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

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A dining area with a round wooden table, a bowl of lemons, and a large pendant light.

Reviews

10 out of 10
Exceptional

Entire home

7 bedrooms6 bathroomsSleeps 163444 sq ft

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Free WiFi
  • Air conditioning

Explore the area

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

Room options

About the neighborhood

Siena

This villa places you within a leisurely stroll of Porta Romana and Basilica di Santa Maria dei Servi. The villa includes a private pool, a kitchen, and a fireplace.
View more Villas in SienaOpens in a new window

What's nearby

  • Porta Romana - 5 min walk - 0.3 miles
  • Piazza del Campo - 16 min walk - 0.9 miles
  • University of Siena - 18 min walk - 1.0 mile
  • Palazzo Pubblico - 18 min walk - 1.0 mile
  • Siena Cathedral - 15 min drive - 3.8 miles

Getting around

  • Siena Station - 5 min drive

Restaurants

  • ‪Osteria La Sosta di Violante - ‬12 min walk
  • ‪Mensa Sant'Agata - ‬19 min walk
  • ‪Osteria Le Logge - ‬16 min walk
  • ‪La Taverna di San Giuseppe - ‬19 min walk
  • ‪Babazuf - ‬14 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
The villa is air-conditioned and features a kitchen, 6 bathrooms, and a patio, and there's space to spread out with 7 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. The bathroom offers hair dryers, bathrobes, and bidets. Other standard amenities include a private pool, a washing machine, and a fireplace. Housekeeping is available on request.

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Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Hot tub
  • Massage
  • Outdoor pool
  • Private pool
  • Sauna

Internet

  • Available in the villa: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 7 bedrooms
  • Bedsheets provided

Bathroom

  • 6 bathrooms
  • Bathrobes
  • Bidet
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevator (single-level property)
  • Smoking not allowed

Services and conveniences

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping (on request)
  • Iron/ironing board
  • Luggage storage
  • Safe

Location highlights

  • In a rural location
  • In the city center
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall

Things to do

  • Bicycle parking
  • Bicycles
  • Cooking classes
  • Foosball table
  • Gym
  • Table tennis
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Ice skating nearby
  • Spelunking nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Bed sheets changed on request
  • Bicycle parking
  • Bicycles
  • Composting
  • Double-glazed windows
  • Electric car charging station
  • Garden
  • Housekeeping (on request)
  • Local artist showcase
  • Local culture and ecosystem education
  • Locally-owned and organized tours and activities
  • No plastic coffee stirrers
  • No plastic drinking straws
  • No plastic soft drink bottles
  • Property located in a resort
  • Recycling
  • Reusable tableware
  • Some LED lighting used
  • Towels (changed on request)
  • Unit size: 3,444 square feet

Policies

Check-in

Check-in time starts at 5:00 PM
Contactless check-in available
Express check-in available
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Take out the trash
Return the keys
Failure to complete these may result in a negative review from the host.

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 5:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 18
Property Registration Number IT052032C2PW9WM823

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • This property accepts cash.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Additional information about polices, regulations, and more:

  • Upon check-in, all guests, including children, must be present to show their passport or government-issued photo ID.
  • Due to national regulations, cash transactions can't exceed EUR 5000 at this property. For additional details, contact the property using the contact information on your booking confirmation.
  • Long-term renters welcome.

Frequently asked questions

What is there to do near this villa?

This villa is located in Siena, a short 17-minute walk from Piazza del Campo and also 5 minutes on foot from Porta Romana. You'll also find Siena State Archives and Torre del Mangia less than a mile away.

Will I be able to park at Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!?

Yes, there is an electric car charging station and bicycle parking available.

Is there a spa available at this villa?

Spa services at the villa include massages.

Is this villa adjacent to a casino?

No, this villa is not connected to a casino.

Is there an indoor pool at this villa?

No, this villa doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.

Is Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany! good for couples?

This historic villa offers many amenities for couples such as a chef service, a private pool, and a fireplace.

Are there hot tubs at Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!?

No, but this villa does have a sauna.

Does this villa include breakfast service?

No, this villa doesn't offer breakfast.

Does this villa allow pets to stay for free?

No, pets aren't allowed at this villa.

Are there connecting rooms at Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!?

No, there aren't connecting guestrooms at this villa.

Can I book a room with a balcony at Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!?

Yes, every villa at Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany! comes with a patio and some offer mountain views.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 20 out of 21 reviews
Rating 8 - Good. 0 out of 21 reviews
Rating 6 - Okay. 1 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

9.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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 review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

6/10 Okay

Liked: Location
The property was listed as private and aside from Anna and her husband living in the property we would be the only guests. However, there were many people coming up and down the driveway and staying in places on the property. We had little children playing and had to be aware of the cars and mopeds coming in and out of the property. We were shown an outdoor kitchen and grill that we could use and when we went to make breakfast the host was in it cooking and shooed us away from the door. We were accused of not giving a remote to the gate back but we had never received it when we were pulling away Anna found it in her apartment. It was a great location near the city center and large enough to accommodate our family but wasn’t a 10/10 for sure.
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
THE VILLA IS SO GOOD - don't even think twice. Rent this place. You'll love it.SO.GOOD.The pictures and descriptions made the Villa sound amazing -- and there is always that concern that when you get there it won't be as good as you've been led to believe. The reality of the Villa was even better than the listing.We were there with a large group of family and friends and rented the entire place. The rooms and individual apartments were great. There was plenty of group/common area outside for all of us to gather -- a few groupings of outdoor furniture.The pool was FANTASTIC -- just perfect, with an amazing view. We were there during a heat wave and the pool was a godsend, with an amazing view.There is a new outdoor kitchen/dining area (indoors, but all the walls slide open so it can be outdoors) that we ate in a couple of times.Mario was in constant communication with us during our stay.The villa is a short walk to the Porta Romana entrance to the old walled part of Siena, albeit up a steep hill.Loved it.
Stayed 8 nights in Jun 2026
Verified review

10/10 Excellent

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