
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 $35 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.
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Apartment in a Tuscan farmhouse at Le Pietre Vive
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.
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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.
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Agriturismo La Villa - L'Olivo, Pool & Hot Tub
Immersed in the green woods of the Senese hills, the beating heart of Tuscany, lies the La Villa estate. Characterized by a large park with swimming pool, gazebo, barbecue area and relaxation area, the farmhouse stands out for its strong link with the Tuscan tradition: a suggestive path will guide you to discover the woods surrounding the farm among olive trees and fields of lavender in bloom, among which you can forget the passage of time and enjoy the charms of nature.
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Casa dell'Onda 25
Welcome to our charming apartment in the historic center of Siena, just 100 meters from Piazza del Campo and 350 meters from the Duomo. A haven of peace, expertly renovated to offer you maximum comfort while keeping its charming, original rustic style intact. It offers a bright living room, a fully equipped kitchen, an elegant bedroom, and a panoramic view of the city that will make your stay unforgettable. Traditional restaurants and shops are right outside the door.
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Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
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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.
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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.
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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!
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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
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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.
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Secret Garden Siena
A beautiful house located inside the city walls of Siena. The house develops on two floors has three bedrooms and two toilets. The real strong point of this location is the private garden. Walking distance to all the main attractions.
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Popular amenities for Siena family-friendly rentals
Family-friendly home rentals with a hot tub

La Pieve - the house next to the church
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White lily with a view of Siena
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Villa di Geggiano – Guesthouse
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PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
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LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
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Farmhouse in Chianti with Swimming Pool
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Palazzo Monaci - Pool in the Crete Senesi
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Nada Home
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Family- and pet-friendly home rentals

Podere Piazza house with panoramic view
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Claudia's House in Piazza del Campo
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Borgo Ripostena – No. 9 Oil Mill
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CASA WOW panoramic terrace * . *
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Tuscan Barn Apartment for 6 with panoramic pool
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Celeste – The color of the summer sky in Tuscany
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Poggio Bicchieri Holiday Farm - Memoria apartment
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Stone farmhouse in Val D'Orcia
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Family-friendly home rentals with a pool

Loggia 1 in farmhouse with shared pool
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Comfort Apartment in the Chianti Vineyards
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Private Chianti Cottage, Garden & Vineyard Views
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Explore Chianti from a Charming Stone House
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Infinity pool in Chianti 1
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Podere Casalino - Il Gatto
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Panoramic farmhouse with pool - Big Apartment
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Stone House with Exclusive Pool Codilungo in Chianti
FamilyIndoor spacesBiking
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $261 NZD | $226 NZD | $275 NZD | $285 NZD | $308 NZD | $310 NZD | $299 NZD | $301 NZD | $301 NZD | $292 NZD | $252 NZD | $277 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
- Holiday home rentals Siena
- Boutique hotels Siena
- Serviced apartment rentals Siena
- Pet-friendly rentals Siena
- Rentals with pools Siena
- Bed and breakfasts Siena
- Condo rentals Siena
- Villa rentals Siena
- House rentals Siena
- Rentals with a hot tub Siena
- Apartment rentals 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
- Stazione Santa Maria Novella
- Cala Violina
- Parco Regionale Della Maremma
- Mugello Circuit
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mercato Centrale
- Spiagge Bianche
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- 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
- Museums Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors 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
- Food tours Tuscany
- Outdoors Tuscany
- Galleries 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
- Cooking Italy
- Food tours 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







