
Holiday rentals with outdoor seating in Siena
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Siena

Total holiday rentals
Explore 270 holiday rentals in Siena

Nightly prices starting at
Siena holiday rentals start at $68 NZD per night before taxes and fees

Verified guest reviews
Over 17,800 verified reviews to help you choose

Family-friendly holiday rentals
140 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
270 of Siena holiday 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 Holiday Houses with Outdoor Seating in Siena
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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!

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

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.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

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.

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

I Tramonti di Eramo, Montepulciano city center.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

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.

Zona Il Campo casa con A/C e terrazzo panoramico
Entire bright and cozy accommodation just 200 MT from Piazza del Campo, 400 MT from the Duomo, with convenient car parking just 150 MT. 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. Smoking is not permitted inside the apartment; however, guests may smoke on the convenient terrace.

"Red Rose" apartment with view of Siena.
Caggiolo is a completely renovated farm consisting of several apartments, each with an independent entrance and private garden, with a 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).

Romantic, very central, with private garden
The recently renovated apartment is my home. It is located in the historic center of Siena, on the first floor of a Neoclassical building and consists of an entrance, living room with sofa bed and kitchenette, double bedroom, bathroom, storage room and small garden. Ideal for a romantic weekend.
Popular amenities for Siena outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Infinity pool in Chianti area

House with a breathless view in Tuscany

Alma Vignoni - Vignoni Val d 'Orcia - Bagno Vignoni

Costalmandorlo, a rustic home in the heart of Tuscany

Casa Al Poggio & Chianti view

Explore Chianti from a Charming Stone House

A green oasis in the historic center.

Casa Dante – Authentic Chianti Stay | Views & Relaxation
Apartment rentals with outdoor seating

Elegant flat+ rooftop 450mt from Piazza del Campo

OLIVE TREE APARTMENT - CHIANTI

Renascentia penthouse with terrace

Strada della Befana, the countryside in the city

Casa Bonari - a paradise for the eyes

Villa Bonelli - La Magnolia Apartment

Laura Chianti Holidays

Le Camelie Suite. Belle Époque Rural Retreat in Siena
Condo rentals with outdoor seating

Lornano Winery Farm - Villa ''Trebbiano''

[9 minutes from Montalcino] Elegant House Mafalda

The View of Sangiorgio

The roof terrace

Exclusive Florence Penthouse with city views

quiet oasis large garden right in the centre Duomo

In the center of "La Fonte" with parking space and garden

La Casetta
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $222 NZD | $198 NZD | $232 NZD | $236 NZD | $242 NZD | $252 NZD | $247 NZD | $251 NZD | $247 NZD | $246 NZD | $212 NZD | $239 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
- Rentals with a fire pit Siena
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- Rentals with outdoor seating Siena
- Rentals with outdoor seating Tuscany
- Rentals with outdoor seating Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Lake Trasimeno
- Marina di Cecina
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Del Chianti
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Pitti Palace
- Mugello Circuit
- Parco delle Cascine
- Palazzo Vecchio
- Spiagge Bianche
- Boboli's Garden
- Gulf of Baratti
- Avignonesi Winery Fattoria Le Capezzine
- Piazza della Signoria
- Things to do Siena
- Food and drink Siena
- Art and culture Siena
- Sightseeing Siena
- Nature and outdoors Siena
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Sports activities Siena
- Tours Siena
- Food and drink Siena
- Nature and outdoors Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Entertainment Tuscany
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- Tours Tuscany
- Things to do Italy
- Sightseeing Italy
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- Wellness Italy
- Nature and outdoors Italy
- Tours Italy
- Art and culture Italy







