Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Find holiday rentals that suit your style
Aparthotels
Apartments
Our top choices for Siena villas
1. VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31
VILLA ASCARA - Sixteen Bedroom Villa, Sleeps 31Siena
10.0 out of 10, Exceptional, (1 review)
"We celebrated our 20th Anniversary with 23 guests, all who stayed at the Property. The location and accommodations could not have been better and the staff and property manager were excellent. I would highly recommend staying here for any Tuscany adventures! Thank you so much to the owner and all involved!Ron and Wendy"
Ron M.
The price is £6,320
includes taxes & fees
6 Nov - 7 Nov
2. Villa Capanna: A Window onto Tuscany
Villa Capanna: A Window onto TuscanyVico dʼArbia
The price is £1,241
includes taxes & fees
6 Nov - 7 Nov
3. Villa Torre Among the Hills of Siena
Villa Torre Among the Hills of SienaVico dʼArbia
The price is £1,241
includes taxes & fees
6 Nov - 7 Nov
4. Villa Mami: A Tuscan retreat full of elegance and charm
Villa Mami: A Tuscan retreat full of elegance and charmToscana
10.0 out of 10, Exceptional, (1 review)
The price is £2,133
includes taxes & fees
6 Nov - 7 Nov
5. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Villa Capannina with Private Pool, Wi-Fi and Air ConditioningVico dʼArbia
10.0 out of 10, Exceptional, (1 review)
"Lovely house in the Montechiaro property, very close to Siena, but far enough to enjoy the night sky in Tuscany. Communication was great."
Marina O.
The price is £915
includes taxes & fees
6 Nov - 7 Nov
6. Villa Montecastello
Villa MontecastelloMonteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
Alvaro
The price is £264
includes taxes & fees
12 Nov - 13 Nov
7. Rooster House, Cooking Classes, and Opera
Rooster House, Cooking Classes, and OperaTavarnelle Val di Pesa
The price is £105
includes taxes & fees
7 Nov - 8 Nov
8. Il Poggio dell'Eremita
Il Poggio dell'EremitaSinalunga
10.0 out of 10, Exceptional, (74 reviews)
"Fantastic place! Great location. "
Paul Q.
The price is £129
includes taxes & fees
8 Nov - 9 Nov
9. VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36Colle Val D'Elsa
The price is £9,838
includes taxes & fees
5 Dec - 6 Dec
10. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Villa 'La Petrosa' with Private Pool, Private Garden and BalconyRadda in Chianti
7.4 out of 10, Good, (3 reviews)
"RUN as fast as you can. Booked this place and left hours after. Here is why:1. It is actually part of a commune. Numerous other building that don't appear in pictures or description on VRBO2. There are 2 separate units. One up, One down. Require separate entrance3. Downstairs bathroom flooded. Owner admits to a broken pipe in the wall, so says use the other 2 upstairs. So, go outside, upstairs, unlock the door to use the bathroom in the middle of the night? We decide to sleep upstairs with the...
JIm B.
The price is £899
additional charges may apply
8 Nov - 9 Nov
11. Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-Fi
Villa 'Erbolino' with Private Garden, Outdoor Stone Bathtub and Wi-FiGaiole in Chianti
10.0 out of 10, Exceptional, (9 reviews)
"Best view in TuscanyIt was all new on the inside and very rustic exterior Beautiful villa!!!Great Host "
Bernard K.
The price is £1,296
additional charges may apply
16 Nov - 17 Nov
12. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to MontalcinoMontalcino
The price is £5,336
includes taxes & fees
12 Nov - 13 Nov
13. Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Villa "Il Fornacino" with Pool, Garden & Wi-FiRapolano Terme
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed.
Very friendly and helpfull host."
Toon M.
The price is £760
includes taxes & fees
12 Nov - 13 Nov
14. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom wTrequanda
The price is £196
includes taxes & fees
10 Nov - 11 Nov
15. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Villa in the Heart of Chianti — Peace, Views, and Authentic TuscanyCertaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
Kelly C.
The price is £969
includes taxes & fees
9 Nov - 10 Nov
16. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-FiTorrita di Siena
10.0 out of 10, Exceptional, (1 review)
"Our first trip to Tuscany was made extra special by our accommodations. From the moment we arrived, our hosts Nunzia and Luca were so attentive to all our needs. They made sure we had great recommendations. We even spent a few hours at their house doing wine tasting and a tour of their operation. Make sure you get to try Day 1 wine…was my favorite!! Would highly recommend this location as a great landing spot in Tuscany. Located so close to many great little villages."
Nate D.
The price is £1,693
includes taxes & fees
8 Nov - 9 Nov
17. Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 Guests
Villa with Guesthouse: Private Pool, Air Conditioning, 13 Bedrooms for up to 30 GuestsMontespertoli
The price is £5,006
includes taxes & fees
18 Nov - 19 Nov
18. Villa 'Dimora degli angeli' – An Exclusive Experience in the Heart of Tuscany
Villa 'Dimora degli angeli' – An Exclusive Experience in the Heart of TuscanyVaggio
The price is £864
includes taxes & fees
8 Nov - 9 Nov
19. Exclusive Estate | Personal Concierge & Heated Pool
Exclusive Estate | Personal Concierge & Heated Poolimpruneta
10.0 out of 10, Exceptional, (117 reviews)
"We had a great time with the family in impruneta. Caterine - the host - was very friendly and made everything to have a perfect stay in the villa. We can absolutely recommend this villa !"
Oli P.
The price is £840
includes taxes & fees
11 Nov - 12 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Learn more about Siena
Medieval brick buildings circle the shell-shaped Piazza del Campo where the thrilling Palio horse race happens twice each summer. Climb the Torre del Mangia for sweeping views, then explore the zebra-striped Duomo where even the marble floor tells fascinating stories.
