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Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

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Exterior
Exterior
Interior
Exterior
Exterior detail

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Walkable and wonderful
    Guests love the walkable location for its easy access on foot.
  • Discover nearby landmarks
    Close to Piazza del Campo
7 bedrooms6 bathroomsSleeps 16

Popular amenities

  • Private pool
  • Spa pool on site
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View map
Siena, Toscana
  • Place, Porta Romana
    ‪5 min walk‬
  • Place, Piazza del Campo
    ‪16 min walk‬
  • Place, University of Siena
    ‪18 min walk‬

Rooms & beds

7 bedrooms (sleeps 16)

Bedroom 1

1 Double Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 Double Bed

Bedroom 5

1 Double Bed

Bedroom 6

1 Double Bed

Bedroom 7

2 Single Beds

6 bathrooms

Bathroom 1

Bidet · Toilet · Shower only

Bathroom 2

Bidet · Toilet · Shower only

Bathroom 3

Bidet · Toilet · Shower only

Bathroom 4

Bidet · Toilet · Shower only

Bathroom 5

Toilet · Shower only

Bathroom 6

Toilet · Shower only

Bathroom 7

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Garden
Dining area

About this property

Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!

Villa Santa Chiara is settled in an architectural complex dating back to the 17th century, surrounded by a large garden with swimming pool. Villa Santa Chiara is very close to the city of Siena and immersed in a vast green area.
The property is thus blessed with a very special location: on the one side, a wide portion of the old medieval city wall. framed by two of the ancient gates (Porta Pispini and Porta Romana); on the other, an organic olive grove and rolling hills stretching as far as the eye can see; further south, in the distance, Mount Amiata pops up.

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Exterior
ALL PROPERTY 7BR- Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km
Siena, Toscana
  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
10.0 out of 10, Exceptional, (120 reviews)
ALL PROPERTY 7BR- Charming Tuscan Villa with pool, hot tub, A/C,Siena 15 km

House Rules

Check in after 5:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking allowed: in designated areas

Important information

You need to know

Property Registration Number IT052032C2PW9WM823
Property # 10246952
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
On-site parties or group events are strictly prohibited
Long-term renters welcome
This property uses some solar energy
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Siena

Located in Siena, this villa is in the city centre and near theme parks. Acquacalda Swimming Pool and Terra di Seta are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Enoteca Italiana and Orto Botanico dell'Universita di Siena. Travelling with kids? Consider Frateria di Padre Eligio and Fisiocritici Onlus Academy Natural History Museum. Fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with hunting and ecotours nearby.
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Map
Siena, Toscana

What's nearby

  • Porta Romana - 5 min walk - 0.5 km
  • Piazza del Campo - 16 min walk - 1.4 km
  • University of Siena - 18 min walk - 1.5 km
  • Banca Monte dei Paschi di Siena - 11 min drive - 5.7 km
  • Siena Cathedral - 15 min drive - 6.1 km

Getting around

  • Siena Station - 5 min drive

Restaurants

  • ‪Mensa Sant'Agata - ‬19 min walk
  • ‪Bar Due Ponti - ‬5 min drive
  • ‪Penny Market - ‬4 min drive
  • ‪Compagnia delle Muse - ‬11 min walk
  • ‪Osteria San Martino - ‬13 min walk

Frequently asked questions

Does Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany! have a pool?

Yes, this property has an outdoor pool.

Is Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!?

On-site parking is available at the property.

What time is check-in at Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!?

Check-in begins at 5:00 PM.

What time is check-out at Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!?

Checkout is at 10:00 AM.

Where is Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany! located?

