
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.

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.

Siena historic center, "I Pellegrini"
A small and cute niche inside an imposing and beautiful historic building near Piazza del Campo. Overlooking you can see the sunset on the great Church of San Domenico. The strengths are the location, the brightness and the silence despite being in the historic center, the attention to functionality and cleanliness. Many stairs, but low, wide and beautiful, in fact, are protected as a monument. For those who want to immerse themselves in the magical atmosphere of the medieval historic center🤍

Panoramic attic in old town of Siena
We are pleased to propose a top floor apartment in a historic building located in front of the Cathedral of San Domenico, in the heart of the historic center of Siena, a few steps from Piazza del Campo and the Duomo. The area is equipped with every service: shops, cafes, bars, restaurants. Composed of a large living room, kitchen, two double bedrooms, bathroom and terrace with panoramic views of the city. Very bright, it is equipped with every service to make your holiday enjoyable

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.

Two-room apartment in a former convent within walking distance of the center
CHECK IN NOT BEFORE 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 IS NOT SUITABLE FOR CARAVANS OR VANS My 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 will be in Piazza del Campo, the heart of the city. The countryside is also easy to reach

My home in the centre of the city 2
Very central renovated studio flat, complete with every accessory, bright, in a quiet area a few steps from Piazza del Campo in the heart of the historic center full of many treasures, a UNESCO World Heritage Site which boasts a perfectly preserved medieval structure. Despite being in the Limited Traffic Zone, it is easily accessible from the main free or paid parking lots. Possibility to leave your luggage in the free deposit before check-in and after check-out

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.

[NEW] Modern Central Studio with parking space
Welcome to my new modern studio located a few steps from the center of Siena. The central location of the apartment and the private parking for your car is the perfect solution that will allow you to discover and visit all the Sienese wonders on foot and in a few minutes. Super comfortable and ideal for living and visiting the pulsating heart of the city of Siena and its surroundings, being also a few km from the highway. Looking forward to hosting you!

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 - Capanna
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 rooftop terrace
Bright and cozy 95 sqm apartment located on the 4th floor without elevator of a notified building in the heart of the city a few steps from Piazza del Campo, the Duomo and the major attractions of the city. A splendid view overlooking the rooftops will frame your apartment from which you can see the Torre del Mangia, the Basilica dei Servi and the wonderful Val d'Orcia.
Popular amenities for Siena family-friendly rentals
Family-friendly home rentals with a hot tub

San Giovanni in Poggio, villa Meriggio 95mq

Villa di Geggiano – Guesthouse

Nada Home

Luxury frescoed apartment in the historical center

Penthouse in Siena near Piazza del Campo and Palio

La Pieve - the house next to the church

Nice and pretty romantic two-room apartment Siena

La Casetta
Family- and pet-friendly home rentals

Sergio's House

CASA WOW panoramic terrace * . *

Authentic Tuscan Country House WITH A/C

Casa Tecla at the City Walls

The Door Next Door 2.0

A BALCONY ON THE PIAZZA OF THE PALIO

Stilnuovo apartment in the heart of Siena

Siena: self check-in and car parking included.
Family-friendly home rentals with a pool

Tuscan cottage with an heavenly view

Loggiato 3 apartment in Tuscany near Siena

StageROOM03 - Idyllic Chianti cottage near Siena

Infinity pool in Chianti area

Farmhouse of '500 near Florence

Podere La Castellina - No. 1 COTTAGE

Antico Borgo Ripostena – n. 8 Old House

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 | $168 SGD | $148 SGD | $189 SGD | $207 SGD | $212 SGD | $232 SGD | $224 SGD | $225 SGD | $225 SGD | $207 SGD | $172 SGD | $177 SGD |
| 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 560 holiday rentals in Siena

Nightly prices starting at
Siena holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 28,180 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
530 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
- Piazzale Michelangelo
- Lake Trasimeno
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Spiagge bianche
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Kite Beach Fiumara
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Mugello Circuit
- Spiaggia Marina di Cecina
- Stadio Artemio Franchi
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