
Villa holiday rentals in San Gimignano
Find and book unique villas on Airbnb
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

Verified guest reviews
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, Wi-Fi 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.

Villa Il Vecchio Pozzo in Tuscany
Surrounded by nature where you can relax with a magnificent view. Gambassi Terme is located in the centre of Tuscany a few kilometres from the main cities of art (Florence, Siena, Pisa). You can also walk to the historic town center and various village festivals and shows are organized during the summer. The apartment consists of kitchen, living room, sofa, fireplace, bathroom, a double bedroom and a dressing room with two single beds. In the back there is a loggia with breathtaking views and the pool with loungers and parasols. The large garden and the proximity to the family garden with pets (chickens, pigeons and ducks) make it an ideal place for a family with children. Nestled in the countryside where you can relax in peace and quiet at the sight of a magnificent view ,but also easily reachable on foot to the center where there are supermarkets,bar. etc.
FamilyLocationWalkability

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
FamilyLocationHeating

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.
ValueFamilyCleanliness

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)
ValueFamilyQuiet

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
ValueLocationSleep quality

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.
LocationValueAccuracy

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!
FamilyValueCheckout

Il Vichiaccio: Florence Villa with Jacuzzi
Cozy Chianti Villa 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!
ValueLocationPets

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.
ValueFamilyHospitality

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.
LocationFamilyNearby

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).
FamilyValuePool

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.
ValueFamilyNearby
Popular amenities for San Gimignano villa rentals
Private villa rentals

"Villa Daisy" overlooking Siena
LocationFamilyHot tub

Fabulous 3Br Villa with 360° Views!
FamilyValueAmenities

Villa Via Francigena
FamilyLocationNearby

Romantic Villa with private pool - "Il Pollaio"
FamilyLocationLayout

Tuscan Villa with Pool & Jacuzzi, San Gimignano
LocationFamilyParking

Villa with pool in Chianti Area
ValueLocationDecor

Country house with view over San Gimignano hills
FamilyLocationGetting around

Exclusive Farmhouse Pool & View of San Gimignano
FamilyLocationPool
Luxury villa rentals

Charming Villa in Stone in Tuscany, Borgo ai Lecci
LocationFamilyLong stay

THE CASTELLACCIO CYPRESSES (Cip 1 + Cip 2)
LocationFamilyHeating

Villa Gelsomino, your dream in Tuscany
FamilyValueHospitality

Casale del timignano, private villa with huge gard
FamilyLocationIndoor spaces

Dream in Tuscany, Villa with pool
ValueLocationQuiet

Luxury Villa on Chianti Wine Estate
FamilyValueGetting around

Villa Montemaggio
FamilyValueAccuracy

Villa Maionchi
FamilyIndoor spacesHospitality
Villa rentals with a pool

Villa La Doccia, Greve in Chianti
ValueLocationBathroom

Ulimeto Power
LocationValueWi-Fi

Valluccia 51
LocationValueAir conditioning

Lilium,delux farmhouse in the chianti hills
FamilyValueNearby

Leo's Romantic House
FamilyLocationHeating

Villa Le Rocche with pool, breathtaking view
LocationFamilyComfort

Villa with pool near the center of Florence
LocationValueLaundry

Put down your luggage, this is just the beggining!
LocationValueLong stay
When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,210 NZD | $1,086 NZD | $1,017 NZD | $1,006 NZD | $1,081 NZD | $1,263 NZD | $1,273 NZD | $1,057 NZD | $920 NZD | $722 NZD | $352 NZD | $1,074 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
- House rentals San Gimignano
- Rentals with a hot tub San Gimignano
- Family-friendly rentals San Gimignano
- Holiday home rentals San Gimignano
- Farmstay rentals San Gimignano
- Rentals with pools San Gimignano
- Rentals with breakfast San Gimignano
- Luxury rentals San Gimignano
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- Villa rentals Siena
- Villa rentals Tuscany
- Villa rentals Italy
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Stazione Santa Maria Novella
- Mugello Circuit
- Mercato Centrale
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pisa Centrale Railway Station
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Things to do San Gimignano
- Tastings San Gimignano
- Cooking San Gimignano
- Outdoors San Gimignano
- Food tours San Gimignano
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Museums Siena
- Dining Siena
- Food tours Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy







