
Family-friendly holiday rentals in San Gimignano
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in San Gimignano
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Garden House
"Casa del giardino" ...... a blooming oasis within the medieval walls.. The owners Mario and Donella would like to offer you a unique vacation in San Gimignano. You can enjoy the wonderful garden, an extraordinary oasis of peace and silence, in the city center, for the exclusive use of those who rent the apartment. Thus, reading a book, relaxing in the sun, sipping an excellent glass of Chianti or having breakfast surrounded by greenery and among the flowers of this garden will be a memorable experience!

Casa Irene
Casa Irene is a delightful Tuscan-style apartment, located on the second and top floor of a building just a 5-minute walk from the center, 50 meters to Porta San Matteo and another 50 meters to Via Francigena. Given the secluded location, it is easily reached by car to park in the immediate free parking. The apartment equipped with WiFi and air conditioning is divided into an open space living room/kitchen, bedroom and bathroom with shower and a large terrace overlooking the walls of San Gimignano

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Oleandro double room with pool in San Gimignano
Double room in the peaceful countryside of San Gimignano, just 5 min from town by car. Located in Montegonfoli Farm, an ancient estate like a hidden hamlet, surrounded by olive trees, vineyards, and a private forest with a stream. Guests can enjoy the pool during the warm season. The room has a 160x190cm queen bed, large bathroom, fridge, microwave, and a terrace with dining table (no kitchen/fires). A perfect place for couples or solo travelers seeking tranquility, charm, and a touch of Tuscany

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.Possibility of parking in a private box for a fee at a cost of € 9.00 x day.

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. in Experience your experience in San Gimignano with a splendid view of the Tuscan hills! In the heart of San Gimignano, experience the city with an independent entrance, first floor and breathtaking views of the Tuscan hills. Private parking space available upon request. Entrance, living room, 2 double bedrooms, kitchen, and large bathroom. city tax to add to the price, €2.5 per person per night.
Medieval Tower experience with Panoramic Rooftop
If you are looking for a memorable experience this is the right place for you! With its 42 mt high, the Salvucci Tower is one of the famous towers of San Gimignano and today the only one turned into a vertically-spread apartment divided into 11 floors, for a total of 143 steps. A unique and timeless place, ideal to experience something never tried before. The tower can hosts couples or small groups up to 3 people. Its panoramic rooftop boasts an incredibly breathtaking view all over the town.

Farmhouse with pool in Chianti
Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is on the first floor of the main farmhouse, with independent access and garden with trees. The rustic furnishings in the classic Tuscan style, with wooden beam ceilings and terracotta floors give a characteristic touch to the environment.

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.

Rina's Balcony overlooking San Gimignano
Apartment built in the early '900, with a romantic balcony projected towards the towers! Completely renovated, furnished with the maximum comfort criteria, to accommodate 2/4 persons. Double bedroom, bathroom with shower, kitchen with dishwasher, induction hob, small electric oven, toaster, coffee maker. Living room with satellite TV, sofa bed. Quiet location, close to the Bagnaia parking, just outside the walls of the center, really comfortable!

Roberta apartment 100 m from San Gimignano
The apartment was renovated in 2018 with excellent quality finishes, located on the first floor of a building which is located about 100 meters from the walls of San Gimignano. The Roberta apartment has 1 large bedroom, kitchen and a large bathroom where there is a washer-dryer and is equipped with 2 TVs. The apartment is equipped with WiFi. THE TOURIST TAX OF € 2.50 IS NOT INCLUDED SEE MORE INFORMATION IN THE INFORMATION
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

San Giovanni in Poggio, villa Meriggio 95mq

Agriturismo La Villa - L'Olivo, Pool & Hot Tub

Romantic Siena summer spa Francigena road

Villa di Geggiano – Guesthouse

Nada Home

Montalcino Townhouse with Private Garden & Spa
Family- and pet-friendly home rentals

The House in the Alley

Authentic Tuscan Country House WITH A/C

Casa Al Poggio & Chianti view

Apartment with balcony and countryside view

Authentic among Stones and Bricks [Wood-burning fireplace]

Toscana house: garden San Gimignano view

Piazzale Michelangelo among the olive trees

Monteriggioni Castello, holiday house in Tuscany
Family-friendly home rentals with a pool

Girasole large apartment in a Tuscan village

Scenic Stilish Country

Romantic Apt in the heart of Chianti (with Tennis)

Casa Luigi Suite with exclusive pool

Wonderful Loft in Villa with Pool in Chianti

Manuela apartment with pool in farmhouse

Villa Isabella

Poggio Massiccioli
When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $283 NZD | $271 NZD | $283 NZD | $291 NZD | $310 NZD | $316 NZD | $353 NZD | $350 NZD | $328 NZD | $261 NZD | $247 NZD | $288 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 |
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 $84 NZD per night before taxes and fees

Verified guest reviews
Over 14,660 verified reviews to help you choose

Pet-friendly accommodation
Find 210 rentals that welcome pets

Holiday rentals with a pool
310 properties feature pools

Rentals with dedicated workspaces
170 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!
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- Santa Maria Novella
- Piazza della Signoria
- Mercato Centrale
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Salvatore Ferragamo Museum
- Cathedral of Santa Maria del Fiore
- Marina di Cecina
- Del Chianti
- Siena Cathedral
- Porta Elisa
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Piazza dei Cavalieri
- Cala Violina
- Piazza del Duomo (Pisa)
- Uffizi Gallery
- Eremo Di Camaldoli
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Fortezza da Basso
- Piazza della Repubblica
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