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

Two-room apartment in a former convent within walking distance of the center
CHECK-IN NO EARLIER THAN 4:00 PM NOT SUITABLE FOR CHILDREN UNDER 12 YEARS OF AGE IT IS NOT POSSIBLE TO LEAVE YOUR LUGGAGE BEFORE CHECK-IN THE PARKING LOT IS NOT SUITABLE FOR CARAVANS OR VAN-TYPE VEHICLES My little apartment is located in a condominium that for centuries was a convent built around a medieval courtyard: very close to the historic center, it is ideal for discovering Siena. In 10-15 minutes, you'll be in Piazza del Campo, the heart of the city. The countryside is also easy to reach.

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.

Cri's Loft with a view and parking space
Here you’ll find a very nice loft, furnished in an industrial style. It has private access, a private parking space and a courtyard with hedges and a table for you to enjoy your breakfast and a book. You can enjoy a beautiful view of the countryside of Siena and the view of the Torre del Mangia. It is located only 2 minutes from Porta Pispini, the oldest door of the city, sheltered from the noise of the historic center. Walk just 10 minutes to reach the beautiful Piazza del Campo.

Casa Fusari - Apartment next to the Duomo
! Please check the house rules before booking ! Completely renovated apartment with fine finishes located in a building of 1746, one minute walk from Piazza del Duomo and two minutes from Piazza del Campo. Strategic position in the heart of the historic center, very convenient raised ground floor from which you can see part of the Duomo, next to the apartment you will find two great restaurants. A few steps away you will also find the escalator to the parking lot Santa Caterina.

Renovated flat 50 meters from Piazza del Campo
Apartment in the historic center of Siena, just 50 meters from Piazza del Campo. The accommodation was completely renovated in 2019. The restoration was carried out trying to keep its main features intact, but adding all the necessary equipment to today's way of life. The apartment is an ideal place for those who want to visit and experience the city; In fact, all the monuments and attractions of the historic center can be reached on foot in a few minutes.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Palazzo del Taja - in the center with whirlpool
Brand new apartment just renovated, located inside the historic Palazzo del Taja in the heart of Siena's historic center, a few meters from Piazza del Campo and the city's main attractions. Subjected to a renovation attentive to details, the apartment is elegant, bright, welcoming and quiet. Complete with every comfort, including a beautiful bathroom with a whirlpool tub, to offer an unforgettable stay to our customers.

Olympia's House
A few steps from the wonders of Siena, this apartment combines comfort and refinement. Two bedrooms, two bathrooms, studied lights, careful design and tastefully chosen materials. Outside the ZTL but close to the center, with convenient parking and escalators 500 meters away. A contemporary retreat where you can feel at home and live the authentic soul of the city, between history, beauty and harmony.

Tuscan countryside, peace and relaxation 10 minutes from Siena
Our accommodation is close to Siena, therefore to nightlife, the city center but also to the small airport of Ampugnano, parks, and public transport. You'll love our place for its light, the comfort of the bed, the kitchen, the intimacy, and the high ceilings. Our apartment is suitable for couples, solo adventurers, business travelers, families (with children) and furry friends (pets).

Casa al Gianni - Hut
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

The most ancient part of the city
Inside the medieval walls of Siena, in the most ancient part of the city you will find your home away from home at Buonsignori Apart built in the 1300s. Your opportunity to enjoy living like a native as you experience life in a small Tuscan city.

Palazzo Bichi Ruspoli-Historical Home-Very Central
Historical Home Palazzo Bichi Ruspoli is situated on the elegant main street, in the heart of Siena. Located in a beautiful and ancient medieval building, the house is on the third floor with elevator and has a stunning view on the city.
Popular amenities for Siena family-friendly rentals
Family-friendly home rentals with a hot tub

San Giovanni in Poggio, Villa Meriggio 95 sqm

La Villa farm stay - L'Olivo, Pool & Hot Tub

Luxury frescoed apartment in the historical center

Penthouse in Siena near Piazza del Campo and Palio

Villa'Colombaiolo di Marciano', 28

La Pieve - the house next to the church

Montalcino Townhouse with Private Garden & Spa

Nice and pretty romantic two-room apartment Siena
Family- and pet-friendly home rentals

CASA WOW panoramic terrace * . *

Beautiful medieval village!!!

Archi, Rustic apartment in Tuscany

A BALCONY ON THE PIAZZA OF THE PALIO

Podere Piazza house with panoramic view

Panoramic attic in old town of Siena

Cosy apartment in medieval Siena

Suite in Castello di Valle
Family-friendly home rentals with a pool

Infinity pool in Chianti area

StageROOM03 - Idyllic Chianti cottage near Siena

Antico Borgo Ripostena – 1 Casa Bertilla

Podere La Castellina - No. 1 COTTAGE

Romantic Apt in the heart of Chianti (with Tennis)

Siena Country Loft Hideway

Podere Casalino – La Pergola

Agriturismo I Gelsi
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £96 | £84 | £107 | £118 | £121 | £132 | £127 | £128 | £128 | £124 | £107 | £118 |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Quick stats about holiday rentals that are family-friendly in Siena

Total holiday rentals
Explore 550 holiday rentals in Siena

Nightly prices starting at
Siena holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 28,980 verified reviews to help you choose

Pet-friendly holiday rentals
Find 210 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wifi availability
520 of Siena holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Siena rentals

4.8 Average rating
Siena 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
- Mercato Centrale
- Strozzi Palace
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Marina di Cecina
- Del Chianti
- Basilica of Santa Maria Novella
- Spiagge Bianche
- Cala Violina
- Eremo Di Camaldoli
- Piazza della Signoria
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace
- Cascate del Mulino
- Parco delle Cascine
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