
Family-friendly rentals near Siena Cathedral
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Top-rated family-friendly rentals near Siena Cathedral
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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!

Charming Tuscan Villa with View forFamily&Friends
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!

Florence Sunset Hills • Giogoli
Escape to the peaceful hills of Giogoli where authentic Tuscan charm meets breathtaking views of Florence.Just 15 minutes from the city center and the Chianti countryside, this elegant home is the perfect base for exploring Tuscany while enjoying quiet mornings, unforgettable sunsets, and the beauty of the surrounding landscape. Surrounded by nature but close to the region's most iconic spots, it's the ideal retreat for anyone looking for comfort, tranquility, and a genuinely Tuscan experience

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

apartment under the Duomo
Cozy and functional apartment just renovated in the heart of the historic center that allows you to easily walk to all the points of interest in the city. The apartment is about 100 square meters and consists of 1 double bedroom, 1 bedroom with two single beds, 2 bathrooms with shower, a large living room with a double sofa bed, a kitchen and a storage room. The kitchen is equipped with refrigerator, oven and dishwasher. The apartment is also equipped with independent heating and Wi-Fi

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.

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.

The Door Next Door 2.0
Charming apartment in rustic style. It is located in the historic center of Siena in a perfect location for visiting all the historical sites, attractions and shopping area of Siena on foot. In five minutes, you can reach Piazza del Duomo with its museum and the "Santa Maria Assunta" Cathedral. 600 meters away you can reach the enchanting Piazza del Campo where the "Palio", the traditional horse race, takes place on July 2 and August 16.

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!

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

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.

Amazing Cott. in the heart of Siena
Fantastic apartment recently renovated by a famous architect from Siena. It is sited in the garden of the manor house in the heart of the city. A corner of paradise where you can relax few steps from the main tourist attractions.
Popular amenities for family-friendly rentals near Siena Cathedral
Family-friendly home rentals with a hot tub

Palazzo del Taja - in the center with whirlpool

Domus Nannini - Loggia Salimbeni SPA

Villa di Geggiano – Guesthouse

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

White lily with a view of Siena

Green Dome @ The Land Before Time Retreats

Palazzo Monaci - Pool in the Crete Senesi

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

Authentic Tuscan Country House WITH A/C

Claudia's House in Piazza del Campo

•Il Chiostro• A gem in the heart of Siena

A BALCONY ON THE PIAZZA OF THE PALIO

Poggio Bicchieri Holiday Farm - Memoria apartment

Vintage apartment 400m from PalioPiazza del Campo Siena

Villa Bonelli - La Magnolia Apartment

Rural Tuscany | Family farmstay with restaurant
Family-friendly home rentals with a pool

Podere Tignano, 4-bedroom villa in the Chianti!

Relaxation and charm in the Chianti hills

Stone House with Exclusive Pool Codilungo in Chianti

Podere La Castellina - No. 1 COTTAGE

Villa Capanna, Private Pool, Breathtaking Views

la Balza

The Castle of Ferrano - Castle in Tuscany

Wine Experience Villa in Montepulciano
Family-friendly home rentals with Wi-Fi

Terrace with a view of Siena

Cuore del Campo: Terrace, A/C, parking, 150 m

A bright loft near Piazza del Campo

Apartment in Piazza del Campo-Balcone delle Aquile

Il Fienile, Luxury Apartment in the Tuscan Hills

Piazza del Campo Honeymoon Suite: romantic gateway

Renovated flat 50 meters from Piazza del Campo

Charming apartment in the heart of Siena
Destinations to explore
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- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Parco Regionale Della Maremma
- Cala Violina
- Stazione Santa Maria Novella
- Mercato Centrale
- Spiagge Bianche
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden





