
Villa holiday rentals in San Gimignano
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Top-rated villa rentals in San Gimignano
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

VillaCortevecchia PrivatePoolVineyard 15minFlorenc
Villa Cortevecchia (Superhost) is a 700 yr-old Tuscan Farm House renovated w/ western standards. Rustic & modern comfort! Top of a gorgeous, panoramic hill, pool, A/C, huge garden. Directly off Chianti Strada .5 min walk to Le Corti Winery. 17 min to Florence, Piazza Mich. Perfect Location! Stunning! *always “super hosts” in past but stopped renting for a few yrs so we lost that status but see all reviews! ❤️We replaced white sofas as they were 13 yrs old. added more furniture outside! Upgrades!

Poggio del Fattore-Villa with pool, hilltop, Chianti
Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

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

Tuscany Country House Villa Claudia
Vivi l’incanto della nostra Country House: un antico casale toscano di pregio, finemente restaurato, con vista mozzafiato sul borgo di Canneto (785 d.C.). Immersa nel verde di San Miniato e dotata di ogni lusso moderno, la villa è un rifugio esclusivo per rigenerarsi. Scegli tra il relax totale nella Jacuzzi in giardino, tour enogastronomici d'eccellenza o visite alle vicine città d’arte toscane. Un’esperienza sensoriale indimenticabile tra storia e natura. Prenota il tuo sogno in Toscana!

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.

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.

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.

La Dimora Dei Conti: Indulge in a Country Farmhouse
Only a Four minute drive away or 20 mins walk from the city and the Lucca train station stands La Dimora Dei Conti a superb luxury apartment located in a farmhouse villa that dates back to the 15th century and now completely and painstakingly renovated to transport you to the an era of modern beauty and traditional Tuscan feeling.<br><br>As soon as you enter the foyer you will feel the special atmosphere that permeates the villa.

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.

Villa La Doccia, Greve in Chianti
Villa la Doccia is located 8 minutes by car from the center of Greve in Chianti, Casole, The Villa in a quiet and peaceful area is located within a small farm surrounded by vineyards and olive groves. ➡️ We would like to inform you that for this emergency we are doing everything possible to help and protect our guests by adopting a detailed and strict cleaning, We disinfect and sanitize all parts of the house.

Il Leccio - Tuscany home near San Gimignano
Tuscan farmhouse with beamed ceilings and large living area with fireplace. 3 bedrooms, 2 bathrooms and an outdoor area for lunches and dinners in the company. Hilly and windy landscape with panoramic views of the Tuscan countryside. 12 km from San Gimignano, 30 from Volterra, 30 from Siena and 2 km from the medieval village of Certaldo Alto.
Popular amenities for villa rentals in San Gimignano
Private villa rentals

Villa with pool in Chianti Area

Villa Via Francigena

Villa Angiolina

Tenuta Virgilio nel Chianti – natural pool – privacy

Tuscan Villa with Pool & Jacuzzi, San Gimignano

The Lazy Oak

The twigs

Exclusive villa Lionella with private pool
Luxury villa rentals

Exclusive Villa with private pool near S.Gimignano

Country House Lo Spigo 4, Emma Villas

Agriturismo Podere Scaluccia Chianti, Florence 12 px

Valluccia 51

Villa sii felice

Private Villa in Chianti between Florence/Siena

Villa unesco heritage, Jacuzzi & garden. BB Daria
Wp Relais Villa Vignalunga
Villa rentals with a pool

Villa Gelsomino, your dream in Tuscany

Villa Rosa in Chianti with Pool and Jacuzzi

Villa Aldo - Palaia

Villa in Tuscany with pool, sauna, outdoor jacuzzi

Villa Giorgia 10 people

Montemarcoli

[Le rondini in Tuscany] Exclusive View Pool Villa

Panoramic" Casa Gello" with private pool.
Quick stats about villa rentals in San Gimignano

Total holiday rentals
Explore 70 holiday rentals in San Gimignano

Nightly prices starting at
San Gimignano holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 1,470 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of San Gimignano holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Gimignano rentals

4.8 Average rating
San Gimignano stays are highly rated by guests – averaging 4.8 out of 5!
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