
Holiday rentals with outdoor seating in Siena
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
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 - 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!

Podere Vergianoni nestled in Chianti with a pool
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.

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.

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.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

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.

Elegant flat+ rooftop 450mt from Piazza del Campo
Elegant, charming and large (150 squared metres) private apartment in the historic center of Siena only 450 mt from PIAZZA DEL CAMPO walking distance where the famous Horse Race THE PALIO takes place twice a year. It is on the THIRD FLOOR WITH LIFT and has a GREAT ROOFTOP AREA with spectacular 360 degrees view over the rooftops of Siena and the CHIANTI and Le CRETE. New Windows that isolate the two bedrooms for any noise from the street below!

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.

"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).

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.

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 outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Love in Chianti

Infinity pool in Chianti area

Siena Countryside Colle Ciupi

"La Lambarda" tower Suite

Casa Al Poggio & Chianti view

Casa Dante – Authentic Chianti Stay | Views & Relaxation

Antico Borgo Ripostena – n. 8 Old House

Charming converted Hayloft overlooking the Chianti Hills
Apartment rentals with outdoor seating

Il Campo area: house with A/C and panoramic terrace

OLIVE TREE APARTMENT - CHIANTI

Dimora dell'Erbe - Rooftop Apartment

Strada della Befana, the countryside in the city

Casa Bonari - a paradise for the eyes

Villa Bonelli - La Magnolia Apartment

Laura Chianti Holidays

Villa'Colombaiolo di Marciano', 28
Condo rentals with outdoor seating

Lornano Winery Farm - Villa ''Trebbiano''

Suite in historic Palace Tufi with Garage out LTZ

The View of Sangiorgio

Acciaiuoli Penthouse Florence Terrace View

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
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $225 NZD | $201 NZD | $235 NZD | $238 NZD | $245 NZD | $256 NZD | $250 NZD | $254 NZD | $250 NZD | $249 NZD | $214 NZD | $242 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 |
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 $69 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!
Destinations to explore
- Rentals with a fire pit Siena
- Rentals with an EV charger Siena
- Boutique hotels Siena
- Serviced apartment rentals Siena
- Rentals with breakfast Siena
- Holiday home rentals Siena
- Apartment rentals Siena
- Rentals with a hot tub Siena
- Rentals with a washing machine and dryer Siena
- Family-friendly rentals Siena
- Condo rentals Siena
- House rentals Siena
- Rentals with a patio Siena
- Fitness-friendly rentals Siena
- Pet-friendly rentals Siena
- Hotel rooms Siena
- Rentals with pools Siena
- Cottage rentals Siena
- Smoking-friendly rentals Siena
- Bed and breakfasts Siena
- Villa rentals Siena
- Rentals with a fireplace Siena
- 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
- Salvatore Ferragamo Museum
- Lake Trasimeno
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Fortezza da Basso
- Piazza della Repubblica
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Del Chianti
- Mugello Circuit
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Parco delle Cascine
- Boboli's Garden
- Spiagge Bianche
- Gulf of Baratti
- Basilica of Santa Croce
- Medici Chapel
- Things to do Siena
- Art and culture Siena
- Nature and outdoors Siena
- Sightseeing Siena
- Food and drink Siena
- Things to do Siena
- Sightseeing Siena
- Sports activities Siena
- Food and drink Siena
- Nature and outdoors Siena
- Art and culture Siena
- Tours Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Things to do Italy
- Entertainment Italy
- Tours Italy
- Sightseeing Italy
- Wellness Italy
- Nature and outdoors Italy
- Art and culture Italy
- Sports activities Italy
- Food and drink Italy







