Villas in Province of Siena

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Top Cities in Province of Siena

VillasVillas

Siena

Siena
Montepulciano featuring a city, heritage architecture and landscape views
VillasVillas

Montepulciano

Montepulciano

Our top choices for Province of Siena villas

Exterior

Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (59 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is HK$1,369
HK$1,553 total
includes taxes & fees
27 Jan - 28 Jan
Il Poggio dell'Eremita
Terrace/patio

Villa with private pool, air conditioning near wineries at 3km from village

Villa with private pool, air conditioning near wineries at 3km from village
CHIANCIANO terme
9.4 out of 10, Exceptional, (46 reviews)
"It was amazing!! Great space for 7 adults. Pool area is great. Definitely do a meal with Leonardo. "
United States
Carol W.
Villa with private pool, air conditioning near wineries at 3km from village
Outdoor dining

- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
San Gimignano
10.0 out of 10, Exceptional, (108 reviews)
"Impeccable place very clean and the people who own the house are always there and very helpful gave us a great welcome where always available and very kindHouse had everything the views are extraordinary "
United States
Elena C.
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
Exterior

Villa Costa, Stunning Villa in the heart of Tuscany.

Villa Costa, Stunning Villa in the heart of Tuscany.
Siena
10.0 out of 10, Exceptional, (36 reviews)
"This villa's stunning views and the hospitality of the hostess and all the people of Radicondoli was exceptional. I would book this villa again."
United States
steven a.
Villa Costa, Stunning Villa in the heart of Tuscany.
Exterior

Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool

Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (56 reviews)
"A beautifully done house with fantastic views and very tranquil, Cheri, the house manager was fantastically responsive--I did not want to leaveBut two recommendations: warn renters of how far off the main road the house is and the rough road, one's first impression is "what have we got ourselves into?" After a few days one gets used to it, but warn people. Second, something has to be done about the flies--they made sitting outside impossible at times--some fly zappers might help"
Italy
bruce s.
Charming Tuscan Villa Near Siena/ Capitivating Private Setting / Lrg Heated Pool
Pool

San Gimignano - Panoramic garden and beautiful pool!

San Gimignano - Panoramic garden and beautiful pool!
San Gimignano
9.8 out of 10, Exceptional, (38 reviews)
"We had a group of 7 adult (19-64) family members staying here - property setting is spectacular with great views, gardens, pool , tennis court…. The house is spacious and well equipped - we ate every meal outside and took advantage of having a local chef come and cook for us one night. Very special time for us all / we will be back!"
Canada
Derek A.
San Gimignano - Panoramic garden and beautiful pool!
Exterior

Stunning private villa for 4 guests with pool, WIFI, A/C, TV and terrace

Stunning private villa for 4 guests with pool, WIFI, A/C, TV and terrace
Asciano
9.8 out of 10, Exceptional, (30 reviews)
"Mooie woning met een grote tuin en fijn zwembad. [English translation courtesy of Easy Reserve] Beautiful home with a large garden and lovely pool."
United States
Ellen E.
Stunning private villa for 4 guests with pool, WIFI, A/C, TV and terrace
Outdoor spa tub

Winery Villa in the heart of Nobile Vineyards.

Winery Villa in the heart of Nobile Vineyards.
Toscana, IT
10.0 out of 10, Exceptional, (16 reviews)
"We love our stay. House and property are beautiful."
United States
Cathy F.
Winery Villa in the heart of Nobile Vineyards.
Seasonal outdoor pool

Luxury Villa Basilio Chianti

Luxury Villa Basilio Chianti
Castellina in Chianti
Luxury Villa Basilio Chianti
Exterior

Villa in Montalcino, exclusive for you, stunning view!!!