This family-friendly Siena villa is located in a rural location, within a 15-minute walk of Porta Romana, Basilica di Santa Maria dei Servi and San Spirito. Teatro dei Rozzi and Fisiocritici Onlus Academy Natural History Museum are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 14 out of 14 reviews
Rating 8 - Good. 0 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Dave P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We have visited Tuscany several times, this time as a family of ten including four children under 11. The three separate apartments worked very well. Common area at the pool and on the side lawn provided space for play and happy hour. The hosts were on site and very responsive to questions and offered helpful suggestions for sites to visit. I suggest you plan your vacation time in Siena around availability here!
Stayed 6 nights in May 2026
Response from VrboOwner on 29 May 2026
Dear Guests, Thank you so much for your wonderful review. It was a true pleasure hosting you, and we’re delighted to know you enjoyed your stay at the Villa. We very much hope to have the opportunity to welcome you back to Siena in the future. Warmest regards, anna & mario
Verified

10/10 Excellent

Lindsay D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a superb property and location. Our hosts were great - super helpful and communicative. We were there on a cycling weekend and it met our every need. Highly recommended. Thanks to Anna and Mario for hosting us.
Stayed 3 nights in Mar 2026
Response from VrboOwner on 10 Mar 2026
Thank you so much for your wonderful review. We can only add that you were among the kindest, friendliest, and most patient guests we could have hoped for—it was truly a pleasure hosting you. We sincerely hope to welcome you back to the villa soon, perhaps for the next Strade Bianche, or during the warmer season when the pool is open and (hopefully!) the garden is a little greener. Thank you again, and warmest regards from Siena, anna&mario
Verified

10/10 Excellent

Marc K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

June 2024

Fabulous place to stay with a big group of family and friends. Very easy walk to town and the beautiful treasures of Siena.
Stayed 7 nights in Jun 2024
Response from VrboOwner on 15 July 2024
Hi Mark, Thanks so much for this great review. It was a sheer pleasure hosting a group with such a deep knowledge and passion for our town. Come back soon with your amazing family! best from anna, claudia & mario
Verified

10/10 Excellent

Robert A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family holiday

Te hists were welcoming and helpful. The site was ideally situated a relatively short walk from Siena's centre, the vista of the Chianti hills enchanting, and the accommodation perfect for our family group. Lots of room for kids to run around and the pool perfect for relaxation and cooling off after a day if touristing. The evening dinner arranged with advice of the hosts was excellent and the setting delightful. No hestatin in recommending.
Stayed 7 nights in Jul 2025
Response from VrboOwner on 1 Sept 2025
Hi Robert, Thanks a lot for this amazing review: we're really glad you enjoyed our place. From our side, we preserve a great memory of your stay, and hope to see you back soon with your lovely family. All the best! anna, mario, claudia & jake
Verified

10/10 Excellent

Bonnie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing trip

The location was stunning, large and close to Siena. We had a fantastic time. Our hosts Anna & Mario were helpful and charming. A favorite was our cooking class and Dinner with Veronica. Highly, highly recommend.
Stayed 7 nights in Sep 2024
Response from VrboOwner on 5 Oct 2024
Hi there, thanks a lot for this amazing review! You were the best guests one can dream of. Come back soon! all the best to you and your dear ones! anna&mario
Verified

10/10 Excellent

Patricia D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice within close walking distance to Siena

Overall a very good experience for our group of 15. Very convenient to small market & Siena proper. Had an excellent experience with a in house chef dinner, wine tasting at local Enoteca & cooking class host help arrange.
Stayed 4 nights in Jul 2022
Verified

10/10 Excellent

Kate F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Villa Santa Chiara is a beautiful property in a stunning location just minutes from Siena's historic center. Anna and Mario are exceptional hosts — responsive and helpful throughout the booking process and during our stay. They assisted us in arranging a private chef for two memorable dinners with outstanding wine pairings, helped coordinate transportation, and even located a dentist for one of our guests in a pinch. Anna also gave us a warm tour of the property and her family's vineyard and olive oil history.The property itself is stunning. Views from the pool over the Tuscan countryside are breathtaking, the veranda is ideal for group meals, and the fire pit area is lovely for evenings together.Note for prospective renters: Anna and her family live on the property and share some amenities and grounds. She was upfront about this when asked prior to booking — just worth knowing if full privacy is important to your group.Note for Americans: 'first floor' means one floor above ground level. All bedrooms require climbing stairs.Pro tip: the path behind the local grocery store leads directly up to Siena's historic center — Google Maps doesn't show it, but it avoids a road with no sidewalk.Overall a memorable stay in a spectacular setting with genuinely caring hosts.
Stayed 7 nights in Jun 2026
Response from VrboOwner on 12 June 2026
Thanks a lot for this great review! And thanks for the tips! all the best anna&mario
Verified

