
Holiday rentals in San Gimignano
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in San Gimignano
Guests agree: these stays are highly rated for location, cleanliness and more.

Residence "La Porta Verde"
Studio apartment of about 40 square meters near the historic center, a short walk from Porta S. Matteo. Recently renovated, it is equipped with Wi-Fi and air conditioning. Entrance into the living room where we find the dining room and sofa/bed. A piece of furniture separates the sleeping area with a double bed. Kitchen with microwave, oven, dishwasher and washer-dryer. Bathroom with shower, toilet and a small closet. Parking is available nearby. Great for families! Very happy and honored to welcome you Patrizia

Museum Suite - Luxurious unit with a River View -
After 13 wonderful years of hosting on Airbnb, the time has come to close this incredible chapter and embrace the next. These upcoming 7 months will be the final season for MuseumSuite, in Jan 2027, the property will be sold and transformed into a private family residence. It has been an absolute honor and a privilege to welcome guests from all walks of life. Each of you has deeply enriched my journey, and I hope that MuseumSuite has left a beautiful, lasting impression on your lives as well.

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

Breathe in Tuscany: 180° view of the hills
Please note that the second bedroom is divided from the hallway by a curtain and not by a door. Experience San Gimignano with a splendid view of the Tuscan hills! In the heart of San Gimignano, experience the city with a separate entrance, second floor and breathtaking views of the Tuscan hills. Private parking is available upon request. Entrance, living room, 2 double bedrooms, kitchen and large bathroom. city tax to be added to the price, €2.50 per person per night.

Casa Maurino
"Casa Maurino", in the historic center of San Gimignano, is a delightful apartment nestled in the ancient city walls. Ideal place to spend short stays, immersing yourself in the evocative atmosphere of the medieval village. Located in a quiet and peaceful position with a panoramic terrace overlooking the Tuscan hills to indulge in romantic moments of relaxation. Independent entrance from a characteristic stone staircase, panoramic terrace. Suitable for couples.

The Tuscan Dream-modern in the center of San Gimignano
The Tuscan Dream, an exclusive apartment in the historic center of San Gimignano! This 100 m² apartment, located a few steps from the famous medieval towers, is the ideal base for exploring the UNESCO heritage village. The apartment has large bright spaces, a fully equipped kitchen, a living room with panoramic views of the Tuscan hills, two elegant bedrooms and two spacious bathrooms. Enjoy a spectacular view and relax at sunset with a good glass of local wine.

Stunning 4 people apt in the center - SanGimignano
Bright apartment completely renewed with 2 bathrooms!! In the heart of the historical center of San Gimignano medieval village. 100% Quiet and safe area with many nice restaurants and shops in the immediate nearby! Fast Wifi always at your free disposal. Ideal for people traveling by transportation or by car too! A payment parking area is less then 5 minute walking. There are also other cheaper parking areas around the village. You can walk everywhere here!

Casa Aurora 100m from San Gimignano
JUST RENOVATED (JUNE 2021) located on the first floor of a building about 100 meters from the center. The apartment is equipped with Wifi with fiber, microwave oven, toaster, iron and ironing board, fans, sheets, blankets, towels, hairdryer, shower gel and more. The proximity to the town and the possibility of parking for free, make it very convenient. THE TOURIST TAX OF € 2.50 IS NOT INCLUDED SEE MORE INFORMATION IN THE INFORMATION

Romantic Garden in Historic San Gimignano
Enjoy a romantic stay in the heart of San Gimignano, inside the medieval walls.The apt features a private garden, a rare and peaceful corner where you can have breakfast, relax after exploring the town or enjoy a glass of wine in the evening. Perfect for couples looking for charm, history and quiet retreat in one of Tuscany's most beautiful villages.

App. "Il Nespolo" - Location Lavanda with courtyard
The apartment "Il Nespolo", location "Lavanda", is located in the historic center of San Gimignano, just 150 meters from Piazza del Duomo, in a side street of the main street. The property is in the immediate vicinity of all points of interest and at the same time away from the noise of the busiest street in the town.