Villa in Montalcino, exclusive for you, stunning view!!!
Montalcino
10.0 out of 10, Exceptional, (86 reviews)
"The pool area was awesome, very clean and beautiful landscape.Beds were comfortable, house was very clean! Loved the little coffee room.Lots of space to spread out in.Luigi was an excellent host!"
United States
Anne R.
Villa in Montalcino, exclusive for you, stunning view!!!
Outdoor dining

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Siena
9.4 out of 10, Exceptional, (67 reviews)
"The villa was clean, spacious and very comfortable. The views were amazing!"
Canada
Aysun P.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Outdoor pool

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
San Gimignano
10.0 out of 10, Exceptional, (107 reviews)
"Very comfortable and convenient to San Gimignano . Alessandro was very helpful arranging a chef prepared dinner and wine tasting at the Villa...the highlight of our stay!"
United States
Thomas O.
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Interior

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany

Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Siena
10.0 out of 10, Exceptional, (108 reviews)
"Villa views were Spectacular, Host was excellent and communicated with us our whole stay. Kitchen and dining were well appointed and the outside dining was perfect for morning and wine and conversation in the evening. "
United States
Sheryl K.
Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
Exterior

BEAUTIFUL VILLA with private Pool in the heart of Chianti

BEAUTIFUL VILLA with private Pool in the heart of Chianti
castelnuovo berardenga
10.0 out of 10, Exceptional, (27 reviews)
"Great villa great view fantastic hostage "
Germany
Markus B.
BEAUTIFUL VILLA with private Pool in the heart of Chianti
Pool

Private villa in the heart of chianti with view of siena

Private villa in the heart of chianti with view of siena
Fonterutoli
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful villa and stunning location. The host was very responsive and helpful. I would love to return someday. "
United States
Wendy F.
Private villa in the heart of chianti with view of siena
Exterior

Villa Podere Belvedere

Villa Podere Belvedere
Pienza
9.8 out of 10, Exceptional, (14 reviews)
"Thank you for making our trip so enjoyable - great hospitality!"
United States
Moleek D.
Villa Podere Belvedere
Outdoor dining

Villa with private pool and panoramic view in beautiful Val d'Orcia

Villa with private pool and panoramic view in beautiful Val d'Orcia
San Giovanni d'Asso
9.8 out of 10, Exceptional, (11 reviews)
"Beautiful property in a central location of Tuscany. Quiet and isolated."
United States
Stephen S.
Villa with private pool and panoramic view in beautiful Val d'Orcia
Outdoor pool

Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany

Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
Pienza
9.6 out of 10, Exceptional, (17 reviews)
"The view from the house is spectacular! What a great spot for a group of friends or a large family. Close to vineyards and shopping. We love sitting on the back patio having dinner. The dog and cats were an extra. Lily and her husband were very helpful and we really enjoyed having the meals cooked by the chef while we were there. The last night with the fish was the best!"
United States
julie l.
Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany
Exterior

Stunning Villa: 24 guests, private SwimmingPool

Stunning Villa: 24 guests, private SwimmingPool
Ancaiano
9.8 out of 10, Exceptional, (30 reviews)
"What a Villa!! Four families with a total of 17 people, including kids aged between 12 and 19 stayed at the Villa and there was more than enough space for everyone to be comfortable. The kitchens were well stocked and the outdoor eating area was a great place to have a meal for all of us together. The pool, ping pong, hot tub and bocce provided lots to do when not sight seeing. Most importantly, Fabio was amazing!! Always available to assist or provide advice. And the meal he prepared for all...
Canada
Jonah D.
Stunning Villa: 24 guests, private SwimmingPool
Exterior

9- Villa La Quercia

9- Villa La Quercia
Casole d'Elsa
10.0 out of 10, Exceptional, (6 reviews)
"A beautiful property. We will definitely book this villa again. Thank you Camille!"
United States
Jill C.
9- Villa La Quercia
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.
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Top Province of Siena Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Excellent location, very clear instructions to get into the city for those coming in by car, a warm welcome by the staff, a super comfy bed and a great breakfast, what more could we ask for! All in all a great stay at the Palazzo."
Stephanie 3-night trip
Posted 4 days ago
Palazzo Ravizza

Find out more about Province of Siena

Province of Siena Villas information

Number of reviews
723
Accommodation
1328 Villas
Lowest Price
HK$1,553
Highest Price
HK$1,553

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