
Villa holiday rentals in Cavriglia
Find and book unique villas on Airbnb
Quick stats about villa rentals in Cavriglia

Total holiday rentals
Explore 50 holiday rentals in Cavriglia

Nightly prices starting at
Cavriglia holiday rentals start at $236 NZD per night before taxes and fees

Verified guest reviews
Over 830 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
40 properties feature pools

Rentals with dedicated workspaces
10 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

4.9 Average rating
Cavriglia stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated villa rentals in Cavriglia
Guests agree: These villas are highly rated for location, cleanliness and more.

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
LocationFamilySleep quality
4.93 out of 5 average rating, 254 reviews
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
FamilyValueHot tub
4.9 out of 5 average rating, 240 reviews
Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking
FamilyLocationLong stay
4.92 out of 5 average rating, 331 reviews
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.
LocationValueHiking
4.96 out of 5 average rating, 101 reviews
Villa La Doccia, Greve in Chianti
Villa La Doccia is located about an 8-minute drive from the center of Greve in Chianti, in the area of Casole, in the heart of the beautiful Chianti countryside. The villa is located in a quiet and peaceful area, on a small farm surrounded by vineyards and olive groves, where guests can enjoy nature and the typical Tuscan landscapes. The location is ideal for those who want to relax in the countryside but at the same time be close to the center of Greve in Chianti.
FamilyLocationCondition
4.85 out of 5 average rating, 179 reviews
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!
LocationValueLayout
4.95 out of 5 average rating, 202 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
LocationValueBackyard
4.98 out of 5 average rating, 105 reviews
Luxury Villa in the very heart of Chianti
The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.
FamilyLocationCondition
4.97 out of 5 average rating, 119 reviews
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.
LocationValueComfort
5.0 out of 5 average rating, 188 reviews
Farmhouse in Chianti
Beautiful portion of a farmhouse immersed in Chianti with a beautiful swimming pool, surrounded by vineyards and olive trees, perfectly furnished with a large garden and parking spaces. It is located 20 minutes from Florence, 40 from Siena and 50 from Pisa, in a few minutes you can reach Certaldo (birthplace of Boccaccio) and Vinci (birthplace of Leonardo Da Vinci). The house is halfway between Montespertoli and San Casciano (7km).
LocationFamilyComfort
4.95 out of 5 average rating, 219 reviews
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.
FamilyValueParking
4.89 out of 5 average rating, 307 reviews
Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.
FamilyLocationDecor
4.96 out of 5 average rating, 207 reviewsPopular amenities for Cavriglia villa rentals
Private villa rentals

Sestuccia
FamilyLocationAccess
4.99 out of 5 average rating, 74 reviews
Podere il Trebbio
FamilyValueCheckout
4.92 out of 5 average rating, 88 reviews
romignano wine farm
ValueFamilyHospitality
4.73 out of 5 average rating, 56 reviews
[Le rondini in Tuscany] Exclusive View Pool Villa
LocationFamilyNearby
4.92 out of 5 average rating, 24 reviews
Luxury Villa on Chianti Wine Estate
FamilyValueWi-Fi
4.93 out of 5 average rating, 94 reviews
Villa La Poggerina, private pool and amazing view
FamilyLocationSleep quality
4.98 out of 5 average rating, 51 reviews
Tuscan Villa with Private Jacuzzi & River
FamilyValueDecor
5.0 out of 5 average rating, 51 reviews
Chianti Tuscany: villa with a view
FamilyLocationDecor
4.93 out of 5 average rating, 80 reviewsLuxury villa rentals

Wine Experience Villa in Montepulciano
FamilyValuePool
4.97 out of 5 average rating, 125 reviews
Villa of the 2 Olive Trees (Abbadia Isola)
ValueLocationBackyard
4.97 out of 5 average rating, 174 reviews
Luxury Villa in Chianti • Private Natural Pool
FamilyValueSleep quality
5.0 out of 5 average rating, 30 reviews
Charming Chianti Villa | Garden & Panoramic Pool
LocationFamilyComfort
5.0 out of 5 average rating, 17 reviews
Put down your luggage, this is just the beggining!
ValueLocationLong stay
4.89 out of 5 average rating, 97 reviews
Dream House in Tuscany, with Amazing View and Pool
ValueFamilyBreakfast
4.82 out of 5 average rating, 72 reviews
Villa with pool in Chianti - Castellare Petroso
LocationFamilyAir conditioning
5.0 out of 5 average rating, 33 reviews
Lucignano Secondo – La Villa
FamilyLocationNearby
4.91 out of 5 average rating, 33 reviewsVilla rentals with a pool

Coaching House
FamilyLocationBiking
5.0 out of 5 average rating, 66 reviews
Historic villa with private pool in Tuscany
LocationFamilyHospitality
5.0 out of 5 average rating, 35 reviews
Villa Mondello inTuscany great view
FamilyLocationKitchen
4.94 out of 5 average rating, 48 reviews
STUNNING 5BR VILLA WITH POOL IN CHIANTI TUSCANY
LocationFamilyDecor
4.79 out of 5 average rating, 34 reviews
Villa il Balocco
LocationFamilyDecor
4.98 out of 5 average rating, 41 reviews
Il Fienile del Fossatino
FamilyLocationLong stay
4.91 out of 5 average rating, 35 reviews
La Fornace di Tremoleto-Villa with Private Pool
FamilyLocationCheckout
4.92 out of 5 average rating, 13 reviews
Villa with pool near the center of Florence
LocationValueWalkability
4.9 out of 5 average rating, 82 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Stazione Santa Maria Novella
- 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
- Medici Chapel
- Basilica of Santa Croce
- Stadio Artemio Franchi
- 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
- Tastings Tuscany
- Workouts 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







