
Holiday rentals with outdoor seating near Siena Cathedral
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Top-rated outdoor seating rentals near Siena Cathedral
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Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

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.

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Domus Nannini - L'Angolo di Paradiso Spa (Spa)
Sienese Charm & Private SPA in the Heart of Siena. Experience the perfect blend of Tuscan history and modern wellness in this apartment located in the heart of Siena's historic center. Recently renovated with modern comforts, enjoy peace and quiet thanks to triple-glazed acoustic windows that shut out the city noise. The apartment is fully equipped with air conditioning and central heating. Stay in the center of the action while enjoying the silence and luxury of a high-end retreat.

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

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.

Terrace with a view of the Campo A/C area, parking 150 meters away
Intero alloggio luminoso e accogliente a soli 200 MT da piazza del Campo, 400 MT dal Duomo, con comodo parcheggio auto a soli 150 MT. Ampio terrazzo panoramico, mobilio artigianato senese fine '800, nel cuore della Contrada dell' Onda Tutti i servizi raggiungibili a piedi. Soltanto 5 scalini per l'ingresso. All'interno dell'appartamento non è consentito fumare, è tuttavia possibile farlo sul comodo terrazzo.

Casa Tecla at the City Walls
Entire newly renovated apartment, completely new, equipped with all comforts and furnished as a first home. Attention is paid to the smallest details, combining classic Tuscan style with a more modern touch. Located next to Porta Fontebranda, one of the main access roads to the city, a limited traffic area and easily reachable by public transport or by car/motorcycle.

CASA WOW panoramic terrace * . *
Nel cuore di Siena con una terrazza panoramica. La casa offre un sapore sincero, realmente vissuto da una famiglia italiana: con arredi di pregevole antiquariato e moderni confort, cimeli di viaggi, libri e riviste. Ideale per due coppie di amici o una famiglia con bambini. Ammessi gli animali non molesti. Wifi gratuito 24 h. LGBTQ friendly. CIN: IT052032C2EQVX5ICB

Terrace with a view of Siena
A fianco della Basilica di San Domenico, a pochissimi passi dal Duomo e da Piazza del Campo, in questo splendido ed elegante attico potrete godere della splendida vista e della comodità di raggiungere a piedi in pochi minuti tutti i maggiori punti di interesse della città.

Casale Santa Barbara - Exclusive Apartment
Your private Tuscan retreat between Pienza and Montepulciano. A spacious 100 m² apartment for two, with exclusive access, a large private garden and breathtaking views over the Val d’Orcia hills. Elegance, calm and authenticity — just you… and Tuscany.
Popular amenities for outdoor seating rentals near Siena Cathedral
Holiday House Rentals with Outdoor Seating

Private Chianti Cottage, Garden & Vineyard Views

Love in Chianti

Siena Countryside Colle Ciupi

A green oasis in the historic center.

Relaxation and charm in the Chianti hills

Raffaella's House in Chianti

Casa Dante – Authentic Chianti Stay | Views & Relaxation

Podere Piazza house with panoramic view
Apartment rentals with outdoor seating

"Red Rose" apartment with view of Siena.

Elegant flat+ rooftop 450mt from Piazza del Campo

Dimora dell'Erbe - Rooftop Apartment

I Tramonti di Eramo, downtown Montepulciano.

Strada della Befana, the countryside in the city

San Miniato - Panoramic terrace in the historic center

Villa'Colombaiolo di Marciano', 28

At Paola's in Chianti
Condo rentals with outdoor seating

Suite in historic Palace Tufi with Garage out LTZ

The Nest in Chianti

Chianti, elegant barn among vineyards and pool

Panoramic attic in old town of Siena

Amazing Apartment near Piazza Grande w/ Terrace

Pink like the sunset sky

rare large private garden right in Siena centre

Peaceful hideaway in a 11th century Tuscan village
Other holiday rentals with outdoor seating

Amazing Tuscany Villa, FREE parking

Farmhouse Fattoria La Parita

Luxury Medieval Tower • Exclusive Chianti Stay

Live the Tuscany Experience in Our Country House

Cri's Loft with a view and parking space

Poggiolo

Fine house with altana and panoramic terrace

Suite in Castello di Valle
Destinations to explore
- House rentals Siena Cathedral
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- Rentals with a washing machine and dryer Siena Cathedral
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- Condo rentals Siena Cathedral
- Rentals with a fireplace Siena Cathedral
- Serviced apartment rentals Siena Cathedral
- Rentals with breakfast Siena Cathedral
- Rentals with a patio Siena Cathedral
- Rentals with outdoor seating Tuscany
- Rentals with outdoor seating Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Lake Trasimeno
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Uffizi Gallery
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Fortezza da Basso
- Mugello Circuit
- Piazzale Michelangelo
- Spiagge Bianche
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Parco delle Cascine
- Gulf of Baratti
- Medici Chapel
- Basilica of Santa Croce
- Piazza della Signoria





