
Villa holiday rentals in Chiusdino
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Top-rated villa rentals in Chiusdino
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
FamilyLocationCleanliness
4.93 out of 5 average rating, 254 reviews
Villa of the 2 Olive Trees (Abbadia Isola)
FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)
LocationFamilyHeating
4.97 out of 5 average rating, 174 reviews
Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.
LocationValueCleanliness
4.99 out of 5 average rating, 137 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.
FamilyLocationBreakfast
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!
LocationValuePets
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.
FamilyValueWi-Fi
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.
ValueLocationBathroom
4.97 out of 5 average rating, 119 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).
ValueLocationHospitality
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.
LocationFamilyGetting around
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.
FamilyLocationWalkability
4.96 out of 5 average rating, 207 reviews
"Villa Daisy" overlooking Siena
Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).
LocationValueBathroom
4.95 out of 5 average rating, 171 reviews
sea view villa with private infinity pool
RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.
LocationValueSleep quality
4.99 out of 5 average rating, 123 reviewsPopular amenities for Chiusdino villa rentals
Private villa rentals

Villa Il Diaccio with view of the Tuscan Maremma
ValueLocationPets
4.98 out of 5 average rating, 62 reviews
Villa with pool in Chianti Area
LocationValueShared spaces
4.95 out of 5 average rating, 73 reviews
Panoramic villa in Crete Senesi, overlooking Siena.
LocationFamilyWi-Fi
5.0 out of 5 average rating, 52 reviews
Elf's Hut - Elf's Hut
FamilyLocationNearby
4.97 out of 5 average rating, 60 reviews
Romantic Villa with private pool - "Il Pollaio"
LocationFamilyLayout
5.0 out of 5 average rating, 47 reviews
A Romantic Villa in the heart of Tuscany
FamilyLocationDecor
4.89 out of 5 average rating, 27 reviews
Historic villa with private pool in Tuscany
FamilyLocationLaundry
5.0 out of 5 average rating, 35 reviews
The Villa of the Spendthrift Brigade!
LocationFamilyQuiet
5.0 out of 5 average rating, 27 reviewsLuxury villa rentals

Luxury Villa in Chianti • Private Natural Pool
ValueFamilyIndoor spaces
5.0 out of 5 average rating, 30 reviews
Elegant villa with private pool near San Galgano
FamilyLocationGetting around
4.8 out of 5 average rating, 15 reviews
Sestuccia
LocationFamilyNearby
4.99 out of 5 average rating, 74 reviews
Luxury Villa on Chianti Wine Estate
FamilyLocationAir conditioning
4.93 out of 5 average rating, 94 reviews
Tuscany Villa With Pool & Magnificent Garden
ValueFamilyOutdoor spaces
5.0 out of 5 average rating, 39 reviews
Lucignano Secondo – La Villa
FamilyLocationBathroom
4.91 out of 5 average rating, 33 reviews
Dream in Tuscany, Villa with pool
LocationValueAmenities
4.99 out of 5 average rating, 82 reviews
Villa Le Rocche with pool, breathtaking view
FamilyLocationWalkability
4.93 out of 5 average rating, 85 reviewsVilla rentals with a pool

Podere la Pompa
LocationFamilyLayout
5.0 out of 5 average rating, 27 reviews
Badia a Passignano Guard
LocationAmenitiesHiking
4.86 out of 5 average rating, 7 reviews
Stone villa with pool
LocationFamilyLong stay
5.0 out of 5 average rating, 22 reviews
Exclusive villa with pool jacuzzi wifi and green
FamilyValueBathroom
4.96 out of 5 average rating, 53 reviews
Podere il Trebbio
ValueLocationDecor
4.92 out of 5 average rating, 88 reviews
Put down your luggage, this is just the beggining!
ValueLocationBathroom
4.89 out of 5 average rating, 97 reviews
Panoramic villa & private pool-VacaVilla Exclusive
LocationFamilyDecor
4.67 out of 5 average rating, 9 reviews
Villa Via Francigena
ValueFamilyPool
4.96 out of 5 average rating, 72 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Stazione Santa Maria Novella
- Parco Regionale Della Maremma
- Mercato Centrale
- Spiagge Bianche
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Spiaggia Di Sansone
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Spiaggia di Capo Bianco
- Boboli's Garden
- Mount Amiata





