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

Family-friendly stay with outdoor pool in Siena

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Interior
Interior
Terrace/patio
Outdoor pool
Exterior

Reviews

10 out of 10
Exceptional

Entire home

7 bedrooms5 bathroomsSleeps 16320 sq m

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, Siena Cathedral
    ‪19 min walk‬

Room options

About the area

Siena

City center stay.Within a 15-minute walk of the villa, you'll find Porta Romana and Basilica di Santa Maria dei Servi. San Spirito and San Martino are also within 2 miles (3 km).
View more Villas in SienaOpens in a new window

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
  • Siena Cathedral - 19 min walk - 1.7 km
  • Banca Monte dei Paschi di Siena - 8 min drive - 2.1 km

Getting around

  • Siena Station - 5 min drive

Restaurants

  • ‪La Taverna di San Giuseppe - ‬19 min walk
  • ‪Mensa Sant'Agata - ‬19 min walk
  • ‪Osteria La Sosta di Violante - ‬12 min walk
  • ‪Bottega Roots - ‬14 min walk
  • ‪Ristorante Tar-Tufo - ‬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.

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

  • 5 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)
  • Designated smoking areas

Services and conveniences

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping (on request)
  • Iron/ironing board
  • 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
  • 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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Bed sheets changed on request
  • Bicycle parking
  • Bicycles
  • Composting
  • Comprehensive recycling policy
  • Double-glazed windows
  • Eco-friendly cleaning products used
  • Electric car charging station
  • Garden
  • Housekeeping (on request)
  • Humane treatment of captive wild animals
  • 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
  • Reusable tableware
  • Solar energy
  • 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
Express 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

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking allowed: in designated areas

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
This property uses solar energy, plus eco-friendly cleaning products
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property accepts cash. Onsite parties or group events are strictly prohibited. This property uses solar energy, plus eco-friendly cleaning products. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property Registration Number IT052032C2PW9WM823

We should mention

  • All guests (including children) need to be present at check-in to show their government-issued photo ID or passport.
  • Onsite cash transactions can't exceed EUR 5000, due to national regulations. For more details, please contact the property using information in the booking confirmation.

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

Reviews

10

Exceptional

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

9.8/10

Cleanliness

Reviews

10/10 Excellent

Lindsay D.

Liked: Cleanliness
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

10/10 Excellent

Julie H.

Liked: Cleanliness
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

10/10 Excellent

Robert A.

Liked: Cleanliness

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

10/10 Excellent

Ronald E.

Liked: Cleanliness

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

10/10 Excellent

Bonnie B.

Liked: Cleanliness

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

10/10 Excellent

Marc K.

Liked: Cleanliness

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

10/10 Excellent

Marianne D.

Liked: Cleanliness

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

10/10 Excellent

Donald and Debbie G., Brighton, Michigan

Liked: Cleanliness

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

10/10 Excellent

Michael O.

Liked: Cleanliness

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

10/10 Excellent

Patricia D.

Liked: Cleanliness

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