
Villa vacation rentals in Radicondoli
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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
FamilyLocationLaundry
4.93 out of 5 average rating, 254 reviews
Villa dei 2 Ulivi (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)
FamilyLocationCleanliness
4.97 out of 5 average rating, 174 reviews
Torre dei Belforti
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.
ValueLocationAmenities
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.
FamilyValueComfort
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!
LocationFamilyWalkability
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.
FamilyLocationKitchen
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.
LocationValueGetting around
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.
LocationValueQuiet
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).
ValueFamilyBreakfast
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.
LocationValueHospitality
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.
LocationFamilyCondition
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).
ValueLocationComfort
4.95 out of 5 average rating, 171 reviewsPopular amenities for Radicondoli villa rentals
Private villa rentals

Casa di Leo Romantic House
LocationFamilyHeating
5.0 out of 5 average rating, 65 reviews
A Romantic Villa in the heart of Tuscany
LocationFamilyWifi
4.89 out of 5 average rating, 27 reviews
Cozy Tuscany farmhouse private pool up to 10+2 pax
FamilyLocationHeating
4.72 out of 5 average rating, 46 reviews
Panoramic villa & private pool-VacaVilla Exclusive
LocationFamilyGrill
4.67 out of 5 average rating, 9 reviews
Romantic Villa with private pool - "Il Pollaio"
FamilyLocationGetting around
5.0 out of 5 average rating, 47 reviews
Villa with pool in Chianti Area
LocationFamilyWalkability
4.95 out of 5 average rating, 73 reviews
Exclusive villa with pool jacuzzi wifi and green
ValueLocationHot tub
4.96 out of 5 average rating, 53 reviews
Capanna di Elfo - Capanna Di Elfo
LocationFamilyAccess
4.97 out of 5 average rating, 60 reviewsLuxury villa rentals

Panoramic villa in Crete Senesi, overlooking Siena.
LocationFamilyView
5.0 out of 5 average rating, 52 reviews
The Villa of the Spendthrift Brigade!
FamilyLocationDecor
5.0 out of 5 average rating, 27 reviews
Private Villa with semi-Olympic pool and Tennis
LocationValueBreakfast
4.98 out of 5 average rating, 50 reviews
Sestuccia
LocationFamilyCheck-in
4.99 out of 5 average rating, 74 reviews
Luxury Villa on Chianti Wine Estate
LocationFamilyAir conditioning
4.93 out of 5 average rating, 94 reviews
Beautiful tuscan country house
FamilyValueDecor
4.9 out of 5 average rating, 21 reviews
Charming country house close to San Galgano Abbey.
LocationValueHospitality
4.84 out of 5 average rating, 37 reviews
Tuscan Villa with Pool & Jacuzzi, San Gimignano
LocationFamilyKitchen
4.98 out of 5 average rating, 90 reviewsVilla rentals with a pool

La Vignaccia (Farmhouse) - villa w/private pool
ValueLocationHiking
4.96 out of 5 average rating, 101 reviews
Villa Il Diaccio with view of the Tuscan Maremma
LocationFamilyQuiet
4.98 out of 5 average rating, 62 reviews
romignano wine farm
ValueFamilyAmenities
4.73 out of 5 average rating, 56 reviews
Villa L'Olivo w/Private pool (Close San Gimignano)
ValueFamilyDecor
4.99 out of 5 average rating, 98 reviews
Villa with pool in the heart of Tuscany
FamilyLocationSleep quality
4.94 out of 5 average rating, 48 reviews
Villa Via Francigena
LocationValuePool
4.96 out of 5 average rating, 72 reviews
Lucignano Secondo – La Villa
LocationFamilyNearby
4.91 out of 5 average rating, 33 reviews
Villa Montignoso - Exclusive villa with Pool
ValueFamilyPool
4.87 out of 5 average rating, 30 reviewsDestinations to explore
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Stazione Santa Maria Novella
- Parco Regionale Della Maremma
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- 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





