
Family-friendly holiday rentals in Siena
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Siena

Total holiday rentals
Explore 570 holiday rentals in Siena

Nightly prices starting at
Siena holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 29,640 verified reviews to help you choose

Pet-friendly accommodation
Find 200 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wi-Fi availability
550 of Siena holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Siena rentals

4.8 Average rating
Siena stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Siena
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.
Indoor spacesFamilyAir conditioning

Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and 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 seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!
FamilyIndoor spacesTV

Loggiato 3 apartment in Tuscany near Siena
The Loggiato 3 apartment for 2 people is located in the Santa Lucia farmhouse (FARMHOUSE DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is located on the first floor with a private table in front of the windows of the loggia. Composed of a double bedroom (two single beds joined together), a bathroom and a living room with a functional kitchen. It is equipped with a wood stove. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room is PAID according to consumption.
KitchenFamilyView

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.
KitchenFamilyOutdoor spaces

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is a family-run, historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany. Our family can arrange a private shuttle and local experiences directly. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with unique sunsets.
KitchenFamilyView

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.
KitchenIndoor spacesValue

Luxury frescoed apartment in the historical center
The Palazzo Pannilini Superior apartment is composed of a bright entrance enriched by an elegant coffered ceiling, a large fully frescoed lounge, a large foyer, a kitchen equipped with a terrace, a dining room topped with a frescoed vault, four bedrooms, three bathrooms, a wardrobe room, and a panoramic terrace where you can sunbathe and relax. The apartment is located at the second floor with no elevator. The apartment has air conditioning.
Indoor spacesFamilyValue

Villa Capanna, Private Pool, Breathtaking Views
Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.
KitchenFamilyLong stay

Agriturismo La Villa - Il Ciliegio, Pool & Garden.
We are pleased to welcome you to our Cherry Tree House, the last newly renovated jewel of the Agriturismo La Villa. Located on second floor, built among the rocks of the typical Senese countryside, our new home will be ready to lull you into all kinds of comforts: free wifi, swimming pool, barbecue area, air conditioning, smart TV. private parking, wood and garden, just 40 steps away, overlooking our lavender and olive grove.
FamilyKitchenLaundry

Terrace on the walls of Siena - Casa Laura
Elegant apartment in the center of Siena with a large terrace, 600 m from the stadium and 1 km from Piazza del Campo. Located on the 4th floor (elevator up to the 3rd), it offers 2 double bedrooms, 2 bathrooms, an equipped kitchen, air conditioning in every room and a beautiful panoramic terrace above the historic walls. In the limited traffic zone. Perfect for experiencing Siena in comfort!
FamilyIndoor spacesLong stay

A BALCONY ON THE PIAZZA OF THE PALIO
Three windows with balcony overlooking Piazza del Campo that allows access to an exclusive terrace with breathtaking views of the Piazza del Palio and the Palazzo Pubblico. One bedroom, large super-equipped kitchen. Sofa bed available to comfortably accommodate up to 4 people
FamilyKitchenAir conditioning

Terrace 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.
FamilyIndoor spacesView
Popular amenities for Siena family-friendly rentals
Family-friendly home rentals with a hot tub

Palazzo Monaci - Pool in the Crete Senesi
KitchenFamilyAmenities

Villa di Geggiano – Guesthouse
FamilyIndoor spacesQuiet

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
FamilyKitchenCleanliness

White lily with a view of Siena
Indoor spacesFamilyBackyard

Amazing Tuscany Villa, FREE parking
Indoor spacesFamilyView

Nada Home
KitchenIndoor spacesSleep quality

Palazzo del Taja - in the center with whirlpool
Indoor spacesFamilyLocation

Casa Dolce Toscana | Panoramic Suites & Views
Indoor spacesKitchenGetting around
Family- and pet-friendly home rentals

Pink like the sunset sky
FamilyIndoor spacesGetting around

Claudia's House in Piazza del Campo
KitchenFamilyHospitality

Podere Piazza house with panoramic view
Indoor spacesKitchenShared spaces

Typical Tuscan Country House WITH A/C
KitchenIndoor spacesParks

Stone farmhouse in Val D'Orcia
FamilyIndoor spacesLocation

Poggio Bicchieri Holiday Farm - Memoria apartment
Indoor spacesKitchenLaundry

Next to castle of Villa-Siena. heart Francigena
Indoor spacesKitchenHospitality

Manor House - IlVillinoFarmhouse
FamilyIndoor spacesShared spaces
Family-friendly home rentals with a pool

Podere Casalino - Il Gatto
FamilyIndoor spacesAir conditioning

Relaxation and charm in the Chianti hills
FamilyIndoor spacesAmenities

Podere La Castellina - No. 3 JUNIPER
FamilyIndoor spacesBreakfast

Private Chianti Cottage, Garden & Vineyard Views
KitchenIndoor spacesSleep quality

Stone House with Exclusive Pool Codilungo in Chianti
FamilyIndoor spacesLaundry

Panoramic farmhouse with pool - Big Apartment
FamilyKitchenLong stay

Explore Chianti from a Charming Stone House
Indoor spacesFamilyAir conditioning

Poggio Massiccioli
Indoor spacesFamilyView
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $255 NZD | $221 NZD | $268 NZD | $279 NZD | $301 NZD | $302 NZD | $292 NZD | $294 NZD | $294 NZD | $285 NZD | $246 NZD | $270 NZD |
| 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 |
Destinations to explore
- Cottage rentals Siena
- Rentals with breakfast Siena
- Boutique hotels Siena
- Holiday home rentals Siena
- Serviced apartment rentals Siena
- Pet-friendly rentals Siena
- Rentals with pools Siena
- Bed and breakfasts Siena
- House rentals Siena
- Villa rentals Siena
- Condo rentals Siena
- Apartment rentals Siena
- Rentals with a hot tub Siena
- Hotel rooms Siena
- Family-friendly rentals Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Stazione Santa Maria Novella
- Mugello Circuit
- Parco Regionale Della Maremma
- Mercato Centrale
- Spiagge Bianche
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Things to do Siena
- Food tours Siena
- Cultural tours Siena
- Tastings Siena
- Cooking Siena
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Museums Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy







