
Family-friendly vacation rentals in San Gimignano
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Top-rated family-friendly rentals in San Gimignano
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Ancient 17th-century farm in Chianti, Tuscany
Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional style of ancient Tuscany: wooden beams, terracotta floors, and tasteful handcrafted furnishings that will help you enjoy a pleasant stay. In the large outdoor courtyard, you'll find a saltwater swimming pool on a panoramic terrace with wonderful views of the castle, hills and vineyards, and breathtaking sunsets.

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.

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!

Cottage Vittoria - Masseto In Chianti
MASSETO IN CHIANTI è un villaggio privato dove potrete rilassarvi nel vostro giardino privato e in piscina, fare sport, o utilizzare come base per visitare città rinascimentali: Firenze, Siena, San Gimignano, Arezzo, Volterra. Offriamo altri tre cottage con accesso indipendente e giardinetto privato: Quinto (2 letti), Cappero (4 letti), Leccio (6 letti). La piscina è condivisa dai 4 cottage, ciascuno dispone di un gazebo privato, con distanze garantite e sanificazione a norma Covid-19.

Cozy Apt overlooking the Duomo, San Gimignano
Super central 40sqm apartment located right in the main Piazza of San Gimignano, overlooking the Duomo. Great location in the vibrant heart of the town with all services at your doorstep: chemist, cafés, restaurants, groceries, museums, tourist information office.. Walking out through Porta San Giovanni you'll find the Coop supermarket and the bus stop to Poggibonsi railway station (12km away). Car parks are also located outside the city walls, just a few minutes' walk away.

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.

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.

House at Gianni - Olmo
Hi, we're Cristina & Carmelo! We invite you to discover the rustic charm and authenticity of "Casa al Gianni," our farmhouse in the heart of the Tuscan countryside, 20 minutes from Siena. After a recent renovation, our accommodations are ready to welcome you with all modern comforts without losing the essence of tradition. In the Olmo Apartment, brand new beds await you, a promise of peaceful and regenerating sleep, a new kitchen and a new bathroom.

Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.

ECOLOGICAL FARMHOUSE "I VECCHI LECCI"
A big apartment consisting of a kitchen and dining room at the entrance; from here you climb to the upper floor where there is a livingroom with sofa and two armchairs, a TV equipped with a DVD player. From the living room a corridor leads to a first double bedroom with private bathroom, followed by a small hallway serving two other double bedrooms with a common bathroom.

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.

Countryside Dream farm in Tuscany
Great place in the middle of Tuscan Hills, you will be surrounded 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.
Popular amenities for San Gimignano family-friendly rentals
Family-friendly home rentals with a hot tub

Panoramic loggia near Florence

I Limoni Apartment in Tuscany

"Sunflower" apartment with view of Siena

Beautiful renovated barn in Tuscany

Charming estate with views. A/C in the bedrooms

Villa di Geggiano – Guesthouse

La Pieve - the house next to the church

Barrel Suite Tuscany • Hot Tub • Vineyard View
Family- and pet-friendly home rentals

Love in Chianti

Gorgona - cozy apartment in farmhouse

Authentic Tuscan Country House WITH A/C

Farmhouse 9 kms to Florence-2+1

Historic centre - cozy apartment

At Paola's in Chianti

Countryhouse 9 km to Florence-2+1,free park, wine

Apartment in Tuscan farm house.
Family-friendly home rentals with a pool

Cercis - La Palmierina

★ Romantic apartment & stunning view of Tuscany ★

Agriturismo Valmontese - Casa Padronale

The Dome: Geranium by Interhome

Cammino Santo - studio with private pool & garden

Visit Chianti, Florence, Siena, S.Gimignano

Casavecchia Agritourism, l'Olivo

Poderino Sole-Holiday Home NOCE
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$35,128 GYD | G$33,664 GYD | G$35,128 GYD | G$36,174 GYD | G$38,474 GYD | G$39,310 GYD | G$43,910 GYD | G$43,492 GYD | G$40,774 GYD | G$38,892 GYD | G$34,710 GYD | G$42,656 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 |
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$10,455 GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 210 rentals that welcome pets

Vacation 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 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!
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Marina di Cecina
- Del Chianti
- Basilica of Santa Maria Novella
- Mercato Centrale
- Pisa Centrale Railway Station
- Cala Violina
- Eremo Di Camaldoli
- Piazza del Duomo (Pisa)
- Fortezza da Basso
- Spiagge Bianche
- Uffizi Gallery
- Porta Elisa
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
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