
Villa vacation 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.

The Farmhouse Cottage
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

Tuscany Country House Villa Claudia
La Nostra Country House è incastonata in un bellissimo Casale antico, finemente ristrutturato, panoramicissimo, costruito a margine dell'antico Borgo di Canneto, insediamento rurale nel territorio di San Miniato, risalente al 785 d.c. Il Casale, immerso nella Natura ma dotato di ogni comfort moderno, vi regalerà momenti indimenticabili, potendo scegliere tra vacanze in assoluto Relax, attività culturali (vicinissime le città d'Arte della Toscana), gustosi tour enogastronomici e tanto altro!

Chianti Villa: Hot Tub & Wheelchair Accessible
Nestled in Chianti vineyards, close to Florence. 135 sq m house with large kitchen w/ fireplace, 3 bedrooms x tot. 9 beds, 3 bathrooms. An additional bedroom (for an extra fee) to add on request x tot. 11 beds. Ground floor is fully accessible for guests with disabilities, with bedroom, bathroom, and kitchen accessible by wheelchair. The entrance is accessible directly from the private parking lot. Air conditioning is available. Jacuzzi available exclusive use at an additional cost.

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.

San Giovanni in Poggio, villa Meriggio 95mq
Detached house, two double bedrooms, two bathrooms with shower, living room with fully equipped kitchen (dishwasher, washing machine, oven, microwave), double sofa bed, private garden with equipped pergola. Satellite TV and free Wi-Fi. Additional services at the property, upon reservation, include Focus brand Jarifa2 6.7 pedal-assisted bicycles and a wellness area with a Forest outdoor Finnish sauna and a heated mini-pool with hydromassage and chromotherapy with panoramic views.

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.

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).

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 an 8-minute drive from the center of Greve in Chianti, Località Casole, The Villa in a quiet and quiet area is located inside a small farm surrounded by vineyards and olive groves. ➡️ We want you to know that we're doing everything we can to help and protect our guests by adopting a thorough and strict cleaning approach to this emergency. We disinfect and sanitize all parts of the house.

"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).

Podere Guidi
Apartment in a panoramic villa between Florence and Siena in the heart of Chianti in a charming village. The swimming pool is open from May 1st to September 30th, from 9 a.m. to 1 p.m. with exclusive use for guests during this time. For different needs, ask the host.
Popular amenities for San Gimignano villa rentals
Private villa rentals

Villa with pool in Chianti Area

Luxury Villa on Chianti Wine Estate

Tuscan Villa with Pool & Jacuzzi, San Gimignano

Exclusive Farmhouse Pool & View of San Gimignano

The Lazy Oak

Montemarcoli

Exclusive villa Lionella with private pool

Beautiful Country House, near Siena with jacuzzi
Luxury villa rentals

Agriturismo Podere Scaluccia Chianti, Florence 12 px

Valluccia 51
Le Maggioline Your Tuscany country house

Riecine Capanna 4

Villa Poggialto: breathtaking views and luxury spa

Villetta dei Fagiani - pools, Jacuzzi in Florence

Casa Colombaia, in the Chiantishire

Detached villa with private pool
Villa rentals with a pool

Lovely Villa situated in nature

Villa San Martino 6-8 people

Dream in Tuscany, Villa with pool

La Cipresseta Estate | Cipresso House

Sestuccina

Luxury Tuscany Villa on the hill with private pool

Villa Giorgia 10 pax

Casa al Fiume - Villa with exclusive pool
Quick stats about villa rentals in San Gimignano

Total vacation rentals
Explore 70 vacation rentals in San Gimignano

Nightly prices starting at
San Gimignano vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 1,360 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of San Gimignano vacation rentals include wi-fi 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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- Santa Maria Novella
- Mercato Centrale
- Piazzale Michelangelo
- Cathedral of Santa Maria del Fiore
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Ponte Vecchio
- Cala Violina
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza del Duomo (Pisa)
- Fortezza da Basso
- Gulf of Baratti
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Spiaggia Libera
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapel
- Palazzo Vecchio
- Stadio Artemio Franchi
- Spiaggia Marina di Cecina
- Things to do San Gimignano
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