
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 510 holiday rentals in San Gimignano

Nightly prices starting at
San Gimignano holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 14,940 verified reviews to help you choose

Pet-friendly holiday rentals
Find 240 rentals that welcome pets

Holiday rentals with a pool
310 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
500 of San Gimignano holiday rentals include wifi 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 family-friendly rentals in San Gimignano
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Il Sogno Toscano-moderno in centro a San Gimignano
Il Sogno Toscano, appartamento esclusivo nel centro storico di San Gimignano! Questo appartamento di 100 m²,situato a pochi passi dalle celebri torri medievali, è la base ideale per esplorare il borgo patrimonio UNESCO. L’appartamento dispone di ampi spazi luminosi, una cucina completamente attrezzata, soggiorno con vista panoramica sui colli toscani, due camere da letto eleganti e due bagni spaziosi. Godetevi una vista spettacolare e rilassatevi al tramonto con un buon bicchiere di vino locale.

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.

Villa di Geggiano - Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Respira la Toscana: vista a 180° sulle Colline
Please note that the second bedroom is divided from the hallway by a curtain and not by a door. inVivi la tua esperienza a San Gimignano con una splendida vista sulle colline toscane! Nel cuore di San Gimignano, vivi la città con ingresso indipendente, primo piano e panorama mozzafiato sulle colline toscane. Disponibile su richiesta il posto auto privato. Ingresso, salotto, 2 camere matrimoniali, cucina e ampio bagno. city tax da aggiungere al prezzo, 2,5€ per ogni persona per ogni notte.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni è un antica e storica proprietà risalente al 1600 situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare servizio navetta e esperienze esclusive su misura per voi . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello colline e vigneti con tramonti unici.

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.

Casa al Gianni - Leccio
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Il Castello di Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

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.

Tenuta Chiudendone in Tuscany
Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

"FOUR" Apartment in countryside of San Gimignano
The best place to spend a nice holiday in absolute relax, in an enchanted natural context, far from the noise but at the same time very close to the most beautiful towns and attractions of the world. The apartment can host up to 4 adults and 2 babies under 12yo.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

A Big Dream in a Little Tower.

Il Fienile, Cottage in the country with Jacuzzi

Amazing Tuscany Villa, FREE parking

Torretta Apartment

Agriturismo PURO - Charme Design House in Tuscany

SuiteLouise.pool, Hot Tub,homeGym & private Garden

Green Dome @ The Land Before Time Retreats

La Casetta
Family- and pet-friendly home rentals

Torre dei Belforti

Authentic Tuscan Country House WITH A/C

Casa Irene

Stunning 4 people apt in the center - SanGimignano

Borgo Ripostena – n. 8 Casa Vecchia

Suite Casa Luigi con piscina esclusiva

Secret Garden Siena

Countryside Cottage With View - Le Rondini apt
Family-friendly home rentals with a pool

Private Chianti Cottage, Garden & Vineyard Views

Infinity pool in Chianti

L'Aquila e L'Ulivo

Cercis - La Palmierina

Stone House with Exclusive Pool Codilungo in Chianti

Scenic Stilish Country

Podere Tignano, 4-bedroom villa in the Chianti!

Relax e charme tra le colline del chianti
When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $258 SGD | $246 SGD | $228 SGD | $224 SGD | $238 SGD | $243 SGD | $272 SGD | $269 SGD | $252 SGD | $241 SGD | $215 SGD | $264 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 |
Destinations to explore
- Cottage rentals San Gimignano
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- Family-friendly rentals Siena
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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)
- 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
- Piazza della Repubblica
- Spiagge Bianche
- Del Chianti
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Gulf of Baratti
- Palazzo Vecchio
- Boboli's Garden
- Piazza della Signoria
- Things to do San Gimignano
- Tours San Gimignano
- Nature and outdoors San Gimignano
- Food and drink San Gimignano
- Things to do Siena
- Food and drink Siena
- Sightseeing Siena
- Tours Siena
- Sports activities Siena
- Art and culture Siena
- Entertainment Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Tours Italy
- Entertainment Italy
- Food and drink Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Sports activities Italy
- Sightseeing Italy







