Holiday Homes in Siena

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Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Holiday Homes in Siena

Il Palazzetto
Premium Apartment, 2 Bedrooms, 2 Bathrooms, Annex Building | Veranda

Il Palazzetto

9.6 out of 10, Exceptional, (7)
Il Palazzetto
Villa Le Tortore Tuscany private luxury pool relax
Pool

Villa Le Tortore Tuscany private luxury pool relax

10.0 out of 10, Exceptional, (90)
"Very convenient to town and to surrounding wine regions - very good communication with host and was comfortable to stay for 3 people. Would stay again if in the area"
Villa Le Tortore Tuscany private luxury pool relax
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
Outdoor dining

GIULIA -1 Bedroom Country House in Monteriggioni - Siena

10.0 out of 10, Exceptional, (2)
"Ha sido una estancia maravillosa. El lugar estupendo. =)"
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Outdoor pool

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (26)
"Lovely place, lovely people, lovely environment "
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!
Outdoor pool

Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!

9.6 out of 10, Exceptional, (33)
"Renting this villa was a relaxing, enjoyable way to experience Siena and the surrounding countryside. Lovely pool and grounds."
Spacious Luxury Apartment: pool, stunning views, 15-min walk from Siena center!
Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti
Outdoor pool

Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti

9.8 out of 10, Exceptional, (60)
"We spent 3 weeks in Europe from Barcelona to Cadaques to Provence to Cannes to Nice to Monaco to Rome and Castellina in Chianti. Our stay in Stella at this location was our absolute favorite. Federico was very kind kind, greeted us upon arrival, helped us with questions, and gave us suggestions around the area. We highly recommend this place and are already making our plans to return."
Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti
Farmhouse in old mill nestled in the beautiful Chianti hills
Interior

Farmhouse in old mill nestled in the beautiful Chianti hills

8.6 out of 10, Excellent, (17)
"A beautiful place to stay and very friendly hosts; Roberto and Rafaella will do anything to make your stay unforgettable. The house has everything you need and the pool is nice and beautiful. Lots of nice places to visit in the neighbourhood. I can surely recommend this Farmhouse!!!!"
Farmhouse in old mill nestled in the beautiful Chianti hills
Holiday Home for 8 guests
Pool

Holiday Home for 8 guests

8.0 out of 10, Very good, (2)
"Fantastisch huis, alles wat je nodig hebt, mooi uitzicht, dichtbij de stad"
Holiday Home for 8 guests
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION
Smart TV, books

Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION

10.0 out of 10, Exceptional, (21)
"Location, apartment, host all top notch! Will stay again next time we are in Siena! Everything you need and in a fantastic central location."
Historic center of Siena: Castellare residence with TV, WI-FI and AIR CONDITION
Beautiful stone house with garden and private pool.
Property grounds

Beautiful stone house with garden and private pool.

9.6 out of 10, Exceptional, (64)
"Cottage is larger than described and outfitted nicely for a couple. We used the kitchen everyday for meals and while the bed was firm, it wasn’t bad. Directions to there were confusing. Basically, head to To"
Beautiful stone house with garden and private pool.
detached villa with private pool and garden
Pool

detached villa with private pool and garden

8.8 out of 10, Excellent, (25)
"Good location to the town and lovely garden space"
detached villa with private pool and garden
Exclusive luxury property with private pool in Siena countryside Borgo la Chiusa
Outdoor dining

Exclusive luxury property with private pool in Siena countryside Borgo la Chiusa

10.0 out of 10, Exceptional, (1)
"Our stay at Borgo la Chiusa was fantastic. Our family of 12 all agreed that the home was more than the pictures and the descriptions could show online. We will come back and stay here again and would also refer this home to all of our family and friends. The location was perfect. We did day trips to many of the cities and towns. We had Francesca prepare us a meal in the home which was delicious. The experience that our children and grand children had watching the meal being prepared was an...
Exclusive luxury property with private pool in Siena countryside Borgo la Chiusa
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Outdoor dining

Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany

10.0 out of 10, Exceptional, (14)
"Had a great time visiting the area. The home is beautiful. "
Legnaia countryside luxury property, shared pool, ideal base to discover Tuscany
Chianti Classico Home Panoramic View, Castellina in Chianti, Italy
Interior

Chianti Classico Home Panoramic View, Castellina in Chianti, Italy

10.0 out of 10, Exceptional, (1)
"Lovely, large home above the Farmacia in Castellina in Chianti. Charming village, wonderful food & atmosphere. Easy drive to many sites. Very good response from Roberto when I had some questions @ the house. We stayed a month & loved it. Highly recommend. "
Chianti Classico Home Panoramic View, Castellina in Chianti, Italy
Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni
Interior

Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni

10.0 out of 10, Exceptional, (18)
"The apartment is very large, beautifully decorated, and is in a fantastic location in Siena. Couldn't be better..... Gianluca was the perfect host. We were very happy!!! Will rent again for sure!!!"
Domus Nannini SPA - Palazzo Nannini - Loggia Salimbeni
old barn on Via Francigena
3 bedrooms, desk, iron/ironing board, travel cot

old barn on Via Francigena

9.8 out of 10, Exceptional, (12)
" Very nice place and Sara just awesome"
old barn on Via Francigena
Cozy Tuscan-style apartment Suitable for families. Pets allowed
Property grounds

Cozy Tuscan-style apartment Suitable for families. Pets allowed

The price is AU$297
includes taxes & fees
13 Sept - 14 Sept
Cozy Tuscan-style apartment Suitable for families. Pets allowed
L'Oliviera by Interhome
Exterior

L'Oliviera by Interhome

9.8 out of 10, Exceptional, (6)
"The hostess and host were warm and inviting and informative. The property was breathtaking beauty. All modern conveniences with old world charm."
L'Oliviera by Interhome
Capanna, Typical Tuscan Farmhouse With Fruit Garden
Property grounds

Capanna, Typical Tuscan Farmhouse With Fruit Garden

10.0 out of 10, Exceptional, (67)
"Loved our stay the host was fantastic and the property is beyond beautiful. This is a type of place that has spectacular views and a magical atmosphere."
Capanna, Typical Tuscan Farmhouse With Fruit Garden
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
Outdoor dining

Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena

10.0 out of 10, Exceptional, (13)
"The setting is truly incredible! Stunning views, a well kept and comfortable house to stay in. We spent lots of family time in the pool and loved being just 15 minutes outside of Siena yet feeling so removed from everything. I highly recommend staying here!"
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
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

Find out more about Siena

Find out more about Siena

Siena Holiday Homes information

Number of reviews
Accommodation
115 Holiday Homes
Lowest Price
AU$297
Highest Price
AU$297

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