
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 $87 NZD 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 - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!
Indoor spacesFamilyOutdoor spaces
4.93 out of 5 average rating, 293 reviews
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 spacesKitchenBathroom
4.97 out of 5 average rating, 183 reviews
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!
FamilyIndoor spacesAccuracy
4.84 out of 5 average rating, 266 reviews
Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange 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.
KitchenFamilyGetting around
5.0 out of 5 average rating, 352 reviews
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.
FamilyKitchenWalkability
5.0 out of 5 average rating, 233 reviews
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!
Indoor spacesFamilyParking
4.99 out of 5 average rating, 101 reviews
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.
Indoor spacesFamilyParking
4.98 out of 5 average rating, 165 reviews
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
FamilyIndoor spacesDecor
4.98 out of 5 average rating, 126 reviews
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.
Indoor spacesKitchenSleep quality
4.99 out of 5 average rating, 197 reviews
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.
FamilyIndoor spacesOutdoor spaces
4.98 out of 5 average rating, 107 reviews
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.
Indoor spacesKitchenAccuracy
4.96 out of 5 average rating, 146 reviews
Countryside Cottage With View - Le Papere apt
The cottage is part of a charming traditional Tuscan farmhouse, built in stone and situated in one of the most beautiful areas of Tuscany. A lovely garden surrounds the house and has magnificent views of the medieval town with its famous towers. Warm and cozy atmosphere that makes you feel instantly at home. For those who wish to live the experience of the Tuscan countryside as it is lived by the locals.
FamilyKitchenWi-Fi
4.88 out of 5 average rating, 139 reviewsPopular amenities for San Gimignano family-friendly rentals
Family-friendly home rentals with a hot tub

Green Dome @ The Land Before Time Retreats
FamilyIndoor spacesPets
4.95 out of 5 average rating, 185 reviews
Nada Home
KitchenFamilyView
4.87 out of 5 average rating, 217 reviews
La Casetta
KitchenFamilyLocation
4.93 out of 5 average rating, 197 reviews
Farmhouse in Chianti with Swimming Pool
Indoor spacesFamilyPool
4.99 out of 5 average rating, 516 reviews
A Big Dream in a Little Tower.
KitchenFamilyCheckout
4.95 out of 5 average rating, 221 reviews
Farmhouse , pool, 13 px. Lucca 10km
KitchenIndoor spacesBarbecue
4.99 out of 5 average rating, 148 reviews
SuiteLouise.pool, Hot Tub,homeGym & private Garden
Indoor spacesKitchenParking
4.91 out of 5 average rating, 128 reviews
PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
FamilyIndoor spacesCheck-in
4.91 out of 5 average rating, 100 reviewsFamily- and pet-friendly home rentals

La Casa dei Ricordi - car/motorcycle garage at 650m
FamilyIndoor spacesView
4.96 out of 5 average rating, 142 reviews
HOUSE OF THE MIDDLE AGES
FamilyKitchenLayout
4.88 out of 5 average rating, 382 reviews
Historic centre - cozy apartment
FamilyIndoor spacesBiking
4.84 out of 5 average rating, 296 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
FamilyIndoor spacesDecor
4.98 out of 5 average rating, 127 reviews
Borgo Ripostena – No. 9 Oil Mill
Indoor spacesFamilyShared spaces
4.94 out of 5 average rating, 118 reviews
Poggio Massiccioli
KitchenFamilyBathroom
4.92 out of 5 average rating, 389 reviews
San Gimignano house old town
KitchenIndoor spacesNearby
4.95 out of 5 average rating, 118 reviews
Linearis apt B (4+2) Toscana
Indoor spacesKitchenShared spaces
4.89 out of 5 average rating, 160 reviewsFamily-friendly home rentals with a pool

Infinity pool in Chianti 1
Indoor spacesKitchenLayout
5.0 out of 5 average rating, 143 reviews
Stone House with Exclusive Pool Codilungo in Chianti
FamilyKitchenLong stay
4.98 out of 5 average rating, 218 reviews
Villa Isabella
FamilyKitchenPool
4.96 out of 5 average rating, 209 reviews
Comfort Apartment in the Chianti Vineyards
FamilyKitchenView
4.93 out of 5 average rating, 455 reviews
Adalberto Apartment inside the Manor of Fulignano
FamilyIndoor spacesLocation
4.95 out of 5 average rating, 152 reviews
The Azzurro apartment-Farmhouse San Gimignano
Indoor spacesFamilyAir conditioning
4.88 out of 5 average rating, 26 reviews
Il Castro Luxury San Gimignano. Michelangelo Suite
FamilyKitchenOutdoor spaces
4.81 out of 5 average rating, 64 reviews
Stone cottage with pool. San Gimignano
Indoor spacesKitchenBreakfast
4.96 out of 5 average rating, 79 reviewsWhen is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $348 NZD | $332 NZD | $308 NZD | $341 NZD | $367 NZD | $377 NZD | $367 NZD | $363 NZD | $341 NZD | $325 NZD | $290 NZD | $357 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
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- Family-friendly rentals Tuscany
- 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)
- Stazione Santa Maria Novella
- Cala Violina
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- 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
- Food tours Siena
- Dining 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