Historic centre - cozy apartment
Beautifully renovated apartment located in the heart of the historic center , near the Porta San Matteo. The apartment consists of: fully equipped kitchen, double bedroom with air conditioner, bathroom and small terrace. Free wi fi Many parkings are nearby
Popular amenities for San Gimignano holiday rentals
Other great holiday rentals in San Gimignano

AnticaVista, Luxury Apartment with Tower Views

Romantic House in Tuscany with jacuzzi

Open Space Piscina e Giardino

TWIN TOWER unica al mondo unique in the world

Tuscan Luxury Villa • Natural Pool & Privacy

The Penthouse of Dreams

Luxury Medieval Tower • Exclusive Chianti Stay

Live the Tuscany Experience in Our Country House
When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 SGD | $182 SGD | $177 SGD | $176 SGD | $176 SGD | $185 SGD | $203 SGD | $203 SGD | $188 SGD | $179 SGD | $177 SGD | $191 SGD |
| 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 |
Frequently Asked Questions
What are the best places to stay in San Gimignano?
San Gimignano has unique stays near its medieval center, countryside villas surrounded by vineyards, and cozy guesthouses within historic stone buildings. Consider choosing a location near Piazza della Cisterna or around the town walls for charming local atmosphere and easy access to main sites.
What are the best things to do in San Gimignano with kids?
Families can explore the medieval towers, climb Torre Grossa for panoramic views, or discover local history at the Museo Civico. Kids often enjoy gelato shops around Piazza della Cisterna and shaded strolls along quiet lanes.
What are some of the best things to do in San Gimignano?
Explore San Gimignano’s medieval towers, tour the Duomo di San Gimignano, and discover art in the Museo Civico. The town also has artisan shops, gelato tasting, and scenic walks around its ancient walls.
How is the weather in San Gimignano?
San Gimignano has mild winters with averages from 36–52°F (2–11°C) and warmer, drier summers that typically reach 65–90°F (18–32°C). Rain is more frequent in autumn and early spring, so packing layers and a light rain jacket is helpful.
When is the best time to visit San Gimignano?
Late spring and early autumn are often recommended for mild temperatures, blooming landscapes, and local events around the medieval town. Summer draws visitors for longer daylight hours and lively piazzas, though streets can become busier during the peak of the season.
What are the best places to visit in San Gimignano?
Popular places include Piazza della Cisterna for local activity, the Duomo di San Gimignano for frescoes, and Torre Grossa for views over terracotta rooftops. Historic lane ways and the Rocca of Montestaffoli are also often suggested.
What are some hiking trails in San Gimignano?
San Gimignano has scenic trails winding through olive groves, cypress-lined paths, and gentle hills around the town. Many hikers enjoy the Via Francigena section, which is known for its countryside panoramas and quiet rural lanes.
What are some family activities we can do in San Gimignano?
Families can participate in hands-on art workshops, sample gelato, or join guided medieval town walks. The Rocca of Montestaffoli has open spaces for kids to explore and picnic with panoramic views.
What are some of the best day trip ideas from San Gimignano?
Day trips often include exploring nearby Tuscan towns, visiting local vineyards for wine and olive oil tastings, or discovering regional markets. The surrounding countryside is known for hilltop villages, medieval castles, and scenic walking trails.
Are there any pet friendly accommodations available in San Gimignano?
Many stays in San Gimignano welcome pets, especially in countryside villas or apartments near the historic center. Look for listings mentioning gardens or nearby trails for convenient walks with your pet.
What are some local tips for visiting San Gimignano?
Visit popular piazzas early or later in the day for a quieter experience, and consider sampling locally grown saffron and white wine. Comfortable shoes help with cobblestone streets, and evenings can be cooler even in summer.
What is San Gimignano known for?
San Gimignano is known for its well-preserved medieval towers, Vernaccia white wine, and local saffron traditions. The skyline and historic center are recognized for their UNESCO World Heritage status.
What are the best hidden gems to explore in San Gimignano?
Wander lesser-known lanes around the town walls, explore artisan workshops for ceramics or woodwork, and relax in the garden of the Rocca of Montestaffoli. Some visitors enjoy small frescoed chapels tucked away from the main sights.
What are the best foods to try in San Gimignano?
Frequently suggested specialties include pappardelle al cinghiale (wild boar pasta), local cheeses, and dishes featuring saffron. Sampling the town’s renowned gelato and Vernaccia di San Gimignano white wine is also popular.
What should I bring for a trip to San Gimignano?
Bring comfortable shoes for cobbled lanes and a light rain jacket for unpredictable spring or autumn showers. A reusable water bottle and a small daypack are helpful while exploring historical sites and local markets.
What is the nightlife in San Gimignano like?
San Gimignano’s nightlife has relaxed wine bars, local cafés, and outdoor seating in central piazzas. Evenings are often spent tasting regional wines or enjoying casual music events in intimate venues around the historic core.
What are the most popular events or festivals in San Gimignano?
San Gimignano hosts medieval festivals in late spring and cultural celebrations featuring traditional music and food. Local events dedicated to Vernaccia wine and saffron are often scheduled throughout the year, drawing visitors to plazas and historic venues.
Are there family friendly vacation rentals in San Gimignano?
Many homes and apartments in San Gimignano are family friendly, often with kitchens and access to outdoor spaces. Accommodations around the town’s center or quieter surrounding areas help families enjoy the local atmosphere together.
Quick stats about holiday rentals in San Gimignano