10/10 Excellent

Heather P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We hosted our family at Villa Santa Chiara for a week this spring and we all had the best time! We had three separate families and the three separate apartments were perfect for our group's size. Mario and Anna were extremely welcoming and very flexible with our group arriving at different times (we were all coming from different parts of the US). The property is gorgeous and is walking distance to Siena which is incredibly convenient. The pool was also opened early because the weather had been good - so the kids were thrilled with being able to come home at the end of a day of sight seeing and swim in the pool! There is a perfect area for communal events (including poolside) but also the ability sneak away to your own space, which is great. The owners also stay on the property and were so helpful to us. The location has a beautiful view of the country side and my husband and I were able to run on the back roads (a hiking and biking route is very close by). The grocery store is a 5-10 min drive away and we cooked many of our dinners in the extremely well supplied kitchens. We had the best week in Siena and a lot of it had to do with our stay at Villa Santa Chiara. I highly recommend it - it's perfect if you have multiple groups and also perfect for kids! My niece and nephew loved the cats and chickens and were already asking if we could come back for next spring break.
Stayed 7 nights in Apr 2026
Response from VrboOwner on 18 May 2026
Thanks so much for your lovely review! Feedback like yours truly encourages us to keep improving and offering the best possible experience to our guests. We very much hope to welcome you back to Siena again in the future. Warmest regards, anna&mario
Verified

10/10 Excellent

Donald and Debbie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Friends from Brighton Michigan

Could not ask for better hosts. Anna, Marco and Claudia were extremely helpful before our trip…. Helping me set up our stay. They welcomed us with homemade olive oil, bread and wine, and the best hospitality. The Villa is in a perfect location….. walking distance into Siena, and the property has everything you could want. We highly recommend staying here❤️
Stayed 3 nights in May 2024
Response from VrboOwner on 13 May 2024
Hi there! Thanks a lot for this amazing review. We had a great time you guys. Come back soon! a big hug from Anna, Claudia, Mario
Verified

10/10 Excellent

Michael O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mid April 2024

We were a group of 12 retired friends staying at Villa Santa Chiara for a few nights. The entire checkin/out process was very easy. Anna and Mario allowed us a late checkout which was very helpful. The location is a short but uphill walk to the city center. The accommodations were perfect for us and we especially enjoyed sitting outside by the pool or by the gazebos. All 12 of us loved the location, the quality of the accommodations and especially the helpfulness of the owners. This would be our first choice if ever to come back to Siena.
Stayed 3 nights in Apr 2024
Response from VrboOwner on 24 Apr 2024
Dear Michael, dear all, Thanks so much for your amazing review. You were great guests! all the best, see you soon in Siena a&m
Verified

10/10 Excellent

Marianne D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spectacular Siena

We were an extended family of 9 who rented the entire property (three villas). There is literally not enough positive to say about the property or the hosts, Mario and Anna. Each of the individual villas were gorgeous (FYI, the Olive Green Villa has the best views). The property has an abundance of gorgeous flowers and trees (including jasmine perfuming the air), as well as a menagerie of cats, a dog, some geese, ducks, and chickens that our family enjoyed. The pool was spectacular. Mario and Anna were excellent at answering our questions and providing us with information, and arranged for a private chef's dinner sitting outside that included more food and wine than we could consume (which they packaged up so we could enjoy later). Truly, this is a one-of-a-kind property and experience.
Stayed 3 nights in Jun 2024
Response from VrboOwner on 18 June 2024
Dear Marianne, We were just delighted at reading your amazing review. It means a lot to us: we consider our guests as friends, and we feel great when they say they enjoyed staying at the Villa. You were the best guests one can hope for, and we trust we'll see you back in town! all the best anna&mario
Verified

