
Family-friendly holiday rentals in San Gimignano
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in San Gimignano

Total holiday rentals
Explore 500 holiday rentals in San Gimignano

Nightly prices starting at
San Gimignano holiday rentals start at $70 AUD per night before taxes and fees

Verified guest reviews
Over 15,480 verified reviews to help you choose

Pet-friendly accommodation
Find 240 rentals that welcome pets

Holiday rentals with a pool
300 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
480 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 family-friendly rentals in San Gimignano
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Casa al Gianni - Oak
Hi, we’re Cristina and Carmelo! We look forward to welcoming you to ‘Casa al Gianni’, our farm stay in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: just the scent of the earth, the song of the birds and the companionship of our animals. It’s an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It’s not just a holiday; it’s a return to our roots. This haven of peace will stay with you in your heart. We look forward to welcoming you!
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Apartment at ground floor with garden
A refined and very central setting, between Piazza della Cisterna and Piazza del Duomo. The house has the rare value of combining a comfortable ground floor, with independent entrance, to a stunning view of the famous Devil's tower.The exclusive garden, equipped to dine outdoors, read or stay between flowers and towers, is an extraordinary oasis of peace and silence, just around the corner of the two lively main squares.Parking available in a private garage at a cost of €9.00 per day,6 min walk.
Indoor spacesFamilyNearby

Montegonfoli 5 apartment in farmhouse, 4+2 guests
Comfortable apartment for 4 adults and 2 babies under 12yo, in San Gimignano countryside, in a resort/farmhouse. Here in Montegonfoli you can spend a vacation in absolute relax, in an enchanted natural context, far from the noise but at the same time very close to the most beautiful attractions of the world. First floor with amazing views on San Gimignano and Chianti Hills. No aircon, but every bedroom has a large fan for the few hot nights we are getting in July/August. We usually have 15°C!
KitchenIndoor spacesWi-Fi

Apartment in the historical center
The apartment in the historic center of San Gimignano consists of two large double rooms, one of which also has a single bed, a rustic kitchen in masonry and a beautiful living room with fireplace that will help you magically return back in time. There is also an inner courtyard with water well and red fish. From the windows of the apartment we overlook the piazza of Sant'Agostino with the well in the centre, and on the sides the Churches of St. Augustine and St Peter. a fantastic experience.
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HOUSE OF THE MIDDLE AGES
The entire apartment and the external courtyard are for the exclusive use of the single guest. The apartment has been renovated respecting all the values of the time lived. It is located in the center, surrounded by tall towers. You will have a wonderful outdoor courtyard with views of the towers for your exclusive use for an extraordinary outdoor dinner or enjoy a glass of wine in peace. You will easily find: Restaurants, bars and ice cream parlors. We look forward to seeing you:)
Indoor spacesFamilyGetting around

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can organise a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
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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.
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La Casa di Elio
Located within the walls of San Gimignano, La Casa di Elio is the perfect solution for exploring and getting to know the City of Towers. Apartment suitable for families or couples who want to relax and enjoy the artistic and historical beauties of the medieval town. La Casa di Elio is located in the heart of San Gimignano, a stone's throw from the town's main squares, Piazza Duomo and Piazza della Cisterna, surrounded by the best bars and restaurants. Parking nearby
Indoor spacesFamilyView

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.
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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.
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Cercis - La Palmierina
The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.
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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
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Popular amenities for San Gimignano family-friendly rentals
Family-friendly home rentals with a hot tub

Green Dome @ The Land Before Time Retreats
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La Casetta
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Nada Home
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Farmhouse in Chianti with Swimming Pool
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La Pieve - the house next to the church
FamilyIndoor spacesAccess

La Villa farm stay - L'Olivo, Pool & Hot Tub
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Farmhouse , pool, 13 px. Lucca 10km
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Villa di Geggiano – Guesthouse
KitchenIndoor spacesGetting around
Family- and pet-friendly home rentals

Apartment Melogranowith great views
KitchenIndoor spacesNearby

La Casa dei Ricordi - car/motorcycle garage at 650m
Indoor spacesFamilyValue

San Gimignano Casa Centro Storico
FamilyKitchenWi-Fi

Florence Sunset Hills • Giogoli
FamilyKitchenAccess

Villa Gourmet Food, Pizza, Chef, Pool and Nature
Indoor spacesKitchenAir conditioning

A stone's throw from the towers
FamilyIndoor spacesLaundry

Borgo Ripostena – No. 9 Oil Mill
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Poggio Massiccioli
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Family-friendly home rentals with a pool

Stone House with Exclusive Pool Codilungo in Chianti
KitchenFamilyAccess

Villa Isabella
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Relaxation and charm in the Chianti hills
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Amazing view, pool and relax, 5 adults
Indoor spacesFamilyLocation

Adalberto Apartment inside the Manor of Fulignano
Indoor spacesKitchenCheck-in

Linearis apt B (4+2) Toscana
Indoor spacesFamilyHospitality

The Azzurro apartment-Farmhouse San Gimignano
FamilyIndoor spacesCleanliness

Il Castro Luxury San Gimignano. Michelangelo Suite
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When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $278 AUD | $265 AUD | $246 AUD | $272 AUD | $293 AUD | $302 AUD | $293 AUD | $290 AUD | $272 AUD | $260 AUD | $232 AUD | $285 AUD |
| 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
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- Family-friendly 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
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Museums 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







