
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.

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

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.

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!

Virgi House
Virgi House is a 160 sqm villa, located 3 km far from Siena’s hystorical center. The villa is distributed over three floors. On the first one there is a double bedroom with bathroom and terrace, a large open space living room, a modern kitchen and a bathroom. Downstairs a double bedroom (or 2 single beds), a large bathroom, a study and a bright living room with a loggia from which you can access the private car park and the garden. The property also provides free wifi, air conditioning.

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

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.

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 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
Appartamento in Villa panoramica tra Firenze e Siena nel cuore del Chianti in un borgo incantevole. La piscina è aperta dal 1 Maggio al 30 settembre, dalle ore 9 alle 13 con utilizzo esclusivo per gli ospiti in questo orario. Per esigenze diverse, chiedere all'host.
Popular amenities for villa rentals in San Gimignano
Private villa rentals

Villa with pool in Chianti Area

Sestuccina

Valluccia 51

Luxury Tuscany Villa on the hill with private pool

Poggio Novoli 6, Emma Villas

Villa with private pool in central Tuscany

Beautiful Country House, near Siena with jacuzzi

Detached villa with private pool
Luxury villa rentals

Romantic Villa with private pool and fabulous view

The Lazy Oak

Villa of the 2 Olive Trees (Abbadia Isola)

Podere on the Crete Senesi

Villa Sunkiss: Luxury Farmhouse with Tuscan Flair

Villetta dei Fagiani - pools, Jacuzzi in Florence

Private Villa with semi-Olympic pool and Tennis

Farmhouse , pool, 13 px. Lucca 10km
Villa rentals with a pool

Villa La Gemma

Villa Gelsomino, your dream in Tuscany

Lovely Villa situated in nature

Dream in Tuscany, Villa with pool

La Cipresseta Estate | Cipresso House

Lilium,delux farmhouse in the chianti hills

Tenuta Uzielli an elegant countryside villa

Villa sii felice
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 $91 SGD per night before taxes and fees

Verified guest reviews
Over 1,360 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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- Santa Maria Novella
- Piazzale Michelangelo
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Piazza del Duomo (Pisa)
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Spiaggia Libera
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Spiagge bianche
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Mugello Circuit
- Spiaggia Marina di Cecina
- Palazzo Vecchio
- Things to do San Gimignano
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- Things to do Siena
- Sightseeing Siena
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- Food and drink Siena
- Things to do Tuscany
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- Things to do Italy
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