
Charming estate with views. A/C in the bedrooms
The estate finely restored in 2016 is accessorized with all the confort you need for an holiday dedicated to the relax or to excursions The Breathtaking view on the Chianti Classico's vineyards give to the estate a unique feature perfect for a romantic holiday, small group of friend or a little family. The estate is provided of external Jacuzzi, private garden and we can arrange for you bike or hike excursions. The Village of Gaiole in Chianti is just 5 minutes away by car.
FamilyLocationDecor
4.86 out of 5 average rating, 294 reviews
The Loggia
Immerse yourself in the authentic Tuscan dream. "La Loggia" is a charming home in the heart of Chianti Classico, just 300 meters on foot from the historic center of Radda. It offers the perfect blend of countryside quietness and village convenience, featuring a large private garden with breathtaking panoramic views over vineyards and a beautiful glass-enclosed loggia. The perfect oasis to relax and enjoy the sunset after exploring Siena, Florence, and nearby wineries.
LocationFamilyComfort
4.93 out of 5 average rating, 152 reviews
The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
LocationFamilyHeating
4.9 out of 5 average rating, 133 reviews
Nada Home
3 comfortable, fully air-conditioned double bedrooms, each with its own private bathroom, in the heart of Chianti, ideally located between Florence, Siena and San Gimignano. A welcoming, well-kept home in the peaceful Tuscan countryside. Fully equipped kitchen with dishwasher, oven and bar area, plus a laundry room with washing machine and dryer. Private garden for your exclusive use with a private hydromassage pool, heated in winter upon request 🌷
FamilyValueBathroom
4.87 out of 5 average rating, 215 reviews
Casa Al Poggio in Chianti Shire
Casa al Poggio is a 145 sqm Tuscan country house in the heart of Chianti. The ground floor features a large living area with a kitchen and fireplace. Upstairs are 2 double bedrooms and an open room with a versatile sofa bed (set up as a double or 2 singles). A relaxing bathroom offers a shower, bathtub, and Chianti views. Outside, a terrace in the gravel garden awaits for your evenings. Perfect for experiencing authentic Tuscany!
LocationFamilyOutdoor spaces
4.96 out of 5 average rating, 330 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.
ValueLocationLaundry
4.98 out of 5 average rating, 167 reviewsPopular amenities for Cavriglia house rentals
House rentals with a pool

Cercis - La Palmierina
LocationValueWi-Fi
4.96 out of 5 average rating, 144 reviews
Explore Chianti from a Charming Stone House
ValueLocationComfort
4.98 out of 5 average rating, 122 reviews
Infinity pool in Chianti 1
LocationValueTV
5.0 out of 5 average rating, 140 reviews
Casa Macchia /Florence charming villa private Pool
LocationFamilyIndoor spaces
4.96 out of 5 average rating, 101 reviews
Private Chianti Cottage, Garden & Vineyard Views
LocationFamilyComfort
4.99 out of 5 average rating, 136 reviews
Infinity view
LocationFamilyLaundry
4.88 out of 5 average rating, 201 reviews
Ancient Barn in Chianti with Pool
FamilyValueCheckout
4.89 out of 5 average rating, 125 reviews
TREEhouse / casaBARTHEL
FamilyLocationDecor
4.88 out of 5 average rating, 820 reviewsWeekly house rentals

Farmhouse in Chianti, Siena Tuscany
FamilyLocationGetting around
4.83 out of 5 average rating, 166 reviews
Domus Nannini - Loggia Salimbeni SPA
LocationValueGetting around
4.96 out of 5 average rating, 156 reviews
"La Casa di Maria Luce"® with panoramic terrace
ValueLocationBarbecue
4.96 out of 5 average rating, 244 reviews
LA CASA DELL' AMBRA-ANCIENT BARN RENOVATED-
LocationFamilyCondition
4.92 out of 5 average rating, 157 reviews
Tuscany .Countryhouse on the Florence's hills
LocationValueBackyard
4.99 out of 5 average rating, 185 reviews
"La limonaia" - Romantic Suite
LocationValueAccuracy
4.99 out of 5 average rating, 317 reviews
Love in Chianti
FamilyValueCleanliness
4.96 out of 5 average rating, 242 reviews
Secret Garden Siena
ValueLocationBathroom
4.98 out of 5 average rating, 218 reviewsPrivate house rentals

La Casa del Briga
LocationFamilyLong stay
4.98 out of 5 average rating, 52 reviews
Casa San Ripa: Relax Oasis with Private Pool
FamilyLocationOutdoor spaces
4.98 out of 5 average rating, 49 reviews
CASA SECCIANO
FamilyLocationPool
4.79 out of 5 average rating, 34 reviews
beautiful farmhouse in the Chianti region with panoramic garden
FamilyLocationCleanliness
4.96 out of 5 average rating, 47 reviews
Oasis of Relaxation among the Vineyards
LocationHospitalityView
5.0 out of 5 average rating, 7 reviews
Villa le Scope 5*
FamilyLocationPets
4.98 out of 5 average rating, 49 reviews
Villa Piandarca - Tuscany - WIFI - private pool
LocationValueKitchen
4.98 out of 5 average rating, 57 reviews
Casa Pernice · Chianti villa with private pool
FamilyLocationGetting around
5.0 out of 5 average rating, 15 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Stadio Artemio Franchi
- Basilica of Santa Croce
- Medici Chapel
- Things to do Cavriglia
- Tastings Cavriglia
- Things to do Arezzo
- Cooking Arezzo
- Outdoors Arezzo
- Food tours Arezzo
- Cultural tours Arezzo
- Tastings Arezzo
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Tastings Tuscany
- Workouts Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Cooking Italy
- Food tours Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy
- Landmarks Italy







