
Vacation rentals in Siena
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Top-rated vacation rentals in Siena
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Podere Vergianoni immerso nelChianti con piscina
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.

Old Farmhouse near Panzano Castle Abbacìo
The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Piazza del Campo Honeymoon Suite: romantic gateway
The 800-year-old Palazzo Accarigi, a Palazzo-Tower overlooking Piazza del Campo, offers a dreamy suite for Honeymoons and Anniversaries. As inside a fairy-tale, you will sleep in a princely baldaquin with a magnificent view of Piazza del Campo, while the highest quality noise-reducing windows will ensure you the quietest stay This suite offers a private and safe place to live the most authentic Tuscan lifestyle: plan to stay more days, use this flat as a base to explore Siena province.

Monteriggioni Castello, holiday house in Tuscany
Il nostro alloggio è un edificio storico che risale alla costruzione del castello. È stato recentemente restaurato e arredato con cura in tutti i dettagli. È molto accogliente e dispone di tutti i più moderni servizi. I turisti che decideranno di essere nostri ospiti, avranno il vantaggio di vivere nell' ambiente medievale del castello, usufruendo di tutti i confort. Si sentiranno coccolati e avranno l'opportunità di tornare indientro vivendo un' esperienza unica e indimenticabile.

Casa Fusari - Apartment next to the Duomo
! Please check the house rules before booking ! Completely renovated apartment with fine finishes located in a building of 1746, one minute walk from Piazza del Duomo and two minutes from Piazza del Campo. Strategic position in the heart of the historic center, very convenient raised ground floor from which you can see part of the Duomo, next to the apartment you will find two great restaurants. A few steps away you will also find the escalator to the parking lot Santa Caterina.

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.

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.

"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).

A BALCONY ON THE PIAZZA OF THE PALIO
Three windows with balcony overlooking Piazza del Campo that allows access to an exclusive terrace with breathtaking views of the Piazza del Palio and the Palazzo Pubblico. One bedroom, large super-equipped kitchen. Sofa bed available to comfortably accommodate up to 4 people

Palazzo Bichi Ruspoli-Historical Home-Very Central
Historical Home Palazzo Bichi Ruspoli is situated on the elegant main street, in the heart of Siena. Located in a beautiful and ancient medieval building, the house is on the third floor with elevator and has a stunning view on the city.
Popular amenities for Siena vacation rentals
Siena house rentals

Infinity pool in Chianti area

StageROOM03 - Idyllic Chianti cottage near Siena

Casa Al Poggio & Chianti view

A green oasis in the historic center.

Raffaella's House in Chianti

Podere Piazza house with panoramic view

Charming converted Hayloft overlooking the Chianti Hills

Garden House
Other great vacation rentals in Siena

Apartment in Piazza del Campo-Balcone delle Aquile

Amazing Tuscany Villa, FREE parking

Farmhouse Fattoria La Parita

San Giovanni in Poggio, villa Meriggio 95mq

Siena Country Loft Hideway

Panoramic attic in old town of Siena

Renovated flat 50 meters from Piazza del Campo

Il Tinaio Suite. A former cellar
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,780 ZAR | R1,659 ZAR | R1,901 ZAR | R2,126 ZAR | R2,264 ZAR | R2,351 ZAR | R2,230 ZAR | R2,264 ZAR | R2,247 ZAR | R2,126 ZAR | R1,867 ZAR | R1,918 ZAR | 
| 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 740 apartment rentals, we've got you covered. 
- Are there pet-friendly house rentals in Siena? - Four-legged friends are welcome in Siena. Choose from more than 40 house 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 apartment rentals in Siena? - Siena has more than 330 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers. 
- Are there boutique hotel rentals with a dedicated workspace in Siena? - Yes! Work meets play with ease at over 10 boutique hotel rentals in Siena featuring dedicated workspaces. Stay connected and productive in your home away from home. 
- Do apartment rentals in Siena have a bbq area? - Absolutely! We offer over 30 apartment rentals with a bbq area in Siena. Enjoy a tailored experience with all the comforts you desire. 
- Do apartment rentals in Siena have wifi? - Absolutely! We offer over 680 apartment rentals with wifi in Siena. Enjoy a tailored experience with all the comforts you desire. 
- How much does it cost to stay in house rentals in Siena? - Experience the best of Siena with our house rentals, starting at about $30 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 vacation rentals in Siena
 - Total vacation rentals- Explore 1,390 vacation rentals in Siena 
 - Nightly prices starting at- Siena vacation rentals start at R173 ZAR per night before taxes and fees 
 - Verified guest reviews- Over 76,560 verified reviews to help you choose 
 - Family-friendly vacation rentals- 560 properties offer extra space & kid-friendly amenities 
 - Pet-friendly vacation rentals- Find 510 rentals that welcome pets 
 - Vacation 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 vacation 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
- Duomo di Firenze
- Lake Trasimeno
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Cala Violina
- Gulf of Baratti
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazzale Michelangelo
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Mugello Circuit
- Kite Beach Fiumara
- Spiagge bianche
- The Boboli Gardens
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Medici Chapels
- Spiaggia Marina di Cecina
- Stadio Artemio Franchi
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