
Villa holiday rentals in Tavarnelle Val di Pesa
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Top-rated villa rentals in Tavarnelle Val di Pesa
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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
ValueLocationCheck-in
4.93 out of 5 average rating, 254 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
LocationValueCheck-in
4.92 out of 5 average rating, 331 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.
LocationFamilyDecor
4.97 out of 5 average rating, 105 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.
FamilyLocationSleep quality
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.
LocationValueDecor
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!
ValueLocationQuiet
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.
ValueLocationBreakfast
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.
ValueFamilyWalkability
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.
FamilyLocationGetting around
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).
ValueLocationAccess
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.
LocationFamilyAir conditioning
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.
FamilyLocationAccess
4.96 out of 5 average rating, 207 reviewsPopular amenities for Tavarnelle Val di Pesa villa rentals
Private villa rentals

Historic villa with private pool in Tuscany
FamilyLocationHospitality
5.0 out of 5 average rating, 35 reviews
Badia a Passignano Guard
LocationViewIndoor spaces
4.86 out of 5 average rating, 7 reviews
Villa Gelsomino, your dream in Tuscany
LocationFamilyCondition
4.94 out of 5 average rating, 32 reviews
Three-Bedroom semi-detached Villa in Chianti
LocationValueKitchen
4.98 out of 5 average rating, 66 reviews
Villa with pool in Chianti Area
ValueFamilyCondition
4.95 out of 5 average rating, 73 reviews
Valluccia 51
LocationValueHiking
5.0 out of 5 average rating, 49 reviews
Church of the Vaioni
FamilyValuePets
4.99 out of 5 average rating, 86 reviews
Luxury Villa on Chianti Wine Estate
FamilyLocationWalkability
4.93 out of 5 average rating, 94 reviewsLuxury villa rentals

Villa of the 2 Olive Trees (Abbadia Isola)
FamilyLocationView
4.97 out of 5 average rating, 174 reviews
Wine Experience Villa in Montepulciano
FamilyValueGetting around
4.97 out of 5 average rating, 125 reviews
Casa de' Miei – Garden Villa near Florence, Chianti
ValueFamilyLaundry
5.0 out of 5 average rating, 100 reviews
La Vignaccia (Farmhouse) - villa w/private pool
ValueLocationHospitality
4.96 out of 5 average rating, 101 reviews
Charming Tuscan Villa with View forFamily&Friends
LocationValueCheck-in
4.97 out of 5 average rating, 128 reviews
Sestuccia
FamilyLocationAccuracy
4.99 out of 5 average rating, 74 reviews
Private Villa with semi-Olympic pool and Tennis
ValueFamilyKitchen
4.98 out of 5 average rating, 50 reviews
Casa Colombaia, in the Chiantishire
FamilyLocationIndoor spaces
4.96 out of 5 average rating, 95 reviewsVilla rentals with a pool

Villa L'Olivo w/Private pool (Close San Gimignano)
FamilyLocationOutdoor spaces
4.99 out of 5 average rating, 98 reviews
Amazing Chianti villa with pool for 12
ValueFamilyAmenities
4.92 out of 5 average rating, 37 reviews
Villa with pool near the center of Florence
FamilyValueLayout
4.9 out of 5 average rating, 82 reviews
Villa San Martino 6-8 people
LocationFamilyComfort
4.96 out of 5 average rating, 51 reviews
Villa Via Francigena
ValueFamilyView
4.96 out of 5 average rating, 72 reviews
STUNNING 5BR VILLA WITH POOL IN CHIANTI TUSCANY
ValueLocationAccuracy
4.79 out of 5 average rating, 34 reviews
La Cipresseta Estate | Cipresso House
FamilyLocationAmenities
4.98 out of 5 average rating, 40 reviews
romignano wine farm
FamilyLocationAmenities
4.73 out of 5 average rating, 56 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)
- Mugello Circuit
- Stazione Santa Maria Novella
- Spiagge Bianche
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pisa Centrale Railway Station
- 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
- Val di Luce
- Porta Elisa





