
Holiday houses in Siena
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Top-rated holiday rentals in Siena
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Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.

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.

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.

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, equipped kitchen, large living room and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room for those who request it). We recommend the car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Strategic location for visiting Tuscany and Umbria.

Renovated flat 50 meters from Piazza del Campo
Apartment in the historic center of Siena, just 50 meters from Piazza del Campo. The accommodation was completely renovated in 2019. The restoration was carried out trying to keep its main features intact, but adding all the necessary equipment to today's way of life. The apartment is an ideal place for those who want to visit and experience the city; In fact, all the monuments and attractions of the historic center can be reached on foot in a few minutes.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Palazzo del Taja - in the center with whirlpool
Brand new apartment just renovated, located inside the historic Palazzo del Taja in the heart of Siena's historic center, a few meters from Piazza del Campo and the city's main attractions. Subjected to a renovation attentive to details, the apartment is elegant, bright, welcoming and quiet. Complete with every comfort, including a beautiful bathroom with a whirlpool tub, to offer an unforgettable stay to our customers.

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.

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.
Popular amenities for Siena holiday rentals
Other great holiday rentals in Siena

Casa Tòrta - comfort room

The Arches of Corsanello | Apt "Siena" x 3

Charm and Comfort

Suite in historic Palace Tufi with Garage out LTZ

Tuscan Hillside Views from a Charming Country Home

apartment sopralefonti

Cipressini 2 - pool and amazing views

Pociano.1863 The Horizon Suite
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $180 NZD | $168 NZD | $192 NZD | $215 NZD | $229 NZD | $237 NZD | $230 NZD | $234 NZD | $223 NZD | $215 NZD | $188 NZD | $194 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 |
Frequently Asked Questions
What types of vacation rentals are available in Siena?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Siena. From over 100 house rentals to over 730 apartment rentals, we've got you covered.
Are there pet-friendly bed and breakfast rentals in Siena?
Four-legged friends are welcome in Siena. Choose from more than 30 bed and breakfast rentals for guests traveling with pets.
Do hotel rentals in Siena have self check-in?
Absolutely! We offer over 10 hotel rentals with self check-in in Siena. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly villa rentals in Siena?
Siena has more than 20 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there condo rentals with a dedicated workspace in Siena?
Yes! Work meets play with ease at over 150 condo rentals in Siena featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do villa rentals in Siena have a bbq area?
Absolutely! We offer over 10 villa rentals with a bbq area in Siena. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Siena have wifi?
Absolutely! We offer over 70 bed and breakfast rentals with wifi in Siena. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in boutique hotel rentals in Siena?
Experience the best of Siena with our boutique hotel rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Siena villa rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 villa rentals with pools in Siena, available on Airbnb. Make a splash and soak up the sun in style!
Do apartment rentals in Siena have a gym?
Absolutely! We offer over 10 apartment rentals with a gym in Siena. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Siena

Total holiday rentals
Explore 1,390 holiday rentals in Siena

Nightly prices starting at
Siena holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 76,560 verified reviews to help you choose

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

Pet-friendly accommodation
Find 510 rentals that welcome pets

Holiday rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
630 properties have a dedicated workspace

Wi-Fi availability
1,310 of Siena holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Siena rentals

4.8 Average rating
Siena stays are highly rated by guests—averaging 4.8 out of 5!
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- Santa Maria Novella
- Piazzale Michelangelo
- Lake Trasimeno
- Duomo di Firenze
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Spiagge bianche
- Gulf of Baratti
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Kite Beach Fiumara
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Mugello Circuit
- Spiaggia Marina di Cecina
- Stadio Artemio Franchi
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