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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan

Featured Villas in Siena and around

4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
Outdoor pool

4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC

8.0 out of 10, Very good, (1)
"We spent a great family time at Adme’s house.The house has everything. Was very clean and well maintained . Will highly recommend."
The price is €1,332
includes taxes & fees
17 Oct - 18 Oct
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Exterior

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

The price is €6,450
includes taxes & fees
14 Oct - 15 Oct
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Pool

VILLA CHIGI - Seven Bedroom Villa, Sleeps 14

The price is €5,983
includes taxes & fees
14 Oct - 15 Oct
VILLA CHIGI - Seven Bedroom Villa, Sleeps 14
Il Poggio dell'Eremita
Exterior

Il Poggio dell'Eremita

10.0 out of 10, Exceptional, (57)
"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 €142
includes taxes & fees
20 Oct - 21 Oct
Il Poggio dell'Eremita
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Pool

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

The price is €6,450
includes taxes & fees
14 Oct - 15 Oct
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
panoramica casa con piscina privata
Pool

panoramica casa con piscina privata

7.0 out of 10, Good, (10)
"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 €154
includes taxes & fees
20 Oct - 21 Oct
panoramica casa con piscina privata
Villa con Piscina, Sauna, Jacuzzi
Exterior

Villa con Piscina, Sauna, Jacuzzi

6.0 out of 10, (2)
"Beautiful property, highly recommended. "
The price is €597
includes taxes & fees
2 Nov - 3 Nov
Villa con Piscina, Sauna, Jacuzzi
Cignella Villa Basil in Resort with pool
Exterior

Cignella Villa Basil in Resort with pool

The price is €253
includes taxes & fees
7 Nov - 8 Nov
Cignella Villa Basil in Resort with pool
Villa "Arnilù" with Private Pool & Wi-Fi
Exterior

Villa "Arnilù" with Private Pool & Wi-Fi

The price is €4,761
includes taxes & fees
14 Oct - 15 Oct
Villa "Arnilù" with Private Pool & Wi-Fi
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 €2,094
includes taxes & fees
14 Oct - 15 Oct
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
Exterior

Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi

The price is €1,175
includes taxes & fees
22 Oct - 23 Oct
Pet-Friendly Finca Olivos with Mountain View, Pool, Garden & Wi-Fi
"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."
The price is €804
includes taxes & fees
6 Nov - 7 Nov
"Villa Erbolino" with Private Garden, Outdoor Stone Bathtub & Wi-Fi
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 €1,429
includes taxes & fees
14 Oct - 15 Oct
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Villa Il Signorino
Exterior

Villa Il Signorino

10.0 out of 10, Exceptional, (2)
"Nice place 👌 "
The price is €451
includes taxes & fees
14 Oct - 15 Oct
Villa Il Signorino
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 €2,504
includes taxes & fees
20 Oct - 21 Oct
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
Pool

VILLA SOLATA - Nine Bedroom Villa, Sleeps 20

The price is €1,785
includes taxes & fees
4 Nov - 5 Nov
VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
Beautiful Tuscan home between Florence & Siena
Outdoor pool

Beautiful Tuscan home between Florence & Siena

10.0 out of 10, Exceptional, (6)
"From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. "
The price is €1,736
includes taxes & fees
14 Oct - 15 Oct
Beautiful Tuscan home between Florence & Siena
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 €408
includes taxes & fees
18 Oct - 19 Oct
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
Outdoor dining

Villa "Il Fornacino" with Pool, Garden & Wi-Fi

9.0 out of 10, Wonderful, (4)
"Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host."
The price is €814
includes taxes & fees
15 Oct - 16 Oct
Villa "Il Fornacino" with Pool, Garden & Wi-Fi
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 Siena Hotel Reviews

Borgo Grondaie

Borgo Grondaie

10/10 Excellent
"The hotel is in a rural setting just beyond a supermarket. Parking is plentiful. Checking in and out was friendly. Apartment was lovely with lounge/kitchenette area and separate bedroom. Lovely and quiet. We walked into the town using the walking paths over a busy main road. Quite a long walk, but doable, and easier walking back as downhill! Would recommend hotel and would stay again. "
Maria 1-night trip
Posted 4 days ago
Borgo Grondaie

Find out more about Siena

Siena Villas information

Number of reviews
80
Accommodation
87 Villas
Lowest Price
€142
Highest Price
€6,450

Frequently asked questions

How much do villas in Siena cost?
You can expect to pay between €142 and €6,450 per night for villas in Siena. Whatever your budget, the perfect getaway is only clicks away on Expedia. These prices were 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?
Siena has 87 villas to select from. Find your ideal stay quickly and easily by checking the "Villa" box under the "Property type" tab in our filter tool.
Why book your villa in Siena with Expedia?
Booking a villa in Siena is as simple as working out your travel dates and selecting an option that meets your needs. Searching for something luxurious or low cost, or a property that also comes with free WiFi? Use Expedia's search filters to narrow your results and find the ideal fit.
How can I find cheap villas in Siena?
Expedia is here to help you easily source cheap villas in Siena. Use our convenient filter tool to select amenities, budget and star rating to refine your search and find the best place to stay in a matter of clicks.
What is there to do near my villa in Siena?
You'll find loads of terrific things to fill your days in Siena. Drop by big attractions like Museo dell'Acqua, Accademia Musicale Chigiana and Basilica dell'Osservanza. Palasport Mens Sana, Porta Romana and San Spirito are also visited by many.

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