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

Total vacation rentals
Explore 500 vacation rentals in San Gimignano

Nightly prices starting at
San Gimignano vacation rentals start at G$10,439 GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 240 rentals that welcome pets

Vacation 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 vacation rentals include wi-fi 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.

Historic 17th-century villa in Chianti, Tuscany
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing exclusive services and experiences tailored to you. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace, with wonderful views of the castle, hills, and vineyards and breathtaking sunsets.
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Casa al Gianni - The Simignano Barn
Converted from an old 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 looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!
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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
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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.
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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!
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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!
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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.
FamilyIndoor spacesAir conditioning

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
KitchenIndoor spacesQuiet

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 spacesFamilyQuiet

La Casa dei Ricordi -car/motorcycle garage at 650m
Welcome to La Casa dei Ricordi, a 17th-century home full of soul: this is where I was born and raised. Today, it opens its doors to offer you an authentic experience. Located in an incredibly quiet and peaceful area, it’s the perfect place to relax just steps away from Piazza del Duomo and Piazza della Cisterna. A charming retreat in the heart of the historic center, where history meets the peace of a true family home.
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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.
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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

Nada Home
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Green Dome @ The Land Before Time Retreats
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SuiteLouise.pool, Hot Tub,homeGym & private Garden
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La Casetta
KitchenFamilyBeach

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

Farmhouse in Chianti with Swimming Pool
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A Big Dream in a Little Tower.
FamilyIndoor spacesShared spaces

I Limoni Apartment in Tuscany
Indoor spacesFamilyAir conditioning
Family- and pet-friendly home rentals

HOUSE OF THE MIDDLE AGES
FamilyIndoor spacesParks

San Gimignano Casa Centro Storico
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Villa Gourmet Food, Pizza, Chef, Pool and Nature
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Il Nespolo - "Girasole" apartment with kitchen
Indoor spacesKitchenCleanliness

Stunning 4 people apt in the center - SanGimignano
KitchenIndoor spacesWifi

Casa Aurora 100m from San Gimignano
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Poggio Massiccioli
Indoor spacesKitchenPool

Casa Irene
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Family-friendly home rentals with a pool

Cercis - La Palmierina
KitchenIndoor spacesView

Podere Villetta La Colombaia
Indoor spacesFamilyAmenities

Infinity pool in Chianti 1
KitchenFamilyHospitality

Stone House with Exclusive Pool Codilungo in Chianti
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Linearis apt B (4+2) Toscana
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Villa Isabella
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Amazing view, pool and relax, 5 adults
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Adalberto Apartment inside the Manor of Fulignano
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When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,548 GYD | G$39,669 GYD | G$36,746 GYD | G$40,712 GYD | G$43,844 GYD | G$45,097 GYD | G$43,844 GYD | G$43,427 GYD | G$40,712 GYD | G$38,833 GYD | G$34,658 GYD | G$42,591 GYD |
| 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
- Rentals with a hot tub San Gimignano
- Farmstay rentals San Gimignano
- Vacation home rentals San Gimignano
- Rentals with pools San Gimignano
- House rentals San Gimignano
- Rentals with breakfast San Gimignano
- Luxury rentals San Gimignano
- Bed and breakfasts San Gimignano
- Villa rentals San Gimignano
- Pet-friendly rentals San Gimignano
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- Family-friendly rentals Siena
- 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)
- 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
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- 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
- Museums Siena
- Cultural tours Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Outdoors Siena
- Dining Siena
- Things to do Tuscany
- Flying Tuscany
- Water sports Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Outdoors Tuscany
- Galleries Tuscany
- Wildlife Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Food tours Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Shopping and fashion Tuscany
- Cooking Tuscany
- Landmarks Tuscany
- Things to do Italy
- Workouts Italy
- Cooking Italy
- Shopping and fashion Italy
- Cultural tours Italy
- Tastings Italy
- Wildlife Italy
- Flying Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Water sports Italy
- Wellness Italy
- Architecture Italy
- Food tours Italy