10/10 Excellent

Ronald E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Travel Couples From Texas

Our Anglican Church friends (three couples) from Texas began our Italy tour in Rome and then continued to Florence for a few days. We spent our final four days at the beautiful Villa Santa Chiara, a short walk from the gates of downtown Siena, Italy. This wonderful villa could accommodate more people than our group of six, but it was an excellent choice for our three couples. Each couple had their own private apartment with a bathroom, kitchen, and spacious living area. The villa was exceptionally clean and beautifully decorated, offering outstanding views of the countryside and the town of Siena. The villa hosts, Mario and Anna, were extremely helpful from the initial booking to our arrival and throughout our stay. They arranged for a chef to come to our villa to cook a delicious Italian meal and provide an informative wine tasting with excellent wine selections. This part of our Italy tour was definitely a highlight, and we highly recommend it to anyone wanting to stay in the heart of Tuscany. Thanks to Anna and Mario for a fantastic visit in Siena.
Stayed 4 nights in Oct 2024
Response from VrboOwner on 19 Oct 2024
Hi there, thanks so much for this lovely review: we appreciated your positive remarks. We'll keep up with the good job! You have all our best wishes, anna&mario
Verified

10/10 Excellent

Julie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Sixteen of our family members ages 1-80 spent a week at Villa Santa Chiara in September 2025. The villa, hosting and activities exceeded every one of our high expectations. Anna and Mario were more like friendly family concierges than official hosts. In the months leading up to the visit, they patiently answered our numerous questions and provided advice on wine tasting, cooking classes at the villa, driver and van rental, and guided walking tours. We rented the entire villa - 3 apartments. We enjoyed walking to the old city center from the villa - about 30 min - to enjoy museums and excellent restaurants. In the late afternoon and evenings we relaxed outside around the fire pit to enjoy the views and fine wine. A small grocery store 5 min walk from the villa provided all the essentials we needed for cooking and snacking. The kids loved exploring the beautiful property including the playground and resident poultry. They swam in the pool or visited the hot tub daily. During our visit Anna and Mario helped us arrange 2 chef-created family dinners and 2 cooking classes with Chef Eliana. This was a special highlight and very comfortable in the villa’s separate dining/kitchen building with large indoor and outdoor tables. Thank you, Anna and Mario, for 15/10 hosting and wonderful family memories.
Stayed 8 nights in Sep 2025
Response from VrboOwner on 8 Oct 2025
Dear Julie, dear all, Thank you so much for this wonderful review. Of course, we are delighted that you gave us the highest marks – it really helps with our Vrbo ranking. But most of all, we truly appreciated the way your review highlighted the Villa’s strengths. We are even thinking of posting it on our website! You also mentioned that we started exchanging messages long before your arrival. That is true: we are not professional hosts – we see our guests as our most welcome friends. We are always happy to provide suggestions and recommendations so that they can enjoy the best possible experience here in Siena. You were the kind of guests one can only dream of. We are deeply grateful for your kindness, patience, and genuine sense of friendship. Please come back soon! With all our best wishes to you and your loved ones, Anna, Mario, and Claudia
Verified

10/10 Excellent

David E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Villa. We were a family of 8 adults and 2 children under 4. We rented 3 apartments and had the entire property. The hosts, Anna and Mario, went out of their way to accommodate our needs, especially with the children! They helped us with recommendations for tour, drivers, chef meals prepared at the Villa, and stocked some basic food items for our arrival. The grounds were perfect for relaxing with so many areas to gather. The flowers were amazing everywhere you turned. The location was perfect with the easy walk into Siena and day trips to neighboring cities. The apartments were very spacious, clean, furnished comfortably and the views from the windows were breathtaking. We hope to return!!!!
Stayed 6 nights in May 2026

About the host

Hosted by Anna Bernabei Biondi Santi

Host profile image

Languages:

English, French, Italian

Premier Host

They consistently provide great experiences for their guests
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