
Villa holiday rentals in San Gimignano
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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 $221 NZD per night before taxes and fees

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Over 1,500 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
70 of San Gimignano holiday 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!
Top-rated villa rentals in San Gimignano
Guests agree: These villas are highly rated for location, cleanliness and more.

Enchanted Garden
Description of the apartment The apartment is 85 square meters big and is accessible through a vast internal yard. It has all the facilities and is well furnished. The kitchen has a dishwasher and a microwave. Each of the 2 rooms has a bathroom with a shower and tall windows that give luminosity to the interior. A windowed door of the living room leads to a beautiful private garden that has a barbecue grill. At the back of the garden there's a verandah where's placed a washing machine. The apartment is provided with heating, air conditioner, wi-fi internet, satellite tv and a dvd player. The location Il Giardino incantato (The enchanted garden) is situated in Certosa, Florence, at the entrance to the city, and is surrounded by green and peaceful tuscan hills and a vast garden of about 5000 square meters. The city centre is conveniently reachable by bus. We are close to the Certosa monastery that is famous for its history as well as for its art, in particular the works of the italian painter Pontormo. Besides, we are just few kilometers away from the center of Imprunetta, a town famous for its terracotta art. There are also some important sights to visit for example the Sanctuary of Santa Maria Maggiore. Imprunetta is an area of olive trees plantations and wine yards so there you can find locally produced wine and olive oil of the finest quality. How to reach us The Giardino incantato (the enchanted garden) is happily located just 100 meters away from the A1 highway (exit Florence-Certosa) and from the entrance to the Florence-Siena road. At about 150 meters there's a bus stop of the line 37 that goes directly to the Florence main railway station Santa Maria Novella as well as of the intercity buses that will take you straight to Siena and Grosseto. The airport of Florence Peretola is easily reachable by highway A1 (20 min. ride). Finally in our staff there is an official turistic guide of Florence, wich offers its services to guests at special rates.

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

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!

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.

Tuscan Villa Florence, pool, hot tub e tennis
Welcome to our beloved family home, a Tuscan oasis among vineyards and olive groves just 15 mins from Florence. Enjoy a private resort with an Olympic-sized pool, heated hot tub, tennis court, and a historic barn with an outdoor kitchen and wood-fired oven. Ideal for families and friends, the villa offers spacious, air-conditioned interiors with 4 bedrooms and 4 bathrooms. A strategic location to explore Chianti, Siena, and Pisa, Lucca blending absolute relaxation and convenience.

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.

Il Vichiaccio: Accessible Chianti Villa & Jacuzzi
Cozy Chianti getaway 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!

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.

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 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.
Popular amenities for San Gimignano villa rentals
Private villa rentals

Villa Holm stunning view 10 mn walk to city centre

Podere Scaluccia Chianti Agritourism, Florence

Church of the Vaioni

Romantic Villa with private pool - "Il Pollaio"

Villa of the 2 Olive Trees (Abbadia Isola)

Farm in the Tuscan hills

Luxury Villa + Annex with Jacuzzi + Pool, Chef

sea view villa with private infinity pool
Luxury villa rentals

Villa Gelsomino, your dream in Tuscany

Villa with pool in Chianti Area

Luxury Villa on Chianti Wine Estate

Elf's Hut - Elf's Hut

Tuscan Villa with Pool & Jacuzzi, San Gimignano

Luxury Villa in Chianti • Private Natural Pool
Le Maggioline Your Tuscany country house

Villa Sunkiss: Luxury Farmhouse with Tuscan Flair
Villa rentals with a pool

Charming Chianti Villa | Garden & Panoramic Pool

Villa Via Francigena

Dream in Tuscany, Villa with pool

Detached Villa in Tuscany – Montecatini Terme

Tenuta Uzielli an elegant countryside villa

The Villa of the Spendthrift Brigade!

Private Villa with semi-Olympic pool and Tennis

Historic watchtower restored Acacia
When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,211 NZD | $1,087 NZD | $1,017 NZD | $1,007 NZD | $1,082 NZD | $1,264 NZD | $1,274 NZD | $1,058 NZD | $920 NZD | $723 NZD | $352 NZD | $1,075 NZD |
| Avg. temp | 7°C | 8°C | 11°C | 14°C | 18°C | 23°C | 25°C | 25°C | 21°C | 16°C | 11°C | 7°C |
Destinations to explore
- Rentals with a fireplace San Gimignano
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- Rentals with pools San Gimignano
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- Luxury rentals San Gimignano
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- 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
- Cala Violina
- Stazione Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Pisa Centrale Railway Station
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Piazza della Repubblica
- Gulf of Baratti
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria
- Things to do San Gimignano
- Tours San Gimignano
- Nature and outdoors San Gimignano
- Food and drink San Gimignano
- Art and culture San Gimignano
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Entertainment Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Food and drink Italy
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- Art and culture Italy
- Nature and outdoors Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
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