Search Siena Villa Accommodation

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Villas in Siena

Our top choices for Siena villas

Spacious villa with stunning pool, luscious gardens
Exterior

Spacious villa with stunning pool, luscious gardens

The price is AU$3,085
includes taxes & fees
1 Sept - 2 Sept
Spacious villa with stunning pool, luscious gardens
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Exterior

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

The price is AU$11,591
includes taxes & fees
23 Aug - 24 Aug
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Il Poggio dell'Eremita
Exterior

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (53)
"Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular."
The price is AU$277
includes taxes & fees
12 Sept - 13 Sept
Il Poggio dell'Eremita
panoramica casa con piscina privata
Pool

panoramica casa con piscina privata

7.0 out of 10, Good, (9)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
The price is AU$273
includes taxes & fees
1 Sept - 2 Sept
panoramica casa con piscina privata
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

The price is AU$10,753
includes taxes & fees
21 Aug - 22 Aug
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Outdoor spa tub

Villa Dei Pavoni - Luxury Villa on top of hills in Florence

10.0 out of 10, Exceptional, (1)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
The price is AU$3,705
includes taxes & fees
24 Aug - 25 Aug
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Antico Brunello
Terrace/patio

Antico Brunello

The price is AU$13,065
includes taxes & fees
21 Aug - 22 Aug
Antico Brunello
Villa con Piscina, Sauna, Jacuzzi
Exterior

Villa con Piscina, Sauna, Jacuzzi

10.0 out of 10, Exceptional, (1)
"Beautiful property, highly recommended. "
The price is AU$1,127
includes taxes & fees
17 Sept - 18 Sept
Villa con Piscina, Sauna, Jacuzzi
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

The price is AU$11,591
includes taxes & fees
21 Aug - 22 Aug
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Interior

Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.

9.8 out of 10, Exceptional, (21)
"We staid there for a week, great with kids (pool) and good location in the countryside if you have car (30m from Florence, 15m from San Gimignano, 35 from Siena)"
The price is AU$1,079
includes taxes & fees
6 Sept - 7 Sept
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Villa Cicogna Private Villa, sleeps 2 -10 guests
Pool

Villa Cicogna Private Villa, sleeps 2 -10 guests

10.0 out of 10, Exceptional, (6)
"Our family stayed here for a local wedding and enjoyed the charm of this quiet town and comfortable villa. The hosts were super responsive and welcoming, making sure we had everything we needed for a pleasant stay. Our toddler loved running around and swimming every day in the pool. The location is perfect to drive to nearby cities with parking provided. Would love to visit again!"
The price is AU$233
includes taxes & fees
2 Sept - 3 Sept
Villa Cicogna Private Villa, sleeps 2 -10 guests
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Property grounds

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

10.0 out of 10, Exceptional, (1)
The price is AU$5,537
includes taxes & fees
5 Sept - 6 Sept
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Exterior

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

10.0 out of 10, Exceptional, (38)
"Excellent in every way. Highly recommend"
The price is AU$3,104
includes taxes & fees
25 Aug - 26 Aug
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Beautiful Tuscan home between Florence & Siena
Outdoor pool

Beautiful Tuscan home between Florence & Siena

10.0 out of 10, Exceptional, (5)
"Property was just as listed. Clean, large, and a great location for wine tasting, local restaurants, and more. The owners were super helpful in planning some local outings. Highly recommended. "
The price is AU$3,621
includes taxes & fees
24 Aug - 25 Aug
Beautiful Tuscan home between Florence & Siena
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Pool

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

10.0 out of 10, Exceptional, (1)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
The price is AU$3,258
includes taxes & fees
26 Aug - 27 Aug
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Pool

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

10.0 out of 10, Exceptional, (1)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
The price is AU$3,712
includes taxes & fees
4 Sept - 5 Sept
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Terrace/patio

"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi

10.0 out of 10, Exceptional, (7)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
Exclusive Villa with Concierge service and heated pool on the Florentine hills
Exterior

Exclusive Villa with Concierge service and heated pool on the Florentine hills

10.0 out of 10, Exceptional, (103)
"Our host (Cate), along with her sister and mother, were fantastic. Very responsive, easy to get ahold of and worked very hard to ensure our visit was amazing. Cate was onsite and worked closely with the catering company and made sure all went well.."
The price is AU$2,680
includes taxes & fees
3 Sept - 4 Sept
Exclusive Villa with Concierge service and heated pool on the Florentine hills
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Exterior

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

10.0 out of 10, Exceptional, (12)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
The price is AU$3,748
includes taxes & fees
6 Sept - 7 Sept
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Terrace/patio

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

10.0 out of 10, Exceptional, (3)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
The price is AU$714
includes taxes & fees
21 Aug - 22 Aug
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Siena Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Older, more traditional style but excellent hotel. The staff are amazing, super kind and helpful. We were really impressed, and would definately stay here again."
Edmond 4-night trip
Posted 6 days ago
Hotel Athena

Frequently asked questions

How much do villas in Siena cost?
Villas in Siena cost between and per night. These getaways provide the privacy to enjoy your own space at a price that won't stretch the budget. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Siena?
Pack your suitcase and pick from 77 villas in Siena. For a family escape, a romantic break or anything in between, Expedia will help you find the perfect place in just a few clicks.
What is there to do near my villa in Siena?
No matter your interests, Siena has lots of things to keep you entertained. Siena Cathedral, Monteriggioni Castle and Palazzo Pubblico are on many visitors' sightseeing itineraries. Don't forget to explore Civic Museum, Museo dellOpera del Duomo and Terra di Seta either. With Expedia's hotel deals in Siena, you can see more popular attractions like these with the cash you save.