
Family-friendly vacation 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.

Podere Vergianoni immerso nelChianti con piscina
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Siena historic center, "I Pellegrini"
A small and cute niche inside an imposing and beautiful historic building near Piazza del Campo. Overlooking you can see the sunset on the great Church of San Domenico. The strengths are the location, the brightness and the silence despite being in the historic center, the attention to functionality and cleanliness. Many stairs, but low, wide and beautiful, in fact, are protected as a monument. For those who want to immerse themselves in the magical atmosphere of the medieval historic center🤍

Farmhouse with pool in Chianti
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 on the first floor of the main farmhouse, with independent access and garden with trees. The rustic furnishings in the classic Tuscan style, with wooden beam ceilings and terracotta floors give a characteristic touch to the environment.

Monteriggioni Castello, holiday house in Tuscany
Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Casa Fusari - Apartment next to the Duomo
! Please check the house rules before booking ! Completely renovated apartment with fine finishes located in a building of 1746, one minute walk from Piazza del Duomo and two minutes from Piazza del Campo. Strategic position in the heart of the historic center, very convenient raised ground floor from which you can see part of the Duomo, next to the apartment you will find two great restaurants. A few steps away you will also find the escalator to the parking lot Santa Caterina.

[NEW] Modern Central Studio with parking space
Welcome to my new modern studio located a few steps from the center of Siena. The central location of the apartment and the private parking for your car is the perfect solution that will allow you to discover and visit all the Sienese wonders on foot and in a few minutes. Super comfortable and ideal for living and visiting the pulsating heart of the city of Siena and its surroundings, being also a few km from the highway. Looking forward to hosting you!

Olympia's House
A few steps from the wonders of Siena, this apartment combines comfort and refinement. Two bedrooms, two bathrooms, studied lights, careful design and tastefully chosen materials. Outside the ZTL but close to the center, with convenient parking and escalators 500 meters away. A contemporary retreat where you can feel at home and live the authentic soul of the city, between history, beauty and harmony.

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

The rooftop terrace
Bright and cozy 95 sqm apartment located on the 4th floor without elevator of a notified building in the heart of the city a few steps from Piazza del Campo, the Duomo and the major attractions of the city. A splendid view overlooking the rooftops will frame your apartment from which you can see the Torre del Mangia, the Basilica dei Servi and the wonderful Val d'Orcia.

Poggio Bicchieri Holiday Farm - Poesia apartment
Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

Very central house with terrace and split hot air
Entire bright and cozy accommodation just 200 meters from Piazza del Campo, 400 meters from the Cathedral, with convenient car parking just 150 meters away. The beauty and quiet of the countryside in the historic center, enjoyable from the terrace. All amenities within walking distance. Only 5 steps to the entrance.

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

Il Fienile, Cottage in the country with Jacuzzi

Amazing Tuscany Villa, FREE parking

"Sunflower" apartment with view of Siena

San Giovanni in Poggio, villa Meriggio 95mq

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

Villa di Geggiano – Guesthouse

Luxury frescoed apartment in the historical center

La Casetta
Family- and pet-friendly home rentals

Sergio's House

Tuscan cottage with an heavenly view

Luce in Provenzano

Elegant vintage decorated home in the old Siena

Il Tinaio Suite. A former cellar

Countryside Cottage With View - Le Rondini apt

Villa Bonelli - La Magnolia Apartment

Cosy apartment in medieval Siena
Family-friendly home rentals with a pool

Tenuta Chiudendone in Tuscany

Infinity pool in Chianti area

Explore nature in the center of Vigneti Chianti

Podere Guidi

Countryside Dream farm in Tuscany

Siena Country Loft Hideway

Country house 9 km to Florence-2+1g,free parking

Nada Home
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,951 GYD | G$23,817 GYD | G$30,293 GYD | G$33,218 GYD | G$34,054 GYD | G$37,188 GYD | G$35,934 GYD | G$36,143 GYD | G$36,143 GYD | G$33,218 GYD | G$27,577 GYD | G$28,413 GYD |
| 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 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 G$4,178 GYD per night before taxes and fees

Verified guest reviews
Over 28,180 verified reviews to help you choose

Pet-friendly vacation rentals
Find 210 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wi-Fi availability
530 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!
Destinations to explore
- Provence Vacation rentals
- Rome Vacation rentals
- Milan Vacation rentals
- Nice Vacation rentals
- Florence Vacation rentals
- Venice Vacation rentals
- Francavilla al Mare Vacation rentals
- Naples Vacation rentals
- Marseille Vacation rentals
- Cannes Vacation rentals
- Italian Riviera Vacation rentals
- Bologna Vacation rentals
- Serviced apartment rentals Siena
- Rentals with an EV charger Siena
- Rentals with breakfast Siena
- Boutique hotels Siena
- Vacation home rentals Siena
- Rentals with a hot tub Siena
- Smoking-friendly rentals Siena
- Apartment rentals Siena
- Bed and breakfasts Siena
- Rentals with a fire pit Siena
- Fitness-friendly rentals Siena
- Cottage rentals Siena
- Pet-friendly rentals Siena
- Rentals with outdoor seating Siena
- Hotel rooms Siena
- Rentals with a fireplace Siena
- Rentals with pools Siena
- House rentals Siena
- Rentals with a patio Siena
- Condo rentals Siena
- Villa rentals Siena
- Rentals with a washer and dryer Siena
- Family-friendly rentals Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Cala Violina
- Mercato Centrale
- Gulf of Baratti
- Uffizi Gallery
- Fortezza da Basso
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Mugello Circuit
- Kite Beach Fiumara
- Spiagge bianche
- The Boboli Gardens
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Spiaggia Marina di Cecina
- Stadio Artemio Franchi
- Things to do Siena
- Tours Siena
- Nature and outdoors Siena
- Art and culture Siena
- Sightseeing Siena
- Food and drink Siena
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Sports activities Siena
- Food and drink Siena
- Tours Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Art and culture Tuscany
- Nature and outdoors Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Food and drink Tuscany
- Things to do Italy
- Tours Italy
- Food and drink Italy
- Wellness Italy
- Nature and outdoors Italy
- Art and culture Italy
- Sightseeing Italy
- Entertainment Italy
- Sports activities Italy






