
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.
FamilyIndoor spacesHot tub

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!
KitchenIndoor spacesHeating

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.
FamilyIndoor spacesValue

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.
Indoor spacesKitchenQuiet

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.
KitchenIndoor spacesView

La Villa Farmhouse - Chestnut, Pool & Garden
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.
KitchenFamilyNearby

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.
KitchenIndoor spacesNearby

Claudia's House in Piazza del Campo
"The terrace overlooking Piazza del Campo" An elegant period residence, in a 13th-century building, directly overlooking Piazza del Campo, where you will be welcomed by 3 bedrooms with 5 beds, a bathroom with shower, a large living room, a kitchen and a very large living room with fully frescoed ceilings. Our guests will be welcomed in a wonderful and quiet apartment where they can enjoy the beautiful view directly on Piazza del Campo
KitchenIndoor spacesParking

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.
KitchenIndoor spacesBathroom

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!
KitchenIndoor spacesCleanliness

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.
KitchenFamilyValue

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.
KitchenIndoor spacesCheck-in
Popular amenities for Siena family-friendly rentals
Family-friendly home rentals with a hot tub

La Pieve - the house next to the church
FamilyKitchenBarbecue

PIERFANTINI private Chianti house ♿️ 🏊♂️ 🐶
Indoor spacesFamilyQuiet

Palazzo Monaci - Pool in the Crete Senesi
FamilyIndoor spacesNearby

Villa di Geggiano – Guesthouse
KitchenIndoor spacesBiking

Amazing Tuscany Villa, FREE parking
Indoor spacesFamilyTV

White lily with a view of Siena
FamilyKitchenAir conditioning

Farmhouse in Chianti with Swimming Pool
FamilyKitchenPool

Nada Home
Indoor spacesFamilyAmenities
Family- and pet-friendly home rentals

Tuscan Barn Apartment for 6 with panoramic pool
Indoor spacesFamilyWalkability

Podere Piazza house with panoramic view
KitchenIndoor spacesBathroom

Borgo Ripostena – No. 9 Oil Mill
KitchenIndoor spacesLocation

A BALCONY ON THE PIAZZA OF THE PALIO
KitchenFamilyParking

CASA WOW panoramic terrace * . *
Indoor spacesFamilyQuiet

Celeste – The color of the summer sky in Tuscany
KitchenFamilyPool

La Dimora del Luca
KitchenIndoor spacesLocation

Panoramic farmhouse with pool - Big Apartment
Indoor spacesKitchenPets
Family-friendly home rentals with a pool

Podere La Castellina - No. 1 COTTAGE
Indoor spacesKitchenShared spaces

Private Chianti Cottage, Garden & Vineyard Views
FamilyKitchenBarbecue

Loggia 1 in farmhouse with shared pool
Indoor spacesFamilyHospitality

Explore Chianti from a Charming Stone House
FamilyKitchenLong stay

Podere Casalino - Il Gatto
KitchenFamilyOutdoor spaces

Elegant farmhouse Siena
FamilyIndoor spacesPool

Manor House - IlVillinoFarmhouse
FamilyKitchenLayout

Stone House with Exclusive Pool Codilungo in Chianti
Indoor spacesKitchenGetting around
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $258 NZD | $224 NZD | $272 NZD | $282 NZD | $305 NZD | $306 NZD | $296 NZD | $298 NZD | $298 NZD | $289 NZD | $250 NZD | $274 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
- Boutique hotels Siena
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- Bed and breakfasts Siena
- Rentals with pools Siena
- Cottage rentals Siena
- House rentals Siena
- Villa rentals Siena
- Rentals with a hot tub Siena
- Hotel rooms Siena
- Rentals with breakfast Siena
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- 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
- Fortezza da Basso
- Gulf of Baratti
- Uffizi Gallery
- Piazza della Repubblica
- Parco delle Cascine
- Piazzale Michelangelo
- Del Chianti
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Things to do Siena
- Food tours Siena
- Tastings Siena
- Cooking Siena
- Cultural tours Siena
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Food tours Siena
- Museums Siena
- Cultural tours Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Outdoors Siena
- Dining Siena
- Things to do Tuscany
- Flying Tuscany
- Water sports Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Outdoors Tuscany
- Galleries Tuscany
- Wildlife Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Food tours Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Shopping and fashion Tuscany
- Cooking Tuscany
- Landmarks Tuscany
- Things to do Italy
- Workouts Italy
- Cooking Italy
- Shopping and fashion Italy
- Cultural tours Italy
- Tastings Italy
- Wildlife Italy
- Flying Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Water sports Italy
- Wellness Italy
- Architecture Italy
- Food tours Italy







