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Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano
Villa in Gambassi Terme with outdoor pool and Hot tub
Photo gallery for Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano





Reviews
10 out of 10
Exceptional
6 bedrooms4 bathroomsSleeps 11
Popular amenities
Explore the area

- Place, Monastery of San Vivaldo
- Place, Castelfalfi Golf Course
- Place, Piazza Duomo
- Airport, Florence (FLR-Peretola)
Rooms & beds
6 bedrooms (sleeps 11)
Bedroom 2
1 Double Bed
Bedroom 3
2 Single Beds
Bedroom 4
1 Double Bed
Bedroom 5
1 Double Bed
Bedroom 6
1 Double Bed
Bedroom 6
1 Single Bed
4 bathrooms
Bathroom 1
Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 3
Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 4
Soap · Towels provided · Bidet · Toilet · Shower only · Shampoo · Hair dryer
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area
About this property
Villa Osservatorio for up to 11 with private pool, 15mins to San Gimignano
Villa Osservatorio is a 6 bedroom detached villa for up to 11 guests. For smaller groups of up to 6 people it is possible to rent half of the villa.
The road to the house is paved and lit all the way and although we are in a super quiet and private area, the property is not isolated, with two restaurants located within a 2 minute drive.
The estate consists of the rental villa and our home which is about 10 meters away where we live with our docile dog and cat. We work long hours in the city and when we are home we really appreciate the privacy of our guests and the use of an independent entrance gate.
We are set in beautifully manicured gardens with myriad ornamental plants and terracotta statues dotted throughout the grounds. There is a built-in wooden BBQ/grill and a large swimming pool (13m x 6m). We have added two beautiful wooded sun decks equipped with comfortable sofas and chairs to soak in and relax!
Amenities include, Wi-Fi (satellite) suitable for checking emails, laundry service (or requested and managed by the maid), air conditioning on request (usually not necessary pleasantly cool in summer).
Layout:
Ground floor entrance into the living room, kitchen with doors to a large covered loggia with large table and chairs. Two double bedrooms and a reading room - one has direct exit to a terrace with table and chairs. Two bathrooms with shower. Open-air loft with two single / joinable beds.
Lower level accessed by external stairs: entrance into a second living room, kitchen with doors to a covered loggia equipped with table and chairs. Two double bedrooms with direct access to the garden and a single bedroom. Two bathrooms with shower.
Maximum 2 small dogs allowed.
Tuscany, with its timeless beauty and rich history, offers an unforgettable experience to all who visit.
Our villa is an oasis of tranquility and refinement, with much to offer in its surroundings, in addition to the classic destinations known throughout the world, namely Florence, Siena, Pisa, Lucca.
Strategically located in the heart of Tuscany, the villa offers easy access to a wide range of attractions and points of interest. Just 9 kilometers away, there is the renowned Castelfalfi Golf Club, a paradise for golf lovers with its 20 holes and a wellness center that promises relaxation and regeneration.
For those who wish to explore the rich religious history of the region, San Vivaldo - also known as Little Jerusalem - is only an 8-minute drive away. This sacred place offers a unique view of the Via Crucis, with its chapels representing the crucial moments of Christ's passion.
For lovers of historic cities and culture, San Gimignano and Gambassi Terme are the closest centers, reachable in just 15 minutes by car. Here you can wander the ancient cobbled streets, admire the imposing medieval towers of San Gimignano and indulge in authentic Tuscan cuisine in the many restaurants and cafes.
Just 20 minutes away, you will find the historic towns of Volterra, San Miniato and Certaldo, each with its own unique charm and fascinating history. From Volterra, with its Etruscan ruins and winding streets, to San Miniato with its breathtaking panoramic views and Certaldo with its well-preserved medieval architecture, there is always something new to discover.
If your travel involves flights, Florence and Pisa airports are easily accessible, just an hour and fifteen minutes' drive from the villa. This convenient location makes exploring Tuscany hassle-free, whether you are traveling for business or pleasure.
For those who wish to explore the Tuscan countryside on horseback, a horse riding centre is just a 20-minute drive from the villa, offering the opportunity to venture out into the region's stunning landscapes and vineyards.
In short, the villa offers an ideal base for exploring all that Tuscany has to offer. With its central location and wide range of attractions nearby, it is the perfect place to fully immerse yourself in the beauty and culture of this breathtaking region.
eachable in just 15 minutes by car. Here you can stroll through ancient cobbled streets, admire the imposing medieval towers of San Gimignano, and delight your palate with authentic Tuscan cuisine in the numerous restaurants and cafes.
Just 20 minutes away, you'll find the historic cities of Volterra, San Miniato, and Certaldo, each with its own unique charm and fascinating history. From Volterra, with its Etruscan ruins and winding streets, to San Miniato with its breathtaking panoramic views, and Certaldo with its well-preserved medieval architecture, there's always something new to discover.
If your journey involves flights, the airports of Florence and Pisa are easily accessible, just an hour and fifteen minutes' drive from the villa. This convenient location allows you to explore Tuscany hassle-free, whether you're traveling for business or pleasure.
For those wishing to explore the Tuscan countryside on horseback, an equestrian center is just a 20-minute drive from the villa, offering the opportunity to venture among the breathtaking landscapes and vineyards of the region.
In summary, the villa offers an ideal base for exploring all the wonders that Tuscany has to offer. With its central location and wide range of nearby attractions, it's the perfect place to fully immerse yourself in the beauty and culture of this breathtaking region.
The villa is equipped with a carbon monoxide detector.
The road to the house is paved and lit all the way and although we are in a super quiet and private area, the property is not isolated, with two restaurants located within a 2 minute drive.
The estate consists of the rental villa and our home which is about 10 meters away where we live with our docile dog and cat. We work long hours in the city and when we are home we really appreciate the privacy of our guests and the use of an independent entrance gate.
We are set in beautifully manicured gardens with myriad ornamental plants and terracotta statues dotted throughout the grounds. There is a built-in wooden BBQ/grill and a large swimming pool (13m x 6m). We have added two beautiful wooded sun decks equipped with comfortable sofas and chairs to soak in and relax!
Amenities include, Wi-Fi (satellite) suitable for checking emails, laundry service (or requested and managed by the maid), air conditioning on request (usually not necessary pleasantly cool in summer).
Layout:
Ground floor entrance into the living room, kitchen with doors to a large covered loggia with large table and chairs. Two double bedrooms and a reading room - one has direct exit to a terrace with table and chairs. Two bathrooms with shower. Open-air loft with two single / joinable beds.
Lower level accessed by external stairs: entrance into a second living room, kitchen with doors to a covered loggia equipped with table and chairs. Two double bedrooms with direct access to the garden and a single bedroom. Two bathrooms with shower.
Maximum 2 small dogs allowed.
Tuscany, with its timeless beauty and rich history, offers an unforgettable experience to all who visit.
Our villa is an oasis of tranquility and refinement, with much to offer in its surroundings, in addition to the classic destinations known throughout the world, namely Florence, Siena, Pisa, Lucca.
Strategically located in the heart of Tuscany, the villa offers easy access to a wide range of attractions and points of interest. Just 9 kilometers away, there is the renowned Castelfalfi Golf Club, a paradise for golf lovers with its 20 holes and a wellness center that promises relaxation and regeneration.
For those who wish to explore the rich religious history of the region, San Vivaldo - also known as Little Jerusalem - is only an 8-minute drive away. This sacred place offers a unique view of the Via Crucis, with its chapels representing the crucial moments of Christ's passion.
For lovers of historic cities and culture, San Gimignano and Gambassi Terme are the closest centers, reachable in just 15 minutes by car. Here you can wander the ancient cobbled streets, admire the imposing medieval towers of San Gimignano and indulge in authentic Tuscan cuisine in the many restaurants and cafes.
Just 20 minutes away, you will find the historic towns of Volterra, San Miniato and Certaldo, each with its own unique charm and fascinating history. From Volterra, with its Etruscan ruins and winding streets, to San Miniato with its breathtaking panoramic views and Certaldo with its well-preserved medieval architecture, there is always something new to discover.
If your travel involves flights, Florence and Pisa airports are easily accessible, just an hour and fifteen minutes' drive from the villa. This convenient location makes exploring Tuscany hassle-free, whether you are traveling for business or pleasure.
For those who wish to explore the Tuscan countryside on horseback, a horse riding centre is just a 20-minute drive from the villa, offering the opportunity to venture out into the region's stunning landscapes and vineyards.
In short, the villa offers an ideal base for exploring all that Tuscany has to offer. With its central location and wide range of attractions nearby, it is the perfect place to fully immerse yourself in the beauty and culture of this breathtaking region.
eachable in just 15 minutes by car. Here you can stroll through ancient cobbled streets, admire the imposing medieval towers of San Gimignano, and delight your palate with authentic Tuscan cuisine in the numerous restaurants and cafes.
Just 20 minutes away, you'll find the historic cities of Volterra, San Miniato, and Certaldo, each with its own unique charm and fascinating history. From Volterra, with its Etruscan ruins and winding streets, to San Miniato with its breathtaking panoramic views, and Certaldo with its well-preserved medieval architecture, there's always something new to discover.
If your journey involves flights, the airports of Florence and Pisa are easily accessible, just an hour and fifteen minutes' drive from the villa. This convenient location allows you to explore Tuscany hassle-free, whether you're traveling for business or pleasure.
For those wishing to explore the Tuscan countryside on horseback, an equestrian center is just a 20-minute drive from the villa, offering the opportunity to venture among the breathtaking landscapes and vineyards of the region.
In summary, the villa offers an ideal base for exploring all the wonders that Tuscany has to offer. With its central location and wide range of nearby attractions, it's the perfect place to fully immerse yourself in the beauty and culture of this breathtaking region.
The villa is equipped with a carbon monoxide detector.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Pet-friendly
Free WiFi
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10.0 out of 10, (106 reviews)
House Rules
Check in after 2:00 PM
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Suitable for kids over 7 years of age
Events
Events allowed: family gatherings and birthday parties
Pets
Pets allowed: dogs less than 10 kg per pet (limit one pet total)
Maximum 1 dog
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
Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 15
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is no smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
Property Registration Number IT048020B42CWB8G6A
We should mention
All guests, including children, must be present at check-in and show their government-issued photo ID card or passport
Cash transactions at this property cannot exceed USD 5000, due to national regulations; for further details, please contact the property using the information in the booking confirmation
A car is required for transport to and from this property
About the area
Gambassi Terme
Located in Gambassi Terme, this villa is in a rural area. Monastery of San Vivaldo and Sant'Agostino Church are local landmarks, and some of the area's activities can be experienced at Teatro del Silenzio and Castelfalfi Golf Course. Peccioli Prehistoric Park and Ra-Ma snc are also worth visiting. Discover the area's water adventures with nearby swimming, or enjoy the great outdoors with mountain biking, cycling and horse riding.

Gambassi Terme, Firenze
What's nearby
- Monastery of San Vivaldo - 9 min drive - 6.1 km
- Castelfalfi Golf Course - 16 min drive - 12.8 km
- Piazza Duomo - 19 min drive - 16.7 km
- San Gimignano Communal Palace - 19 min drive - 16.7 km
- Vernaccia di San Gimignano Wine Museum - 19 min drive - 16.7 km
Getting around
Restaurants
- Ristorante Leonetti, Pancole - 18 min drive
- Bar Centrale - 12 min drive
- Il Rustico “Pancole” - 20 min drive
- Pasticceria Filli - 13 min drive
- Corte Antica I' Ciampa - 13 min drive
Frequently asked questions
Reviews
10
Exceptional
10/10
Cleanliness
10/10
Check-in
9.8/10
Communication
9.6/10
Location
9.6/10
Listing accuracy
Reviews
17 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Aug 2025
8/10 Good
Michael L.
2 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great for a family stay
Michael L.
Stayed 8 nights in Sep 2024
8/10 Good
Jean-Pierre R.
22 Jul, 2025
Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication
Nice villa in Toscana
Jean-Pierre R.
Stayed 5 nights in Jul 2025
10/10 Excellent
Don B.
24 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome Villa
Don B.
Stayed 7 nights in Sep 2024
10/10 Excellent
Mike O.
15 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Superb villa in the heart of Tuscany
Mike O.
Stayed 14 nights in Jul 2024
10/10 Excellent
Kristen M.
17 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect stay
Kristen M.
Stayed 7 nights in Jun 2023
10/10 Excellent
Sandrine D.
21 Aug, 2024
Liked: Cleanliness, check-in, communication, location
Great stay
Sandrine D.
Stayed 7 nights in Aug 2024
10/10 Excellent
Linda S.
18 Aug, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a nice place
Linda S.
Stayed 14 nights in Jul 2022
10/10 Excellent
Kirsten H.
28 Jun, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful!
Kirsten H.
Stayed 6 nights in Jun 2022
10/10 Excellent
Thierry B.
23 Jul, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic quiet place
Thierry B.
Stayed 28 nights in Jun 2023
10/10 Excellent
Clara D.
3 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family reunion in Tuscany
Clara D.
Stayed 7 nights in Jul 2023
10/10 Excellent
Joseph S.
6 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stevens family trip 2023
Joseph S.
Stayed 7 nights in May 2023
10/10 Excellent
Dino D.
14 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfort and Beauty
Dino D.
Stayed 7 nights in Aug 2023
10/10 Excellent
Mara J.
29 Sept, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Our Tuscany Vacation
Mara J.
Stayed 7 nights in Sep 2022
10/10 Excellent
Susan O.
2 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Italian Besties
Susan O.
Stayed 7 nights in Sep 2023
10/10 Excellent
Floriaan D.
27 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful family stay in sunny Tuscany
Floriaan D.
Stayed 9 nights in Aug 2023
10/10 Excellent
Sarah M.
15 Jul, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family stay in summer
Sarah M.
Stayed 7 nights in Jul 2022
10/10 Excellent
Vanessa B.
16 Jun, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely perfect!
Vanessa B.
Stayed 5 nights in Jun 2022
10/10 Excellent
David B.
20 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
David B.
Stayed 7 nights in Sep 2025
10/10 Excellent
Adriano P.
26 Oct, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Oase der Ruhe
Adriano P.
Stayed 14 nights in Oct 2022
10/10 Excellent
Valentina S.
17 Sept, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excelellent Toscana Villa
Valentina S.
Stayed 5 nights in Sep 2022
8/10 Good
fiona p.
10 Sept, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous Villa.
fiona p.
Stayed 14 nights in Aug 2020
10/10 Excellent
Salam Z.
4 Sept, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent chois
Salam Z.
Stayed 7 nights in Aug 2020
10/10 Excellent
Ana N.
17 Sept, 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Dream villa, perfect location, fantastic host
Ana N.
Stayed 7 nights in May 2019
10/10 Excellent
Albert S.
6 Aug, 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Ferien mit 10 Pers. u. 2 kl. Hunden Juli 2019
Albert S.
Stayed 14 nights in Jul 2019
About the host
Hosted by Neva & Giovanni Guazzini
Languages:
English, Italian
Premier Host
They consistently provide great experiences for their guests
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