
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
ValueLocationBathroom
4.93 out of 5 average rating, 256 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
LocationValueTV
4.93 out of 5 average rating, 335 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.
FamilyLocationNearby
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)
LocationValueHeating
4.97 out of 5 average rating, 174 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services
FamilyValueAccess
4.98 out of 5 average rating, 127 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.
FamilyValueAccuracy
4.99 out of 5 average rating, 138 reviews
Put down your luggage, this is just the beggining!
Il Mulino, a charming former mill turned country house, is a tranquil retreat perfect for families and friends. The villa offers 4 inviting bedrooms and ample space for relaxation, both indoors and out. On warm days, guests can enjoy the swimming pool with its integrated jacuzzi. Bordering a picturesque winery, the property provides beautiful views of the vineyards. Nestled in the valley, it’s a 15-minute walk to the heart of Greve in Chianti and a 30-minute drive to Florence.
ValueFamilyPool
4.89 out of 5 average rating, 99 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!
FamilyLocationHeating
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!
ValueLocationSleep quality
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.
ValueFamilyLong stay
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.
ValueLocationAmenities
4.98 out of 5 average rating, 120 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.
LocationValueWi-Fi
5.0 out of 5 average rating, 190 reviewsPopular amenities for Tavarnelle Val di Pesa villa rentals
Private villa rentals

In the Heart of Tuscany near Florence
FamilyLocationHeating
4.97 out of 5 average rating, 559 reviews
Villa La Doccia, Greve in Chianti
FamilyLocationCheckout
4.85 out of 5 average rating, 180 reviews
La Vignaccia (Farmhouse) - villa w/private pool
ValueFamilyOutdoor spaces
4.96 out of 5 average rating, 102 reviews
The twigs
LocationFamilyNearby
5.0 out of 5 average rating, 100 reviews
Villa Capanna, Private Pool, Breathtaking Views
LocationValueCondition
4.89 out of 5 average rating, 309 reviews
Antica Dimora a Campana
FamilyLocationCheck-in
4.96 out of 5 average rating, 129 reviews
"Villa Daisy" overlooking Siena
ValueLocationLong stay
4.95 out of 5 average rating, 174 reviews
sea view villa with private infinity pool
ValueLocationKitchen
4.99 out of 5 average rating, 123 reviewsLuxury villa rentals
Le Maggioline Your Tuscany country house
ValueLocationPets
4.98 out of 5 average rating, 142 reviews
Wine Experience Villa in Montepulciano
ValueLocationKitchen
4.97 out of 5 average rating, 126 reviews
Poggio del Fattore-Villa with pool, hilltop, Chianti
LocationValueQuiet
4.99 out of 5 average rating, 131 reviews
Villa in Montepulciano with a Pool
FamilyLocationCheckout
4.92 out of 5 average rating, 148 reviews
Villa with pool in Chianti Area
LocationFamilyShared spaces
4.95 out of 5 average rating, 73 reviews
THE CASTELLACCIO CYPRESSES (Cip 1 + Cip 2)
FamilyLocationView
5.0 out of 5 average rating, 17 reviews
L'Apparita del Peruzzi | Villa | Private Pool & A/C
FamilyLocationBathroom
5.0 out of 5 average rating, 22 reviews
Villa Gelsomino, your dream in Tuscany
ValueLocationQuiet
4.94 out of 5 average rating, 32 reviewsVilla rentals with a pool

La Cipresseta Estate | Cipresso House
LocationFamilyCleanliness
4.98 out of 5 average rating, 41 reviews
Tuscan villa in Chianti Classico hills Il Poggiolino
LocationFamilyDecor
4.92 out of 5 average rating, 71 reviews
STUNNING 5BR VILLA WITH POOL IN CHIANTI TUSCANY
LocationFamilyComfort
4.81 out of 5 average rating, 36 reviews
Tuscan barn with private pool VacaVilla Excl.
LocationAmenitiesPool
5.0 out of 5 average rating, 3 reviews
Villa with pool in Chianti - Castellare Petroso
LocationFamilyCondition
5.0 out of 5 average rating, 33 reviews
Sestuccia
FamilyLocationDecor
4.99 out of 5 average rating, 75 reviews
romignano wine farm
LocationValueAmenities
4.72 out of 5 average rating, 58 reviews
Tuscan Villa with Pool & Jacuzzi, San Gimignano
ValueLocationCheckout
4.98 out of 5 average rating, 90 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)
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Piazza della Signoria
- Val di Luce
- Pitti Palace
- Boboli's Garden
- Porta Elisa