Total holiday rentals
Explore 950 holiday rentals in San Gimignano

Nightly prices starting at
San Gimignano holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 36,280 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 460 rentals that welcome pets

Holiday rentals with a pool
520 properties feature pools

Rentals with dedicated workspaces
350 properties have a dedicated workspace

Wifi availability
910 of San Gimignano holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across San Gimignano rentals

4.8 Average rating
San Gimignano stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Smoking-friendly rentals San Gimignano
- Rentals with a hot tub San Gimignano
- House rentals San Gimignano
- Holiday home rentals San Gimignano
- Rentals with outdoor seating San Gimignano
- Pet-friendly rentals San Gimignano
- Family-friendly rentals San Gimignano
- Cottage rentals San Gimignano
- Rentals with breakfast San Gimignano
- Rentals with a firepit San Gimignano
- Rentals with a patio San Gimignano
- Rentals with a fireplace San Gimignano
- Flat rentals San Gimignano
- Rentals with a washing machine and dryer San Gimignano
- Rentals with an EV charger San Gimignano
- Villa rentals San Gimignano
- Apartment rentals San Gimignano
- Hotel rooms San Gimignano
- Fitness-friendly rentals San Gimignano
- Farm stay rentals San Gimignano
- Luxury rentals San Gimignano
- Bed and breakfasts San Gimignano
- Rentals with pools San Gimignano
- 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
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Stazione Santa Maria Novella
- Del Chianti
- Piazza della Repubblica
- Spiagge Bianche
- Piazzale Michelangelo
- Parco delle Cascine
- Gulf of Baratti
- Pitti Palace
- Piazza della Signoria
- Boboli's Garden
- Palazzo Vecchio
- Things to do San Gimignano
- Food and drink San Gimignano
- Nature and outdoors San Gimignano
- Tours San Gimignano
- Things to do Siena
- Sightseeing Siena
- Tours Siena
- Art and culture Siena
- Sports activities Siena
- Food and drink Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Sightseeing Tuscany
- Tours Tuscany
- Sports activities Tuscany
- Entertainment Tuscany
- Wellness Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Things to do Italy
- Food and drink Italy
- Art and culture Italy
- Entertainment Italy
- Tours Italy
- Wellness Italy
- Sightseeing Italy
- Sports activities Italy
- Nature and outdoors Italy







