
Villa holiday rentals in Radicondoli
Find and book unique villas on Airbnb
Top-rated villa rentals in Radicondoli
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
FamilyValueShared spaces
4.93 out of 5 average rating, 256 reviews
CasaDiManuela:TotallyPrivateChiantiVilla withTub
CasaDiManuela:TotallyPrivateVilla in Chianti withTub Jacuzzi The villa, immersed in the Chianti countryside, was obtained from an old farmhouse and then renovated with extreme care and attention to detail. Original terracotta floors and ceilings with ancient exposed beams, old traditional Tuscan furniture, flowery fabrics that dress beds and armchairs, paintings, antique china and lived objects recovered from markets and junk dealers will frame your living room. Nothing here is by chance.
LocationValueBack garden
4.97 out of 5 average rating, 106 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)
ValueFamilyAmenities
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.
FamilyValueWalkability
4.99 out of 5 average rating, 138 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.
LocationValueKitchen
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.
FamilyLocationComfort
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.
LocationFamilyNearby
4.96 out of 5 average rating, 104 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.
LocationFamilyHospitality
5.0 out of 5 average rating, 191 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).
ValueLocationCheckout
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.
ValueLocationBreakfast
4.89 out of 5 average rating, 311 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.
FamilyLocationIndoor spaces
4.96 out of 5 average rating, 209 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).
ValueLocationAmenities
4.95 out of 5 average rating, 174 reviewsPopular amenities for villa rentals in Radicondoli
Private villa rentals

Tuscany Country House Villa Claudia
FamilyValueSleep quality
4.94 out of 5 average rating, 134 reviews
Leo's Romantic House
LocationFamilyHiking
5.0 out of 5 average rating, 66 reviews
A Romantic Villa in the heart of Tuscany
FamilyLocationCondition
4.89 out of 5 average rating, 27 reviews
Cozy Tuscany farmhouse private pool up to 10+2 pax
FamilyValueHospitality
4.71 out of 5 average rating, 48 reviews
L'Apparita del Peruzzi | Villa | Private Pool & AC
FamilyLocationNearby
5.0 out of 5 average rating, 22 reviews
Badia a Passignano Guard
LocationBikingAmenities
4.86 out of 5 average rating, 7 reviews
Villa with pool in Chianti Area
FamilyValueIndoor spaces
4.95 out of 5 average rating, 73 reviews
Exclusive villa with pool jacuzzi wifi and green
ValueLocationCleanliness
4.96 out of 5 average rating, 54 reviewsLuxury villa rentals

Poggio del Fattore-Villa with pool, hilltop, Chianti
FamilyLocationCleanliness
4.99 out of 5 average rating, 131 reviews
Put down your luggage, this is just the beggining!
FamilyValueDecor
4.89 out of 5 average rating, 100 reviews
Villa Ginestra Private Luxury Farm Stay + Services
FamilyLocationAccess
5.0 out of 5 average rating, 19 reviews
Villa sii felice
LocationFamilyCleanliness
4.96 out of 5 average rating, 56 reviews
Elf's Hut - Elf's Hut
FamilyLocationNearby
4.97 out of 5 average rating, 60 reviews
Sestuccia
FamilyLocationAccuracy
4.99 out of 5 average rating, 76 reviews
Beautiful tuscan country house
LocationValueBack garden
4.88 out of 5 average rating, 25 reviews
Charming country house close to San Galgano Abbey.
LocationValueBathroom
4.84 out of 5 average rating, 37 reviewsVilla rentals with a pool

romignano wine farm
FamilyValueAccuracy
4.72 out of 5 average rating, 58 reviews
Tenuta Uzielli an elegant countryside villa
FamilyLocationKitchen
5.0 out of 5 average rating, 20 reviews
La Cipresseta Estate | Cipresso House
FamilyLocationSleep quality
4.98 out of 5 average rating, 41 reviews
Lucignano Secondo – La Villa
LocationFamilyHospitality
4.89 out of 5 average rating, 35 reviews
Villa with pool in Chianti - Castellare Petroso
FamilyLocationView
5.0 out of 5 average rating, 33 reviews
Dream in Tuscany, Villa with pool
LocationFamilyGetting around
4.99 out of 5 average rating, 84 reviews
Private Villa with semi-Olympic pool and Tennis
LocationValueBreakfast
4.98 out of 5 average rating, 50 reviews
Villa Il Diaccio with view of the Tuscan Maremma
FamilyLocationBeach
4.98 out of 5 average rating, 63 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Cala Violina
- Parco Regionale Della Maremma
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Gulf of Baratti
- Piazza della Repubblica
- Spiaggia Di Sansone
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden





