Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
10 / 10
Outstanding(22 Ratings)
$$$$
Villa in Siena
16 guests · 7 bedrooms · 6 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Location
Reviews
6 / 10
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.
10 / 10
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.
10 / 10
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.
10 / 10
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!
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.
10 / 10Outstanding·Jun 2026
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.
10 / 10Outstanding·May 2026
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!
6 / 10Average·Jul 2026
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.
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.
Amenities
Non-smoking
No pets allowed
Family friendly
FAQs
Is parking included with this villa?
Parking is not specified as an available amenity at Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this villa?
We didn’t find pool listed as an amenity for this villa. It may be worth double checking if a pool is important for your stay.
Is Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany! pet friendly?
Unfortunately, this villa is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!?
We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.
Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!
Top rated by guests
10Outstanding
(22 Ratings)
"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 ..."
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this villa rental
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.
Amenities
Non-smoking
No pets allowed
Family friendly
Map of Siena
Ratings and reviews
10 / 10
Outstanding(22 Ratings)
10 / 10Outstanding·Jul 2026
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.
10 / 10Outstanding·Jun 2026
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.
10 / 10Outstanding·May 2026
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!
6 / 10Average·Jul 2026
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.
$$$$
Top rated by guests
10Outstanding
(22 Ratings)
"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 ..."
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Map of Siena
About this villa rental
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.
Amenities
Non-smoking
No pets allowed
Family friendly
FAQs
Is parking included with this villa?
Parking is not specified as an available amenity at Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!. For more information, we encourage you to contact the property about where to park.
Is there a pool at this villa?
We didn’t find pool listed as an amenity for this villa. It may be worth double checking if a pool is important for your stay.
Is Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany! pet friendly?
Unfortunately, this villa is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Siena Exclusive Luxury Villa. Private Pool, Garden, Relax, Holiday, Tuscany!?
We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.
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Looking for a memorable stay in Siena? Our Villa might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.
Enjoy the best of Siena in our Villa, Luxury apartment with pool: dolce vita at 15' on foot from the heart of Siena!. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.