
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
FamilyLocationLayout
4.93 out of 5 average rating, 255 reviews
Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.
ValueLocationSleep quality
4.95 out of 5 average rating, 146 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)
FamilyLocationBiking
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.
ValueLocationAccuracy
4.99 out of 5 average rating, 138 reviews
Villa L'Olivo w/Private pool (Close San Gimignano)
Villa L'Olivo is located in the Tuscan countryside, about 10 kilometers from San Gimignano and a few minutes from the supermarkets and various services in Poggibonsi. Our Villa is a great starting point to discover all the beauty of Tuscany, but it is also an ideal place for those who love to take a break from the hectic life of the city. At Villa L'Olivo, you can book a dinner with a private chef, directly in the villa, to enjoy a Tuscan dinner in peace. Write to us for info!
LocationFamilyWi-Fi
4.99 out of 5 average rating, 101 reviews
Il Vichiaccio: Florence Villa with Jacuzzi
Cozy Chianti Villa close to 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!
ValueFamilyHot tub
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.
ValueLocationBathroom
4.98 out of 5 average rating, 107 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.
ValueLocationComfort
4.98 out of 5 average rating, 120 reviews
Beautiful Country House, near Siena with jacuzzi
Beautiful and ancient country house, located just 10 km from Siena (15 minutes by car from the city center). The house can accommodate up to 8 people. Surrounded by greenery, in a panoramic position with a beautiful garden where there is a hot tub, available, on request, even in winter. The very large property is fully fenced and offers maximum privacy. Please note: the hosts are also the owners and managers of the "Borgo dei Fondi" holiday home in Siena.
FamilyLocationAmenities
4.96 out of 5 average rating, 103 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).
FamilyLocationSleep quality
4.95 out of 5 average rating, 221 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.
LocationValueParking
4.89 out of 5 average rating, 309 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.
LocationFamilyParking
4.96 out of 5 average rating, 209 reviewsPopular amenities for Chiusdino villa rentals
Private villa rentals

Charming country house close to San Galgano Abbey.
LocationValueCleanliness
4.84 out of 5 average rating, 37 reviews
Leo's Romantic House
FamilyLocationBeach
5.0 out of 5 average rating, 66 reviews
Villa Casale "Il Diaccio" with views of the Maremma
FamilyLocationBackyard
4.94 out of 5 average rating, 18 reviews
Villa with pool in Chianti Area
LocationValueOutdoor spaces
4.95 out of 5 average rating, 73 reviews
L'Apparita del Peruzzi | Villa | Private pool & air conditioning
FamilyLocationHeating
5.0 out of 5 average rating, 22 reviews
Villa in Tuscany with a private panoramic pool
LocationFamilyAmenities
5.0 out of 5 average rating, 35 reviews
Elf's Hut - Elf's Hut
ValueLocationGetting around
4.97 out of 5 average rating, 60 reviews
Exclusive Tuscan Villa with private pool
LocationFamilyCondition
5.0 out of 5 average rating, 16 reviewsLuxury villa rentals

Poggio del Fattore-Villa with pool, hilltop, Chianti
ValueFamilyBiking
4.99 out of 5 average rating, 131 reviews
Luxury Villa in Chianti • Private Natural Pool
FamilyValueCleanliness
5.0 out of 5 average rating, 31 reviews
THE CASTELLACCIO CYPRESSES (Cip 1 + Cip 2)
FamilyLocationComfort
5.0 out of 5 average rating, 17 reviews
Luxury Villa on Chianti Wine Estate
ValueLocationAccuracy
4.93 out of 5 average rating, 96 reviews
Private Villa with semi-Olympic pool and Tennis
LocationValueOutdoor spaces
4.98 out of 5 average rating, 50 reviews
Casa Faraona, villa with private pool
LocationFamilyWalkability
5.0 out of 5 average rating, 31 reviews
Tuscany Villa With Pool & Magnificent Garden
FamilyValueAccess
5.0 out of 5 average rating, 39 reviews
Panoramic villa & private pool-VacaVilla Exclusive
LocationFamilyCondition
4.67 out of 5 average rating, 9 reviewsVilla rentals with a pool

Villa La Doccia, Greve in Chianti
FamilyValueSleep quality
4.85 out of 5 average rating, 179 reviews
Badia a Passignano Guard
LocationLaundryHiking
4.86 out of 5 average rating, 7 reviews
Sestuccia
FamilyLocationSleep quality
4.99 out of 5 average rating, 75 reviews
Lucignano Secondo – La Villa
LocationFamilyBackyard
4.89 out of 5 average rating, 35 reviews
Podere il Trebbio
LocationFamilyCleanliness
4.92 out of 5 average rating, 88 reviews
La Cipresseta Estate | Cipresso House
FamilyLocationBackyard
4.98 out of 5 average rating, 41 reviews
Poggio among the olive trees
FamilyLocationQuiet
4.85 out of 5 average rating, 13 reviews
Pasqui Villas : Tribbio private house pool WiFi
LocationFamilyAccuracy
5.0 out of 5 average rating, 37 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Cala Violina
- Parco Regionale Della Maremma
- Mercato Centrale
- Spiagge Bianche
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Spiaggia Di Sansone
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Spiaggia di Capo Bianco
- Mount Amiata





