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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.

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Top guest favourite
An outdoor patio area features rustic furnishings and is framed by gracefully draping curtains. The space is adorned with comfortable seating and a communal dining table, set against a backdrop of tall cypress trees and a clear blue sky, inviting relaxation in a serene environment.
Home
4.98 out of 5 average rating, 176 reviews

Casa al Gianni - The Simignano Barn

Converted from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this little slice of paradise!

Top guest favourite
Apartment
4.9 out of 5 average rating, 116 reviews

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

Guest favourite
A bright and spacious living room features a large marble coffee table and a pair of elegant chaise lounges. A striking painting hangs above a contemporary white sofa adorned with colorful cushions. Antique furnishings and a patterned rug enhance the room's sophisticated ambiance.
Flat
4.94 out of 5 average rating, 363 reviews

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.

Top guest favourite
The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.
Cottage
4.98 out of 5 average rating, 208 reviews

Stone House with Exclusive Pool Codilungo in Chianti

Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.

Top guest favourite
Farm stay
4.94 out of 5 average rating, 139 reviews

Flat, Agriturismo "Biofattoria l'Upupa"

The flat is on the first floor of a classic Tuscan farmhouse called ‘Biofattoria l'Upupa’. Magnificent hillside location between the Val d'Orcia and the Crete Senesi. Suitable for families with children. Consisting of kitchen, large living room, bathroom with shower, 1 double bedroom and 1 bedroom with bunk beds. There is a double sofa bed in the living room. The flat is equipped with wifi. Free parking on private property. Complete breakfast kit including homemade cakes.

Top guest favourite
A bright bedroom features a spacious bed with crisp white linens and a decorative pillow. A vivid landscape painting hangs above, while a window with wooden frames reveals a scenic view of the Tuscan hills, complemented by soft natural light filtering through sheer curtains.
Holiday home
4.98 out of 5 average rating, 153 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.

Top guest favourite
A bright living area features a light wooden dining table surrounded by four white chairs. A dark blue sofa is positioned against the wall, and two windows allow natural light to enhance the space. The view outside includes hints of greenery.
Flat
5 out of 5 average rating, 152 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.

Top guest favourite
A spacious terrace is surrounded by lush greenery, featuring terracotta pots filled with plants. Comfortable wooden chairs are positioned to invite relaxation, overlooking scenic hills in the distance. A soft canopy provides shade, enhancing the tranquil atmosphere of this outdoor space.
Home
4.99 out of 5 average rating, 142 reviews

House with a breathless view in Tuscany

Halfway between Pisa and Florence, this dreamy Tuscan house is your perfect escape. Lounge on the panoramic terrace with sun-kissed views, sip your morning coffee, or enjoy al fresco dinners under the golden sunset. Nestled in the heart of a charming village turned open-air contemporary art museum, every corner feels like a picture-perfect moment. Peccioli is your gateway to Tuscany’s art cities or a serene hideaway to savor the magic of authentic local life.

Guest favourite
A serene bedroom is showcased with a queen-size bed neatly covered with a light quilt. A bedside lamp is positioned on a simple nightstand. The room features exposed brick walls, wooden beams, and soft lighting, creating a cozy and tranquil ambiance.
Flat
4.79 out of 5 average rating, 164 reviews

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!

Top guest favourite
The kitchen and dining area is presented with green cabinetry and a white table set for six. A modern black refrigerator complements the space. Light fixtures hang above, and the wooden ceiling beams add warmth. A portion of the wall features decorative artwork.
Home
4.93 out of 5 average rating, 194 reviews

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

Top guest favourite
A charming garden area features a round table surrounded by four wrought iron chairs. Vibrant flowers bloom in planters, and lush greenery adds to the tranquil environment. A rustic stone wall and traditional rooftops provide a picturesque backdrop, enhancing the sense of privacy.
Home
4.99 out of 5 average rating, 209 reviews

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.

Guest favourite
A view through an arched doorway reveals a spiral staircase leading to an upper level. Below, a small dining table sits with two chairs, complemented by tiled placemats. The floor is made of light-colored tiles, enhancing the warm tones of the wooden door frame.
Flat
4.85 out of 5 average rating, 117 reviews

"Il Nespolo" apartment - Lavanda location 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.

Popular amenities for San Gimignano family-friendly rentals

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Avg. price£150£143£132£130£138£141£158£156£147£140£125£153
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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 £38 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!

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Siena
  5. San Gimignano
  6. Family-friendly rentals