
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 $87 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, Wi-Fi 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
FamilyValuePool
4.97 out of 5 average rating, 307 reviews
Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.
LocationFamilyAir conditioning
4.96 out of 5 average rating, 156 reviews
Infinity pool in Chianti 1
Our house is a part of a stone farmhouse completely independent from the rest of the adjacent property. Arranged on three floors, on the ground floor there is a large entrance hall, a large living room with fireplace, a bedroom with 1 double bed and a bathroom with window. On the first floor there are two bedrooms (2 +2 beds) with a bathroom with window. In the basement, at garden level, there is the kitchen and the dining room. From the kitchen you access the outside where you will find an area for outdoor dining with a large dining table under a pergola. You then go down towards the garden with barbecue area.
ValueFamilyPool
5.0 out of 5 average rating, 143 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!
ValueFamilyQuiet
4.97 out of 5 average rating, 198 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.
LocationValueGetting around
4.99 out of 5 average rating, 115 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
FamilyLocationCondition
4.97 out of 5 average rating, 143 reviews
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.
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 233 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.
LocationFamilySleep quality
4.86 out of 5 average rating, 296 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.
FamilyValueOutdoor spaces
4.93 out of 5 average rating, 153 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.
LocationFamilyComfort
4.9 out of 5 average rating, 136 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 🌷
LocationFamilyHot tub
4.87 out of 5 average rating, 217 reviews
Country Rentals - La Canonica
CANONICA apartment is a portion of an ancient farmhouse located in the heart of the Chianti Classico area. It is surrounded by the vineyards of Villa Calcinaia, estate owned by Capponi Counts since 1524, grown from the four original poderi to an extension of 215 hectares of which 30 are vineyards. The apartment is situated next to the shared pool.
FamilyValueCheckout
4.86 out of 5 average rating, 101 reviewsPopular amenities for Cavriglia house rentals
House rentals with a pool

Infinity view
FamilyLocationIndoor spaces
4.88 out of 5 average rating, 204 reviews
Explore Chianti from a Charming Stone House
LocationValueWalkability
4.98 out of 5 average rating, 123 reviews
Cercis - La Palmierina
LocationFamilyAmenities
4.96 out of 5 average rating, 146 reviews
Borgo Ripostena – No. 8 Casa Vecchia
FamilyLocationBathroom
4.95 out of 5 average rating, 202 reviews
Ancient Barn in Chianti with Pool
FamilyValueEV charging
4.89 out of 5 average rating, 125 reviews
Casa Macchia /Florence charming villa private Pool
FamilyLocationComfort
4.96 out of 5 average rating, 102 reviews
Private Chianti Cottage, Garden & Vineyard Views
FamilyLocationNearby
4.99 out of 5 average rating, 137 reviews
Podere Solatio - Tuscany Hills next to Florence
LocationValueAccess
4.97 out of 5 average rating, 146 reviewsWeekly house rentals

The Chianti Classico Sunset
LocationValueQuiet
4.98 out of 5 average rating, 244 reviews
Elegant house in the Chianti area.
LocationFamilyCleanliness
4.87 out of 5 average rating, 100 reviews
FREM House between Chianti Arezzo and Florence
ValueLocationAmenities
4.97 out of 5 average rating, 125 reviews
Casa Al Poggio in Chianti Shire
LocationFamilyAir conditioning
4.96 out of 5 average rating, 330 reviews
Secret Garden Siena
ValueFamilyComfort
4.98 out of 5 average rating, 221 reviewsGorgeous Villa with Postcard Views in Historical Florence
FamilyLocationLaundry
4.98 out of 5 average rating, 168 reviews
Casa Nataly Chianti - Jeky Stay
FamilyValueQuiet
4.86 out of 5 average rating, 159 reviews
Love in Chianti
LocationValueLaundry
4.96 out of 5 average rating, 246 reviewsPrivate house rentals

Beautiful villa in Chianti with a panoramic garden
FamilyLocationAccuracy
4.96 out of 5 average rating, 47 reviews
Oasis of Relaxation among the Vineyards
LocationCleanlinessIndoor spaces
5.0 out of 5 average rating, 7 reviews
CASA SECCIANO
LocationFamilyPool
4.79 out of 5 average rating, 34 reviews
Private Tuscan hilltop farmhouse with pool
LocationFamilyCleanliness
4.9 out of 5 average rating, 31 reviews
Casa San Ripa: Relax Oasis with Private Pool
FamilyLocationWi-Fi
4.98 out of 5 average rating, 49 reviews
Casa Pernice · Chianti villa with private pool
LocationFamilyQuiet
5.0 out of 5 average rating, 15 reviews
Villa le Scope 5*
LocationFamilyCondition
4.98 out of 5 average rating, 50 reviews
Fienile House
ValueFamilyGetting around
4.57 out of 5 average rating, 7 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
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Stadio Artemio Franchi
- Medici Chapel
- Basilica of Santa Croce
- 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
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy







