
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.

Strada della Befana, the countryside in the city
The accommodation, totally independent and recently renovated, is a portion of the former stables of a nineteenth-century villa surrounded by greenery but very close to the center, with an open view of green olive groves and the City. The apartment is part of a recently renovated building, originally stables for a XIX century Villa. Immersed in the Sienese countryside but only a few minutes away from the city centre. It has an independent access and stunning views of Siena and a valley of olive groves.

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.

Apartment in Tuscan farm house.
Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.

Farmhouse "Villa Il Poggiolo" Siena, Loggia
A soli 4 km da Siena e ben collegato ad essa, elegante appartamento arredato con mobili d'epoca e inserito all'interno di una tipica villa toscana immersa nei colli senesi. L'appartamento è circondato da un grande parco con una minipiscina idromassaggio (dal 1° giugno al 1° settembre, dalle ore 11 AM alle ore 6 PM). Un posto auto riservato (no camper). Compreso nel prezzo riscaldamento invernale e climatizzatore per l'estate. Alle prenotazioni di almeno 14 notti offriamo il cambio biancheria.

apartment under the Duomo
Cozy and functional apartment just renovated in the heart of the historic center that allows you to easily walk to all the points of interest in the city. The apartment is about 100 square meters and consists of 1 double bedroom, 1 bedroom with two single beds, 2 bathrooms with shower, a large living room with double sofa bed, a kitchen and a closet. The kitchen is equipped with refrigerator, oven and dishwasher. The apartment is also equipped with independent heating and Wi-Fi

Palazzo Casini Piccolomini Apartment
Newly renovated apartment, located on the 2nd floor of the historic Palazzo Casini Piccolomini, in the heart of downtown Siena, 30 meters from the famous Piazza del Campo, equipped with every comfort to offer our guests an unforgettable stay. Renewed apartment, located on the 2nd floor in the historic Casini Piccolomini building, in the heart of downtown Siena, 30 meters from the famous Piazza Del Campo, fully equipped to offer our guests a great stay in our city.

Farmhouse in Chianti with Swimming Pool
Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

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.

"Sunflower" apartment with view of Siena
Caggiolo is a completely renovated farm consisting of several apartments, each with a private entrance and exclusive use of the garden, with a panoramic view of Siena. Located 1 km from Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc). From the farm, you can hike to the Grotti Castle (6 km) or to our pond (2.5 km)

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.

A terrace overlooking magic
Beautiful panoramic apartment with terrace located in the heart of the city, a stone’s throw from Piazza del Campo. Very bright and airy, a rarity in Siena, the apartment enjoys dream views over both the city and the famous countryside. Free street parking nearby.

Penthouse with a view of Siena
Next to the Basilica of San Domenico, a few steps from the Duomo and Piazza del Campo, in this splendid and elegant penthouse you can enjoy the splendid view and the convenience of walking to all the major points of interest in the city in just a few minutes.
Popular amenities for Siena family-friendly rentals
Family-friendly home rentals with a hot tub

Amazing Tuscany Villa, FREE parking

San Giovanni in Poggio, Villa Meriggio 95 sqm

Romantic Siena summer spa Francigena road

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

Villa in Montepulciano with a Pool

Charming estate with views. A/C in the bedrooms

Villa'Colombaiolo di Marciano', 28

Domus Nannini - Loggia Salimbeni SPA
Family- and pet-friendly home rentals

The Eagle and the Olive Tree

Casa Borgianni in Villa Caprera

Celeste – The color of the summer sky in Tuscany

Esplora la natura al centro di Vigneti Chianti

The Door Next Door 2.0

A BALCONY ON THE PIAZZA OF THE PALIO

Charming Apartment in City Center

Secret Garden Siena
Family-friendly home rentals with a pool

StageROOM03 - Idyllic Chianti cottage near Siena

Loggiato 2 Apartment in Tuscany with pool

Relax Chianti. Apartment with pool and garden

Adalberto Apartment inside the Manor of Fulignano

Scenic Stilish Country

Visit Chianti, Florence, Siena, S.Gimignano

Leonardo - Chianti/Siena, Florence, San Gimignano.

Charming farmhouse with garden, views & pool
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £96 | £85 | £108 | £118 | £121 | £133 | £128 | £129 | £129 | £125 | £108 | £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
- Strozzi Palace
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
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- Basilica of Santa Maria Novella
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