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

Total vacation rentals
Explore 560 vacation rentals in Siena

Nightly prices starting at
Siena vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

Verified guest reviews
Over 29,110 verified reviews to help you choose

Pet-friendly vacation rentals
Find 200 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
280 properties have a dedicated workspace

Wi-Fi availability
540 of Siena vacation rentals include wi-fi 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!
Top-rated family-friendly rentals in Siena
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient and historic property dating back to the 17th century, located in the beautiful hills of Chianti in Tuscany, with the possibility of organizing a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults, with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard, you'll find a saltwater swimming pool with a relaxation area on a panoramic terrace overlooking the castle, hills, and vineyards, with incomparable sunsets.

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

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.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

Podere Piazza house with panoramic view
Podere Piazza ist ein Landgut, hat seinen Ursprung im 15. Jahrhundert, das Ferienhaus wurde Anfang 17. Jahrhundert erbaut. Podere Piazza war der Wohnsitz von Alessandro Cervini degli Spannocchi, der am 29 Mai 1747 zum Erzbischof von Siena ernannt wurde, er war ein Nobile di Montepulciano und Patrizier von Siena. Die Gebäude von Podere Piazza tragen noch heute sein Wappen. Somit erklärt sich auch unser Kirchlein, am Straßenabzweig, davor rechts zur Pinienallee und links in die Einfahrt.

Siena UpTown | Sabrina's Cozy Apartment
Cozy Apartment: Renovated studio of approximately 35 sqm in the heart of Siena, with a living area, kitchinette, and bathroom. Round King Size bed (220x220cm). Loft bed available for a third guest. Private parking included and located outside the ZTL. Bright, well-maintained, and fully equipped for a comfortable stay. Piazza del Campo in !5 minutes on foot. Quite and well served area, romantic and relaxing atmoshere. Wi-Fi included. Flexible check-in on request. Perfect stay.

•Il Chiostro• A gem in the heart of Siena
Il Chiostro is a characteristic apartment located in the heart of the center of Siena, part of a historic Sienese building dating back to the 1200s! Most appreciated features: ★ Super central location ★ ★ Unique historic architecture ★ ★ Peaceful and quiet environment ★ ★ Very large spaces ★ An excellent solution for those who want to fully experience the city, immerse themselves in its incredible historical atmosphere and enjoy the Tuscan flavor of a unique holiday!

Il Campo area, Duomo, Chigiana, Casa Terrazzo A/C
Bright and cozy entire accommodation just 200 meters from Piazza del Campo, 400 meters from the Duomo, and 300 meters from the Chigiana, with convenient car parking just 150 meters away. Large panoramic terrace, fine 19th century Sienese handcrafted furniture, in the heart of the Contrada dell 'Onda All amenities within walking distance. Only 5 steps to the entrance. Smoking is not allowed inside the apartment, however it is possible to smoke on the comfortable terrace.

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.

"Villa Daisy" overlooking Siena
Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in 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).

Emilio's home
Casa Emilio is located in the heart of Siena, close to Piazza del Campo and from the major points of interest of the city. It is composed by two bedrooms, one master bedroom and one single bedroom, a bathroom, a full furnished kitchen, a large living room and a computer room. The total area is about 90 s.m. It's a lovely place for the family, for couples and for who travels for a work.

Borgo Ripostena – No. 8 Casa Vecchia
Charming cottage in the heart of Tuscany on a peaceful property surrounded by 5 hectares of private gardens and forest. The apartment has stunning views over San Gimignano and the Chianti Hills. One of the two bedrooms has air conditioning.
Popular amenities for Siena family-friendly rentals
Family-friendly home rentals with a hot tub

From Simone, podere santi Lucia and Pietro

Amazing Tuscany Villa, FREE parking

Torretta Apartment

Le Rondini - where it all began

Luxury frescoed apartment in the historical center

Villa unesco heritage, Jacuzzi & garden. BB Daria
Wp Relais Villa Vignalunga

Villa'Colombaiolo di Marciano', 28
Family- and pet-friendly home rentals

CASA WOW panoramic terrace * . *

Beautiful medieval village!!!

Celeste – The color of the summer sky in Tuscany

The Door Next Door 2.0

A BALCONY ON THE PIAZZA OF THE PALIO

Panoramic attic in old town of Siena
La Piazzetta - Cozy open space in the historic center of Montepulciano

The Tower of Corsanello
Family-friendly home rentals with a pool

Infinity pool in Chianti area

Private Chianti Cottage, Garden & Vineyard Views

Siena - apartment in the countryside near Siena

Stone House with Exclusive Pool Codilungo in Chianti

Historic Estate near Siena with swimmingpool

Relaxation and charm in the Chianti hills

Elegant farmhouse Siena

Podere Casalino - Il Gatto
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 551 | ﺩ.ﺇ 477 | ﺩ.ﺇ 580 | ﺩ.ﺇ 584 | ﺩ.ﺇ 599 | ﺩ.ﺇ 654 | ﺩ.ﺇ 632 | ﺩ.ﺇ 635 | ﺩ.ﺇ 635 | ﺩ.ﺇ 617 | ﺩ.ﺇ 533 | ﺩ.ﺇ 584 |
| 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
- Rentals with a fire pit Siena
- Cottage rentals Siena
- Rentals with an EV charger Siena
- Rentals with breakfast Siena
- Boutique hotels Siena
- Vacation home rentals Siena
- Serviced apartment rentals Siena
- Pet-friendly rentals Siena
- Rentals with pools Siena
- Rentals with a fireplace Siena
- Bed and breakfasts Siena
- Rentals with a patio Siena
- Smoking-friendly rentals Siena
- Villa rentals Siena
- House rentals Siena
- Condo rentals Siena
- Rentals with a washer and dryer Siena
- Rentals with outdoor seating Siena
- Apartment rentals Siena
- Hotel rooms Siena
- Fitness-friendly rentals Siena
- Rentals with a hot tub Siena
- Family-friendly rentals Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Cala Violina
- Mercato Centrale
- Parco Regionale Della Maremma
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Stazione Santa Maria Novella
- Piazza della Repubblica
- Spiagge Bianche
- Del Chianti
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Gulf of Baratti
- Palazzo Vecchio
- Boboli's Garden
- Piazza della Signoria
- Things to do Siena
- Art and culture Siena
- Nature and outdoors Siena
- Tours Siena
- Sightseeing Siena
- Food and drink Siena
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Nature and outdoors Siena
- Food and drink Siena
- Sports activities Siena
- Tours Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Food and drink Italy
- Art and culture Italy
- Wellness Italy
- Nature and outdoors Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy







